Homesinorlando.forsale Search Results

$397,000

Welcome to 2494 Castlewood Road, a spacious 4-bedroom, 2-bath pool home offering 2,086 square feet of potential on a large corner homesite in a quiet, tree-lined neighborhood. This property is ideal for investors or cash buyers looking for a renovation project in a desirable area with strong resale and rental potential. The home’s major systems have been recently updated, including: Solar Panels (2021); Roof (2021) with updated gutters, fascia, and soffits; HVAC System (2020); Water Heater (2020). A Four Point inspection was performed to ensure these new items are in great working order! The interior is ready for renovation, allowing you to create the perfect modern home or flip. The large pool needs some tlc, but offers great potential for the backyard. Enjoy a prime location near desirable English Estates Elementary (just a half-mile walk) and easy access to Oxford Road — an area currently seeing major investment and redevelopment by Seminole County. The neighborhood features sidewalk-lined streets, mature trees, and no required HOA fees, plus affordable taxes from no city property taxes, as the property is located in unincorporated Seminole County. Whether you’re looking for your next fix-and-flip or a long-term income property, this Maitland gem offers all the right ingredients: location, size, and built-in equity potential.

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Welcome to 2494 Castlewood Road, a spacious 4-bedroom, 2-bath pool home offering 2,086 square feet of potential on a large corner homesite in a quiet, tree-lined neighborhood. This property is ideal for investors or cash buyers looking for a renovation project in a desirable area with strong resale and rental potential. The home’s major systems have been recently updated, including: Solar Panels (2021); Roof (2021) with updated gutters, fascia, and soffits; HVAC System (2020); Water Heater (2020). A Four Point inspection was performed to ensure these new items are in great working order! The interior is ready for renovation, allowing you to create the perfect modern home or flip. The large pool needs some tlc, but offers great potential for the backyard. Enjoy a prime location near desirable English Estates Elementary (just a half-mile walk) and easy access to Oxford Road — an area currently seeing major investment and redevelopment by Seminole County. The neighborhood features sidewalk-lined streets, mature trees, and no required HOA fees, plus affordable taxes from no city property taxes, as the property is located in unincorporated Seminole County. Whether you’re looking for your next fix-and-flip or a long-term income property, this Maitland gem offers all the right ingredients: location, size, and built-in equity potential.

2494 Castlewood Road, Maitland

$350,000

One or more photo(s) has been virtually staged. GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYERS AND INVESTORS TO TAKE ADVANTAGE OF THIS BELOW MEDIAN PRICE, $420,000 FOR SINGLE FAMILY AS OF MAY 2025, PROPERTY IN SOUGHT AFTER MAITLAND COMMUNITY OF DRUID HILLS. THIS PROPERTY BOASTS 3 BEDROOMS AND 2 BATHROOMS WITH A 2 CAR GARAGE NOT TO MENTION A DRIVEWAY FOR 4 OTHER CARS. ROOF IS NEW AS OF 2022, COMPLETE HVAC SYSTEM AIR HANDLER AND COMPRESSOR NEW AS OF 2023, CROWN MOLDING THRU OUT, SPACIOUS LOT WITH MATURE LANDSCAPING, RECENTLY REPLACED SEPTIC TANK PLUMBING PIPE, AND MORE. THIS PROPERTY IS CLOSE TO EVERYTHING. DOWNTOWN MAITLAND, WINTER PARK, AND ORLANDO JUST MINUTES AWAY. GREAT ACCESS TO I4 & THE 414. ORANGEWOOD CHRISTIAN SCHOOL JUST A FEW BLOCKS AWAY AND ALTAMONTE MALL JUST DOWN THE STREET. THIS WOULD BE A FANTASTIC STARTER HOME TO BEGIN TO BUILD A REAL ESTATE PORTFOLIO.

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYERS AND INVESTORS TO TAKE ADVANTAGE OF THIS BELOW MEDIAN PRICE, $420,000 FOR SINGLE FAMILY AS OF MAY 2025, PROPERTY IN SOUGHT AFTER MAITLAND COMMUNITY OF DRUID HILLS. THIS PROPERTY BOASTS 3 BEDROOMS AND 2 BATHROOMS WITH A 2 CAR GARAGE NOT TO MENTION A DRIVEWAY FOR 4 OTHER CARS. ROOF IS NEW AS OF 2022, COMPLETE HVAC SYSTEM AIR HANDLER AND COMPRESSOR NEW AS OF 2023, CROWN MOLDING THRU OUT, SPACIOUS LOT WITH MATURE LANDSCAPING, RECENTLY REPLACED SEPTIC TANK PLUMBING PIPE, AND MORE. THIS PROPERTY IS CLOSE TO EVERYTHING. DOWNTOWN MAITLAND, WINTER PARK, AND ORLANDO JUST MINUTES AWAY. GREAT ACCESS TO I4 & THE 414. ORANGEWOOD CHRISTIAN SCHOOL JUST A FEW BLOCKS AWAY AND ALTAMONTE MALL JUST DOWN THE STREET. THIS WOULD BE A FANTASTIC STARTER HOME TO BEGIN TO BUILD A REAL ESTATE PORTFOLIO.

363 Croton Drive, Maitland

$583,900

Welcome to this beautifully appointed single-story, single-family home located in one of Maitland’s most exclusive gated communities. Nestled on the tranquil shores of Howell Creek and overlooking protected conservation land in the front, this residence offers a rare combination of privacy, natural beauty, and refined living. Step inside to an open and airy layout filled with natural light and serene water views. This residence features a split floor plan with 3 Bedrooms and 2 Full Bathrooms. The Floor Plan includes a Foyer, Formal Dining room with architectural designs, spacious living room with a gas fireplace, Open concept kitchen with generous cabinetry and countertop space, and a cozy dinette. The living spaces are thoughtfully designed for both relaxation and entertaining, featuring new vinyl plank flooring throughout the home. The primary suite offers a tranquil retreat with its own en-suite bath, while the additional bedrooms are ideal for family, guests, or a home office. Enjoy the outdoors in your private backyard oasis, where mature landscaping and direct frontage to Howell Creek create a serene setting for morning coffee or evening sunsets on the tiled screened porch or extended tile patio. The gated community provides added security all within a quiet, well-maintained environment. Just minutes to Park Avenue in Winter Park, Maitland Social, City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully appointed single-story, single-family home located in one of Maitland’s most exclusive gated communities. Nestled on the tranquil shores of Howell Creek and overlooking protected conservation land in the front, this residence offers a rare combination of privacy, natural beauty, and refined living. Step inside to an open and airy layout filled with natural light and serene water views. This residence features a split floor plan with 3 Bedrooms and 2 Full Bathrooms. The Floor Plan includes a Foyer, Formal Dining room with architectural designs, spacious living room with a gas fireplace, Open concept kitchen with generous cabinetry and countertop space, and a cozy dinette. The living spaces are thoughtfully designed for both relaxation and entertaining, featuring new vinyl plank flooring throughout the home. The primary suite offers a tranquil retreat with its own en-suite bath, while the additional bedrooms are ideal for family, guests, or a home office. Enjoy the outdoors in your private backyard oasis, where mature landscaping and direct frontage to Howell Creek create a serene setting for morning coffee or evening sunsets on the tiled screened porch or extended tile patio. The gated community provides added security all within a quiet, well-maintained environment. Just minutes to Park Avenue in Winter Park, Maitland Social, City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2634 Ultra Vista Drive, Maitland

$490,000

Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking the fully fenced backyard. Upgrades include NEW energy-efficient windows, built-in closets, smart lighting and cameras, and fresh, modern paint colors. The chef’s kitchen offers stainless appliances, farmhouse sink, and ample cabinetry. Perfect for entertaining—dine al fresco on the large patio under shade trees or gather inside the Florida Room. No HOA. Just minutes from Maitland City Centre, the 414 for easy travel and 10 minutes to Park Avenue. Call today for your private showing.

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking the fully fenced backyard. Upgrades include NEW energy-efficient windows, built-in closets, smart lighting and cameras, and fresh, modern paint colors. The chef’s kitchen offers stainless appliances, farmhouse sink, and ample cabinetry. Perfect for entertaining—dine al fresco on the large patio under shade trees or gather inside the Florida Room. No HOA. Just minutes from Maitland City Centre, the 414 for easy travel and 10 minutes to Park Avenue. Call today for your private showing.

515 W Faith Terrace, Maitland

$335,000

One or more photo(s) has been virtually staged. Welcome to this beautifully updated Branch Tree duplex, where style meets convenience! Step inside to discover a brand-new kitchen with sleek granite countertops and modern cabinetry, complemented by fresh paint throughout. The primary suite impresses with a fully renovated bathroom featuring a spacious walk-in shower and dual vanity. Luxury vinyl floors flow seamlessly through the open living spaces, highlighted by soaring ceilings that create a bright and airy atmosphere. Enjoy a private backyard for relaxing or entertaining, plus the convenience of a one-car garage. Perfectly situated near shopping, dining, UCF, and charming downtown Winter Park, this home offers both comfort and a prime location. Don’t miss your chance to make this move-in-ready gem yours!

2 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautifully updated Branch Tree duplex, where style meets convenience! Step inside to discover a brand-new kitchen with sleek granite countertops and modern cabinetry, complemented by fresh paint throughout. The primary suite impresses with a fully renovated bathroom featuring a spacious walk-in shower and dual vanity. Luxury vinyl floors flow seamlessly through the open living spaces, highlighted by soaring ceilings that create a bright and airy atmosphere. Enjoy a private backyard for relaxing or entertaining, plus the convenience of a one-car garage. Perfectly situated near shopping, dining, UCF, and charming downtown Winter Park, this home offers both comfort and a prime location. Don’t miss your chance to make this move-in-ready gem yours!

419 Poplar Court, Maitland

$2,550,000

Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

125 Whitecaps Circle, Maitland

$825,000

Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

1888 Derbyshire Road, Maitland

$525,000

Welcome to 503 Lake Shore Drive in beautiful Maitland – where charm meets modern updates in a prime central location! This beautifully updated home is nestled across the street from scenic Lake Faith and offers a rare combination of character, functionality, and thoughtful renovations — all with no HOA. Step inside to discover an inviting open-concept floor plan featuring luxury vinyl plank floors throughout, a wood-burning fireplace with a brick mantle in the Living room, and built-in shelving in the family room & office that adds both charm and endless storage AND decor options. The versatile bonus room overlooks the expansive backyard and is perfect as a home office, playroom, or hobby space. A breakfast bar off the dining room makes entertaining easy, and the kitchen, remodeled in 2023, showcases modern finishes and plenty of cabinet space. Both bathrooms have been tastefully updated (master bath in 2020, hall bath in 2023) and the home’s major systems are already taken care of, including HVAC & ductwork (~2016), plumbing (2019), windows (2014), hot water heater (2024), roof (2023), and a newer electrical panel — offering peace of mind for years to come. The 2-car garage is more like a tandem 3-car, it is so large! Outdoor living is equally impressive with a charming front porch and a large screened back porch with beautiful wood ceilings, perfect for relaxing or hosting gatherings. The huge, fully fenced backyard features an irrigation system and fire pit, providing endless space for play, pets, or even a future pool. An oversized garage adds extra storage and parking flexibility. Situated in a sought-after Maitland location close to major highways, shopping, dining, and top-rated schools, this home offers the best of convenience and comfort — don't miss out!

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to 503 Lake Shore Drive in beautiful Maitland – where charm meets modern updates in a prime central location! This beautifully updated home is nestled across the street from scenic Lake Faith and offers a rare combination of character, functionality, and thoughtful renovations — all with no HOA. Step inside to discover an inviting open-concept floor plan featuring luxury vinyl plank floors throughout, a wood-burning fireplace with a brick mantle in the Living room, and built-in shelving in the family room & office that adds both charm and endless storage AND decor options. The versatile bonus room overlooks the expansive backyard and is perfect as a home office, playroom, or hobby space. A breakfast bar off the dining room makes entertaining easy, and the kitchen, remodeled in 2023, showcases modern finishes and plenty of cabinet space. Both bathrooms have been tastefully updated (master bath in 2020, hall bath in 2023) and the home’s major systems are already taken care of, including HVAC & ductwork (~2016), plumbing (2019), windows (2014), hot water heater (2024), roof (2023), and a newer electrical panel — offering peace of mind for years to come. The 2-car garage is more like a tandem 3-car, it is so large! Outdoor living is equally impressive with a charming front porch and a large screened back porch with beautiful wood ceilings, perfect for relaxing or hosting gatherings. The huge, fully fenced backyard features an irrigation system and fire pit, providing endless space for play, pets, or even a future pool. An oversized garage adds extra storage and parking flexibility. Situated in a sought-after Maitland location close to major highways, shopping, dining, and top-rated schools, this home offers the best of convenience and comfort — don't miss out!

503 Lake Shore Drive, Maitland

$224,500

HUGE SAVINGS: Seller will pay ONE YEAR of HOA dues for new owner!! One or more photos have been virtually staged. Talk about an incredible deal... this 2-story townhouse offers the perfect blend of low-maintenance living and urban convenience! With all major updates already taken care of, you can simply move in and start enjoying your new home. Inside, you’ll find a spacious 2-bedroom, 2.5-bath layout featuring an updated kitchen, recently remodeled bathrooms, and fresh interior paint. There’s not a stitch of carpet either... just beautiful ceramic tile and luxury vinyl plank flooring - including the stairs! Decorative lighting, updated fixtures, recently replaced HVAC (2019) and a new privacy fence add peace of mind and modern touches throughout. The open-concept living and dining space flows seamlessly to a private patio and fenced backyard, perfect for relaxing, entertaining, or working from home with a view. Upstairs, both bedrooms are generously sized with two full baths, while the oversized one-car garage offers a FULL SIZE washer/dryer, attic access, and extra storage. What truly sets this property apart is the proactive, well-managed HOA that takes care of ALL the big stuff like: roof maintenance, repairs, and full replacement (replaced in 2018), property fence, exterior pest control, and all common areas. This resident-focused, well-funded community makes ownership easy and stress-free. Tucked away on a quiet dead-end street, yet just minutes from Maitland’s shopping, dining, and parks-and only a short drive to Winter Park and Downtown Orlando-this home delivers the ideal balance of comfort, convenience, and long-term value.

2 Beds ⋅ 3 Baths ⋅ Park Lake Woods Condo SubDv. ⋅ 32751 Zip Code

HUGE SAVINGS: Seller will pay ONE YEAR of HOA dues for new owner!! One or more photos have been virtually staged. Talk about an incredible deal... this 2-story townhouse offers the perfect blend of low-maintenance living and urban convenience! With all major updates already taken care of, you can simply move in and start enjoying your new home. Inside, you’ll find a spacious 2-bedroom, 2.5-bath layout featuring an updated kitchen, recently remodeled bathrooms, and fresh interior paint. There’s not a stitch of carpet either... just beautiful ceramic tile and luxury vinyl plank flooring - including the stairs! Decorative lighting, updated fixtures, recently replaced HVAC (2019) and a new privacy fence add peace of mind and modern touches throughout. The open-concept living and dining space flows seamlessly to a private patio and fenced backyard, perfect for relaxing, entertaining, or working from home with a view. Upstairs, both bedrooms are generously sized with two full baths, while the oversized one-car garage offers a FULL SIZE washer/dryer, attic access, and extra storage. What truly sets this property apart is the proactive, well-managed HOA that takes care of ALL the big stuff like: roof maintenance, repairs, and full replacement (replaced in 2018), property fence, exterior pest control, and all common areas. This resident-focused, well-funded community makes ownership easy and stress-free. Tucked away on a quiet dead-end street, yet just minutes from Maitland’s shopping, dining, and parks-and only a short drive to Winter Park and Downtown Orlando-this home delivers the ideal balance of comfort, convenience, and long-term value.

832 Park Lake Pl Unit 6A, Maitland

$385,900

Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 3rd Add Rep SubDv. ⋅ 32751 Zip Code

Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

601 Oranole Road, Maitland

$590,000

There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling frozen in time. Inside, the renovation doesn’t overreach. Instead, it refines. The living areas are open, but grounded. Spaces connect, not collide. Craftsman-style baseboards, framed openings, and wide-plank flooring bring a clean, structured look to every room. Crisp white walls and soft natural light give the space quiet presence. The kitchen walks the line between classic and current: professional-grade appliances, navy and white cabinetry, quartz counters, matte gold hardware. It’s thoughtful and modern without shouting. The oversized island isn’t just for prep — it’s where everything happens: gathering, eating, homework — all flowing into the living room with its brick fireplace and big, bright windows. Bedrooms run along one wing, separated just enough from the living spaces. The primary suite is generously sized, with space for a full sitting area and transom-style windows that let in filtered light while keeping privacy intact. Both bathrooms strike the right balance: vintage-inspired tile, modern fixtures, and a palette that feels calm, clean, and considered. Oversized sliders open onto a wide pool deck, where the lines between inside and out disappear. True to its Maitland roots, the backyard is anchored by a full-size pool—an honest nod to an era when outdoor living wasn’t an afterthought, but a priority. It's the kind of space made for slow mornings, unhurried weekends, and summer evenings that last a little longer than planned. Just a few blocks away, a shaded boardwalk leads into Maitland Community Park—tennis courts, trails, and playgrounds tucked beneath the trees. This pocket of Maitland stays quiet but connected, close to local favorites and major roads, with an optional HOA and a pace that feels just right. This home doesn’t try too hard. It honors its roots—and lives like it’s ready for what’s next. In a city built on mid-century pride, this one simply does it better.

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling frozen in time. Inside, the renovation doesn’t overreach. Instead, it refines. The living areas are open, but grounded. Spaces connect, not collide. Craftsman-style baseboards, framed openings, and wide-plank flooring bring a clean, structured look to every room. Crisp white walls and soft natural light give the space quiet presence. The kitchen walks the line between classic and current: professional-grade appliances, navy and white cabinetry, quartz counters, matte gold hardware. It’s thoughtful and modern without shouting. The oversized island isn’t just for prep — it’s where everything happens: gathering, eating, homework — all flowing into the living room with its brick fireplace and big, bright windows. Bedrooms run along one wing, separated just enough from the living spaces. The primary suite is generously sized, with space for a full sitting area and transom-style windows that let in filtered light while keeping privacy intact. Both bathrooms strike the right balance: vintage-inspired tile, modern fixtures, and a palette that feels calm, clean, and considered. Oversized sliders open onto a wide pool deck, where the lines between inside and out disappear. True to its Maitland roots, the backyard is anchored by a full-size pool—an honest nod to an era when outdoor living wasn’t an afterthought, but a priority. It's the kind of space made for slow mornings, unhurried weekends, and summer evenings that last a little longer than planned. Just a few blocks away, a shaded boardwalk leads into Maitland Community Park—tennis courts, trails, and playgrounds tucked beneath the trees. This pocket of Maitland stays quiet but connected, close to local favorites and major roads, with an optional HOA and a pace that feels just right. This home doesn’t try too hard. It honors its roots—and lives like it’s ready for what’s next. In a city built on mid-century pride, this one simply does it better.

2350 Derbyshire Road, Maitland

$632,000

Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

489 Penny Lane, Maitland

$3,950,000

Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

5 Beds ⋅ 5 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code

Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

33 Eastwind Lane, Maitland

$610,000

NEW PRICE!!! Stunning home in Maitland's English Estates neighborhood! PRE-INSPECTED - MOVE IN READY - HOME WARRANTY INCLUDED!!! Completely remodeled by Maru Design Studio, this beautiful 3-bedroom, 2 bath home features an open layout with high-end designer finishes throughout. Luxury vinyl plank flooring has been installed in every room of the home to create seamless transitions into each living space. The kitchen is absolutely gorgeous and features custom solid wood cabinetry, an island, brand-new stainless-steel appliances, and bright white Quartz countertops. A large living/dining room with decorative fireplace is adjacent to the kitchen and there’s a lovely multi-purpose room with built-in floor to ceiling shelving just off the foyer with French doors that open to the screened patio. Down the hall are two comfortably sized bedrooms and a gorgeous hall bath with a double sink vanity and optimum storage. The primary bedroom is spacious with a large walk-in closet and private en suite with shower. Each bathroom has been completely redone and include all new tile work, vanities, brass plumbing fixtures, new tub (hall bath), new toilets, and mirrors. Interior mudroom/laundry room off the 2-car garage has a new utility sink and room for additional storage. The backyard is a true oasis perfect for cookouts with family and friends or relaxing by the fire pit. New landscaping, including fresh sod and flowered garden beds complement the private backyard which showcases an array of pineapples, banana trees, and citrus trees. A large gazebo houses an all-new outdoor grill and is adorned with market lights and ceiling fan to keep you cool during the summer months. Other notable improvements include all new windows (2025), new roof (2021), new electrical panel (2021), water heater (2017), and copper plumbing. Located in the desirable English Estates neighborhood, residents enjoy quiet, walkable streets, close proximity to Kewannee Park with its waterfront boardwalk, playground, and wooded trails, and close proximity to major roadways, shops and dining. Homes in this neighborhood are zoned for English Estates Elementary, South Seminole Middle School, and Lake Howell High.

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

NEW PRICE!!! Stunning home in Maitland's English Estates neighborhood! PRE-INSPECTED - MOVE IN READY - HOME WARRANTY INCLUDED!!! Completely remodeled by Maru Design Studio, this beautiful 3-bedroom, 2 bath home features an open layout with high-end designer finishes throughout. Luxury vinyl plank flooring has been installed in every room of the home to create seamless transitions into each living space. The kitchen is absolutely gorgeous and features custom solid wood cabinetry, an island, brand-new stainless-steel appliances, and bright white Quartz countertops. A large living/dining room with decorative fireplace is adjacent to the kitchen and there’s a lovely multi-purpose room with built-in floor to ceiling shelving just off the foyer with French doors that open to the screened patio. Down the hall are two comfortably sized bedrooms and a gorgeous hall bath with a double sink vanity and optimum storage. The primary bedroom is spacious with a large walk-in closet and private en suite with shower. Each bathroom has been completely redone and include all new tile work, vanities, brass plumbing fixtures, new tub (hall bath), new toilets, and mirrors. Interior mudroom/laundry room off the 2-car garage has a new utility sink and room for additional storage. The backyard is a true oasis perfect for cookouts with family and friends or relaxing by the fire pit. New landscaping, including fresh sod and flowered garden beds complement the private backyard which showcases an array of pineapples, banana trees, and citrus trees. A large gazebo houses an all-new outdoor grill and is adorned with market lights and ceiling fan to keep you cool during the summer months. Other notable improvements include all new windows (2025), new roof (2021), new electrical panel (2021), water heater (2017), and copper plumbing. Located in the desirable English Estates neighborhood, residents enjoy quiet, walkable streets, close proximity to Kewannee Park with its waterfront boardwalk, playground, and wooded trails, and close proximity to major roadways, shops and dining. Homes in this neighborhood are zoned for English Estates Elementary, South Seminole Middle School, and Lake Howell High.

2460 Worthington Road, Maitland

$2,250,000

Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and a living area... *** ideal for for multi-generational living, spacious home office, live-ins or long term guests… Beautiful wood floors extend throughout the main house living spaces, complemented by designer porcelain tile in all baths. The open floor plan showcases soaring 21-foot ceilings in the great room and dining area, anchored by a beautiful chef’s kitchen complete with a dual-fuel range, quartz waterfall island, custom blended cabinetry and an adjacent walk-in pantry. A wall of sliding glass doors in the great room opens to the expansive covered lanai and new Pebble Tec pool with autofill and auto-drain features, all surrounded by travertine decking and a masonry and aluminum privacy fence. The first-floor primary suite offers a serene retreat with private pool courtyard views, a custom walk-in closet and a spa-inspired bath with marble floors, a spacious walk-in shower and a separate soaking tub. Upstairs, there are three additional bedroom suites and a versatile loft to provide ideal space for relaxation lounge area. The side-entry two-car garage includes epoxy floors, EV charging readiness and direct access to the mudroom, laundry, pantry and kitchen for everyday convenience. Designed for year-round entertainment, the covered lanai is stubbed and ready for a summer kitchen, with additional outdoor space available for expanded amenities. Both main and guest houses are bathed in natural light thanks to generous architecturally enhancing windows and glass doors. Modern comforts include smart lighting, exterior security cameras and a built-in audio system. On a quiet cul-de-sac, this property is within visiting or biking distance to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball, playgrounds, trails and pavilions! Enjoy easy access to other downtown Maitland amenities, 7-10 minute drive to Park Avenue in downtown Winter Park, quick access to major roadways & I-4, downtown Orlando, area hospitals, and both executive and international airports... Zoned for regarded Lake Sybelia Elementary, Maitland Middle and Winter Park High School, this exceptional home is a rare offering in a secluded, wonderful neighborhood.

6 Beds ⋅ 8 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code

Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and a living area... *** ideal for for multi-generational living, spacious home office, live-ins or long term guests… Beautiful wood floors extend throughout the main house living spaces, complemented by designer porcelain tile in all baths. The open floor plan showcases soaring 21-foot ceilings in the great room and dining area, anchored by a beautiful chef’s kitchen complete with a dual-fuel range, quartz waterfall island, custom blended cabinetry and an adjacent walk-in pantry. A wall of sliding glass doors in the great room opens to the expansive covered lanai and new Pebble Tec pool with autofill and auto-drain features, all surrounded by travertine decking and a masonry and aluminum privacy fence. The first-floor primary suite offers a serene retreat with private pool courtyard views, a custom walk-in closet and a spa-inspired bath with marble floors, a spacious walk-in shower and a separate soaking tub. Upstairs, there are three additional bedroom suites and a versatile loft to provide ideal space for relaxation lounge area. The side-entry two-car garage includes epoxy floors, EV charging readiness and direct access to the mudroom, laundry, pantry and kitchen for everyday convenience. Designed for year-round entertainment, the covered lanai is stubbed and ready for a summer kitchen, with additional outdoor space available for expanded amenities. Both main and guest houses are bathed in natural light thanks to generous architecturally enhancing windows and glass doors. Modern comforts include smart lighting, exterior security cameras and a built-in audio system. On a quiet cul-de-sac, this property is within visiting or biking distance to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball, playgrounds, trails and pavilions! Enjoy easy access to other downtown Maitland amenities, 7-10 minute drive to Park Avenue in downtown Winter Park, quick access to major roadways & I-4, downtown Orlando, area hospitals, and both executive and international airports... Zoned for regarded Lake Sybelia Elementary, Maitland Middle and Winter Park High School, this exceptional home is a rare offering in a secluded, wonderful neighborhood.

734 Terra Place, Maitland

$425,000

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original hardwood floors, a freshly painted interior, and artful touches like an original screen door and deco-inspired built-in shelving. The updated kitchen comes fully equipped with stainless steel appliances, while the spacious indoor laundry room adds daily convenience. A Nest thermostat system and ADT security bring peace of mind and modern control. Step outside into your private backyard oasis—complete with new wood fencing, fresh landscaping, paver patio, and a charming brick firepit—perfect for outdoor dining, relaxing, or entertaining under the stars. The sleek mid-century elevation is framed by a 2-car carport and mature trees, offering both curb appeal and practicality. Located just minutes from the lakes, parks, top-rated schools, shopping, dining, and with easy access to I-4, this home offers a true blend of character, convenience, and community. Don’t miss this rare Maitland gem!

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original hardwood floors, a freshly painted interior, and artful touches like an original screen door and deco-inspired built-in shelving. The updated kitchen comes fully equipped with stainless steel appliances, while the spacious indoor laundry room adds daily convenience. A Nest thermostat system and ADT security bring peace of mind and modern control. Step outside into your private backyard oasis—complete with new wood fencing, fresh landscaping, paver patio, and a charming brick firepit—perfect for outdoor dining, relaxing, or entertaining under the stars. The sleek mid-century elevation is framed by a 2-car carport and mature trees, offering both curb appeal and practicality. Located just minutes from the lakes, parks, top-rated schools, shopping, dining, and with easy access to I-4, this home offers a true blend of character, convenience, and community. Don’t miss this rare Maitland gem!

504 W Faith Terrace, Maitland

$675,000

Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and truly enjoy Florida living. From the moment you arrive, the home’s curb appeal draws you in with its circular driveway, side-entry garage, and lush, Florida-friendly landscaping. Step through the charming front courtyard, enclosed by a brick privacy wall, and you’ll immediately feel the peaceful, welcoming vibe that makes this home so special. Inside, the layout is both functional and inviting. The updated kitchen is a true centerpiece, featuring a spacious island and newer GE Profile stainless steel appliances, including an induction range with convection oven and microwave (2022), a French-door refrigerator with auto-fill, and an under-cabinet reverse osmosis water filtration system that also feeds the fridge. The kitchen opens directly to the family room, where a classic brick wood-burning fireplace adds warmth and character—perfect for cozy evenings or casual get-togethers. The main living areas are finished with pristine vintage tile floors that add charm and durability, while all four bedrooms have been upgraded with brand new luxury vinyl plank flooring for a fresh, modern feel. The split floor plan offers privacy and flexibility, with three spacious secondary bedrooms on one side and a separate primary suite on the other. Whether you need space for guests, family, or hobbies, this layout works beautifully. And if you work from home, the dedicated office space is a quiet, comfortable spot to stay productive. Step outside through elegant French doors and discover your own private retreat. The backyard is a true highlight, with a sparkling pool, brick patio, and shaded walkways surrounded by mature landscaping. Recent pool upgrades in 2021 include a new pump motor, cartridge filter, pre-filter, and salt cell, ensuring your oasis is ready for summer fun. Throughout the home, all windows have been replaced with vinyl insulated double-pane Low-E windows, providing enhanced energy efficiency and a quieter indoor environment. Additional enhancements include a full PEX re-pipe and new water heater (2017), a Clopay Gallery insulated garage door paired with a Chamberlain smart opener with battery backup (2018), and a generator interlock with plug installed on the main panel. The roof was replaced in December 2023 with an Atlas Roofing system featuring a full self-adhesive secondary water barrier. Gutters have been installed around all entry areas, and the home is finished with durable aluminum fascia and soffits. You’ll also appreciate the granite vanities in the bathrooms, fresh professional paint inside and out, and the added convenience of a dedicated EV charging outlet in the garage. The home comes with a home warranty, offering extra peace of mind. Located in one of Maitland’s most established and desirable neighborhoods, you’re just minutes from top-rated schools, parks, shopping, dining, and major roadways. This is more than just a house—it’s a place to live, grow, and make lasting memories. Don’t miss your chance to own this one-of-a-kind home. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and truly enjoy Florida living. From the moment you arrive, the home’s curb appeal draws you in with its circular driveway, side-entry garage, and lush, Florida-friendly landscaping. Step through the charming front courtyard, enclosed by a brick privacy wall, and you’ll immediately feel the peaceful, welcoming vibe that makes this home so special. Inside, the layout is both functional and inviting. The updated kitchen is a true centerpiece, featuring a spacious island and newer GE Profile stainless steel appliances, including an induction range with convection oven and microwave (2022), a French-door refrigerator with auto-fill, and an under-cabinet reverse osmosis water filtration system that also feeds the fridge. The kitchen opens directly to the family room, where a classic brick wood-burning fireplace adds warmth and character—perfect for cozy evenings or casual get-togethers. The main living areas are finished with pristine vintage tile floors that add charm and durability, while all four bedrooms have been upgraded with brand new luxury vinyl plank flooring for a fresh, modern feel. The split floor plan offers privacy and flexibility, with three spacious secondary bedrooms on one side and a separate primary suite on the other. Whether you need space for guests, family, or hobbies, this layout works beautifully. And if you work from home, the dedicated office space is a quiet, comfortable spot to stay productive. Step outside through elegant French doors and discover your own private retreat. The backyard is a true highlight, with a sparkling pool, brick patio, and shaded walkways surrounded by mature landscaping. Recent pool upgrades in 2021 include a new pump motor, cartridge filter, pre-filter, and salt cell, ensuring your oasis is ready for summer fun. Throughout the home, all windows have been replaced with vinyl insulated double-pane Low-E windows, providing enhanced energy efficiency and a quieter indoor environment. Additional enhancements include a full PEX re-pipe and new water heater (2017), a Clopay Gallery insulated garage door paired with a Chamberlain smart opener with battery backup (2018), and a generator interlock with plug installed on the main panel. The roof was replaced in December 2023 with an Atlas Roofing system featuring a full self-adhesive secondary water barrier. Gutters have been installed around all entry areas, and the home is finished with durable aluminum fascia and soffits. You’ll also appreciate the granite vanities in the bathrooms, fresh professional paint inside and out, and the added convenience of a dedicated EV charging outlet in the garage. The home comes with a home warranty, offering extra peace of mind. Located in one of Maitland’s most established and desirable neighborhoods, you’re just minutes from top-rated schools, parks, shopping, dining, and major roadways. This is more than just a house—it’s a place to live, grow, and make lasting memories. Don’t miss your chance to own this one-of-a-kind home. Schedule your private showing today!

2350 Worthington Road, Maitland

$12,500,000

Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

6 Beds ⋅ 10 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code

Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

570 Manor Road, Maitland

$432,500

*New roof is scheduled to be installed May 2025.* Welcome to this charming home located in the highly desired Oakland Shores neighborhood. This 3 bedroom, 2 bathroom home boasts comfort and tranquility inside and out. Stepping through the front door you are immediately greeted by the vast family room, featuring luxury vinyl plank flooring and beautiful tall ceilings. Lying just off the family room is a perfectly placed kitchen, featuring granite countertops, solid wood cabinetry, and stainless steel appliances. The spacious dining room accompanies the kitchen providing for wonderful entertainment space. Venturing down the center hallway you'll find one full bathroom and 3 bedrooms, all featuring beautifully maintained terrazzo flooring. The Master Bedroom lies at the end of the hallway providing the perfect space for you to relax in comfort. Leading your way to the lustrous backyard and porch area, you'll escape to your very own tropical oasis. The covered porch overlooks the beautiful pool, all featuring paver decking. There is a 16x12 shed located to the rear of the property, offering great storage or private office space, featuring electricity and AC. Additionally, the home features updated plumbing (2020), vinyl fencing (2021), new windows (2022), and new AC (2024). The covered carport provides ample space to park your vehicles to protect them from the elements. Attached to the carport is your interior laundry room and utility. Conveniently located providing access to Downtown Maitland, local restaurants and establishments, along with quick and easy access to and from I-4, this beautiful home awaits your presence!

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 3rd Add Rep SubDv. ⋅ 32751 Zip Code

*New roof is scheduled to be installed May 2025.* Welcome to this charming home located in the highly desired Oakland Shores neighborhood. This 3 bedroom, 2 bathroom home boasts comfort and tranquility inside and out. Stepping through the front door you are immediately greeted by the vast family room, featuring luxury vinyl plank flooring and beautiful tall ceilings. Lying just off the family room is a perfectly placed kitchen, featuring granite countertops, solid wood cabinetry, and stainless steel appliances. The spacious dining room accompanies the kitchen providing for wonderful entertainment space. Venturing down the center hallway you'll find one full bathroom and 3 bedrooms, all featuring beautifully maintained terrazzo flooring. The Master Bedroom lies at the end of the hallway providing the perfect space for you to relax in comfort. Leading your way to the lustrous backyard and porch area, you'll escape to your very own tropical oasis. The covered porch overlooks the beautiful pool, all featuring paver decking. There is a 16x12 shed located to the rear of the property, offering great storage or private office space, featuring electricity and AC. Additionally, the home features updated plumbing (2020), vinyl fencing (2021), new windows (2022), and new AC (2024). The covered carport provides ample space to park your vehicles to protect them from the elements. Attached to the carport is your interior laundry room and utility. Conveniently located providing access to Downtown Maitland, local restaurants and establishments, along with quick and easy access to and from I-4, this beautiful home awaits your presence!

605 Oranole Road, Maitland

$399,000

REDUCED BELOW APPRAISED VALUE FOR QUICK SALE! LOCATION LOCATION LOCATION and NO HOA! Incredible opportunity to live in this highly desired neighborhood of Maitland that is walking distance to everything! Best Farmers Market, shops restaurants and social activities. This home is located on a quiet dead-end street in a location that is hard to find surrounded by million-dollar homes. Newly remodeled and move in ready!! 3-bedroom 2 bath, perfect for anyone looking to be in Maitland! Wood burning fireplace and huge screened in patio for your enjoyment! Multiple living spaces and a large fenced in yard with a huge screened in patio! Houses don't come on the market in this area often! Don't miss out!

3 Beds ⋅ 2 Baths ⋅ Poors 2nd Add SubDv. ⋅ 32751 Zip Code

REDUCED BELOW APPRAISED VALUE FOR QUICK SALE! LOCATION LOCATION LOCATION and NO HOA! Incredible opportunity to live in this highly desired neighborhood of Maitland that is walking distance to everything! Best Farmers Market, shops restaurants and social activities. This home is located on a quiet dead-end street in a location that is hard to find surrounded by million-dollar homes. Newly remodeled and move in ready!! 3-bedroom 2 bath, perfect for anyone looking to be in Maitland! Wood burning fireplace and huge screened in patio for your enjoyment! Multiple living spaces and a large fenced in yard with a huge screened in patio! Houses don't come on the market in this area often! Don't miss out!

421 Hope Terrace, Maitland

$560,000

Nestled under majestic oaks you'll find this wonderful 4 bed 2 bth Pool home just waiting for your personal touches in this popular Dommerich community. This home features a great layout with recent upgrades to include interior and exterior paint, new electrical panel, new water heater and new vinyl fence. Roof was replaced in 2020, over-sized side entry garage and a garden center for your herbs, vegetables or orchids! Terrific location with easy access to area shopping, restaurants and some of the areas BEST schools. Give me a call and let's plan your July 4th pool here!

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Nestled under majestic oaks you'll find this wonderful 4 bed 2 bth Pool home just waiting for your personal touches in this popular Dommerich community. This home features a great layout with recent upgrades to include interior and exterior paint, new electrical panel, new water heater and new vinyl fence. Roof was replaced in 2020, over-sized side entry garage and a garden center for your herbs, vegetables or orchids! Terrific location with easy access to area shopping, restaurants and some of the areas BEST schools. Give me a call and let's plan your July 4th pool here!

2609 Chinook Trail, Maitland

$485,000

One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. In the heart of Maitland’s sought-after English Estates, this timeless ranch-style home seamlessly blends mid-century modern design with thoughtful updates. Built in 1965 by Clayton Homes and meticulously maintained by its original owners, the four-bedroom, two-bath residence spans 2,050 square feet of air-conditioned space, 3,098 total square feet, on a .22-acre lot. A striking double-door entry leads into a welcoming foyer, with a well-planned layout that offers privacy and connection. To the left, four bedrooms and two baths provide a private retreat, while the main living areas extend straight ahead. A sunken family room, complemented by a wood-burning fireplace and a built-in brick planter divider, highlights the home’s distinctive mid-century character. Terrazzo flooring in the living room, family room and secondary bedrooms reinforces the home’s architectural integrity, while tile flooring in the foyer, kitchen and baths adds durability and style. Designed for effortless indoor-outdoor living, an attached covered screen porch with exposed beams enhances the home’s inviting ambiance, ideal for year-round relaxation and entertaining. A landscaped privacy barrier creates a welcoming curb appeal, while the spacious backyard offers additional room to enjoy the Florida lifestyle. The oversized 28-foot-wide garage, accessible directly from the family room, provides ample space for utility needs, a workshop or even potential extensions to the living area. Modern updates ensure lasting comfort and efficiency, including a new electrical panel in 2025, HVAC system in 2024, full-home re-piping in 2022, and an architectural shingle roof in 2019. Just minutes from downtown Maitland, Winter Park’s Park Avenue and top-rated schools, this exceptional home offers a balance of suburban tranquility and city convenience. With mature tree-lined streets, an optional HOA and proximity to parks, lakes and cultural attractions, English Estates embodies the best of classic Florida living. Schedule your private showing today.

2459 Hunterfield Road, Maitland

$2,150,000

This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

5 Beds ⋅ 6 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code

This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

641 Lake Catherine Drive, Maitland

$3,200,000

One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

4 Beds ⋅ 3 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

127 Whitecaps Circle, Maitland

$410,000

Charming Maitland Gem with Lake View and Unlimited Renovation Potential - Don’t miss this opportunity to make this mid-century Florida ranch-style home your own! Located in a peaceful, tree-lined neighborhood, this home exudes timeless character and offers the perfect canvas to create your dream living space. Renovate, Renovate, Renovate... Lovingly owned by the same family for 42 years, it’s ready to begin its next chapter—yours! Key Features: * 3 Bedrooms, 2 Bathrooms + Bonus Room: Flexible spaces filled with natural light and a welcoming ambiance, ideal for your lifestyle needs. * Lake View: Enjoy tranquil view of Lake Faith right from your living room. Situated on a spacious lot across the street from the lake, this home provides a serene setting with year-round breezes. * Open Interior Layout: The living room features new flooring (2024) that creates a warm and airy atmosphere, perfect for relaxing or entertaining. The kitchen offers generous counter space and flows seamlessly into the Florida room, which connects beautifully to the outdoor area. * Outdoor Living Potential: The lot invites endless possibilities—envision a custom outdoor kitchen, dining area, or a lush garden retreat. This home is an entertainer’s dream! Recent Updates: * Living Room Flooring (2024) * AC System (2024) * Roof (2022) * Water Heater (2022) * Garage Door (2022) * Plumbing (2020) * Electrical upgrades over the years This home has received many updates and is primed for a buyer with the vision and creativity to elevate it to its full potential. Prime Location:?Conveniently situated near Maitland’s vibrant new downtown, you’ll enjoy easy access to parks, popular restaurants, and shopping. This property perfectly blends tranquil suburban living with urban convenience. Whether you’re ready to move in or eager to add your personal renovation touches, this Maitland gem offers unmatched potential. Act quickly—homes like this don’t last long! Schedule your private showing today and take the first step toward your next chapter in this charming home. All measurements must be independently verified by the buyer and buyer's agent.

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Charming Maitland Gem with Lake View and Unlimited Renovation Potential - Don’t miss this opportunity to make this mid-century Florida ranch-style home your own! Located in a peaceful, tree-lined neighborhood, this home exudes timeless character and offers the perfect canvas to create your dream living space. Renovate, Renovate, Renovate... Lovingly owned by the same family for 42 years, it’s ready to begin its next chapter—yours! Key Features: * 3 Bedrooms, 2 Bathrooms + Bonus Room: Flexible spaces filled with natural light and a welcoming ambiance, ideal for your lifestyle needs. * Lake View: Enjoy tranquil view of Lake Faith right from your living room. Situated on a spacious lot across the street from the lake, this home provides a serene setting with year-round breezes. * Open Interior Layout: The living room features new flooring (2024) that creates a warm and airy atmosphere, perfect for relaxing or entertaining. The kitchen offers generous counter space and flows seamlessly into the Florida room, which connects beautifully to the outdoor area. * Outdoor Living Potential: The lot invites endless possibilities—envision a custom outdoor kitchen, dining area, or a lush garden retreat. This home is an entertainer’s dream! Recent Updates: * Living Room Flooring (2024) * AC System (2024) * Roof (2022) * Water Heater (2022) * Garage Door (2022) * Plumbing (2020) * Electrical upgrades over the years This home has received many updates and is primed for a buyer with the vision and creativity to elevate it to its full potential. Prime Location:?Conveniently situated near Maitland’s vibrant new downtown, you’ll enjoy easy access to parks, popular restaurants, and shopping. This property perfectly blends tranquil suburban living with urban convenience. Whether you’re ready to move in or eager to add your personal renovation touches, this Maitland gem offers unmatched potential. Act quickly—homes like this don’t last long! Schedule your private showing today and take the first step toward your next chapter in this charming home. All measurements must be independently verified by the buyer and buyer's agent.

505 Lake Shore Drive, Maitland

$415,000

Stunning 3-bedroom, 2 and ½-Bath townhome located in the highly sought-after Park Maitland community. This spacious residents features an open floor plan including 42 inch maple cabinets in the kitchen, maple wood flooring in the main living area, elegant finishes like stainless steel appliances, and abundant natural light throughout. The oversized master suite offers a private retreat, while the beautiful fenced in backyard with a covered walkway from the 2-car garage to the main home provides ample space for outdoor entertainment. Ideally located near top-rated schools, shopping, and dining, this home combines convenience with comfort. Don’t miss out on the opportunity to make this property your own! Schedule a viewing today.

3 Beds ⋅ 3 Baths ⋅ Park Maitland Villas SubDv. ⋅ 32751 Zip Code

Stunning 3-bedroom, 2 and ½-Bath townhome located in the highly sought-after Park Maitland community. This spacious residents features an open floor plan including 42 inch maple cabinets in the kitchen, maple wood flooring in the main living area, elegant finishes like stainless steel appliances, and abundant natural light throughout. The oversized master suite offers a private retreat, while the beautiful fenced in backyard with a covered walkway from the 2-car garage to the main home provides ample space for outdoor entertainment. Ideally located near top-rated schools, shopping, and dining, this home combines convenience with comfort. Don’t miss out on the opportunity to make this property your own! Schedule a viewing today.

2250 Park Maitland Court, Maitland

$485,000

ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$370,000

This charming 3-bedroom, 1.5-bathroom home is a fantastic opportunity for a first-time buyer or an investor, featuring beautiful curb appeal and an ideal location. Nestled on a peaceful cul-de-sac, it’s just minutes from shopping, I-4, Maitland City Center, and Winter Park. Inside, the home offers a well-designed floor plan, with a spacious living and dining area that flows into a cozy Florida room. The bright kitchen boasts stainless steel appliances, plenty of deep cabinets and drawers, and a window above the sink to let in natural light. An air-conditioned laundry room with access to the Florida room and a convenient 2-car carport adds to the practicality of the space. The unique 1.5 bath setup is designed with two sinks and two toilets, providing a functional layout for shared use, with the tub/shower in between. Additionally, this home offers lake access to the private, ski-friendly Lake of the Woods, just a few blocks away. Updates include a new HVAC system (2024), re-piping (2006), a new water heater (2022), updated electrical panels, an upgraded bathroom, freshly painted inside and out, and refinished terrazzo flooring, making it move-in ready for its next owner.

3 Beds ⋅ 2 Baths ⋅ Lakewood Shores 1st Add SubDv. ⋅ 32751 Zip Code

This charming 3-bedroom, 1.5-bathroom home is a fantastic opportunity for a first-time buyer or an investor, featuring beautiful curb appeal and an ideal location. Nestled on a peaceful cul-de-sac, it’s just minutes from shopping, I-4, Maitland City Center, and Winter Park. Inside, the home offers a well-designed floor plan, with a spacious living and dining area that flows into a cozy Florida room. The bright kitchen boasts stainless steel appliances, plenty of deep cabinets and drawers, and a window above the sink to let in natural light. An air-conditioned laundry room with access to the Florida room and a convenient 2-car carport adds to the practicality of the space. The unique 1.5 bath setup is designed with two sinks and two toilets, providing a functional layout for shared use, with the tub/shower in between. Additionally, this home offers lake access to the private, ski-friendly Lake of the Woods, just a few blocks away. Updates include a new HVAC system (2024), re-piping (2006), a new water heater (2022), updated electrical panels, an upgraded bathroom, freshly painted inside and out, and refinished terrazzo flooring, making it move-in ready for its next owner.

224 Ashwood Drive, Maitland

$799,900

This Maitland home is infused with modern West Coast style and customized with great detail and function as over 2,550 square feet. The home boasts an open-concept design, ideal for everyday living and entertaining. The spacious living and family room areas are centered around a wood-burning fireplace, with tile flooring, built-in features and large glass doors that open to the beautiful pool area. The abundance of outdoor living that includes a private, screened-in pool, a pergola, custom vinyl fencing and lush landscaping artificial turf, provides the backdrop for hosting family and friends. The kitchen is outfitted with stainless steel appliances, ample cabinetry, and is conveniently next to a cozy breakfast nook and dining area with additional built-ins. This split-plan home boasts three bedrooms and two baths with opportunity to make the flex space above the primary your own! The large primary suite offers a walk-in closet, dual sinks, a dressing area and a standalone shower. Other features of the home include optional access to the Lake Minnehaha boat ramp which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this property combines comfort and convenience in a sought-after neighborhood.

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code

This Maitland home is infused with modern West Coast style and customized with great detail and function as over 2,550 square feet. The home boasts an open-concept design, ideal for everyday living and entertaining. The spacious living and family room areas are centered around a wood-burning fireplace, with tile flooring, built-in features and large glass doors that open to the beautiful pool area. The abundance of outdoor living that includes a private, screened-in pool, a pergola, custom vinyl fencing and lush landscaping artificial turf, provides the backdrop for hosting family and friends. The kitchen is outfitted with stainless steel appliances, ample cabinetry, and is conveniently next to a cozy breakfast nook and dining area with additional built-ins. This split-plan home boasts three bedrooms and two baths with opportunity to make the flex space above the primary your own! The large primary suite offers a walk-in closet, dual sinks, a dressing area and a standalone shower. Other features of the home include optional access to the Lake Minnehaha boat ramp which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this property combines comfort and convenience in a sought-after neighborhood.

1691 Shawnee Trail, Maitland

$525,000

Imagine standing on the banks of a tranquil creek where the gentle sound of flowing water creates a soothing symphony. This unique waterfront brick home is located in the Gated Community of Brittany Gardens. Surrounded by lush landscaping with breathtaking views of Howell Creek. A Nature Lovers Paradise. A split floor plan with 3 Bedrooms and 2 Full Bathrooms, Foyer, Living Room, Dining Room, Open Kitchen, Laundry Room and Two Car Garage. An Architecturally pleasing front porch leads you into a Bright and Airy Open Floor Plan, Featuring High Ceilings, Custom built cabinetry and floor to ceiling brick accented fireplace. This home has been freshly painted and textured on the interior ceiling and walls. The Primary Suite includes Private access to the deck that overlooks the creek as well as a walk-in closet an ensuite bathroom featuring a soaking tub, dual sinks and a separate shower. Each additional bedroom offers ample space and comfort. Step outside to your private backyard oasis complete with Lanai, Screened Porch, Deck and BBQ Grill. Pause, breathe deeply and connect with nature, this home offers an escape from the hustle and bustle of everyday life. Mechanical updates include: Re-pipe 2024, Roof 2021, HVAC 2019, Hot Water Heater 2016. Just minutes to Park Avenue in Winter Park, Maitland City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Imagine standing on the banks of a tranquil creek where the gentle sound of flowing water creates a soothing symphony. This unique waterfront brick home is located in the Gated Community of Brittany Gardens. Surrounded by lush landscaping with breathtaking views of Howell Creek. A Nature Lovers Paradise. A split floor plan with 3 Bedrooms and 2 Full Bathrooms, Foyer, Living Room, Dining Room, Open Kitchen, Laundry Room and Two Car Garage. An Architecturally pleasing front porch leads you into a Bright and Airy Open Floor Plan, Featuring High Ceilings, Custom built cabinetry and floor to ceiling brick accented fireplace. This home has been freshly painted and textured on the interior ceiling and walls. The Primary Suite includes Private access to the deck that overlooks the creek as well as a walk-in closet an ensuite bathroom featuring a soaking tub, dual sinks and a separate shower. Each additional bedroom offers ample space and comfort. Step outside to your private backyard oasis complete with Lanai, Screened Porch, Deck and BBQ Grill. Pause, breathe deeply and connect with nature, this home offers an escape from the hustle and bustle of everyday life. Mechanical updates include: Re-pipe 2024, Roof 2021, HVAC 2019, Hot Water Heater 2016. Just minutes to Park Avenue in Winter Park, Maitland City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2642 Ultra Vista Drive, Maitland