Homesinorlando.forsale Search Results

$510,000

Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

2220 Derbyshire Road, Maitland

$425,000

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland

$689,000

Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!

1850 Geronimo Trail, Maitland

$186,000

Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the Realtors remarks below. A technology fee will apply to the buyers agent upon consummation of a sale. The property is under Highest and & Best with a current due date of 9/29/2025 11:59:00 PM Mountain Time.

2 Beds ⋅ 2 Baths ⋅ Visconti Est SubDv. ⋅ 32751 Zip Code

Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the Realtors remarks below. A technology fee will apply to the buyers agent upon consummation of a sale. The property is under Highest and & Best with a current due date of 9/29/2025 11:59:00 PM Mountain Time.

1960 Legacy Cove Drive Unit 1960, Maitland

$980,000

HIGHEST AND BEST BY SUNDAY 6.29.25 12:00 PM …..Welcome to this stunning, fully upgraded 4-bedroom, 3-bathroom home with a versatile bonus room/den—perfect for a home office, playroom, or guest space. Tucked away in one of Maitland’s most desirable neighborhoods, this home blends upscale finishes with effortless comfort. Step inside and immediately feel the difference. The open-concept layout features wide luxury vinyl plank flooring throughout the main living areas, a custom-lit built-in bookshelf for your favorite reads or collectibles, and an oversized Pella sliding door that fills the space with natural light and invites you to the backyard retreat. The chef’s kitchen is a true centerpiece—designed to impress and built to perform. It boasts a large quartz island, custom white oak shaker cabinetry, sleek new high-end appliances, and an oversized walk-in pantry ready to accommodate all your storage needs. The private primary suite offers a true escape, with a spa-inspired en suite bathroom featuring dual quartz vanities, a soaking tub, dual showerheads, and beautiful white oak cabinetry—every detail designed with relaxation in mind. Step outside to your very own resort-style backyard oasis. Mature Sylvester palm trees sway over lush landscaping, beach-entry garden boxes surround a sparkling pool, and a custom garden fountain adds the perfect serene touch. The PVC privacy fencing ensures seclusion while you unwind or entertain. Every inch of this home has been thoughtfully curated with timeless finishes, quality craftsmanship, and modern design. A rare opportunity to own a turn-key luxury residence in one of Central Florida’s most established communities.

4 Beds ⋅ 3 Baths ⋅ Maitland Woods Third Add SubDv. ⋅ 32751 Zip Code

HIGHEST AND BEST BY SUNDAY 6.29.25 12:00 PM …..Welcome to this stunning, fully upgraded 4-bedroom, 3-bathroom home with a versatile bonus room/den—perfect for a home office, playroom, or guest space. Tucked away in one of Maitland’s most desirable neighborhoods, this home blends upscale finishes with effortless comfort. Step inside and immediately feel the difference. The open-concept layout features wide luxury vinyl plank flooring throughout the main living areas, a custom-lit built-in bookshelf for your favorite reads or collectibles, and an oversized Pella sliding door that fills the space with natural light and invites you to the backyard retreat. The chef’s kitchen is a true centerpiece—designed to impress and built to perform. It boasts a large quartz island, custom white oak shaker cabinetry, sleek new high-end appliances, and an oversized walk-in pantry ready to accommodate all your storage needs. The private primary suite offers a true escape, with a spa-inspired en suite bathroom featuring dual quartz vanities, a soaking tub, dual showerheads, and beautiful white oak cabinetry—every detail designed with relaxation in mind. Step outside to your very own resort-style backyard oasis. Mature Sylvester palm trees sway over lush landscaping, beach-entry garden boxes surround a sparkling pool, and a custom garden fountain adds the perfect serene touch. The PVC privacy fencing ensures seclusion while you unwind or entertain. Every inch of this home has been thoughtfully curated with timeless finishes, quality craftsmanship, and modern design. A rare opportunity to own a turn-key luxury residence in one of Central Florida’s most established communities.

1191 Banbury Trail, 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

$290,000

This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

3 Beds ⋅ 2 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code

This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, Maitland

$185,000

Welcome to a meticulously maintained Mid-century style home, offering modern comforts on an expansive, fenced lot. The private rear yard, featuring established mature trees, provides a tranquil setting perfect for leisure and enjoyment. Access through the covered carport leads directly into an interior distinguished by pristine terrazzo floors and elegant high ceilings. The living spaces are bathed in abundant natural light, creating an inviting and warm ambiance throughout the home. Substantial improvements have been made, enhancing both aesthetics and functionality. These include a new roof (2017), a high-efficiency A/C system installed in 2018, exterior painting completed in 2022, and fully renovated bathrooms and kitchen in 2022, complete with new essential appliances. as well as, windows, electrical, and plumbing systems were updated in 2018. This property is perfectly located 10 minutes from schools, including elementary, middle, and high schools, and the Valencia Winter Park campus. also 10 minutes from the Altamonte business district, Altamonte Mall, AMC movie theater, and a diverse array of dining establishments are all within a 10-minute commute. Outdoor recreational opportunities at Wekiva Springs are also easily accessible, approximately 20 minutes away.

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

Welcome to a meticulously maintained Mid-century style home, offering modern comforts on an expansive, fenced lot. The private rear yard, featuring established mature trees, provides a tranquil setting perfect for leisure and enjoyment. Access through the covered carport leads directly into an interior distinguished by pristine terrazzo floors and elegant high ceilings. The living spaces are bathed in abundant natural light, creating an inviting and warm ambiance throughout the home. Substantial improvements have been made, enhancing both aesthetics and functionality. These include a new roof (2017), a high-efficiency A/C system installed in 2018, exterior painting completed in 2022, and fully renovated bathrooms and kitchen in 2022, complete with new essential appliances. as well as, windows, electrical, and plumbing systems were updated in 2018. This property is perfectly located 10 minutes from schools, including elementary, middle, and high schools, and the Valencia Winter Park campus. also 10 minutes from the Altamonte business district, Altamonte Mall, AMC movie theater, and a diverse array of dining establishments are all within a 10-minute commute. Outdoor recreational opportunities at Wekiva Springs are also easily accessible, approximately 20 minutes away.

518 Oranole Road, Maitland

$425,000

Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

Bel Air Estates SubDv. ⋅ 32751 Zip Code

Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

14 Bel Air Street, 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

$550,000

This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

3 Beds ⋅ 2 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

162 Orange Place, Maitland

$220,000

Located in the heart of Maitland, this cozy, two-story townhouse features a practical layout with double ensuites and a stair lift, allowing full accessibility. Its inviting open floor plan and private courtyard are designed for everyday functionality and enjoyment. The main living space features a living-dining combination that is open to the kitchen, which boasts stainless-steel appliances and offers direct access to the courtyard, making it an ideal space for daily living and entertaining guests. This three-bedroom, three-bathroom split floor plan design offers privacy and enhances functionality; use the downstairs bedroom with its full private bathroom for guests, or as a media room, game room, hobby room, or however you see fit! Upstairs, the roomy primary suite includes a spacious corner closet for maximum storage and a private screened balcony to unwind at the end of the day. The screened balcony offers protected outdoor relaxation, while the courtyard provides a versatile private outdoor space. Recent updates include a new electric panel in 2022, and the HOA installed a new roof in 2018, ensuring peace of mind for years to come. For those hot Florida days, the community offers residents a well-maintained pool to cool off and relax. Its location is another key element. Convenient access to I-4 and Orange Avenue makes commuting and adventuring across Central Florida straightforward. Schools are just minutes away, and Downtown Orlando is easily accessible. Cultural attractions, including the Orlando Science Center and the Museum of Art, are nearby, offering fantastic entertainment and educational opportunities. Healthcare needs are well-served with hospitals close by. Schedule your showing today to experience this well-maintained townhouse firsthand with modern amenities, a convenient location, and comfortable living spaces that are perfect for your next home.

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Located in the heart of Maitland, this cozy, two-story townhouse features a practical layout with double ensuites and a stair lift, allowing full accessibility. Its inviting open floor plan and private courtyard are designed for everyday functionality and enjoyment. The main living space features a living-dining combination that is open to the kitchen, which boasts stainless-steel appliances and offers direct access to the courtyard, making it an ideal space for daily living and entertaining guests. This three-bedroom, three-bathroom split floor plan design offers privacy and enhances functionality; use the downstairs bedroom with its full private bathroom for guests, or as a media room, game room, hobby room, or however you see fit! Upstairs, the roomy primary suite includes a spacious corner closet for maximum storage and a private screened balcony to unwind at the end of the day. The screened balcony offers protected outdoor relaxation, while the courtyard provides a versatile private outdoor space. Recent updates include a new electric panel in 2022, and the HOA installed a new roof in 2018, ensuring peace of mind for years to come. For those hot Florida days, the community offers residents a well-maintained pool to cool off and relax. Its location is another key element. Convenient access to I-4 and Orange Avenue makes commuting and adventuring across Central Florida straightforward. Schools are just minutes away, and Downtown Orlando is easily accessible. Cultural attractions, including the Orlando Science Center and the Museum of Art, are nearby, offering fantastic entertainment and educational opportunities. Healthcare needs are well-served with hospitals close by. Schedule your showing today to experience this well-maintained townhouse firsthand with modern amenities, a convenient location, and comfortable living spaces that are perfect for your next home.

818 Park Lake Circle Unit 10, Maitland

$1,075,000

One or more photo(s) has been virtually staged. Accepted offer with home sale contingency. Seller will consider backup offers. Nestled in the heart of gated, sought-after Lake Colony Estates, this luxurious 5-bedroom, 5-bathroom pool home offers unparalleled elegance, space, and resort-style living. Meticulously crafted with custom designer details, this property boasts soaring 14’ ceilings, coffered and crown molding, wainscoting, and maple cabinetry—blending timeless sophistication with modern comfort. Exquisite Interior Features: Sprawling open floor plan with oversized rooms, perfect for grand-scale entertaining and everyday living. Gourmet kitchen with solid-surface counters, premium appliances, and abundant custom cabinetry. Grand family room with custom built-ins and a fireplace, bathed in natural light. Downstairs primary retreat featuring dual vanities, a soaking tub, walk-in closets, and a lavish shower. First-floor guest suite plus three additional bedrooms upstairs, including a huge bonus room ideal for a media lounge or playroom. Elegant office/den with custom built-in shelving, perfect for remote work or a private library. Outdoor Oasis & Location Perks: Sparkling pool surrounded by a paver deck and lush, mature landscaping—your private sanctuary for relaxation. Tree-lined streets with sidewalks in a premier gated community, just minutes to top-rated schools, shopping, and dining. Unbeatable convenience: Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Walkable to Orangewood School, 5 min to Maitland Blvd & I-4 Express Lanes (20 min to downtown Orlando, 30 min to airports) <1 hour to Florida’s beaches. Why This Home Stands Out: Lowest-priced estate in Lake Colony Estates—offering exceptional value for a custom-built luxury home. Prime interior lot on a quiet, desirable street in the middle of the block. Don’t miss this rare opportunity to own one of Lake Colony’s finest properties—a perfect blend of luxury, location, and lifestyle.

5 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Accepted offer with home sale contingency. Seller will consider backup offers. Nestled in the heart of gated, sought-after Lake Colony Estates, this luxurious 5-bedroom, 5-bathroom pool home offers unparalleled elegance, space, and resort-style living. Meticulously crafted with custom designer details, this property boasts soaring 14’ ceilings, coffered and crown molding, wainscoting, and maple cabinetry—blending timeless sophistication with modern comfort. Exquisite Interior Features: Sprawling open floor plan with oversized rooms, perfect for grand-scale entertaining and everyday living. Gourmet kitchen with solid-surface counters, premium appliances, and abundant custom cabinetry. Grand family room with custom built-ins and a fireplace, bathed in natural light. Downstairs primary retreat featuring dual vanities, a soaking tub, walk-in closets, and a lavish shower. First-floor guest suite plus three additional bedrooms upstairs, including a huge bonus room ideal for a media lounge or playroom. Elegant office/den with custom built-in shelving, perfect for remote work or a private library. Outdoor Oasis & Location Perks: Sparkling pool surrounded by a paver deck and lush, mature landscaping—your private sanctuary for relaxation. Tree-lined streets with sidewalks in a premier gated community, just minutes to top-rated schools, shopping, and dining. Unbeatable convenience: Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Walkable to Orangewood School, 5 min to Maitland Blvd & I-4 Express Lanes (20 min to downtown Orlando, 30 min to airports) <1 hour to Florida’s beaches. Why This Home Stands Out: Lowest-priced estate in Lake Colony Estates—offering exceptional value for a custom-built luxury home. Prime interior lot on a quiet, desirable street in the middle of the block. Don’t miss this rare opportunity to own one of Lake Colony’s finest properties—a perfect blend of luxury, location, and lifestyle.

307 Running Wind Lane, Maitland

$170,000

Welcome to easy living in this beautifully maintained first-floor, one-bedroom, one-bathroom condo, offering comfort, convenience, and resort-style amenities. Step inside to discover high ceilings, an abundance of natural light, and durable, stylish vinyl flooring throughout. The spacious bedroom includes a walk-in closet, and the oversized indoor laundry room provides plenty of space for storage and organization. Just outside your door, enjoy a wide array of community features designed for both relaxation and recreation. These include a resort-style swimming pool, clubhouse, fitness center, tennis and basketball courts, a car wash area, and daily valet trash service for added ease. Take in the serene surroundings with a peaceful pond, dock, and gazebo, all professionally maintained and surrounded by lush landscaping. Conveniently located near Maitland Blvd. and I-4 , this community offers quick access to dining, shopping, and entertainment, making it an ideal choice for anyone seeking a low-maintenance lifestyle with upscale amenities.

1 Beds ⋅ 1 Baths ⋅ Visconti West Bldg 5 SubDv. ⋅ 32751 Zip Code

Welcome to easy living in this beautifully maintained first-floor, one-bedroom, one-bathroom condo, offering comfort, convenience, and resort-style amenities. Step inside to discover high ceilings, an abundance of natural light, and durable, stylish vinyl flooring throughout. The spacious bedroom includes a walk-in closet, and the oversized indoor laundry room provides plenty of space for storage and organization. Just outside your door, enjoy a wide array of community features designed for both relaxation and recreation. These include a resort-style swimming pool, clubhouse, fitness center, tennis and basketball courts, a car wash area, and daily valet trash service for added ease. Take in the serene surroundings with a peaceful pond, dock, and gazebo, all professionally maintained and surrounded by lush landscaping. Conveniently located near Maitland Blvd. and I-4 , this community offers quick access to dining, shopping, and entertainment, making it an ideal choice for anyone seeking a low-maintenance lifestyle with upscale amenities.

1125 Lake Shadow Circle Unit 5109, Maitland

$225,000

Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy efficiency, a fully remodeled kitchen with new cabinets, countertops, and stainless-steel appliances, and updated bathrooms including a walk-in shower. Interior enhancements include new bedroom flooring, modern ceiling fans, new doors, outlets, and switches, plus a new water heater for peace of mind. A versatile den provides flexible space for a home office, guest room, or creative studio. Conveniently located near the Enzian Theater, Art & History Museums of Maitland, Lake Lily Park, local dining, and community events. Easy access to the SunRail makes commuting to downtown Orlando simple. Seller is motivated—buyers bring offers! Schedule your showing today!

2 Beds ⋅ 1 Baths ⋅ Eatonville SubDv. ⋅ 32751 Zip Code

Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy efficiency, a fully remodeled kitchen with new cabinets, countertops, and stainless-steel appliances, and updated bathrooms including a walk-in shower. Interior enhancements include new bedroom flooring, modern ceiling fans, new doors, outlets, and switches, plus a new water heater for peace of mind. A versatile den provides flexible space for a home office, guest room, or creative studio. Conveniently located near the Enzian Theater, Art & History Museums of Maitland, Lake Lily Park, local dining, and community events. Easy access to the SunRail makes commuting to downtown Orlando simple. Seller is motivated—buyers bring offers! Schedule your showing today!

320 Eaton Street, Maitland

$270,000

Seller will assist with closing costs. Come see your dream home in the Maitland area! This beautifully maintained residence at 531 Wigman Drive offers the perfect combination of comfort, style, and location. This home boasts four bedrooms and one and a half bathrooms, ideal for families or those seeking space to live and entertain. Live minutes away from Winter Park without paying Winter Park prices. Enjoy having all tile flooring and modern finishes throughout. The comfortable living and dining areas flow seamlessly, perfect for hosting gatherings or cozy nights in. Enjoy Florida living year-round in your private backyard oasis, complete with a screened-in patio. The property also includes a two-car carport. With fast and easy access to I-4, this home provides convenience and tranquility all in one. Whether you're a first-time homebuyer, growing family, or looking for an investment, this gem won’t last long. Schedule your private showing today.

4 Beds ⋅ 2 Baths ⋅ Eaton Estates SubDv. ⋅ 32751 Zip Code

Seller will assist with closing costs. Come see your dream home in the Maitland area! This beautifully maintained residence at 531 Wigman Drive offers the perfect combination of comfort, style, and location. This home boasts four bedrooms and one and a half bathrooms, ideal for families or those seeking space to live and entertain. Live minutes away from Winter Park without paying Winter Park prices. Enjoy having all tile flooring and modern finishes throughout. The comfortable living and dining areas flow seamlessly, perfect for hosting gatherings or cozy nights in. Enjoy Florida living year-round in your private backyard oasis, complete with a screened-in patio. The property also includes a two-car carport. With fast and easy access to I-4, this home provides convenience and tranquility all in one. Whether you're a first-time homebuyer, growing family, or looking for an investment, this gem won’t last long. Schedule your private showing today.

531 Wigman Drive, Maitland

$769,000

Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. The existing home is a charming 3-bedroom, 1.5-bath residence featuring beautiful hardwood floors, a fireplace and timeless built-ins. It has a lovely porch that overlooks the street yet feels like your own personal oasis. The roof was put on in 2022. In the backyard there is a block constructed mother-in-law suite with its own kitchen and bath and a spare bedroom/workspace in the back. The home is a historical gem. It does need some work but is a rare opportunity for the right person / family / builder. Don't miss the chance to secure a valuable piece of land in a premier setting.

4 Beds ⋅ 3 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. The existing home is a charming 3-bedroom, 1.5-bath residence featuring beautiful hardwood floors, a fireplace and timeless built-ins. It has a lovely porch that overlooks the street yet feels like your own personal oasis. The roof was put on in 2022. In the backyard there is a block constructed mother-in-law suite with its own kitchen and bath and a spare bedroom/workspace in the back. The home is a historical gem. It does need some work but is a rare opportunity for the right person / family / builder. Don't miss the chance to secure a valuable piece of land in a premier setting.

1621 Sunnyside Drive, Maitland

$1,220,000

Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes. The interior offers an inviting layout, including a large primary suite with dual walk-in closets, a soaking tub, double vanity, separate shower, and an attached study that adjoins another bedroom—perfect for a nursery or home office. The open-concept living room flows seamlessly into a gourmet kitchen, creating an ideal space for entertaining. Additional highlights include a gas fireplace, wood floors, crown molding, a wine cellar for the enthusiast, and thoughtful bedroom arrangements including a Jack and Jill bath and another ensuite. The home also features a convenient laundry room with direct access to the pool deck, as well as an upstairs bonus room with ample storage. Above the garage, you’ll find a secondary primary ensuite with a walk-in closet—ideal for guests, in-laws, or older children seeking privacy. Situated on an oversized, fenced lot, the backyard is a tranquil retreat with a saltwater pool, pavered lanai, fire pit, outdoor shower, and space for a dog run or additional storage for a boat, golf cart, or other recreational vehicles. There's also extra parking available next to the driveway. Located in the highly sought-after Dommerich Elementary and Winter Park High school zone, and with no HOA, this home offers comfort, convenience, and community in one of Maitland’s most established neighborhoods.

6 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes. The interior offers an inviting layout, including a large primary suite with dual walk-in closets, a soaking tub, double vanity, separate shower, and an attached study that adjoins another bedroom—perfect for a nursery or home office. The open-concept living room flows seamlessly into a gourmet kitchen, creating an ideal space for entertaining. Additional highlights include a gas fireplace, wood floors, crown molding, a wine cellar for the enthusiast, and thoughtful bedroom arrangements including a Jack and Jill bath and another ensuite. The home also features a convenient laundry room with direct access to the pool deck, as well as an upstairs bonus room with ample storage. Above the garage, you’ll find a secondary primary ensuite with a walk-in closet—ideal for guests, in-laws, or older children seeking privacy. Situated on an oversized, fenced lot, the backyard is a tranquil retreat with a saltwater pool, pavered lanai, fire pit, outdoor shower, and space for a dog run or additional storage for a boat, golf cart, or other recreational vehicles. There's also extra parking available next to the driveway. Located in the highly sought-after Dommerich Elementary and Winter Park High school zone, and with no HOA, this home offers comfort, convenience, and community in one of Maitland’s most established neighborhoods.

1653 Cheyenne Trail, Maitland

$515,000

Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$971,000

Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

5 Beds ⋅ 4 Baths ⋅ Woodstream SubDv. ⋅ 32751 Zip Code

Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland

$800,000

SDEO - May 2025 (FSBO)

4 Beds ⋅ 2 Baths ⋅ Maitland Highlands SubDv. ⋅ 32751 Zip Code

SDEO - May 2025 (FSBO)

2031 Dyan Way, Maitland

$765,000

Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

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

Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

1770 Chinook Trail, 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

$320,000

Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

2155 Fennell Street, Maitland

$390,000

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$110,000

Charming 1 bed, 1 bath condo in Carrington Park! Located on the 2nd floor, this unit features vinyl floor recently upgraded from carpet, a private balcony with north-facing exposure, open parking, and access to on-site laundry. Enjoy community amenities including a pool, fitness center, and playground. Low $235/month HOA covers water, trash, exterior maintenance, and more. Please note: the updated photos are shown last in the MLS gallery. Prime Maitland location near shopping, dining, and highways. Great for first-time buyers or investors!

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Charming 1 bed, 1 bath condo in Carrington Park! Located on the 2nd floor, this unit features vinyl floor recently upgraded from carpet, a private balcony with north-facing exposure, open parking, and access to on-site laundry. Enjoy community amenities including a pool, fitness center, and playground. Low $235/month HOA covers water, trash, exterior maintenance, and more. Please note: the updated photos are shown last in the MLS gallery. Prime Maitland location near shopping, dining, and highways. Great for first-time buyers or investors!

2520 Caper Lane Unit 206, Maitland

$435,000

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

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

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland

$830,000

One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

1850 Shawnee Trail, Maitland

$678,500

This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

4 Beds ⋅ 3 Baths ⋅ Windsor Park SubDv. ⋅ 32751 Zip Code

This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, Maitland

$315,000

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch, ideal for relaxing outdoors, and a fully fenced backyard—perfect for pets or gardening. Don’t miss this opportunity to own a home that combines comfort, privacy, and an unbeatable location!

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

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch, ideal for relaxing outdoors, and a fully fenced backyard—perfect for pets or gardening. Don’t miss this opportunity to own a home that combines comfort, privacy, and an unbeatable location!

410 Citrus Lane, Maitland