Homesinorlando.forsale Search Results

$8,925,000

Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code

Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland

$420,000

Charming Mediterranean-Style Townhouse in Gated Community located in Maitland Village. This beautiful 2-story townhouse featuring 3 bedrooms, 2/1 bathrooms with 2 car private garage. This home showcases classic Mediterranean architecture with elegant roof tiles with an inviting curb appeal. The kitchen offers an open plan with granite counter tops and stainless steal appliances, The sliding glass doors takes you to a great view of the pond and the fountain. Enjoy access to premium community amenities, including a pool and BB area for entertaining, family and guess creating memories for special occasions and holidays. Ideally situated near major roads and popular shopping centers, only few minutes from Downtown Orlando; this home offers both convenience and comfort. Don’t miss this opportunity to live in a vibrant and well-connected neighborhood!.

3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Charming Mediterranean-Style Townhouse in Gated Community located in Maitland Village. This beautiful 2-story townhouse featuring 3 bedrooms, 2/1 bathrooms with 2 car private garage. This home showcases classic Mediterranean architecture with elegant roof tiles with an inviting curb appeal. The kitchen offers an open plan with granite counter tops and stainless steal appliances, The sliding glass doors takes you to a great view of the pond and the fountain. Enjoy access to premium community amenities, including a pool and BB area for entertaining, family and guess creating memories for special occasions and holidays. Ideally situated near major roads and popular shopping centers, only few minutes from Downtown Orlando; this home offers both convenience and comfort. Don’t miss this opportunity to live in a vibrant and well-connected neighborhood!.

1942 Michael Tiago Circle, Maitland

$870,000

This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite boasts a huge closet and bathroom. Two driveways, and plenty of room for boat or RV parking add convenience. The meticulously designed landscaping adds beauty. Recent updates throughout, including a new roof, make this home move-in ready with flexible living and extra space inside and out. And it’s desirable, convenient location in a friendly, no HOA neighborhood make it the perfect place to call home.

3 Beds ⋅ 3 Baths ⋅ Maitland Manor Subdivision SubDv. ⋅ 32751 Zip Code

This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite boasts a huge closet and bathroom. Two driveways, and plenty of room for boat or RV parking add convenience. The meticulously designed landscaping adds beauty. Recent updates throughout, including a new roof, make this home move-in ready with flexible living and extra space inside and out. And it’s desirable, convenient location in a friendly, no HOA neighborhood make it the perfect place to call home.

446 Piney Croft Lane, Maitland

$275,000

One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning coffee on the screened-in balcony patio, perfect for relaxing with breezes from the lake. Convenient perfect sized storage closet located in the patio area. A NEWER HVAC INSTALLED 2021, BRAND NEW SLIDING DOOR, BRAND NEW WINDOWS and A BRAND NEW ROOF! Dive into a lifestyle of comfort and convenience with resort-style amenities that make every day feel like a getaway. Enjoy the sparkling community pool, a welcoming clubhouse, perfect for social gatherings and community events, challenge friends on the tennis courts, stay active in the fully equipped fitness center, take in the tranquility sound of the private lake, or unwind along the walking trails. Additional perks include a termite bond and pest control for the homeowners peace of mind! The community has the convenience a car wash station for easy upkeep. Located within minutes to I-4 making commuting to downtown and turnpike easy, shopping and restaurants ! Schedule your showing today!!

4 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning coffee on the screened-in balcony patio, perfect for relaxing with breezes from the lake. Convenient perfect sized storage closet located in the patio area. A NEWER HVAC INSTALLED 2021, BRAND NEW SLIDING DOOR, BRAND NEW WINDOWS and A BRAND NEW ROOF! Dive into a lifestyle of comfort and convenience with resort-style amenities that make every day feel like a getaway. Enjoy the sparkling community pool, a welcoming clubhouse, perfect for social gatherings and community events, challenge friends on the tennis courts, stay active in the fully equipped fitness center, take in the tranquility sound of the private lake, or unwind along the walking trails. Additional perks include a termite bond and pest control for the homeowners peace of mind! The community has the convenience a car wash station for easy upkeep. Located within minutes to I-4 making commuting to downtown and turnpike easy, shopping and restaurants ! Schedule your showing today!!

1460 Lake Shadow Circle Unit 7102, 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

$1,089,000

Maitland Mediterranean home with lake access to Lake Maitland and the WP chain of lakes. This well maintained home has 4 bedrooms and 3.5 baths with over 3000 square feet of living area. Spacious gourmet kitchen with separate eat-in area. Stainless appliances, granite countertops with bar seating opening out to the family room. French doors lead out to a covered patio overlooking the private backyard complete with a relaxing spa. Butlers pantry equipped with a wine refrigerator leads to the formal dining room. First floor primary bedroom with a large bath complete with soaker tub, separate shower, and 2 separate vanities. Second floor consists of 3 bedrooms, 2 baths, and a large gathering room perfect for kids and entertaining. This fabulous location in a sought after neighborhood, great schools, and easy access to eating and shopping.

4 Beds ⋅ 4 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Maitland Mediterranean home with lake access to Lake Maitland and the WP chain of lakes. This well maintained home has 4 bedrooms and 3.5 baths with over 3000 square feet of living area. Spacious gourmet kitchen with separate eat-in area. Stainless appliances, granite countertops with bar seating opening out to the family room. French doors lead out to a covered patio overlooking the private backyard complete with a relaxing spa. Butlers pantry equipped with a wine refrigerator leads to the formal dining room. First floor primary bedroom with a large bath complete with soaker tub, separate shower, and 2 separate vanities. Second floor consists of 3 bedrooms, 2 baths, and a large gathering room perfect for kids and entertaining. This fabulous location in a sought after neighborhood, great schools, and easy access to eating and shopping.

123 Tangelo Court, Maitland

$380,000

Welcome to your NEW CONSTRUCTION HOME! NO HOA, no CDD! This brand-new 3-bedroom, 2.5-bathroom home unfolds its modern elegance and spacious charm as you step inside. Three inviting bedrooms await, offering comfort and room to retreat. The master bathroom is a sanctuary with double sinks, a separate shower, and a luxurious bathtub for relaxation. In the kitchen, discover a gourmet haven with brand new stainless steel appliances - perfect for culinary adventures. On the main level, relish in the absence of carpet, replaced by beautiful, low-maintenance flooring. The open layout seamlessly connects the kitchen, dining area, and living room - an entertainer's dream. Park with ease on the expansive driveway, a welcome convenience for multiple vehicles or guests. Embrace the potential of a spacious backyard for gardening, grilling, or simply enjoying the Florida sunshine. This property is in close proximity to Downtown Winter Park, restaurants and convenience stores. Don't miss the opportunity to make this stunning new construction home yours. Contact us today for a viewing and experience the beauty and comfort of this exceptional property!

3 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code

Welcome to your NEW CONSTRUCTION HOME! NO HOA, no CDD! This brand-new 3-bedroom, 2.5-bathroom home unfolds its modern elegance and spacious charm as you step inside. Three inviting bedrooms await, offering comfort and room to retreat. The master bathroom is a sanctuary with double sinks, a separate shower, and a luxurious bathtub for relaxation. In the kitchen, discover a gourmet haven with brand new stainless steel appliances - perfect for culinary adventures. On the main level, relish in the absence of carpet, replaced by beautiful, low-maintenance flooring. The open layout seamlessly connects the kitchen, dining area, and living room - an entertainer's dream. Park with ease on the expansive driveway, a welcome convenience for multiple vehicles or guests. Embrace the potential of a spacious backyard for gardening, grilling, or simply enjoying the Florida sunshine. This property is in close proximity to Downtown Winter Park, restaurants and convenience stores. Don't miss the opportunity to make this stunning new construction home yours. Contact us today for a viewing and experience the beauty and comfort of this exceptional property!

2041 Warrens Avenue, Maitland

$538,000

Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland. Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a stainless steel appliance package with hood vent and microwave drawer oven, beautiful accent shelving, and a large island with eat-in counter seating—crafted for both function and beauty. This home strikes the perfect balance between expansive living spaces and tasteful, high-quality updates, creating a move-in-ready experience that's rare to find. A spacious two-car garage adds everyday convenience and storage. Step outside to a private, screen-enclosed lanai and patio, surrounded by mature landscaping and the peaceful privacy only a corner lot can provide — perfect for relaxing or entertaining year-round. Embracing the best of Maitland’s lifestyle- Publix Super Market at Maitland Place is just 1.5 miles away for everyday convenience. Lake Lily Park and the charming Maitland Farmers Market are only minutes from your doorstep. Downtown Winter Park’s award-winning Park Avenue is less than 10 minutes away, offering an unmatched mix of boutique shopping, acclaimed restaurants, art galleries, and year-round festivals. Quick access to I-4 makes commuting into Downtown Orlando a breeze. With top-rated schools, lush parks, and the very best of Central Florida at your fingertips, this location checks every box. Schedule your tour today.

4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Perfectly positioned on a sprawling, nearly 1/3-acre corner lot in the heart of Maitland. Inside, the home unfolds into expansive, light-filled living areas where the great room, kitchen, and dining spaces connect effortlessly—designed for both stylish entertaining and relaxed family life. The kitchen is a true centerpiece, featuring solid wood white cabinetry, premium quartz countertops, a stainless steel appliance package with hood vent and microwave drawer oven, beautiful accent shelving, and a large island with eat-in counter seating—crafted for both function and beauty. This home strikes the perfect balance between expansive living spaces and tasteful, high-quality updates, creating a move-in-ready experience that's rare to find. A spacious two-car garage adds everyday convenience and storage. Step outside to a private, screen-enclosed lanai and patio, surrounded by mature landscaping and the peaceful privacy only a corner lot can provide — perfect for relaxing or entertaining year-round. Embracing the best of Maitland’s lifestyle- Publix Super Market at Maitland Place is just 1.5 miles away for everyday convenience. Lake Lily Park and the charming Maitland Farmers Market are only minutes from your doorstep. Downtown Winter Park’s award-winning Park Avenue is less than 10 minutes away, offering an unmatched mix of boutique shopping, acclaimed restaurants, art galleries, and year-round festivals. Quick access to I-4 makes commuting into Downtown Orlando a breeze. With top-rated schools, lush parks, and the very best of Central Florida at your fingertips, this location checks every box. Schedule your tour today.

2327 Fieldingwood Road, Maitland

$570,000

Welcome to 2311 Huron Trail, a spacious 3/2 single-story home with 1874 sq ft. It is located in the highly sought-after Dommerich Hills, a neighborhood known for its fantastic location and highly rated schools. Step inside the foyer, which leads to a generous-sized living room with gorgeous hardwood floors and a lovely bow window framed with plantation shutters. The wood floors flow into the large dining room and continue into the family room, which is filled with natural light and features a charming brick fireplace. During the seller's ownership, there have been many wonderful improvements, starting with the kitchen, which has been updated with warm wood cabinets, granite counters, and stainless steel appliances, all the windows have been replaced, and plantation shutters were added to grace the windows throughout. In addition, there have been many recent updates: The primary bath was renovated in 2024, the exterior was painted in 2024, new carpet in all the bedrooms in 2025, new vinyl flooring in the laundry room in 2025, and a new water heater in 2024. When you have finished admiring the interior, go outside to the big fenced backyard to take in the refreshing, oversized swimming pool and separate jacuzzi. Don't miss the opportunity to experience this move-in-ready residence firsthand!!!!

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Welcome to 2311 Huron Trail, a spacious 3/2 single-story home with 1874 sq ft. It is located in the highly sought-after Dommerich Hills, a neighborhood known for its fantastic location and highly rated schools. Step inside the foyer, which leads to a generous-sized living room with gorgeous hardwood floors and a lovely bow window framed with plantation shutters. The wood floors flow into the large dining room and continue into the family room, which is filled with natural light and features a charming brick fireplace. During the seller's ownership, there have been many wonderful improvements, starting with the kitchen, which has been updated with warm wood cabinets, granite counters, and stainless steel appliances, all the windows have been replaced, and plantation shutters were added to grace the windows throughout. In addition, there have been many recent updates: The primary bath was renovated in 2024, the exterior was painted in 2024, new carpet in all the bedrooms in 2025, new vinyl flooring in the laundry room in 2025, and a new water heater in 2024. When you have finished admiring the interior, go outside to the big fenced backyard to take in the refreshing, oversized swimming pool and separate jacuzzi. Don't miss the opportunity to experience this move-in-ready residence firsthand!!!!

2311 Huron Trail, Maitland

$396,000

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

1379 Benevolent Street, Maitland

$1,820,000

Stunning Lakefront Pool Home on the Winter Park Chain of Lakes Welcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a peaceful and luxurious waterfront lifestyle. The light-filled interior features four bedrooms, two and one-half baths, a formal living room, a cozy breakfast room, and a spacious family room that opens into a separate game or playroom complete with a wet bar—perfect for entertaining. The recently updated kitchen is both elegant and functional, with a large granite island, farmhouse sink, classic subway tile backsplash, a gas range, and an LG stainless steel refrigerator. The master suite is a serene retreat with a tastefully remodeled bathroom that boasts marble countertops, dual sinks, and an impressive wet room that combines a soaking tub and walk-in shower. Throughout the home, you'll find rich hardwood and slate flooring, plantation shutters, insulated casement windows, and cathedral ceilings. Practical upgrades include a new HVAC system and roof installed in 2016, along with a tankless water heater. Step outside to enjoy the stunning backyard, complete with a resort-style pool area and two expansive decks—one just off the kitchen and another directly on the lake. The lush landscape includes four mature fruit trees: avocado, mango, lemon, and lime, adding to the tropical charm. For those who love the water, the refurbished boathouse and dock deck are ready for all your boating and waterfront activities. This home is a rare opportunity to live on the Winter Park Chain of Lakes with all the modern amenities and timeless style you could hope for. Located in a quiet, welcoming neighborhood, yet just minutes from downtown Winter Park’s boutique shops, top-rated restaurants, and highly regarded schools. Bonus: Be sure to ask about the owners’ expansion plans—an exceptional chance to personalize and enhance this already stunning lakefront gem.

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

Stunning Lakefront Pool Home on the Winter Park Chain of Lakes Welcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a peaceful and luxurious waterfront lifestyle. The light-filled interior features four bedrooms, two and one-half baths, a formal living room, a cozy breakfast room, and a spacious family room that opens into a separate game or playroom complete with a wet bar—perfect for entertaining. The recently updated kitchen is both elegant and functional, with a large granite island, farmhouse sink, classic subway tile backsplash, a gas range, and an LG stainless steel refrigerator. The master suite is a serene retreat with a tastefully remodeled bathroom that boasts marble countertops, dual sinks, and an impressive wet room that combines a soaking tub and walk-in shower. Throughout the home, you'll find rich hardwood and slate flooring, plantation shutters, insulated casement windows, and cathedral ceilings. Practical upgrades include a new HVAC system and roof installed in 2016, along with a tankless water heater. Step outside to enjoy the stunning backyard, complete with a resort-style pool area and two expansive decks—one just off the kitchen and another directly on the lake. The lush landscape includes four mature fruit trees: avocado, mango, lemon, and lime, adding to the tropical charm. For those who love the water, the refurbished boathouse and dock deck are ready for all your boating and waterfront activities. This home is a rare opportunity to live on the Winter Park Chain of Lakes with all the modern amenities and timeless style you could hope for. Located in a quiet, welcoming neighborhood, yet just minutes from downtown Winter Park’s boutique shops, top-rated restaurants, and highly regarded schools. Bonus: Be sure to ask about the owners’ expansion plans—an exceptional chance to personalize and enhance this already stunning lakefront gem.

251 W Trotters Drive, Maitland

$1,395,500

One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family’s needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the spacious owner’s retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment and has a new sparkling finish, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park’s Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience. A great canvas with many possibilities to create a space that truly reflects your modern vision and lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida’s most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.

5 Beds ⋅ 5 Baths ⋅ Lake Sybelia Cove SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family’s needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the spacious owner’s retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment and has a new sparkling finish, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park’s Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience. A great canvas with many possibilities to create a space that truly reflects your modern vision and lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida’s most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.

755 Cranes Court, 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

$474,900

Welcome to this 4bed/2.5bath exquisite oversized, Mediterranean-style END-UNIT townhome nestled in the gated luxury community of Maitland Village, located less than 1 mile from I-4 and Maitland Blvd! This two-story gem offers 4 spacious bedrooms and 2.5 baths, featuring a thoughtfully designed open floor plan. The heart of the home is the modern kitchen, boasting stainless steel appliances, granite countertops, 42" cabinetry, a breakfast bar, and a generously sized walk-in pantry. The family room flows seamlessly into a covered outdoor lanai, creating additional living space perfect for entertaining or relaxation. The downstairs bedroom, adorned with bright corner windows and French doors, offers versatility as an office or guest room and has direct wired internet access. Upstairs, a spacious loft provides an ideal flex space for a play area or home office. The oversized master suite boasts a deluxe bath, dual vanity with granite countertops, a garden tub and shower, and an oversized walk-in closet. The second bedroom offers a walk-in closet and direct access to the second bathroom while the third bedroom offers a huge walk-in closet with a window. Enjoy maintenance-free living with amenities that include a barrel tile roof, double-pane windows, energy-efficient Carrier heat pump, R-30 roof insulation, and pre-wired security and surround sound systems. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, and sprinklers. This beautiful, gated community features a pool, clubhouse, and convenient access to Genesis Health Club (Former RDV), Winter Park, Downtown Orlando, and local favorites like Lake Lily Farmers Market or Uptown Altamonte & Altamonte Mall. This gem is near amazing jobs in the Maitland corporate and commerce centers. Discover modern living at its finest—comfort, style, and convenience awaits you at this beautiful END-UNIT townhouse.

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Welcome to this 4bed/2.5bath exquisite oversized, Mediterranean-style END-UNIT townhome nestled in the gated luxury community of Maitland Village, located less than 1 mile from I-4 and Maitland Blvd! This two-story gem offers 4 spacious bedrooms and 2.5 baths, featuring a thoughtfully designed open floor plan. The heart of the home is the modern kitchen, boasting stainless steel appliances, granite countertops, 42" cabinetry, a breakfast bar, and a generously sized walk-in pantry. The family room flows seamlessly into a covered outdoor lanai, creating additional living space perfect for entertaining or relaxation. The downstairs bedroom, adorned with bright corner windows and French doors, offers versatility as an office or guest room and has direct wired internet access. Upstairs, a spacious loft provides an ideal flex space for a play area or home office. The oversized master suite boasts a deluxe bath, dual vanity with granite countertops, a garden tub and shower, and an oversized walk-in closet. The second bedroom offers a walk-in closet and direct access to the second bathroom while the third bedroom offers a huge walk-in closet with a window. Enjoy maintenance-free living with amenities that include a barrel tile roof, double-pane windows, energy-efficient Carrier heat pump, R-30 roof insulation, and pre-wired security and surround sound systems. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, and sprinklers. This beautiful, gated community features a pool, clubhouse, and convenient access to Genesis Health Club (Former RDV), Winter Park, Downtown Orlando, and local favorites like Lake Lily Farmers Market or Uptown Altamonte & Altamonte Mall. This gem is near amazing jobs in the Maitland corporate and commerce centers. Discover modern living at its finest—comfort, style, and convenience awaits you at this beautiful END-UNIT townhouse.

1998 Michael Tiago Circle, Maitland

$3,385,000

Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a semi-circular paver driveway that welcomes you home. A deep, covered front porch provides a gracious entry, setting the tone for the calm, understated elegance found throughout. Once inside, nearly floor-to-ceiling windows span the entire rear elevation, offering breathtaking lake views from every angle & filling the home w/ natural light. To the right of the foyer, a cozy formal living room w/ a wood-burning fireplace invites quiet conversations or evening relaxation. To the left, the spacious dining room features a built-in buffet designed to preserve unobstructed views of the water. Just beyond, the newly renovated kitchen is a standout including a La Cornue French gas range, Monogram appliances, a concrete farmhouse sink, wide-plank oak flooring, luxury lighting & striking marble counters. A hidden scullery/laundry area offers practical overflow, connecting the kitchen to the oversized, air-conditioned 2-car, side-facing garage w/ built-in storage & a dedicated gym or flex room. Moving through the heart of the home, a large family room awaits—framed by soaring ceilings with cedar beam accents & outfitted w/ automated shades for comfort & privacy. The primary suite occupies its own wing & features a gas fireplace, dual walk-in closets, a spa-style bath, & 2 separate flex rooms currently used as an office & art studio. On the opposite side of the home, a tucked-away powder bath conveniently serves both guests & the pool area, while an additional en-suite bedroom downstairs offers privacy for guests or multi-generational living. Upstairs, two more bedrooms w/ en suite baths flank a generous loft w/ amazing lake views. Step outside & the setting is nothing short of spectacular. The resort-style backyard was designed for entertaining & unwinding alike, w/ multiple fire pits, a sparkling pool & raised spa & an outdoor kitchen complete with grill, pizza oven, built-in space for Green Egg, sink & refrigerator. The expansive lawn gently slopes toward the lake, leading to a rare, fully outfitted dock w/ a covered boathouse, lift, dual jet ski slips & utilities for water & electric—perfect for sunset cocktails or launching into the larger chain of lakes. Architectural details throughout the home include Mexican tile, natural wood & stone finishes, vaulted ceilings, metal accents, & custom lighting—thoughtfully layered to create a warm & inviting atmosphere. Major improvements include a home repipe (2020), updated electrical (2019), 3 new HVAC systems (2022), new garage doors (2021), & recently installed paver hardscape designed to accommodate ample parking for family & guests. In a sought-after Maitland lakefront enclave, this home pairs top schools w/ rare privacy & convenience. Lake Nina provides a quiet, scenic backdrop, yet a short, easily navigable canal offers direct access to the expansive waters of Lake Maitland & the greater Winter Park Chain—making it as ideal for tranquil mornings as it is for adventurous afternoons on the water. More than a home, this property is a lifestyle, a legacy & a front-row seat to the best of lakefront living.

4 Beds ⋅ 5 Baths ⋅ Ravndals Rep SubDv. ⋅ 32751 Zip Code

Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a semi-circular paver driveway that welcomes you home. A deep, covered front porch provides a gracious entry, setting the tone for the calm, understated elegance found throughout. Once inside, nearly floor-to-ceiling windows span the entire rear elevation, offering breathtaking lake views from every angle & filling the home w/ natural light. To the right of the foyer, a cozy formal living room w/ a wood-burning fireplace invites quiet conversations or evening relaxation. To the left, the spacious dining room features a built-in buffet designed to preserve unobstructed views of the water. Just beyond, the newly renovated kitchen is a standout including a La Cornue French gas range, Monogram appliances, a concrete farmhouse sink, wide-plank oak flooring, luxury lighting & striking marble counters. A hidden scullery/laundry area offers practical overflow, connecting the kitchen to the oversized, air-conditioned 2-car, side-facing garage w/ built-in storage & a dedicated gym or flex room. Moving through the heart of the home, a large family room awaits—framed by soaring ceilings with cedar beam accents & outfitted w/ automated shades for comfort & privacy. The primary suite occupies its own wing & features a gas fireplace, dual walk-in closets, a spa-style bath, & 2 separate flex rooms currently used as an office & art studio. On the opposite side of the home, a tucked-away powder bath conveniently serves both guests & the pool area, while an additional en-suite bedroom downstairs offers privacy for guests or multi-generational living. Upstairs, two more bedrooms w/ en suite baths flank a generous loft w/ amazing lake views. Step outside & the setting is nothing short of spectacular. The resort-style backyard was designed for entertaining & unwinding alike, w/ multiple fire pits, a sparkling pool & raised spa & an outdoor kitchen complete with grill, pizza oven, built-in space for Green Egg, sink & refrigerator. The expansive lawn gently slopes toward the lake, leading to a rare, fully outfitted dock w/ a covered boathouse, lift, dual jet ski slips & utilities for water & electric—perfect for sunset cocktails or launching into the larger chain of lakes. Architectural details throughout the home include Mexican tile, natural wood & stone finishes, vaulted ceilings, metal accents, & custom lighting—thoughtfully layered to create a warm & inviting atmosphere. Major improvements include a home repipe (2020), updated electrical (2019), 3 new HVAC systems (2022), new garage doors (2021), & recently installed paver hardscape designed to accommodate ample parking for family & guests. In a sought-after Maitland lakefront enclave, this home pairs top schools w/ rare privacy & convenience. Lake Nina provides a quiet, scenic backdrop, yet a short, easily navigable canal offers direct access to the expansive waters of Lake Maitland & the greater Winter Park Chain—making it as ideal for tranquil mornings as it is for adventurous afternoons on the water. More than a home, this property is a lifestyle, a legacy & a front-row seat to the best of lakefront living.

645 Manor Road, Maitland

$410,000

Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

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

Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

1342 Benevolent Street, Maitland

$399,900

Prime location in the gated community of Montecino! This beautifully updated 3-bedroom, 2.5-bath townhouse offers a bright and modern layout with new laminate flooring throughout the first floor. The fully renovated kitchen features granite countertops, a stylish backsplash, and newer stainless steel appliances, all overlooking the open porch and peaceful green space—ideal for relaxing or entertaining. Upstairs, the spacious master suite boasts a cozy sitting area, private balcony, walk-in closet, and an en-suite bath with dual granite vanities and a walk-in shower. Additional updates include new carpet upstairs, a remodeled half bath (2023), and a new water heater. Washer and dryer are included. The home also offers a one-car garage and is partially furnished for added convenience. Maintenance-free living in a beautiful community with access to a sparkling pool and scenic lake views. Conveniently located just minutes from I-4, shopping, dining, and Downtown Orlando!

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Prime location in the gated community of Montecino! This beautifully updated 3-bedroom, 2.5-bath townhouse offers a bright and modern layout with new laminate flooring throughout the first floor. The fully renovated kitchen features granite countertops, a stylish backsplash, and newer stainless steel appliances, all overlooking the open porch and peaceful green space—ideal for relaxing or entertaining. Upstairs, the spacious master suite boasts a cozy sitting area, private balcony, walk-in closet, and an en-suite bath with dual granite vanities and a walk-in shower. Additional updates include new carpet upstairs, a remodeled half bath (2023), and a new water heater. Washer and dryer are included. The home also offers a one-car garage and is partially furnished for added convenience. Maintenance-free living in a beautiful community with access to a sparkling pool and scenic lake views. Conveniently located just minutes from I-4, shopping, dining, and Downtown Orlando!

1267 Blessing Street, Maitland

$725,000

Renovated Maitland Gem with newer pool, move-In ready! Tucked away in a peaceful Maitland neighborhood, this beautifully updated one-story home offers a blend of style, comfort and convenience. With three bedrooms, two baths and 1,760 square feet of thoughtfully designed living space, this property is a hidden gem. Enjoy unbeatable curb appeal with lush landscaping, newer windows/doors, a lighted walkway to the front door, and a welcoming open front deck with a stylish, modern privacy wall. The oversized brick paver driveway adds charm and functionality. Inside, tile flooring flows seamlessly throughout the entire home, enhancing its clean, cohesive look. Plantation shutters and designer lighting add a refined touch to every room, while custom closet systems maximize storage in all bedrooms. The open-concept kitchen is a dream for everyday living and entertaining, featuring soft-close cabinets and drawers, bar seating and a cozy breakfast nook. It overlooks the spacious great room and dining area, both adorned with large picture windows that frame serene views of the backyard and pool. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully updated en-suite bath with a large glass-enclosed shower. Two additional bedrooms and a spacious laundry room complete the smartly designed layout. Go outside to your private backyard oasis, fully fenced for privacy and beautifully landscaped to create a picturesque setting. A sparkling, heated/saltwater pool invites you to unwind or entertain, while the generous green space provides ample room for outdoor games, gardening, pets or future enhancements. The covered patio is ideal for alfresco dining, morning coffee or simply enjoying the Florida sunshine in your tranquil retreat. Additional features include a one-car garage with a large storage room and additional refrigerator. Just minutes from downtown Winter Park, top-rated public schools, and with easy access to major roadways, this home offers the best of comfort and convenience. Don’t miss your chance to own this move-in-ready home in one of Maitland’s desirable locations.

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

Renovated Maitland Gem with newer pool, move-In ready! Tucked away in a peaceful Maitland neighborhood, this beautifully updated one-story home offers a blend of style, comfort and convenience. With three bedrooms, two baths and 1,760 square feet of thoughtfully designed living space, this property is a hidden gem. Enjoy unbeatable curb appeal with lush landscaping, newer windows/doors, a lighted walkway to the front door, and a welcoming open front deck with a stylish, modern privacy wall. The oversized brick paver driveway adds charm and functionality. Inside, tile flooring flows seamlessly throughout the entire home, enhancing its clean, cohesive look. Plantation shutters and designer lighting add a refined touch to every room, while custom closet systems maximize storage in all bedrooms. The open-concept kitchen is a dream for everyday living and entertaining, featuring soft-close cabinets and drawers, bar seating and a cozy breakfast nook. It overlooks the spacious great room and dining area, both adorned with large picture windows that frame serene views of the backyard and pool. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully updated en-suite bath with a large glass-enclosed shower. Two additional bedrooms and a spacious laundry room complete the smartly designed layout. Go outside to your private backyard oasis, fully fenced for privacy and beautifully landscaped to create a picturesque setting. A sparkling, heated/saltwater pool invites you to unwind or entertain, while the generous green space provides ample room for outdoor games, gardening, pets or future enhancements. The covered patio is ideal for alfresco dining, morning coffee or simply enjoying the Florida sunshine in your tranquil retreat. Additional features include a one-car garage with a large storage room and additional refrigerator. Just minutes from downtown Winter Park, top-rated public schools, and with easy access to major roadways, this home offers the best of comfort and convenience. Don’t miss your chance to own this move-in-ready home in one of Maitland’s desirable locations.

113 Tangelo Court, Maitland

$1,200,000

One or more photo(s) has been virtually staged. This meticulously maintained home in the desirable Stonehill community offers an exceptional layout with thoughtful upgrades throughout. The freshly painted exterior and recently replaced tile roof give it standout curb appeal. Inside, the grand foyer, with soaring ceilings, leads into a formal living room with French doors overlooking the sparkling screened-in pool and covered patio. To the left, the formal dining room showcases elegant coffered ceilings, while the adjacent kitchen is a chef’s dream—featuring custom-built cabinetry, stunning granite countertops, a Viking double oven, built-in Sub-Zero refrigerator with a cabinet-matching front, Miele built-in coffee maker, built-in microwave, cooktop with a pot filler, and even two additional refrigerator drawers for extra storage. The kitchen opens to a spacious dinette and family room with a wood-burning fireplace and additional French doors leading outside. On the main floor, the primary suite offers high ceilings, French doors opening to the back patio, and a spa-like bath with dual walk-in closets, two vanities, a large walk-in shower with dual showerheads, and ample storage. A versatile additional room on this level, complete with a closet, is located across from a fully renovated pool bath, making it perfect for a home office or guest space. The large laundry room, featuring built-in cabinets and a sink, sits just off the kitchen near the entrance to the two-car garage. Upstairs, a spacious bonus room with a huge storage closet provides extra living space. Two generously sized bedrooms share a Jack-and-Jill bathroom with double vanities and a tub/shower combo, while another well-sized bedroom and an additional full bath complete the upper level. Beautiful wood floors run throughout the home, complemented by high baseboards and crown molding for a polished look. Outside, the screened-in patio and sparkling pool with a water feature offer a private retreat, while the fenced backyard adds both security and privacy. Located between Maitland Ave and 17-92, this home provides easy access to top dining, shopping, and entertainment in Maitland and Winter Park. Major roads including I-4, 17-92, and SR 436 are just minutes away, and the nearby SunRail station makes commuting downtown a breeze. Call today for a private showing!

4 Beds ⋅ 4 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. This meticulously maintained home in the desirable Stonehill community offers an exceptional layout with thoughtful upgrades throughout. The freshly painted exterior and recently replaced tile roof give it standout curb appeal. Inside, the grand foyer, with soaring ceilings, leads into a formal living room with French doors overlooking the sparkling screened-in pool and covered patio. To the left, the formal dining room showcases elegant coffered ceilings, while the adjacent kitchen is a chef’s dream—featuring custom-built cabinetry, stunning granite countertops, a Viking double oven, built-in Sub-Zero refrigerator with a cabinet-matching front, Miele built-in coffee maker, built-in microwave, cooktop with a pot filler, and even two additional refrigerator drawers for extra storage. The kitchen opens to a spacious dinette and family room with a wood-burning fireplace and additional French doors leading outside. On the main floor, the primary suite offers high ceilings, French doors opening to the back patio, and a spa-like bath with dual walk-in closets, two vanities, a large walk-in shower with dual showerheads, and ample storage. A versatile additional room on this level, complete with a closet, is located across from a fully renovated pool bath, making it perfect for a home office or guest space. The large laundry room, featuring built-in cabinets and a sink, sits just off the kitchen near the entrance to the two-car garage. Upstairs, a spacious bonus room with a huge storage closet provides extra living space. Two generously sized bedrooms share a Jack-and-Jill bathroom with double vanities and a tub/shower combo, while another well-sized bedroom and an additional full bath complete the upper level. Beautiful wood floors run throughout the home, complemented by high baseboards and crown molding for a polished look. Outside, the screened-in patio and sparkling pool with a water feature offer a private retreat, while the fenced backyard adds both security and privacy. Located between Maitland Ave and 17-92, this home provides easy access to top dining, shopping, and entertainment in Maitland and Winter Park. Major roads including I-4, 17-92, and SR 436 are just minutes away, and the nearby SunRail station makes commuting downtown a breeze. Call today for a private showing!

142 Stone Hill Drive, Maitland

$625,000

***

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code

***

2555 Sweetwater Trail, Maitland

$670,000

Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses three bedrooms (including original master bedroom) and two bathrooms. Addition upstairs created a primary suite with full bathroom and walk-in closet. Features include gleaming terrazzo floors and Pella energy-star windows throughout the downstairs, French doors, and a large screened porch. The backyard has a pool, a side brick patio, and pavered walkway. Improvements include AC 2023, electric panel & main breaker panel outside 2023, hot water heater 2023 and replumbed. Four Point Inspection report available. Amazing location, walking distance to Dommerich Elementary and Maitland Middle School, as well as one block to Maitland Community Park boardwalk. Dommerich Estates community lake access on Dommerich Drive.

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

Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses three bedrooms (including original master bedroom) and two bathrooms. Addition upstairs created a primary suite with full bathroom and walk-in closet. Features include gleaming terrazzo floors and Pella energy-star windows throughout the downstairs, French doors, and a large screened porch. The backyard has a pool, a side brick patio, and pavered walkway. Improvements include AC 2023, electric panel & main breaker panel outside 2023, hot water heater 2023 and replumbed. Four Point Inspection report available. Amazing location, walking distance to Dommerich Elementary and Maitland Middle School, as well as one block to Maitland Community Park boardwalk. Dommerich Estates community lake access on Dommerich Drive.

1821 Mohican Trail, Maitland

$1,575,000

ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

5 Beds ⋅ 5 Baths ⋅ Maddon Cove 47/24 SubDv. ⋅ 32751 Zip Code

ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

135 James Place, Maitland

$1,000,000

A home of distinction in the quaint cul-de-sac neighborhood of Versailles in Maitland. Tucked away in an area anchored by Lake Minnehaha where sidewalks frame the streets and are canopied by mature trees, this home rests on almost a ½-acre lot. This two-story 3,175-square-foot residence enjoys timeless architecture with four bedrooms, 2.5 baths in the main house and one bedroom and full bath with generous living space in the casita. The guest house offers so many possibilities and adds charm and function unique to this home. The main house welcomes you in through a gracious foyer with a mosaic tile inlay and opens to living and dining spaces where windows were added to invite in natural light. Kitchen is completely renovated with custom built in-set shaker cabinets manufactured in the Tennessee foothills, marble countertops with Kohler farmhouse sink, marble subway tile backsplash, and Thermador gas range stovetop and stacking oven and microwave combo. A peninsula style counter for ease of entertaining and counter dining. Kitchen and family spaces combine with a fireplace focal point flanked by windows, a space for entertaining with doors that lead to covered porch and screened pool. Green space is abundant in the backyard and front where the home wraps the cul-de-sac corner. Artisan millwork features include crown molding, wainscotting throughout the downstairs and guesthouse, custom-built desk and credenza and custom-built cabinets in family room. The primary bedroom upstairs is spacious with French doors opening to second story deck that provides a peaceful retreat and space for alfresco dining. Primary bath includes a double sink vanity, large linen closet and oversized shower. The guest house is an incredible bonus to this special home and underwent complete renovation in 2020 which included a full bath restoration with designer tile selections, updated large soaking tub and vanity with marble countertop, and updated baseboards and wainscotting. Vaulted ceilings add spacious feel and all-weather awnings with metal roof add to the character. Other upgrades to home include new roof and skylights 2024, Hardie board siding with low maintenance and long-term life, upgraded air-conditioning units in main home and guest house, updated pool pump, storage shed, mature landscaping, recessed lighting and an incredibly large lot for the area. Versailles neighborhood is a quaint community with only 65 homes and zoned for great Orange County Schools which include Lake Sybelia, Maitland Middle and Winter Park High Schools and easy travel to nearby private schools. Access to Interstate 4 is close as well as major roadways. A quick visit out the back gate to the Maitland Community Park provides excellent entertainment options including two playgrounds, basketball, racquetball, and six tennis courts and fitness trails. Versailles neighborhood residents have access to Lake Minnehaha through a dedicated lake lot. A paved walking path that leads straight to Publix and many dining options including Pizza Bruno, Foxtail Coffee, Starbucks and more. Lifestyle abounds at this property and a home like this doesn’t come up often. Call today for a private showing.

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

A home of distinction in the quaint cul-de-sac neighborhood of Versailles in Maitland. Tucked away in an area anchored by Lake Minnehaha where sidewalks frame the streets and are canopied by mature trees, this home rests on almost a ½-acre lot. This two-story 3,175-square-foot residence enjoys timeless architecture with four bedrooms, 2.5 baths in the main house and one bedroom and full bath with generous living space in the casita. The guest house offers so many possibilities and adds charm and function unique to this home. The main house welcomes you in through a gracious foyer with a mosaic tile inlay and opens to living and dining spaces where windows were added to invite in natural light. Kitchen is completely renovated with custom built in-set shaker cabinets manufactured in the Tennessee foothills, marble countertops with Kohler farmhouse sink, marble subway tile backsplash, and Thermador gas range stovetop and stacking oven and microwave combo. A peninsula style counter for ease of entertaining and counter dining. Kitchen and family spaces combine with a fireplace focal point flanked by windows, a space for entertaining with doors that lead to covered porch and screened pool. Green space is abundant in the backyard and front where the home wraps the cul-de-sac corner. Artisan millwork features include crown molding, wainscotting throughout the downstairs and guesthouse, custom-built desk and credenza and custom-built cabinets in family room. The primary bedroom upstairs is spacious with French doors opening to second story deck that provides a peaceful retreat and space for alfresco dining. Primary bath includes a double sink vanity, large linen closet and oversized shower. The guest house is an incredible bonus to this special home and underwent complete renovation in 2020 which included a full bath restoration with designer tile selections, updated large soaking tub and vanity with marble countertop, and updated baseboards and wainscotting. Vaulted ceilings add spacious feel and all-weather awnings with metal roof add to the character. Other upgrades to home include new roof and skylights 2024, Hardie board siding with low maintenance and long-term life, upgraded air-conditioning units in main home and guest house, updated pool pump, storage shed, mature landscaping, recessed lighting and an incredibly large lot for the area. Versailles neighborhood is a quaint community with only 65 homes and zoned for great Orange County Schools which include Lake Sybelia, Maitland Middle and Winter Park High Schools and easy travel to nearby private schools. Access to Interstate 4 is close as well as major roadways. A quick visit out the back gate to the Maitland Community Park provides excellent entertainment options including two playgrounds, basketball, racquetball, and six tennis courts and fitness trails. Versailles neighborhood residents have access to Lake Minnehaha through a dedicated lake lot. A paved walking path that leads straight to Publix and many dining options including Pizza Bruno, Foxtail Coffee, Starbucks and more. Lifestyle abounds at this property and a home like this doesn’t come up often. Call today for a private showing.

1002 Versailles Court, Maitland

$1,000,000

Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard includes a putting green and creek running 170ft. along back boundary. 1/2 acre + lot includes azaleas, camelias, lilies, hibiscus, staghorn ferns, copper plants, magnolia tree, tabebuia trees, fig tree, etc. Deeded access to the Winter Park chain of lakes thru the neighborhood HOA boat ramp with access to Lake Minnehaha available with a yearly fee. Walking distance to Maitland Community Park with playground, exercise paths, tennis courts, picnic grounds and more! New roof and newer front double hung insulated windows! Cherry kitchen cabinets, granite countertops, sink hot water dispenser and beautiful 8 panel interior wood doors throughout home! The entire 2nd floor is a primary suite including a large walk-thru closet, bathroom, and den/study/exercise room! Three bedrooms on first floor with one that could be a primary bedroom if steps cause a problem. Two other 1st floor bedrooms share a tub-shower with each having their own toilet and vanity.

4 Beds ⋅ 4 Baths ⋅ Oaks Maitland SubDv. ⋅ 32751 Zip Code

Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard includes a putting green and creek running 170ft. along back boundary. 1/2 acre + lot includes azaleas, camelias, lilies, hibiscus, staghorn ferns, copper plants, magnolia tree, tabebuia trees, fig tree, etc. Deeded access to the Winter Park chain of lakes thru the neighborhood HOA boat ramp with access to Lake Minnehaha available with a yearly fee. Walking distance to Maitland Community Park with playground, exercise paths, tennis courts, picnic grounds and more! New roof and newer front double hung insulated windows! Cherry kitchen cabinets, granite countertops, sink hot water dispenser and beautiful 8 panel interior wood doors throughout home! The entire 2nd floor is a primary suite including a large walk-thru closet, bathroom, and den/study/exercise room! Three bedrooms on first floor with one that could be a primary bedroom if steps cause a problem. Two other 1st floor bedrooms share a tub-shower with each having their own toilet and vanity.

1606 The Oaks Drive, Maitland

$750,000

A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

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

A rare opportunity to own a private compound spanning nearly half an acre across an oversized double lot in one of Maitland’s most coveted locations. This is an estate of distinction—rare, refined, and without equal. Located just minutes from both Downtown Winter Park and Downtown Orlando, this is a rare opportunity. There is nothing else like this on the market.

2337 Worthington Road, Maitland

$455,000

Exceptional Value ** New Reduced price $514,900 ** Great Style, great space, prime location. Remarkable 4-Bedroom, 3-Bathroom Two-Story Home in Maitland, Priced to Sell ! beautiful updated home combines comfort, modern designs and spacious living areas. Enjoy peace of mind with a newer roof, fresh interior and exterior paint, an oversized pool with screen enclosure perfect for outdoor gatherings and entertainment. Inside, you'll find luxury vinyl wood flooring, an updated kitchen with stainless steel appliances. Upstairs; the primary suite is a true retreat with a spa-like garden tub and walk in closet. The spacious loft provides extra living space—perfect for a home office or play area. Custom cabinets in the garage, a newer hot water heater and A/C for year-round comfort. Just minutes from the Civic Center, local arts and museums, scenic lakes, perfect for outdoor activities and community events. Easy access to major highways, close to shopping, impressive food scene, entertainment, schools and much more...This is truly a move-in ready gem —schedule your showing today!

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

Exceptional Value ** New Reduced price $514,900 ** Great Style, great space, prime location. Remarkable 4-Bedroom, 3-Bathroom Two-Story Home in Maitland, Priced to Sell ! beautiful updated home combines comfort, modern designs and spacious living areas. Enjoy peace of mind with a newer roof, fresh interior and exterior paint, an oversized pool with screen enclosure perfect for outdoor gatherings and entertainment. Inside, you'll find luxury vinyl wood flooring, an updated kitchen with stainless steel appliances. Upstairs; the primary suite is a true retreat with a spa-like garden tub and walk in closet. The spacious loft provides extra living space—perfect for a home office or play area. Custom cabinets in the garage, a newer hot water heater and A/C for year-round comfort. Just minutes from the Civic Center, local arts and museums, scenic lakes, perfect for outdoor activities and community events. Easy access to major highways, close to shopping, impressive food scene, entertainment, schools and much more...This is truly a move-in ready gem —schedule your showing today!

2133 Korat Lane, Maitland

$1,150,000

Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland

$327,500

For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Situated in the quiet cul-de-sac of the sought-after Branch Tree community, this beautifully maintained three-bedroom, two-and-a-half-bathroom half duplex offers both comfort and convenience. With a two-car garage and a thoughtfully designed layout, this home is perfect for those seeking a blend of modern features and cozy charm. As you step inside, you’re welcomed by an abundance of natural light, soaring ceilings, and elegant wood-look tile flooring that enhances the open and airy feel. The spacious kitchen boasts rich cherry wood cabinets with crown molding, gleaming granite countertops, stainless steel appliances, and a cozy eat-in nook. A convenient pass-through window connects the kitchen to the dining room, making entertaining effortless. The expansive living room features ample space for relaxation or gatherings with a stylish half bath right off the living area. The primary suite, located on the first floor for added convenience, includes a ceiling fan, private sliding door access to the patio, and an en-suite bath with dual vanities and a glass-enclosed walk-in tile shower. Upstairs, you’ll find two additional bedrooms, each with ceiling fans and built-in closets, sharing a well-appointed second full bath with a tile shower and tub. Step outside to enjoy the large enclosed back porch overlooking the private, fenced-in backyard, a perfect retreat for morning coffee or evening relaxation. Additional updates include a 2015 roof and a 2017 A/C and water heater. Situated in a prime Maitland location, this home is just minutes from shopping, dining, and major highways, offering easy access to everything Central Florida has to offer. Don’t miss the opportunity to make this stunning home yours!

3 Beds ⋅ 3 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Situated in the quiet cul-de-sac of the sought-after Branch Tree community, this beautifully maintained three-bedroom, two-and-a-half-bathroom half duplex offers both comfort and convenience. With a two-car garage and a thoughtfully designed layout, this home is perfect for those seeking a blend of modern features and cozy charm. As you step inside, you’re welcomed by an abundance of natural light, soaring ceilings, and elegant wood-look tile flooring that enhances the open and airy feel. The spacious kitchen boasts rich cherry wood cabinets with crown molding, gleaming granite countertops, stainless steel appliances, and a cozy eat-in nook. A convenient pass-through window connects the kitchen to the dining room, making entertaining effortless. The expansive living room features ample space for relaxation or gatherings with a stylish half bath right off the living area. The primary suite, located on the first floor for added convenience, includes a ceiling fan, private sliding door access to the patio, and an en-suite bath with dual vanities and a glass-enclosed walk-in tile shower. Upstairs, you’ll find two additional bedrooms, each with ceiling fans and built-in closets, sharing a well-appointed second full bath with a tile shower and tub. Step outside to enjoy the large enclosed back porch overlooking the private, fenced-in backyard, a perfect retreat for morning coffee or evening relaxation. Additional updates include a 2015 roof and a 2017 A/C and water heater. Situated in a prime Maitland location, this home is just minutes from shopping, dining, and major highways, offering easy access to everything Central Florida has to offer. Don’t miss the opportunity to make this stunning home yours!

435 Poplar Court, 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

$321,500

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Fresh, modern, and move-in ready in Maitland’s sought-after 32751. Sleek curb appeal welcomes you with a charcoal exterior, palm-studded front yard, and a wide driveway leading to a covered carport. Inside, sunlight pours through a large picture window into an open living area finished with wide-plank flooring and a clean neutral palette. The reimagined kitchen is a showpiece—matte black cabinetry, stone waterfall island, stainless steel appliances, and contemporary lighting—ideal for cooking and entertaining. A flexible dining/den area connects to the backyard, offering plenty of space to relax, garden, or play. Centrally located minutes to Maitland City Centre, Lake Lily Park, Winter Park shopping and dining, I-4, and SunRail. A crisp, contemporary vibe in a prime location—come experience 32751 living at its best.

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

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Fresh, modern, and move-in ready in Maitland’s sought-after 32751. Sleek curb appeal welcomes you with a charcoal exterior, palm-studded front yard, and a wide driveway leading to a covered carport. Inside, sunlight pours through a large picture window into an open living area finished with wide-plank flooring and a clean neutral palette. The reimagined kitchen is a showpiece—matte black cabinetry, stone waterfall island, stainless steel appliances, and contemporary lighting—ideal for cooking and entertaining. A flexible dining/den area connects to the backyard, offering plenty of space to relax, garden, or play. Centrally located minutes to Maitland City Centre, Lake Lily Park, Winter Park shopping and dining, I-4, and SunRail. A crisp, contemporary vibe in a prime location—come experience 32751 living at its best.

214 Cherrywood Drive, Maitland