Homesinorlando.forsale Search Results

$849,900

Under contract-accepting backup offers. Perfectly positioned between Maitland and Winter Park, this beautifully maintained 3-bedroom, 2.5-bath pool home offers an exceptional combination of charm, character, and an unbeatable location just minutes from the shops and restaurants of Park Avenue. Warm hardwood floors flow throughout the home, while the impressive two-story family room showcases soaring ceilings and a wood-burning fireplace that creates a welcoming gathering space. Separate living and dining rooms provide flexibility for both everyday living and effortless entertaining. The kitchen is thoughtfully designed with newer stainless-steel appliances and opens to the family room. French doors invite you outside to a private backyard retreat, while the adjacent sunroom is the perfect place to enjoy morning coffee with peaceful views of the pool and lush landscaping. Upstairs, you'll find three spacious bedrooms and two beautifully renovated baths. The primary suite is filled with natural light from a charming bay window and features a spa-inspired bath with marble floors, quartz countertops, dual vanities, and timeless subway tile. Step outside to your own backyard oasis. The covered lanai, complete with a summer kitchen, overlooks a newer saltwater pool and an expansive brick patio, creating the ideal setting for year-round outdoor living, entertaining, or simply unwinding in a private, tranquil setting. Adding to its appeal, the home is located just one house from the Winter Park city limits and is zoned for highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School. Enjoy the convenience of nearby Lake Lily, Enzian Theater, Maitland City Centre, and the boutiques, dining, and vibrant lifestyle of Winter Park's famed Park Avenue. This home offers the rare opportunity to enjoy a peaceful neighborhood setting with the very best of Maitland and Winter Park just moments away.

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

Under contract-accepting backup offers. Perfectly positioned between Maitland and Winter Park, this beautifully maintained 3-bedroom, 2.5-bath pool home offers an exceptional combination of charm, character, and an unbeatable location just minutes from the shops and restaurants of Park Avenue. Warm hardwood floors flow throughout the home, while the impressive two-story family room showcases soaring ceilings and a wood-burning fireplace that creates a welcoming gathering space. Separate living and dining rooms provide flexibility for both everyday living and effortless entertaining. The kitchen is thoughtfully designed with newer stainless-steel appliances and opens to the family room. French doors invite you outside to a private backyard retreat, while the adjacent sunroom is the perfect place to enjoy morning coffee with peaceful views of the pool and lush landscaping. Upstairs, you'll find three spacious bedrooms and two beautifully renovated baths. The primary suite is filled with natural light from a charming bay window and features a spa-inspired bath with marble floors, quartz countertops, dual vanities, and timeless subway tile. Step outside to your own backyard oasis. The covered lanai, complete with a summer kitchen, overlooks a newer saltwater pool and an expansive brick patio, creating the ideal setting for year-round outdoor living, entertaining, or simply unwinding in a private, tranquil setting. Adding to its appeal, the home is located just one house from the Winter Park city limits and is zoned for highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School. Enjoy the convenience of nearby Lake Lily, Enzian Theater, Maitland City Centre, and the boutiques, dining, and vibrant lifestyle of Winter Park's famed Park Avenue. This home offers the rare opportunity to enjoy a peaceful neighborhood setting with the very best of Maitland and Winter Park just moments away.

1783 Sunnyside Drive, Maitland

$1,150,000

Move-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. Move-In Ready. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.

5 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Move-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. Move-In Ready. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.

900 Brightwater Circle, Maitland

$996,000

Maitland Architectural Gem - History Meets Modern Luxury. Step into over a century of charm in this extraordinary Victorian-inspired home, originally built in 1901, which was updated with Hardi-plank concrete siding. The great room and end suite expansion was completed in 2000 and has 3,474 Sq ft of living space. Nestled on Maitland’s Historical Trail (#31), this distinguished home has been featured in leading design and lifestyle magazines and blends historic character with thoughtful enhancements, including stained-glass windows, beamed cathedral ceilings, and sweeping wood floors throughout. 2025 new installation of wood floors in the Library, Bonus room, Great-room, upstairs hall, and main suite. The spacious great room with soaring ceilings and a dramatic wood-burning/gas fireplace sets the tone for entertaining, while the formal dining room with magnolia wood walls and vintage built-ins offers elegance for gatherings. The eat-in kitchen is a chef’s dream with a 2nd food prep sink and a wine/entertaining bar. A new stainless gas stove top and a new stainless dishwasher were added in 2025. Three new disposals were added in 2024. Retreat to the master suite, complete with tongue-and-groove wood ceilings, magnolia wood walls, and an ornate wood-burning fireplace! Newly tiled shower (12/2023), dual walk-in closets, and a cozy reading nook. An upstairs balcony overlooks the great room, providing a serene vantage point. The guest wing offers a large separate suite for visitors, with a full bath including a tub and a shower. Thoughtfully designed spaces for comfort and convenience. Outside, a Louisiana-style courtyard with hand-laid brick, mosaic waterfall fountain, and lush landscaping creates an inviting space for relaxation and entertaining. Enjoy the large, newly screened front porch with a ceiling fan for extra breezy comfort. Perfect for morning coffee or sunsets. (re-screen 10/2024) Every detail has been maintained and thoughtfully enhanced, ensuring peace of mind while preserving the home’s historic essence. New Washer hookups converted from gas to electrical (2025). NEW ROOF (2/2024). The newly installed A/C Unit is a Bosch 5 Ton 15-seer, including a new electrical breaker box and a new Tankless water heater installed (8/2024). Updated Balcony (7/2024). Newly recessed lighting in the library and hall (10/2024). All garden lighting installed (10/2024). All new gas lines and valves installed (7/2024). The entire home was re-plumbed (12/2023). Conveniently located, you’re just minutes from Winter Park’s dining, shopping, and cultural scene, and nearby Lake Sybelia and Lake Lily Park. Combine history, luxury, and lifestyle in a home where every corner tells a story and where yours is yet to unfold.

2 Beds ⋅ 3 Baths ⋅ Isaac Vanderpools Addition To Mailand SubDv. ⋅ 32751 Zip Code

Maitland Architectural Gem - History Meets Modern Luxury. Step into over a century of charm in this extraordinary Victorian-inspired home, originally built in 1901, which was updated with Hardi-plank concrete siding. The great room and end suite expansion was completed in 2000 and has 3,474 Sq ft of living space. Nestled on Maitland’s Historical Trail (#31), this distinguished home has been featured in leading design and lifestyle magazines and blends historic character with thoughtful enhancements, including stained-glass windows, beamed cathedral ceilings, and sweeping wood floors throughout. 2025 new installation of wood floors in the Library, Bonus room, Great-room, upstairs hall, and main suite. The spacious great room with soaring ceilings and a dramatic wood-burning/gas fireplace sets the tone for entertaining, while the formal dining room with magnolia wood walls and vintage built-ins offers elegance for gatherings. The eat-in kitchen is a chef’s dream with a 2nd food prep sink and a wine/entertaining bar. A new stainless gas stove top and a new stainless dishwasher were added in 2025. Three new disposals were added in 2024. Retreat to the master suite, complete with tongue-and-groove wood ceilings, magnolia wood walls, and an ornate wood-burning fireplace! Newly tiled shower (12/2023), dual walk-in closets, and a cozy reading nook. An upstairs balcony overlooks the great room, providing a serene vantage point. The guest wing offers a large separate suite for visitors, with a full bath including a tub and a shower. Thoughtfully designed spaces for comfort and convenience. Outside, a Louisiana-style courtyard with hand-laid brick, mosaic waterfall fountain, and lush landscaping creates an inviting space for relaxation and entertaining. Enjoy the large, newly screened front porch with a ceiling fan for extra breezy comfort. Perfect for morning coffee or sunsets. (re-screen 10/2024) Every detail has been maintained and thoughtfully enhanced, ensuring peace of mind while preserving the home’s historic essence. New Washer hookups converted from gas to electrical (2025). NEW ROOF (2/2024). The newly installed A/C Unit is a Bosch 5 Ton 15-seer, including a new electrical breaker box and a new Tankless water heater installed (8/2024). Updated Balcony (7/2024). Newly recessed lighting in the library and hall (10/2024). All garden lighting installed (10/2024). All new gas lines and valves installed (7/2024). The entire home was re-plumbed (12/2023). Conveniently located, you’re just minutes from Winter Park’s dining, shopping, and cultural scene, and nearby Lake Sybelia and Lake Lily Park. Combine history, luxury, and lifestyle in a home where every corner tells a story and where yours is yet to unfold.

251 W Ventris, Maitland

$1,025,000

Welcome home to 105 Stone Hill Dr. This beauty offers 4 bedrooms, 3 ½ bathrooms and bonus room/flex space, perfect for an office. With only 30 homes in the community, you will enjoy the private setting and mature landscaping for luxury living. NEW TILE ROOF!!! Step into the soaring foyer featuring hard wood flooring and a grand staircase that is sure to impress all. Two story great room with wood burning fireplace is a wonderful place to gather, adding warmth and ambiance. The gourmet kitchen is equipped with wall oven, stainless appliances, large center island, granite counters, spacious eating area and butler’s pantry which adjoins to fabulous formal dining room, perfect for hosting dinner parties. The Owner’s Retreat is located on the first floor with access to wrap around front porch. 2 walk-in closets, updated primary bathroom with dual vanities, garden tub, walk in shower and lovely updated lighting and accessories. Secondary Primary bedroom with en-suite is located on the second floor, perfect for multi-generational living or guests. 2 additional bedrooms and updated bathroom have updated luxury vinyl flooring, and fresh paint. The home's layout includes a side entry oversized garage, extra driveway space, and a HUGE laundry room, ensuring practical functionality. This home has been replumbed (2023). You will love the location of this home with easy access to SR 429, I-4, Sun Rail, Maitland Town Center and Winter Park Village. Do not miss a chance to own this exceptional home that combines modern updates with classic appeal in a picturesque setting. See it today!

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

Welcome home to 105 Stone Hill Dr. This beauty offers 4 bedrooms, 3 ½ bathrooms and bonus room/flex space, perfect for an office. With only 30 homes in the community, you will enjoy the private setting and mature landscaping for luxury living. NEW TILE ROOF!!! Step into the soaring foyer featuring hard wood flooring and a grand staircase that is sure to impress all. Two story great room with wood burning fireplace is a wonderful place to gather, adding warmth and ambiance. The gourmet kitchen is equipped with wall oven, stainless appliances, large center island, granite counters, spacious eating area and butler’s pantry which adjoins to fabulous formal dining room, perfect for hosting dinner parties. The Owner’s Retreat is located on the first floor with access to wrap around front porch. 2 walk-in closets, updated primary bathroom with dual vanities, garden tub, walk in shower and lovely updated lighting and accessories. Secondary Primary bedroom with en-suite is located on the second floor, perfect for multi-generational living or guests. 2 additional bedrooms and updated bathroom have updated luxury vinyl flooring, and fresh paint. The home's layout includes a side entry oversized garage, extra driveway space, and a HUGE laundry room, ensuring practical functionality. This home has been replumbed (2023). You will love the location of this home with easy access to SR 429, I-4, Sun Rail, Maitland Town Center and Winter Park Village. Do not miss a chance to own this exceptional home that combines modern updates with classic appeal in a picturesque setting. See it today!

105 Stone Hill Drive, Maitland