121 W MAPLE STREET WINTER GARDEN FL 34787 MLS #O6417649

121 W MAPLE STREET
WINTER GARDEN, FL, 34787
$1,725,000
4 Beds
3.5 Baths
3,243 SqFt
0.3 Acres
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MLS #O6417649 image #0
Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location…yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater – 2025; Hayward Tristar Pool Pump – 2023; Filter Unit – 2020; Salt Cell – 2020). Fantastic & FLEXIBLE floor plan…four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof — July 2019. HVAC — 2025 (upstairs); 2018 (downstairs – damper system). Tankless Gas Water Heater — Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA…live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida’s most desirable and growing historic downtown…GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer’s market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation…come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden…DO NOT MISS your opportunity to own this one-of-a-kind dream home & property!

Property Details

Price:
$1,725,000
MLS #:
O6417649
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
G T SMITH SUB 2
Neighborhood:
34787wintergardenoakland
Listed Date:
Jun 17, 2026
Finished Sq Ft:
3,243
Total Sq Ft:
5,489
Lot Size:
12,852 sqft / 0.30 acres (approx)
Year Built:
1999
PoolPrimary Bedroom Main Floor34787 – Winter Garden/oakland34787wintergardenoaklandG T Smith Sub 2No Minimum

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Schools

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Brick/Stone, Hardwood
Heating
Central
Interior Features
Built-in Features, Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
Levels
Two

Exterior

Architectural Style
Colonial, Craftsman, Historical, Traditional
Attached Garage YN
1
Construction Materials
Block, HardiPlank Type, Stucco, Wood Frame
Covered Spaces
3
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Private Yard, Rain Gutters, Sidewalk
Fencing
Wood
Garage Spaces
3
Lot Features
Corner Lot, City Lot, Landscaped, Oversized Lot, Sidewalk
Open Parking YN
1
Other Structures
Cabana, Gazebo, Guest House
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized, RV Parking, Workshop in Garage
Patio And Porch Features
Covered, Front Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Security System
Spa Features
Heated, In Ground
Window Features
Blinds, Double Pane Windows, Drapes, Rods, Shades, Shutters, Window Treatments

Financial

Tax Year
2025
Taxes
$10,572

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of Jun 18, 2026
864
Single Family Listed
102
Avg DOM
282
Avg $ / SqFt
$775,351
Avg List Price

Property Summary

    Located in the G T SMITH SUB 2 subdivision, 121 W MAPLE STREET WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $1,725,000 and features 4 beds, 4 baths, and has approximately 3,243 square feet of living space, and was originally constructed in 1999. The current price per square foot is $532. The average price per square foot for Single Family listings in WINTER GARDEN is $282. The average listing price for Single Family in WINTER GARDEN is $775,351. To schedule a showing of MLS#o6417649 at 121 W MAPLE STREET in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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121 W MAPLE STREET
WINTER GARDEN, FL