Home in 121 W Maple St Winter Garden for sale with MLS# O6417649
• MULTIPLE OFFERS RECEIVED** 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.
121 W Maple St, Winter Garden, FL 34787
- Price:
- $1,725,000.00
- Original List Price:
- $1,725,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $531.91
- Listing Type:
- For Sale
- Status:
- Pending (An offer has been accepted)
- Previous Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6417649
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 3
- Half Bath:
- 1
- Additional Rooms:
- Den/library/office, Inside Utility, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Storage Rooms, Garage Apartment
- Living Area:
- 3,243 Sqft
- Built-Up Area:
- 5,489 Sqft
- Lot Area:
- 12,852 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Appraiser
- Lot Features:
- Corner Lot, Oversized Lot, City Limits, Sidewalk, Street Brick, Landscaped
- Lot Size Acres:
- 0.3
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Heated, In Ground, Salt Water, Screen Enclosure, Child Safety Fence, Lighting
- Spa
- Spa Features:
- Heated, In Ground
- Security:
- Security System
- Furnished:
- Furnished
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Range, Range Hood, Tankless Water Heater, Wine Refrigerator, Bar Fridge
- Interior:
- High Ceilings, Walk-In Closet(s), Built-in Features, Wet Bar, Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Window Treatments, Solid Wood Cabinets, Crown Molding, Tray Ceiling(s), Coffered Ceiling(s), Primary Bedroom Main Floor
- Exterior:
- Lighting, Outdoor Grill, Private Mailbox, Sidewalk, Rain Gutters, French Doors, Outdoor Kitchen, Private Yard
- Patio and Porch:
- Screened, Covered, Front Porch, Rear Porch
- Windows:
- Blinds, Drapes, Double Pane Windows, Shades, Shutters, Window Treatments, Rods
- Other Structures:
- Guest House, Cabana, Gazebo
- Laundry:
- Laundry Room, Electric Dryer Hookup, Gas Dryer Hookup
- Fireplace
- Fireplace:
- Gas, Family Room, Other, Outside
- Air Conditioning System:
- Central Air
- Heating System:
- Central
- Fence:
- Wood
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping, Oak Trees
- Property Entrance Faces:
- South
- Other Equipment:
- Irrigation Equipment, Private Yard
- Year Built:
- 1999
- Roof:
- Shingle
- Architectural Style:
- Craftsman, Traditional, Colonial, Historic
- Levels:
- Two
- Construction Materials:
- Block, Frame, Stucco, Hardiplank Type
- Flooring:
- Wood, Brick
- Number of stories:
- 2
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $10,571.88
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Rv Access/parking, Oversized, Golf Cart Parking, Workshop In Garage, Garage Faces Side
- Garage Dimensions:
- 29x32
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Water Connected, Broadband/High Speed Internet Available
- Water Source:
- Public
- Minimum Lease Term:
- No Minimum
- Subdivision Name:
- G T SMITH SUB 2
- Community Features:
- Street Lights
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, VA Loan
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- G T SMITH SUB NO 2 K/103 LOTS 11 & 14 (LESS E 28 FT THEREOF)
- Real Estate Folio Number (Parcel Number):
- 23-22-27-8100-00-110
- Zoning:
- R-2
- Title to the property is held by owner as:
- Fee Simple
- Originally published on:
- June 17, 2026 1:20 pm
- Active on the market since:
- June 17, 2026
- Listing Agreement executed on:
- June 17, 2026
- Purchase Contract Date:
- June 23, 2026
- Listing Status Last Changed On:
- June 24, 2026 11:48 pm
- Photos updated on:
- June 17, 2026 1:22 pm
- Last Modified:
- June 24, 2026 11:49 pm
- Courtesy of:
- TARA MOORE REAL ESTATE
- Attribution:
- 407-738-5588
- Road Surface Type:
- Brick
- Street Name:
- MAPLE
- Street Number:
- 121
- City:
- WINTER GARDEN
- State:
- Florida
- Zip Code:
- 34787
- County:
- Orange
- Latitude:
- N28° 33' 44.1''
- Longitude:
- W82° 24' 41.6''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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