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.

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Days on the market

121 W Maple St, Winter Garden, FL 34787

Price
Price:
$1,725,000.00
Original List Price:
$1,725,000.00
List Price per Sq Ft (Calculated, Approx.):
$531.91
Property Status and Type
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
Rooms Distribution
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
Measures
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
Property Features
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
Construction
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
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$10,571.88
Tax Year:
2025
Parking
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
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Natural Gas Connected, Water Connected, Broadband/High Speed Internet Available
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
G T SMITH SUB 2
Community Features:
Street Lights
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
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
Listing History
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
Additional Information
Courtesy of:
TARA MOORE REAL ESTATE
Attribution:
407-738-5588
Road Surface Type:
Brick
Location
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''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of June 24, 2026, 11:49 PM.