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121 W MAPLE STREET Winter Garden, FL $ 1,725,000
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121 W MAPLE STREET
$ 1,725,000
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121 W MAPLE STREET

Winter Garden, FL, 34787
$ 1,725,000
Bedrooms4 Baths3.1 Sq 3,243

Monthly Estimate*

$ 10,621

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Single Family Home for sale in Winter Garden, FL

for $1,725,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,243 square foot home was built in 1999 on a lot size of 0.3.

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!

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Single Family Active

Price

$ 1,725,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 10,571

Style

Colonial Craftsman Historical Traditional

Lot Size

0.3

Year Built

1999

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6417649
Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Natural Gas Connected Street Lights Water Connected
Roof Shingle
Appliances Bar Fridge Dishwasher Disposal Dryer Microwave Range Range Hood Refrigerator Tankless Water Heater Washer Wine Refrigerator
Zoning R-2
Garage Spaces 3
Patio/Porch Features Covered Front Porch Rear Porch Screened
Architectural Style Colonial Craftsman Historical Traditional
Pool Features Child Safety Fence Heated In Ground Lighting Salt Water Screen Enclosure
Security Features Security System
Construction Materials Block HardiPlank Type Stucco Wood Frame
Year Built 1999
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name G T SMITH SUB 2
Facing Direction South
Garage Y/N true
Other Structures Cabana Gazebo Guest House
Total Rooms 9
Full Baths 3
Status Active
Directions In Downtown Winter Garden...corner of West Maple Street & South Highland Avenue.
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 12852
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Spa Features Heated In Ground
Land Lease Y/N false
Tax Annual Amount 10571.88
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/45390ad9-89ef-482e-9424-a05f900316b4?wl=true&setAttribution=mls&initialViewType=pano
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 11
Legal Description G T SMITH SUB NO 2 K/103 LOTS 11 & 14 (LESS E 28 FT THEREOF)
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate Garage Apartment Great Room Inside Utility Storage Rooms
ILS Under Air SQFT 450
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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
Flooring Brick/Stone Hardwood
Furnished Y/N Furnished
Fireplace Features Family Room Gas Other Room Outside
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Double Pane Windows Drapes Rods Shades Shutters Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Gas Dryer Hookup Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Mailbox Private Yard Rain Gutters Sidewalk
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Wood
Parking Features Driveway Garage Door Opener Garage Faces Side Golf Cart Parking Oversized RV Parking Workshop in Garage
Lot Features Corner Lot City Lot Landscaped Oversized Lot Sidewalk
Water Source Public
Lot Size Area 12852
Foundation Details Slab
Spa true
Building Area Total 5489
Lot Size Acres 0.3
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Brick
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* Excluded Features
List By
tara@taramoorerealestate.com

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Affordability Calculator

$11,502
Per Month
92%
8%
0%
Monthly Principal & Interest
$10,621
Monthly Property Taxes
$881
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
6/17/2026$1,725,000 Listed Price

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121 W MAPLE STREET, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,725,000 with 3,243 sqft and a lot size of 0.3. 121 W MAPLE STREET has 4 bedrooms, 3.1 baths, and was built in 1999. The property's zip code is 34787 which is in Winter Garden, FL

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