121 W Maple StreetWinter Garden, FL 34787Price: $1,725,000

  • Price: $1,725,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
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  • 4Bedrooms
  • 0.3Acreage
  • 4Bathrooms
  • 1999Year Built
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!
Listing Courtesy of TARA MOORE REAL ESTATE

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More Info

Location Information

  • Road Frontage DescriptionBrick

Parking

  • Parking Features
    • Driveway
    • Garage Door Opener
    • Garage Faces Side
    • Golf Cart Parking
    • Oversized
    • RV Access/Parking
    • Workshop in Garage

Basic Information

  • MFR Virtual Tour URL Unbranded 2 Click Here
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-2

Interior

  • Flooring Brick, Wood
  • Furnished Furnished

Property Information

  • Acreage0.3
  • Attached Garage YN Yes
  • Building Area Total 5,489
  • BuildingAreaUnitsSquare Feet
  • Fencing Wood
  • LivingAreaUnitsSquare Feet
  • Lot Description
    • City Limits
    • Corner Lot
    • Landscaped
    • Oversized Lot
    • Sidewalk
    • Street Brick
  • Lot Size Square Feet 12,852
  • MFR Garage Dimensions 29x32
  • MFR Living Area Meters 301
  • MFR Lot Size Square Meters 1194
  • MFR Total Acreage 1/4 to less than 1/2
  • Other Structures Cabana, Gazebo, Guest House
  • Square Feet3,243

Basic Information

  • List Price$1,725,000
  • ListingContractDate2026-06-17
  • MLS NumberO6417649
  • Mls Status Active
  • OriginalListPrice1725000
  • PostalCodePlus43427
  • PublicSurveyRange27
  • StatusACT

Location

  • Address121 W Maple Street
  • AreaWinter Garden/Oakland
  • CountyOrange
  • Exterior Features
    • French Doors
    • Lighting
    • Outdoor Grill
    • Outdoor Kitchen
    • Private Mailbox
    • Private Yard
    • Rain Gutters
    • Sidewalk
  • StateFL
  • SubdivisionG T Smith Sub 2
  • TownWinter Garden
  • Township 22
  • Zip34787

Utilities

  • Cooling Central Air
  • Heating Central
  • Laundry Features Electric Dryer Hookup, Gas Dryer Hookup, Laundry Room
  • Sewer Public Sewer
  • Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN No
  • Pool Private YN Yes
  • Water ViewNo

Legal

  • Listing Agreement Exclusive Right To Sell
  • Parcel Number 23-22-27-8100-00-110
  • Tax Legal Description G T SMITH SUB NO 2 K/103 LOTS 11 & 14 (LESS E 28 FT THEREOF)

Other

  • Building Area Source Public Records
  • Date Listed06/17/2026
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2021-09-24
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-06-17T13:20:34
  • Vegetation Mature Landscaping, Oak Trees, Trees/Landscaped

Tax Information

  • Tax Year 2025
  • Taxes$10,571

Rooms

  • Bedrooms4
  • Full Bath3
  • Half Baths1
  • MFR Additional Rooms Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Garage Apartment, Great Room, Inside Utility, Storage Rooms

Building

  • Bathroom4
  • Construction Materials Block, HardiPlank Type, Stucco, Frame
  • FireplaceFamily Room, Gas, Other, Outside
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features Covered, Front Porch, Rear Porch, Screened
  • Property StyleColonial, Craftsman, Historic, Traditional
  • RoofShingle
  • Rooms9
  • Stories2
  • Window Features
    • Blinds
    • Double Pane Windows
    • Drapes
    • Rods
    • Shades
    • Shutters
    • Window Treatments
  • Year Built1999

Amenities

  • Appliances IncludedBar Fridge, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Community Features Street Lights
  • Other AmenitiesFireplace, Garden, Pool
  • Other Equipment Irrigation Equipment, Private Yard
  • Pool Features
    • Child Safety Fence
    • Heated
    • In Ground
    • Lighting
    • Salt Water
    • Screen Enclosure
  • Security Features Security System
  • Spa Features Heated, In Ground
Fusilier Realty Group

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Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 18, 2026 7:34 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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