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Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and... entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

Stellar MLS, MLS#: O6353975
Listed By: HOMEVEST REALTY, 407-897-5400

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Bedrooms

  • Total Bedrooms: 4

Bathrooms

  • Full bathrooms: 3

Appliances

  • Built-In Oven
  • Cooktop
  • Dishwasher
  • Disposal
  • Dryer
  • Gas Water Heater
  • Microwave
  • Range Hood
  • Refrigerator
  • Washer

Architectural Style

  • Traditional

Construction Materials

  • Block
  • Concrete

Cooling

  • Central Air

Exterior Features

  • Courtyard
  • Garden
  • Lighting
  • Sidewalk
  • Storage

Fireplace Features

  • Other
  • Wood Burning

Flooring

  • Carpet
  • Wood

Foundation Details

  • Slab

Heating

  • Central
  • Electric

Interior Features

  • Ceiling Fans(s)
  • Crown Molding
  • Eat-in Kitchen
  • High Ceilings
  • Kitchen/Family Room Combo
  • Living Room/Dining Room Combo
  • Open Floorplan
  • Stone Counters

Laundry Features

  • Inside
  • Laundry Room

Levels

  • One

Lot Features

  • Corner Lot
  • City Limits
  • In County
  • Landscaped
  • Level
  • Oversized Lot
  • Sidewalk
  • Paved

Other Equipment

  • Irrigation Equipment

Parking Features

  • Covered
  • Driveway
  • Garage Faces Side

Patio and Porch Features

  • Patio
  • Porch
  • Rear Porch

Pets Allowed

  • Yes

Road Surface Type

  • Paved

Roof

  • Shingle

Sewer

  • Public Sewer

Utilities

  • BB/HS Internet Available
  • Cable Connected
  • Electricity Connected
  • Natural Gas Connected
  • Phone Available
  • Sewer Connected
  • Water Connected

Vegetation

  • Mature Landscaping
  • Oak Trees
  • Trees/Landscaped

WaterSource

  • Public

Rooms

  • Family Room
  • Dining Room
  • Living Room
  • Kitchen
  • Primary Bedroom
  • Bedroom 2
  • Bedroom 3
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Schedule a Showing
Listed By:
HOMEVEST REALTY
407-897-5400

Data Source: Stellar MLS

MLS#: O6353975

Data Source Copyright: © 2026 Stellar MLS All rights reserved.

Provided by Stellar MLS. All Rights Reserved. Disclaimer & Terms of Use

This property was listed on 10/20/2025 and last updated as of 10/24/2026 6:05:11 PM. OSI IDX updated the data from Stellar MLS on 11/6/2026 at 10:11 AM. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

 

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