275 Virginia, Winter Garden, FL 34787

275 Virginia, Winter Garden, FL 34787

4 beds 2 baths 1 half baths 2,004 Sqft

Listings courtesy of DENIZ REALTY PARTNERS LLC as distributed by MLS GRID.

Overview Neighborhood Amenities Price details

$475,000 $237/sf Earn $9,500

167 days on Market

$475,000

Credit Back up to $9,500*
$237.03/sf

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Description:

Active - Multi Family for sale

Discover the best of community and convenience at 275 Virginia Drive! This charming, mid-century gem created treasured memories for the same owners since 1955. A perfect blend of vintage character with some fresh updates, this classic 4-bedroom, 2.5 bath ranch has been meticulously cared for and is move-in-ready, but could also present an ideal canvas for a designer’s brush. Situated on a quiet street in the golf cart district of downtown Winter Garden, this home has the benefit of being closely located to the vibrant downtown area where top-rated dining, trendy shops, and the weekly farmer’s market await. For even more recreation, the West Orange Trail is one block away for jogging and biking, or take a quick golf cart ride to appreciate the serenity of Lake Apopka. Beyond a front entrance showcasing the original owner’s beveled-glass artistry, natural light from a large picture window enhances the vintage hardwood floors and neutral colors flowing throughout the living room and secondary bedrooms. An efficient kitchen features a cozy breakfast nook adjacent to the combined great room and dining area; an ample, open space for entertainment and holiday gatherings with loved ones. The separate, primary bedroom is generous, boasting a private entrance and a full, tiled bath. The roof, HVAC, and some plumbing fixtures were replaced within the last few years and in August 2025, a new and upgraded electrical system was installed. Outside, a handy sprinkler-system helps keep the sunny front yard lush while the backyard is surrounded by mature trees and shrubbery, making it a perfect spot for little ones and four-legged friends to roam freely without worry, as well as cookouts, or just outdoor relaxation in the warm Florida weather. Creative folks will spend countless hours in the custom workshop situated on its own concrete slab, and complete with attic storage and window A/C. This shed could easily be insulated and upgraded to create a comfortable space for a hobby area, man cave or anything else to suit your needs! This charming home is brimming with nostalgia and is ready and waiting to be your new forever home. Don’t miss your chance to own a piece of Winter Garden history, schedule a private showing TODAY!!!

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Listing Agent:

- Listed by: Laura Halbig • Lehawk61@gmail.com

- Brokered by: DENIZ REALTY PARTNERS LLC • 407-704-0780

- Source: Stellar MLS as distributed by MLS GRID

- MLS Number: G5103561

- MLS Last Updated: Mar 27, 2026 at 05:44am EDT

Location

* School data provided by National Center for Education Statistics, and GreatSchools. Intended for reference only. The GreatSchools Rating is based on a variety of school quality indicators, including test scores, college readiness, and equity data. To verify enrollment eligibility, contact the school or district directly.

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Facts and features:

Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer

Furnished: Unfurnished

Laundry Features: Inside

Lot Features: Oversized Lot

Number Of Lots: 1

Status: Active

Listed Date: 10/20/2025

Days On Market: 167

Lot Size (Square Feet): 10383

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Financial:

Rent Includes: []

Tenant Pays: []

Structure:

Parking Total: 1

Year Built: 1955

Construction Materials: Block

Cooling: Central Air

Exterior Features: Irrigation System, Private Mailbox, Storage

Flooring: Floor Carpet, Floor Ceramic Tile, Floor Hardwood

Foundation Details: Foundation Crawlspace

Heating: Central, Heat Pump

Interior Features: Ceiling Fan(S), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Window Treatments

Other Structures: Shed(S)

Roof: Roof Shingle

Pets Allowed: Yes

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Utilities:

Electric: []

Sewer: Sewer Public Sewer

Utilities: Bb/Hs Internet Available, Cable Available, Electricity Available, Sewer Available, Sprinkler Meter, Water Available

WaterSource: Water Source Public

Tax:

Parcel Number: 142227801600310

Tax Legal Description: Showalter Park T/6 Lot 31

Zoning: R-2

Location:

Subdivision Name: Showalter Park

MLS Area Major: 34787 - Winter Garden/Oakland

Elementary School: Dillard Street Elem

Middle/Junior School: Lakeview Middle

High School: West Orange High

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Score:

-winter garden-for-sale-275 virginia, winter garden, fl 34787-STELG5103561

Mortgage All cash

Monthly expenses $3,503

Property Tax $464

HOA Fee $0

Homeowners Insurance $127

Due at Close $458,375

List price $475,000

Closing costs $7,125

beycome Pre-paid title: $99Discover Title Services

beycome Credit Est. $9.5K

Disclaimer

Based on information submitted to the MLS GRID as of Mar 27, 2026 at 05:44am EDT. 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.

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