Vinings
Homes for Sale in Winter Garden, FL

All 720 homes for sale in Winter Garden, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data9 years of closingsUpdated twice daily

As of September 2026, the MLS records 5 closed sales in Vinings Add in Winter Garden, FL since 2017, the most recent in March 2026. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is an older Winter Garden pocket, and the numbers show it: a median build year of 1958 against a range that stretches to 1906 on one end and as recent as 2023 on the other. That spread means two houses on the same block can sit fifty-plus years apart in age, systems, and layout, so condition and updates do far more to set value here than square footage or lot position alone.

With 137 homes in the inventory and just over half of owners (55.5%) carrying a homestead exemption, this reads as a market with a real mix of long-held properties and more recent turnover or investment activity. Buyers should expect to underwrite each house individually rather than lean on neighborhood-wide assumptions about age or condition.

Nearby homes for sale

No active listings inside Vinings Add right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

300 S WOODLAND STREET
$535K · 0.0 mi away
3 bd · 2 ba · 1,774 sqft
300 S WOODLAND STREET
Listed by HOUWZER INC
214 S WOODLAND STREET
$800K · 0.1 mi away
4 bd · 2 ba · 2,868 sqft
214 S WOODLAND STREET
Listed by LPT REALTY, LLC
225 1ST STREET
$288K · 0.2 mi away
3 bd · 1 ba · 1,020 sqft
225 1ST STREET
Listed by HOMERIVER GROUP
215 S HIGHLAND AVENUE
$1.10M · 0.2 mi away
3 bd · 2.5 ba · 2,700 sqft
215 S HIGHLAND AVENUE
Listed by REAL BROKER, LLC
208 3RD STREET
$435K · 0.2 mi away
8 bd · 3 ba · 1,750 sqft
208 3RD STREET
Listed by COMPASS FLORIDA LLC
516 S HIGHLAND AVENUE
$495K · 0.3 mi away
3 bd · 2 ba · 1,716 sqft
516 S HIGHLAND AVENUE
Listed by WINDSOR REALTY GROUP INC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Vinings sits in Winter Garden, Orange County, with a housing stock that spans over a century of construction and a median living area of 1,684 square feet — a profile that favors buyers comfortable evaluating older construction on a case-by-case basis rather than shopping a uniform, newer-build community.

Stellar MLS sales records identify 7 homes in Vinings that have changed hands since 2005, built between 1915 and 2019 (median 1959), with a median living area of about 1,774 sq ft and a typical 2-bedroom, 2-bath layout; 86% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • Buyers seeking an established Winter Garden location without a homeowners-association amenity package
  • Buyers willing to evaluate construction age and condition property by property
  • Buyers targeting a modest living footprint near the 1,684 sq ft median rather than a larger newer build

Probably not for

  • Buyers who want a consistent, single-era build style across the whole community
  • Buyers prioritizing shared amenities like pools, gyms, or clubhouses
  • Buyers uncomfortable budgeting for inspection and updating costs on older construction

The market around Vinings

Vinings is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34787 (Winter Garden), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Vinings specifically. Momentum Research analysis of MLS records.

If we were buying in Vinings today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Vinings.

Best Buy
Buyers looking for an established, non-amenity Winter Garden location where the house itself carries the value.
Biggest Risk
Age variance means condition and systems must be verified home by home rather than assumed from the neighborhood.
Sweet Spot
A buyer comfortable evaluating an individual older or infill home on its own merits, without expecting shared community amenities.
Avoid If
You want a uniform-age subdivision with clubhouse or recreational amenities included.

A century of building stock in one small footprint

The defining fact about Vinings is the year-built range: 1906 to 2023. A community with a median build year of 1958 but homes on both sides of that century mark is not a tract subdivision — it is an accumulation of individual construction decades apart, likely reflecting infill and replacement building alongside the original older homes. That has direct implications for inspections, permitting history, and how comparable any two listings really are.

No community amenities are identified from current MLS listings, so whatever draws a buyer here is the location and the house itself, not a clubhouse or shared recreational package. At a median 1,684 square feet, the homes skew toward a modest, efficient footprint rather than the larger floor plans typical of newer master-planned construction nearby.

The location and the amenities are priced into every listing in Vinings. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A market spanning more than a century of construction rewards agents who read a listing's actual build year and condition rather than its neighborhood label. We pull the permit and renovation history on individual homes here before writing an offer or setting a list price, because in Vinings the house in front of you tells you far more than the block it sits on.

Vinings in 15 seconds.

Best forBuyers looking for an established, non-amenity Winter Garden location where the house itself carries the value.
Biggest advantageThe wide build-year range creates real opportunities to find character or updated older construction mixed with newer infill.
Biggest riskAge variance means condition and systems must be verified home by home rather than assumed from the neighborhood.
Sweet spotA buyer comfortable evaluating an individual older or infill home on its own merits, without expecting shared community amenities.
Avoid ifYou want a uniform-age subdivision with clubhouse or recreational amenities included.

HOA, CDD & Fees

In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Vinings sales matched to your home.

What is your Vinings home worth?

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Real comps, not an automated estimate.
Buyers seeking an established Winter Garden location without a homeowners-association amenity packageExcellent fit
Buyers willing to evaluate construction age and condition property by propertyExcellent fit
Buyers targeting a modest living footprint near the 1,684 sq ft median rather than a larger newer buildExcellent fit
Buyers who want a consistent, single-era build style across the whole communityProbably not
Buyers prioritizing shared amenities like pools, gyms, or clubhousesProbably not
Buyers uncomfortable budgeting for inspection and updating costs on older constructionProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2017 (5 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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Common questions about Vinings

Where is Vinings?

Vinings is a community in Winter Garden, Orange County, Florida, ZIP 34787.

Are there homes for sale in Vinings right now?

No active listings inside Vinings at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Vinings have an HOA or CDD?

No HOA is on record for Vinings in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Vinings with Momentum Realty’s local guides.

Fries Winter Garden0.1 mi away · 1 for saleQQuesinberry0.1 mi awayAnnie L Berry0.1 mi awayFSFries Survey Of0.1 mi awayWGWinter Garden Executive Centre0.1 mi away · 15 homes, built 2008–08, 1 for saleEllman Park0.2 mi away

Browse all neighborhood guides →

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Vinings Add Winter Garden Market Scorecard

Strong buyer's market

Vinings Add Winter Garden is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $535,000, and homes go under contract in about 21 days.

12.0
Months supply
$535,000
Median list
$743,148
Median sold
$302
Per sqft
21
Days on mkt
1/0/1
Active/Pend/Sold

Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.