Winter Garden Manor
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County
77 homesBuilt 1916–2023
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Winter Garden Manor Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
37%
Owner-occupied · Winter Garden Manor
31 of 84 parcels homesteaded (FL DOR 2025)
63%
Non-owner-occupied · Winter Garden Manor
incl. 20% trust or LLC-held · 100% out-of-state
67%
Cash buyers · Winter Garden Manor
2 of 3 sales, 12 mo ending June 2023
77
Homes in the community
plus 7 vacant residential lots · 84 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1916
Community established
homes built 1916-2023, median 1958 (FL DOR 2025)
0
Failed listings · 2025
peaked at 3 in 2006

The market around Winter Garden Manor

Winter Garden Manor is a small community — 14 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

The housing mix here is 93% single family residence, 7% half duplex.

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

If we were buying in Winter Garden Manor 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 Winter Garden Manor.

A closer look at the Winter Garden Manor market

The housing stock is 77 homes built between 1916 and 2023, and 37% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Winter Garden Manor sales matched to your home.

What is your Winter Garden Manor home worth?

Get a no-obligation home value based on real comparable sales in Winter Garden Manor, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Winter Garden Manor on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Winter Garden Manor?
The Florida DOR 2025 assessment roll shows 77 homes plus 7 vacant residential lots in Winter Garden Manor (public records).
What share of Winter Garden Manor is owner-occupied?
37% of Winter Garden Manor parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winter Garden Manor built?
Homes in Winter Garden Manor were built between 1916 and 2023, with a median year built of 1958 (FL DOR 2025 roll).
Do cash buyers compete in Winter Garden Manor?
Cash buyers took 67% of Winter Garden Manor sales in the 12 months ending June 2023 (2 of 3 closings, Stellar MLS).
Who is the best real estate agent for Winter Garden Manor?
The best agent for Winter Garden Manor is one who actively works Winter Garden and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Winter Garden Manor.
How do I find a top Winter Garden real estate agent who knows Winter Garden Manor?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Winter Garden Manor and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Winter Garden Manor?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winter Garden Manor purchase or sale - no call center and no pressure.

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34777/34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (6 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.

Own a home here?

You just read the data. Now see what your home is worth.

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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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