Galloway Place
Homes for Sale in Winter Park, FL
All 364 homes for sale in Winter Park, FL · median $684,500 · 176 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 6 closed sales in Galloway Place Rep in Winter Park, FL since 2014, the most recent in January 2026. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 128 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).
Galloway Place Rep is a small pocket of Winter Park housing stock built mostly in the mid-20th century, with a median build year of 1951 stretching all the way to homes finished as recently as 2023. That spread tells the real story here: this is not a tract of uniform product, it is a mix of original construction and later infill or rebuilds sitting on the same streets. Pricing in a community like this is driven far more by what has been done to a given house — foundation, systems, additions, finish level — than by any single neighborhood-wide standard.
With only 76 homes in the dataset, this is a thin market where a handful of sales can shift the read from one quarter to the next. Homestead share sits at roughly 70 percent, which points to a base of owner-occupied households and generally less turnover than an investor-heavy pocket. For sellers, that means fewer comparable competing listings at any given time. For buyers, it means patience and a willingness to move when the right property surfaces, since inventory does not replenish quickly.
Nearby homes for sale
No active listings inside Galloway PlaceHomes for Sale in Winter Park, FL 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Galloway Place Rep sits in Winter Park, Orange County, with a housing stock that spans over a century of construction — from homes built at the turn of the 20th century to recent completions — and a median living area of 2,733 square feet, indicating homes here tend to run larger than a typical infill lot would suggest.
Stellar MLS sales records identify 9 homes in Galloway Place that have changed hands since 2010, built between 1928 and 2023 (median 1951), with a median living area of about 3,483 sq ft and a typical 4-bedroom, 4-bath layout; 100% 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.
Who Galloway Place is best for.
Best for
- Buyers prioritizing larger living space in an established Winter Park location over amenity access.
- Buyers comfortable doing property-specific diligence on a home built anywhere from the early 1900s to recent years.
- Buyers planning to hold long-term in a market where owner-occupancy is the norm rather than the exception.
Probably not for
- Buyers who want a clubhouse, pool, or other shared community amenities as part of the purchase.
- Buyers who want a single, predictable architectural style or construction era across the neighborhood.
- Buyers expecting a high-volume, fast-turnover market with abundant comparable listings at any given time.
The market around Galloway Place
Galloway Place is too small for its own price trend, so here is the market around it.
In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 32789 (Winter Park), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Galloway Place specifically. Momentum Research analysis of MLS records.
Galloway Place Rep by the numbers
From county property records and closed MLS sales for the Galloway Place Rep subdivision: 8 homes on record; built 1928–2023; typical size about 3,515 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2018 | 1 | $558,000 |
| 2020 | 1 | $1,034,000 |
| 2021 | 1 | $1,800,000 |
| 2022 | 1 | $825,000 |
| 2025 | 2 | $3,237,500 |
| 2026 | 1 | $525,000 |
Newest recorded sale: $525,000 on 2026-01-20.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Galloway Place buying strategy.
If we were buying in Galloway Place today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Galloway Place.
A Mixed-Vintage Pocket Without Amenity-Driven Pricing
The defining fact about Galloway Place Rep is its age range: a median build year of 1951 bracketed by a range running from 1901 to 2023. That is not a community with one architectural era or one construction standard. Some of what is on the market will be original mid-century construction, unrenovated or partially updated. Some will be recent builds or substantial rebuilds on older lots. Buyers need to evaluate each property on its own condition and systems rather than assuming anything about the block based on one listing.
No community amenities were identified from current MLS listings, which means whatever draws buyers here is the location and the homes themselves — not a shared pool, clubhouse, or recreational infrastructure. With a homestead share near 70 percent, the area reads as a place where owners tend to settle in rather than cycle through quickly, which is worth factoring into expectations around how often, and under what circumstances, homes here actually come to market.
The location and the amenities are priced into every listing in Galloway Place. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, mixed-vintage market like Galloway Place Rep, the work is in the details: knowing which of the 76 homes have been substantially updated versus which are original, and pricing accordingly. We track this pocket closely enough to tell you what a given house's age and condition actually mean for value, rather than leaning on a single neighborhood average that does not fit anyone's specific property.
Galloway Place in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Galloway Place buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Galloway Place sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Galloway Place, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Galloway Place home worth?
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Should you buy in Galloway Place?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (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.
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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 Galloway Place
Where is Galloway Place?
Galloway Place is a community in Winter Park, Orange County, Florida, ZIP 32789.
How many homes are in Galloway Place?
County property records list 8 homes in Galloway Place, built between 1928 and 2023; the typical home is about 3,515 heated square feet.
What do homes in Galloway Place sell for?
Galloway Place has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2026 (1 sale, median $525,000). For context, ZIP 32789 has 244 homes on the market with 25% under contract.
Are there homes for sale in Galloway Place right now?
No active listings inside Galloway Place at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Galloway Place have an HOA or CDD?
No HOA is on record for Galloway Place 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.
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