Twin Acres
Homes for Sale in Winter Park, FL
All 394 homes for sale in Winter Park, FL · median $636,250 · 169 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Twin Acres in Winter Park, FL has 1 home for sale. As of November 2026, the MLS records 7 closed sales in Twin Acres in Winter Park, FL since 2008, the most recent in June 2026. Across Winter Park as a whole, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 326 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,320 ($7,650 with the full homestead exemption).

Price in Twin Acres is driven by condition and vintage more than by any formula. With a build range spanning 1920 to 2024 and a median year built of 1970, you are comparing homes that have been reworked top to bottom against homes that still carry their original systems. At a median of roughly 2,945 living square feet, these are substantial houses, and the spread between a renovated and an untouched example can be wide. Pay for the work that has already been done, not the square footage alone.
The posture here leans toward buyers: 12 months of supply against a single active listing. Thin inventory means there isn't much to compare against on any given week, so a well-prepared seller with a current, honest home can still command attention. But the overall math favors patience on the buy side - there is no urgency pricing, and a buyer who waits for the right house rather than the only house tends to do better.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Twin Acres right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).
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· Updated November 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Twin Acres is a small, established pocket of about 165 homes in Winter Park, where the housing stock ranges from century-old construction to brand-new builds. The through-line is size and variety, not uniformity.
Stellar MLS sales records identify 12 homes in Twin Acres that have changed hands since 2005, built between 1927 and 2023 (median 1970), with a median living area of about 1,324 sq ft and a typical 3-bedroom, 2-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.
County records show 9 qualified sales in Twin Acres across 2024 - 2025 (6 in 2024, 3 in 2025), median $1.10M - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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 Twin Acres is best for.
Best for
- Buying to hold in an owner-occupied Winter Park pocket where homes rarely turn over
- Buyers who want substantial square footage and will evaluate systems and renovation history closely
- Buyers who can wait for the right house rather than the only one on the market
Probably not for
- Needing a quick purchase with several comparable homes to choose from
- Wanting a resort-style amenity package beyond secured parking
- Buying purely for rental yield in a largely owner-occupied community
The market around Twin Acres
Twin Acres is too small for its own price trend, so here is the market around it.
In ZIP 32789, 239 homes are on the market and 23% are under contract — a steady corner of Winter Park.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 32789 (Winter Park), 111 homes closed in the last 12 months at a median of $627K ($396/sq ft), down 21.6% year over year, with a median 42 days on market. Right now 34 active and 4 pending listings put supply at about 3.7 months - a buyer's market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Twin Acres specifically. Momentum Research analysis of MLS records.
Life at Twin Acres
- Secured Garage/Parking · reported on 1 of 2 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Twin Acres buying strategy.
If we were buying in Twin Acres 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Twin Acres.
A condition-driven market inside Winter Park
The headline fact is the build range: 1920 to 2024, with the midpoint sitting at 1970. That tells you Twin Acres has been added to and rebuilt over decades, so you will find original mid-century houses next to recent construction. Roughly 64% of homes carry a homestead exemption, which points to a largely owner-occupied community rather than an investor-heavy one. Turnover is light, and the lone active listing underscores how rarely homes here trade.
On amenities, the MLS data reports secured garage or covered parking across listings and little else formalized. That is worth confirming directly - verify current amenities, any HOA structure, and access with the association before you write an offer. With a median near 2,945 square feet, most of what you are buying is the house itself and the lot, so evaluate roof, systems, and renovation history closely on anything built toward the older end of the range.
The location and the amenities are priced into every listing in Twin Acres. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community that trades this rarely, comparable sales are scarce and each home carries its own renovation story - which is exactly where local judgment matters. We help you read the gap between a 1970-era house that's been updated and one that hasn't, price accordingly, and confirm the HOA and amenity details that the MLS only hints at. Whether you're the one listing or the one waiting for the right house to surface, we work the thin inventory with you.
Twin Acres in 15 seconds.
Tools for a Twin Acres 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 Twin Acres sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Twin Acres, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Twin Acres home worth?
Get a no-obligation home value based on real comparable sales in Twin Acres, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Recently off market in Twin Acres
Homes in Twin Acres that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 1903 N Park Avenue · off market
| Location | Winter Park, Orange County, FL · ZIP 32789 |
|---|---|
| Homes in the community | 165 (FL DOR 2025 assessment roll) |
| Years built | 1920–2024 (median 1970) |
| Typical living area | 2,945 sq ft (median) |
| For sale right now | 1 active, 0 pending · median asking $1,649,000 · 12.0 months of supply |
| Owner-occupied (homestead) share | 64% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Twin Acres key facts,” movewithmomentum.com/neighborhoods/twin-acres-winter-park, data as of September 20, 2026.
Housing distress & ownership in Twin Acres, Winter Park
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
More Winter Park home searches
- All homes for sale in Winter Park, FL
- Homes for sale in Orange County, FL
- Gated communities in Winter Park
- Homes under $300K in Winter Park
- 4-bedroom homes for sale in Winter Park
- Winter Park home values: what is my house worth?
- ZIP 32789 housing scorecard
Winter Park guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- N Park Avenue (8 homes on record)
Email me new listings in Twin Acres
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Twin Acres
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Twin Acres will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
Is Twin Acres a buyer's or seller's market right now?
How many homes are in Twin Acres?
What share of Twin Acres is owner-occupied?
When were the homes in Twin Acres built?
Who is the best real estate agent for Twin Acres?
How do I find a top Winter Park real estate agent who knows Twin Acres?
Can Momentum Realty connect me with an agent for Twin Acres?
Where is Twin Acres, and what county is it in?
Should you buy in Twin Acres?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2008 (7 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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