Dubsdread Heights
Homes for Sale in Winter Park, FL
All 356 homes for sale in WINTER PARK, FL · median $697,000 · 167 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Dubsdread Heights in Winter Park, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 7 recorded sales closed at a median of $414,000, $295 per square foot, a median 23 days on market, sellers accepting 98% of original asking (+5% versus the prior year). Homes listed or recently sold were built 1925 - 2010; none of the 10 geocoded homes sit in a FEMA special flood hazard zone (median elevation 100 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,900 ($6,230 with the full homestead exemption).
Dubsdread Heights right now
🔴 Seller-leaning market. 1.5 months of supply and 0% of the inventory already under contract give sellers the pressure advantage.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: Medium (1 active and pending listings, 7 closed sales in 12 months).
🟡 Still climbing. The trailing-12-month median ($414K) is up 4.6% from the prior 12 months ($396K) and up 200% since 2012. With about 5 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Medium (7 and 10 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 5, 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
Dubsdread Heights market snapshot (as of September 20, 2026): the median sale price is about $414K ($295 per sq ft over the trailing 12 months of closed sales), a median 23 days on market for closed sales, and 1.5 months of supply, a seller-leaning market. The trailing-12-month median is up 5% from the prior 12 months and up 200% since 2012, computed from record-level Stellar MLS closed sales (7 closings in the current window).
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.
County records show 24 qualified sales in Dubsdread Heights across 2024 - 2025 (9 in 2024, 15 in 2025), median $467,500 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Dubsdread Heights: of 9 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Park.
Dubsdread Heights is a community of 263 homes in Winter Park, Orange County, built between 1920 and 2023 (median 1955.0), with a median living area of about 1,408 square feet. 56% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Dubsdread Heights. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Dubsdread Heights; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($414K) IS the median in the snapshot above, and the move from 2025 ($396K) IS the +4.6% one-year change.
Windows contain 0 to 13 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
25% of homes for sale in ZIP 32789 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-05).
DUBSDREAD HEIGHTS Market Scorecard
DUBSDREAD HEIGHTS is currently a seller's market. About 3.0 months of supply, a median asking price of $388,500, and homes go under contract in about 84 days.
Typical home value in the 32789 ZIP is $811,946, about 63.3% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Dubsdread Heights, 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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Dubsdread Heights
Live MLS inventory for Dubsdread Heights. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Dubsdread Heights listings as of 2026-10-04, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Tap any home to ask about it.
Every Home for Sale in Dubsdread Heights Winter Park Right Now (2)
All 2 active and pending Dubsdread Heights Winter Park listings with a detail page, newest first, refreshed twice a day from the MLS.
- 712 Baffie Avenue · $448,000 · 3 bd / 1 ba · listed Sep 30, 2026 · listed by Rp Investment Realty Llc
- 811 Overspin Drive · $329,000 · 2 bd / 1 ba · listed Sep 10, 2026 · listed by Rick Singh Real Estate
Dubsdread Heights on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Dubsdread Heights
- Golf Carts OK · reported on 1 of 4 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.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Princeton Elem · Elementary
- College Park Middle · Middle
- Edgewater High · High
Zoned schools reflect the assignments reported on recent Dubsdread Heights listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Dubsdread Heights address.
Shop the zone: Homes zoned for Edgewater High High School
The Dubsdread Heights buying strategy.
If we were buying in Dubsdread Heights 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.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
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 Dubsdread Heights.
A closer look at the Dubsdread Heights market
At a median of $295 per square foot, Dubsdread Heights prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 1.5 months of supply, a seller-leaning market and the trailing-12-month median up 5% year over year. Homes that do trade take a median 23 days on market, useful leverage on any listing that has lingered.
The housing stock is 263 homes built between 1920 and 2023, and 56% 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 Dubsdread Heights. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Dubsdread Heights buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 5 factors (8.0). Basis: Long-Term Appreciation +200% since 2012; Recent Direction +4.6% year-over-year; Liquidity & Demand 1.5 months of supply; Owner Commitment 56% owner-occupied; Pricing Power 98.4% sale-to-list. Refreshed with each data update.
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 Dubsdread Heights 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 Dubsdread Heights sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Dubsdread Heights, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Dubsdread Heights home worth?
Get a no-obligation home value based on real comparable sales in Dubsdread Heights, 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 all homes for sale in Winter Park →
Recently off market in Dubsdread Heights
Homes in Dubsdread Heights 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.
- 846 Driver Avenue · off market
Frequently Asked Questions
What is the median home price in Dubsdread Heights?
How long do homes in Dubsdread Heights take to sell?
Is Dubsdread Heights a buyer's or seller's market right now?
How many homes are in Dubsdread Heights?
What share of Dubsdread Heights is owner-occupied?
When were the homes in Dubsdread Heights built?
Have Dubsdread Heights home prices gone up?
Who is the best real estate agent for Dubsdread Heights?
How do I find a top Winter Park real estate agent who knows Dubsdread Heights?
Can Momentum Realty connect me with an agent for Dubsdread Heights?
Where is Dubsdread Heights, and what county is it in?
Is Dubsdread Heights a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 4, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (9 streets, ZIP 32789/32804)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2008 (82 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 local comps.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Dubsdread Heights fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Dubsdread Heights
- Home values · What homes in Dubsdread Heights actually sell for
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