TUCKER OAKS
Homes for Sale in WINTER GARDEN, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat

Tucker Oaks in Winter Garden is a small, gated enclave, and the data reflects that scale directly: with only four active listings, this is not a market where you can lean on comparable-sales math the way you would in a larger subdivision. Each listing effectively is its own data point, and pricing here gets set home-by-home based on condition, lot position, and how motivated a given seller is rather than by a deep pool of recent closings.
Months of supply sits at 5.3, which lands this community in balanced territory - not a seller's market where multiple offers are the norm, but not a buyer's market either. Public homestead-exemption records show none currently filed in the community, which is worth noting for anyone doing diligence on ownership patterns, though with a listing pool this thin it is not something to over-read. The practical takeaway: come in prepared to negotiate on the specifics of the individual home, not the broader trend line.
TUCKER OAKS right now
🟢 Buyer-leaning market. 6.7 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 August 2, 2026. Confidence: Medium (5 active and pending listings, 6 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($284K) is down 8.3% from the prior 12 months ($310K). 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 August 2. Confidence: Low (6 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 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
TUCKER OAKS market snapshot (as of August 2, 2026): the median sale price is about $284K ($224 per sq ft over the trailing 12 months of closed sales), a median 48 days on market for closed sales, and 6.7 months of supply, a buyer-leaning market. The trailing-12-month median is down 8% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
Tucker Oaks is a gated, deed-restricted community in Winter Garden with a recreational amenity package - pool, clubhouse, tennis and basketball courts, playground, dog park - built around a small footprint, which means inventory here moves in single-digit counts rather than dozens of listings at a time.
The setting & the homes.
Aerial and on-site photos of TUCKER OAKS. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Who TUCKER OAKS is best for.
Best for
- Buyers prioritizing gated access and a full recreational amenity set over a wide selection of active listings
- Buyers who can move decisively once a matching home hits this limited market
- Buyers comfortable with deed restrictions and HOA rules, including parking limits on trucks, RVs, and motorcycles
Probably not for
- Buyers who want to compare several homes side by side before deciding
- Buyers who need to keep a truck, RV, or motorcycle parked on-site regularly
- Buyers expecting a fast-moving, high-inventory market rather than a balanced, low-supply one
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($284K) IS the median in the snapshot above, and the move from 2025 ($310K) IS the -8.3% one-year change.
Windows contain 0 to 14 sales each (6 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 2014 through 2026. Deemed reliable but not guaranteed.
TUCKER OAKS Market Scorecard
TUCKER OAKS is currently a balanced market. About 5.3 months of supply, a median asking price of $339,750, and homes go under contract in about 70 days.
Go deeper: 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.
Housing distress & ownership in TUCKER OAKS, WINTER GARDEN
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 August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in TUCKER OAKS
Live MLS inventory for TUCKER OAKS. 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 · 6 daysTop listing
Active · 91 days
Active · 112 days
Active · 134 daysActive and pending TUCKER OAKS listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
TUCKER OAKS 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 TUCKER OAKS
- Pool · reported on 11 of 13 listings
- Gated Community - No Guard · reported on 10 of 13 listings
- Playground · reported on 10 of 13 listings
- Park · reported on 6 of 13 listings
- Dog Park · reported on 5 of 13 listings
- Community Mailbox · reported on 5 of 13 listings
- Gated · reported on 4 of 13 listings
- Deed Restrictions · reported on 3 of 13 listings
- No Truck/RV/Motorcycle Parking · reported on 2 of 13 listings
- Gated Community · reported on 2 of 13 listings
- Basketball Court · reported on 2 of 13 listings
- Clubhouse · reported on 2 of 13 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
- SunRidge Elementary · Elementary
- Lakeview Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent TUCKER OAKS 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 TUCKER OAKS address.
The TUCKER OAKS buying strategy.
If we were buying in TUCKER OAKS 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 TUCKER OAKS.
A small footprint with a full amenity list
What stands out about Tucker Oaks is the gap between its amenity list and its size. The reported package - pool, clubhouse, tennis courts, basketball court, playground, dog park, and reclaimed-water irrigation - reads like a much larger community's brochure, but the active listing count (four at last check) tells you this is a tight, self-contained pocket rather than a sprawling master-planned development. Deed restrictions and gated access (no on-site guard) are part of the package, and the HOA also restricts truck/RV/motorcycle parking, which is a detail worth confirming directly with the association before you assume your vehicle situation fits.
With months of supply at 5.3 and the market classified as balanced, neither buyers nor sellers here should expect the leverage that comes with a lopsided market. Because there is so little current inventory, timing matters more than usual - a home that fits your criteria may not sit long, but you also won't find five competing options to cross-shop against it. That makes it a community where you want a defined search plan and a broker watching for new listings the moment they hit, rather than a passive browse.
The location and the amenities are priced into every listing in TUCKER OAKS. 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 TUCKER OAKS 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 4 factors (3.5). Basis: Recent Direction -8.3% year-over-year; Liquidity & Demand 6.7 months of supply; Owner Commitment 0% owner-occupied; Pricing Power 95.1% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community with only a handful of active listings at any given time, the advantage goes to whoever sees the listing first and understands the HOA's specifics - parking restrictions, gate access, deed-restriction terms - before it becomes a negotiation issue. We track Tucker Oaks inventory directly through MLS and confirm amenity and HOA details before you write an offer, so you are negotiating on facts rather than assumptions in a market too thin for guesswork.
TUCKER OAKS in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a TUCKER OAKS 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 TUCKER OAKS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in TUCKER OAKS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your TUCKER OAKS home worth?
Get a no-obligation home value based on real comparable sales in TUCKER OAKS, 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 TUCKER OAKS on the map →
Frequently Asked Questions
What is the median home price in TUCKER OAKS?
How long do homes in TUCKER OAKS take to sell?
Is TUCKER OAKS a buyer's or seller's market right now?
How many homes are in TUCKER OAKS?
What share of TUCKER OAKS is owner-occupied?
Do cash buyers compete in TUCKER OAKS?
Who is the best real estate agent for TUCKER OAKS?
How do I find a top WINTER GARDEN real estate agent who knows TUCKER OAKS?
Can Momentum Realty connect me with an agent for TUCKER OAKS?
Should you buy in TUCKER OAKS?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near TUCKER OAKS with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (68 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.
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See how TUCKER OAKS fits the bigger picture — live prices, inventory, and Momentum Scores:
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