The Oaks
Homes for Sale in Winter Springs, FL
All 146 homes for sale in Winter Springs, FL · median $399,450 · 119 homes for sale in 32708 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, The Oaks Sub in Winter Springs, FL has 1 home for sale. As of November 2026, the MLS records 11 closed sales in The Oaks Sub in Winter Springs, FL since 2014, the most recent in June 2024. Across Winter Springs as a whole, 501 homes closed in the last 12 months at a median of $430,000, 26 median days on market, with 116 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,530 ($5,930 with the full homestead exemption).
There is not enough recent transaction activity in The Oaks Sub to support a data-driven read on pricing here. With zero closings in the current window and a single active listing, any per-square-foot or median-price conversation would be guesswork rather than analysis.
For a buyer or seller, that means this is a community where the current listing itself becomes the market. Pricing should be built off that listing's condition and comparable sales in nearby Winter Springs communities, not off an internal trend line that does not exist right now.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
The Oaks Sub is a small, quiet corner of the Winter Springs housing stock in Seminole County, with amenities reported to include a clubhouse and pool. Listing activity is sparse enough that each home on the market carries outsized weight in understanding the community.
Stellar MLS sales records identify 14 homes in The Oaks that have changed hands since 2014, built between 1998 and 2001 (median 2000), with a median living area of about 2,216 sq ft and a typical 4-bedroom, 2.5-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 The Oaks is best for.
Best for
- A buyer set on this specific Winter Springs location who is comfortable pricing off nearby comparables rather than in-community history.
- Someone drawn to a smaller subdivision with clubhouse and pool access rather than a large amenity package.
- A buyer working directly with an agent who can verify HOA amenity details before making an offer.
Probably not for
- A buyer who wants to see recent sales trends inside the community before committing.
- Someone who needs multiple active listings to compare before deciding.
- A buyer uncomfortable relying on outside comparables due to thin local data.
The market around The Oaks
The Oaks is too small for its own price trend, so here is the market around it.
In ZIP 32708, 151 homes are on the market and 30% are under contract — a steady corner of Winter Springs.
Across Seminole County, 1,676 homes are active and 570 pending (25% under contract).
In ZIP 32708 (Winter Springs), 391 homes closed in the last 12 months at a median of $396K ($241/sq ft), down 1.1% year over year, with a median 26 days on market. Right now 19 active and 12 pending listings. See the live ZIP 32708 housing market and the Seminole County market.
ZIP and county figures describe the wider market, not The Oaks specifically. Momentum Research analysis of MLS records.
Life at The Oaks
- Clubhouse · reported on 1 of 1 listings
- Pool · reported on 1 of 1 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 The Oaks buying strategy.
If we were buying in The 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.
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 The Oaks.
A thin market by design or by moment
One active listing and no closings in the current window is not unusual for a smaller subdivision - it often just means turnover is naturally low, not that demand has dried up. The clubhouse and pool amenities suggest an established, amenitized community rather than a bare-bones subdivision, which can support steady interest even when inventory is minimal.
The practical challenge is comparison. With so few data points, buyers and sellers cannot lean on recent-sale trends inside The Oaks Sub alone. The sound approach is to treat this listing on its own merits - condition, lot, and finish - while using nearby Winter Springs sales as the backdrop for a pricing conversation.
The location and the amenities are priced into every listing in The Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this thin on current data, the value we add is context - pulling in comparable activity from surrounding Winter Springs neighborhoods, verifying what the clubhouse and pool amenities actually include with the HOA, and making sure a single listing is priced against reality rather than assumption.
The Oaks in 15 seconds.
Tools for a The 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 The Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in The 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 The Oaks home worth?
Get a no-obligation home value based on real comparable sales in The 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.
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Recently off market in The Oaks Sub
Homes in The Oaks Sub 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.
- 131 Lisa Loop · off market
| Location | Winter Springs, Seminole County, FL · ZIP 32708 |
|---|---|
| Homes in the community | 27 (FL DOR 2025 assessment roll) |
| Years built | 1998–2001 (median 2000) |
| Typical living area | 2,216 sq ft (median) |
| For sale right now | 1 active, 0 pending · median asking $489,000 |
| Owner-occupied (homestead) share | 96% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2024; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “The Oaks key facts,” movewithmomentum.com/neighborhoods/the-oaks-sub-winter-springs, data as of September 20, 2026.
Housing distress & ownership in The Oaks Sub, Winter Springs
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 Springs home searches
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- ZIP 32708 housing scorecard
Winter Springs guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Seminole County)
- Homestead exemption (Seminole County)
- Home insurance cost
- New construction (Seminole County)
Florida buyer guides
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- Save Our Homes tax estimator
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Email me new listings in The Oaks
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 The Oaks
Have a question about the homes, fees, rules or commute here? A Momentum agent who works The Oaks will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in The Oaks?
What share of The Oaks is owner-occupied?
When were the homes in The Oaks built?
Who is the best real estate agent for The Oaks?
How do I find a top Winter Springs real estate agent who knows The Oaks?
Can Momentum Realty connect me with an agent for The Oaks?
Where is The Oaks, and what county is it in?
Should you buy in The Oaks?
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: August 3, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 32708)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (11 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. A Momentum agent can price yours against live local comps.
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See how The Oaks Sub fits the bigger picture — live prices, inventory, and Momentum Scores: