the Oaks
Homes for Sale in Winter Springs, FL
All 126 homes for sale in WINTER SPRINGS, FL · median $422,445 · 62 homes for sale in 32708 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, The Oaks Sub in Winter Springs, FL has 1 home for sale. As of September 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, 253 homes closed in the last 12 months at a median of $446,000, 33 median days on market, with 32 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $6,770 ($6,170 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.
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, 150 homes are on the market and 33% are under contract — a fast-moving corner of Winter Springs.
Across Seminole County, 1,646 homes are active and 585 pending (26% under contract).
In ZIP 32708 (WINTER SPRINGS), 668 homes closed in the last 12 months at a median of $412K ($242/sq ft), down 1.5% year over year, with a median 33 days on market. Right now 32 active and 21 pending listings put supply at about 1.9 months - a healthy market. 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.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Seminole 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 · Seminole 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.
THE OAKS SUB Market Scorecard
THE OAKS SUB is currently a thin data market. Limited supply, a median asking price of $489,000, and homes go under contract in about 34 days.
Typical home value in the 32708 ZIP is $427,790, about 2.4% below 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.
Homes For Sale Right Now in the Oaks
Live MLS inventory for the 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 and pending the Oaks listings as of 2026-08-03, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2024. Tap any home to ask about it.
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.
Schools
- Seminole County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Highlands Elementary · Elementary
- Indian Trails Middle · Middle
- Winter Springs High · High
Zoned schools reflect the assignments reported on recent the Oaks listings and can change; always confirm with Seminole County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any the Oaks address.
Shop the zone: Homes zoned for Winter Springs High High School
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.
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 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.
See all homes for sale in Winter Springs →
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) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| 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.
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 →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how The Oaks Sub fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about the Oaks
Where is the Oaks?
the Oaks is a community in WINTER SPRINGS, Seminole County, Florida, ZIP 32708.
Are there homes for sale in the Oaks right now?
Yes - 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does the Oaks have an HOA or CDD?
No HOA is on record for the Oaks 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.
Nearby Communities
Explore more neighborhoods near the Oaks with Momentum Realty’s local guides.