Cypress Village
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 MLS records 8 closed sales in Cypress Village 3Rd Rep Tr C Ph 1 in Winter Springs, FL since 2016, the most recent in April 2026. 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).
Pricing here centers on a median of $230,000, with price per square foot landing at $160.39. That per-foot figure does most of the talking in this community — it points to a market where condition and layout, not location premiums, drive what a given home settles at.
A median of 134 days on market is long by any measure, and with only 3 closings in the window, this is a thin data set. Read it as a market that requires patience on both sides: sellers need to price realistically from day one, and buyers who move decisively when a well-priced, well-kept listing appears have real leverage.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Cypress Village right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Cypress Village sits in Winter Springs, Seminole County, and current MLS activity shows a market that moves slowly and prices in a tight, modest band — the kind of setup where a home's condition matters more than its address.
Stellar MLS sales records identify 13 homes in Cypress Village that have changed hands since 2008, built between 1981 and 1985 (median 1983), with a median living area of about 1,344 sq ft and a typical 2-bedroom, 2.5-bath layout; 100% are townhomes. 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 Cypress Village is best for.
Best for
- Buyers prioritizing home value and layout over community amenities
- Buyers comfortable with a longer search-to-close timeline
- Buyers looking near the $230,000 price point who can be flexible on move-in condition
Probably not for
- Buyers who want on-site amenities as part of the purchase
- Buyers needing a fast, high-certainty closing timeline
- Buyers relying on a large, active comp set to validate pricing
The market around Cypress Village
Cypress Village 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 Cypress Village specifically. Momentum Research analysis of MLS records.
Cypress Village by the numbers
From county property records and closed MLS sales for the Cypress Village subdivision: 9 homes on record; built 1981–1985; typical size about 1,344 heated sq ft; 2 bedrooms is the median. Housing mix: townhome 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2021 | 1 | $185,000 |
| 2022 | 1 | $279,500 |
| 2023 | 1 | $267,000 |
| 2024 | 1 | $259,000 |
| 2025 | 2 | $242,500 |
| 2026 | 1 | $187,300 |
Newest recorded sale: $187,300 on 2026-04-20.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Cypress Village buying strategy.
If we were buying in Cypress Village 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 Cypress Village.
What the numbers are actually saying
With just 3 closings in this window, Cypress Village isn't generating enough volume to establish a confident trend line — it's a small enough pocket that a single sale can shift the median meaningfully. That doesn't mean the data is meaningless; it means every listing here should be evaluated on its own merits rather than assumed to track a broader community average.
The 134-day median days-on-market figure is the headline. It suggests homes that are priced ambitiously or need work sit, while ones that are ready and reasonably priced can still move. No amenities are identified from current MLS listings, so buyers are pricing the structure itself — square footage, condition, and layout — rather than paying for a clubhouse or pool line item.
The location and the amenities are priced into every listing in Cypress Village. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, slow-moving market like this one, the difference between a listing that sits for months and one that closes quickly usually comes down to accurate pricing from the start and knowing which condition issues actually matter to buyers here. We pull the current MLS picture before you list or write an offer, so you're negotiating from what the data shows today, not a guess.
Cypress Village in 15 seconds.
Tools for a Cypress Village 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 Cypress Village sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Village, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cypress Village home worth?
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Should you buy in Cypress Village?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2016 (8 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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See how Cypress Village 3Rd Rep Tr C Ph 1 fits the bigger picture — live prices, inventory, and Momentum Scores: