Cypress Village
Homes for Sale in Winter Springs, FL

All 130 homes for sale in Winter Springs, FL · median $422,445 · Seminole County homes for sale

Community in Winter Springs · Seminole County · ZIP 32708
Free · No obligation
Talk to a Cypress Village Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 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, 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

Nearby homes for sale

No active listings inside Cypress Village 3Rd Rep Tr C Ph 1 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.

240 MOREE LOOP #3
$170K · 0.1 mi away
3 bd · 2 ba · 1,187 sqft
240 MOREE LOOP #3
Listed by MARK SPAIN REAL ESTATE
429 SHEOAH BOULEVARD #9
$199K · 0.1 mi away
3 bd · 2 ba · 1,187 sqft
429 SHEOAH BOULEVARD #9
Listed by LPT REALTY, LLC
506 CLUB DRIVE
$215K · 0.1 mi away
2 bd · 2 ba · 1,002 sqft
506 CLUB DRIVE
Listed by CALL IT CLOSED INTL REALTY
220 MOREE LOOP #2
$140K · 0.1 mi away
1 bd · 1 ba · 710 sqft
220 MOREE LOOP #2
Listed by RE/MAX CENTRAL REALTY
499 CLUB DRIVE
$210K · 0.1 mi away
2 bd · 2 ba · 1,224 sqft
499 CLUB DRIVE
Listed by FLORIDA HOME TEAM REALTY LLC
497 CLUB DRIVE
$200K · 0.1 mi away
2 bd · 2 ba · 1,224 sqft
497 CLUB DRIVE
Listed by WATSON REALTY CORP

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.

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, 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 Cypress Village specifically. Momentum Research analysis of MLS records.

Cypress Village Ph 1 by the numbers

From county property records and closed MLS sales for the Cypress Village Ph 1 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%.

YearRecorded salesMedian price
20211$185,000
20221$279,500
20231$267,000
20241$259,000
20252$242,500
20261$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.

If we were buying in Cypress Village today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers focused on value per square foot over amenities or a fast close.
Biggest Risk
A 134-day median days-on-market means overpriced or dated listings can sit a long time.
Sweet Spot
A move-in-ready home priced near the $230,000 median with realistic expectations on timeline.
Avoid If
You need on-site amenities or a quick, predictable closing timeline.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers focused on value per square foot over amenities or a fast close.
Biggest advantageThe math here rewards patience — well-priced, well-kept homes stand out in a slow market.
Biggest riskA 134-day median days-on-market means overpriced or dated listings can sit a long time.
Sweet spotA move-in-ready home priced near the $230,000 median with realistic expectations on timeline.
Avoid ifYou need on-site amenities or a quick, predictable closing timeline.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

What is your Cypress Village home worth?

Get a no-obligation home value based on real comparable sales in Cypress Village, 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 →

Real comps, not an automated estimate.
Buyers prioritizing home value and layout over community amenitiesExcellent fit
Buyers comfortable with a longer search-to-close timelineExcellent fit
Buyers looking near the $230,000 price point who can be flexible on move-in conditionExcellent fit
Buyers who want on-site amenities as part of the purchaseProbably not
Buyers needing a fast, high-certainty closing timelineProbably not
Buyers relying on a large, active comp set to validate pricingProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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.

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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Cypress Village

Where is Cypress Village?

Cypress Village is a community in Winter Springs, Seminole County, Florida, ZIP 32708.

How many homes are in Cypress Village?

County property records list 9 homes in Cypress Village, built between 1981 and 1985; the typical home is about 1,344 heated square feet.

What do homes in Cypress Village sell for?

Cypress Village has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2026 (1 sale, median $187,300). For context, ZIP 32708 has 150 homes on the market with 33% under contract.

Are there homes for sale in Cypress Village right now?

No active listings inside Cypress Village at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Cypress Village have an HOA or CDD?

No HOA is on record for Cypress Village 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 Cypress Village with Momentum Realty’s local guides.

Baytree Village0.1 mi away · median $180K, 3 sales/12 moCypress Club0.1 mi away · 5 for saleBTBay Tree0.1 mi awayGreenspointe0.1 mi away · median $385K, 3 sales/12 moTHThe Highlands0.2 mi away · median $390K, 6 sales/12 moHighland Village 20.3 mi away · median $374K, 4 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Cypress Village Expert
Call Get Listings