Cypress Head At The Enclave
Homes for Sale in Oviedo, FL
All 223 homes for sale in Oviedo, FL · median $475,000 · 171 homes for sale in 32765 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Homes listed or recently sold were built 2000 - 2002; 7 of 7 report an HOA (median $86/mo); none of the 7 geocoded homes sit in a FEMA special flood hazard zone (median elevation 61 ft). As of November 2026, the MLS records 2 closed sales in Cypress Head At The Enclave in Oviedo, FL since 2025, the most recent in August 2026. Across Oviedo as a whole, 713 homes closed in the last 12 months at a median of $494,000, 28 median days on market, with 180 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $7,500 ($6,900 with the full homestead exemption).
Cypress Head At The Enclave right now
🟡 Still climbing. The trailing-12-month median ($568K) is up 7.1% from the prior 12 months ($530K). With about 3 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 September 20. Confidence: Low (6 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside Cypress Head At The Enclave 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 Head At The Enclave market snapshot (as of September 20, 2026): the median sale price is about $568K ($261 per sq ft over the trailing 12 months of closed sales), and a median 44 days on market for closed sales. The trailing-12-month median is up 7% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
In ZIP 32765 (Oviedo), 279 homes closed in the last 12 months at a median of $505K ($243/sq ft), down 2.6% year over year, with a median 28 days on market. Right now 40 active and 12 pending listings put supply at about 1.7 months - a healthy market. See the live ZIP 32765 housing market and the Seminole County market.
County records show 8 qualified sales in Cypress Head At The Enclave across 2024 - 2025 (3 in 2024, 5 in 2025), median $530,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Cypress Head At The Enclave is a community of 132 homes in Oviedo, Seminole County, built between 2000 and 2002 (median 2001.0), with a median living area of about 2,179 square feet. 82% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Cypress Head At The Enclave. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Cypress Head At The EnclavePhotos from Stellar MLS listings in Cypress Head At The Enclave; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($568K) IS the median in the snapshot above, and the move from 2025 ($530K) IS the +7.1% one-year change.
Windows contain 0 to 8 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 2008 through 2026. Deemed reliable but not guaranteed.
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.
29% of homes for sale in ZIP 32765 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-13).
Cypress Head At The Enclave Market Scorecard
Cypress Head At The Enclave is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Cypress Head At The Enclave
Live MLS inventory for Cypress Head At The Enclave. 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 Cypress Head At The Enclave listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2026. Tap any home to ask about it.
Cypress Head At The Enclave 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 contributors.
Life at Cypress Head At The Enclave
- Gated Community - No Guard · reported on 4 of 6 listings
- Gated Community · reported on 3 of 6 listings
- Gated · reported on 2 of 6 listings
- Deed Restrictions · reported on 1 of 6 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.
Recent Developments in Cypress Head At The Enclave
Development, infrastructure, retail, and school activity affecting Cypress Head At The Enclave, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Retail & Dining
Costco and about 300 apartments planned for Seminole Towne Center site in Sanford
Ardent Companies plans to redevelop the Seminole Towne Center mall property along I-4 with a Costco as anchor, possibly opening by the end of 2027. About 300 multifamily units are planned across the street, and some existing stores such as Dillard's and Dick's Sporting Goods could stay. Demolition details are still being finalized.
What it may mean for the marketA warehouse-club anchor plus new apartments would add retail access and rental inventory along the I-4 corridor in Sanford, with construction and retail jobs expected through 2027. The project is about 17 miles north of Cypress Head At The Enclave, elsewhere in Seminole County.
Source: ClickOrlando (WKMG) - October 2026Retail & Dining
Kura Revolving Sushi Bar plans Altamonte Springs restaurant
Plan-review records show Kura Sushi USA preparing a restaurant at 175 E. Altamonte Drive, Suite 1000. The concept pairs a revolving sushi conveyor with technology-supported ordering. No opening date has been announced.
What it may mean for the marketA new sit-down dining option would add to the restaurant mix along the Altamonte Drive corridor. The project is about 9 miles north of Cypress Head At The Enclave, elsewhere in Seminole County.
Source: What Now Orlando - August 2026Development
Seminole County approves land use change and rezoning for 144,000 sq ft Sanford Commerce Center
The Board of County Commissioners adopted an ordinance changing the future land use and zoning for the roughly 17.23-acre Sanford Commerce Center along Orange Boulevard. The project plans 144,000 square feet of flex space. Conditions include operating hours of 7 a.m. to 7 p.m., enhanced buffering and dumpster and large-vehicle parking requirements.
What it may mean for the marketThe project would add flex industrial and small-business space in the Sanford area, with operating limits meant to manage nearby impacts. The project is about 19 miles north of Cypress Head At The Enclave, elsewhere in Seminole County.
Source: Citizen Portal - July 2026Retail & Dining
Seminole Towne Center set for 700 million dollar redevelopment with Costco
Ardent Companies is redeveloping the Seminole Towne Center in Sanford in a project valued around 700 million dollars, described as the largest commercial redevelopment in Seminole County history. Plans include the largest Costco in Central Florida at over 156,000 square feet, about 300 apartments, and new retail. Demolition was scheduled for July 2026 with the Costco expected to open in early 2027.
What it may mean for the marketConverts a long dormant mall site into a mixed use center anchored by a large format Costco, new retail, and about 300 apartments, reshaping a major Seminole County commercial node. The project is about 19 miles north of Cypress Head At The Enclave, elsewhere in Seminole County.
Source: WFTV - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 11 miles south of Cypress Head At The Enclave.
Source: ClickOrlando
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
The Cypress Head At The Enclave buying strategy.
If we were buying in Cypress Head At The Enclave 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 Head At The Enclave.
A closer look at the Cypress Head At The Enclave market
At a median of $261 per square foot, Cypress Head At The Enclave prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median up 7% year over year. Homes that do trade take a median 44 days on market, useful leverage on any listing that has lingered.
The housing stock is 132 homes built between 2000 and 2002, and 82% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Cypress Head At The Enclave. 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 Cypress Head At The Enclave 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 3 factors (8.2). Basis: Recent Direction +7.1% year-over-year; Owner Commitment 82% owner-occupied; Pricing Power 97.9% sale-to-list. Refreshed with each data update.
Tools for a Cypress Head At The Enclave 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 Head At The Enclave sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Head At The Enclave, 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 Head At The Enclave home worth?
Get a no-obligation home value based on real comparable sales in Cypress Head At The Enclave, 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 Cypress Head At The Enclave
Homes in Cypress Head At The Enclave 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.
- 5373 Red Leaf Court · off market
| Location | Oviedo, Seminole County, FL · ZIP 32765 |
|---|---|
| Homes in the community | 132 (FL DOR 2025 assessment roll) |
| Years built | 2000–2002 (median 2001.0) |
| Typical living area | 2,179 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Gated Community - No Guard, Deed Restrictions, Gated, Gated Community |
| For sale right now | 0 active, 1 pending |
| Owner-occupied (homestead) share | 82% |
Data as of November 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cypress Head At The Enclave key facts,” movewithmomentum.com/neighborhoods/cypress-head-at-the-enclave-oviedo, data as of November 13, 2026.
Housing distress & ownership in Cypress Head At The Enclave, Oviedo
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.
Every Home for Sale in Cypress Head At The Enclave Right Now (1)
All 1 active and pending Cypress Head At The Enclave listings with a detail page, newest first, refreshed twice a day from the MLS.
- 5377 Red Leaf Court · $569,000 · 3 bd / 2 ba · pending · listed Oct 22, 2026 · listed by Market Connect Realty Llc
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- ZIP 32765 housing scorecard
Oviedo guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Seminole County)
- Homestead exemption (Seminole County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- White Heron Place (40 homes on record)
What it really costs to own in Cypress Head At The Enclave
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $86/month across 8 MLS listings (most billed quarterly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Seminole County is $1,572/yr (1,203 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2001 across 6 listings. An original roof here would be about 25 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Cypress Head At The Enclave
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 Cypress Head At The Enclave
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Cypress Head At The Enclave will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Cypress Head At The Enclave?
How long do homes in Cypress Head At The Enclave take to sell?
How many homes are in Cypress Head At The Enclave?
What share of Cypress Head At The Enclave is owner-occupied?
When were the homes in Cypress Head At The Enclave built?
Who is the best real estate agent for Cypress Head At The Enclave?
How do I find a top Oviedo real estate agent who knows Cypress Head At The Enclave?
Can Momentum Realty connect me with an agent for Cypress Head At The Enclave?
Where is Cypress Head At The Enclave, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 32765)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2008 (47 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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More on Cypress Head At The Enclave
- Home values · What homes in Cypress Head At The Enclave actually sell for