Cypress Landing
Homes for Sale in Orlando, FL
True comps, carrying-cost math, and listings before the portals.
Nearby homes for sale
No active listings inside Cypress Landing 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.
Homes listed or recently sold were built 1995 - 1998; 14 of 14 report an HOA (median $60/mo); none of the 14 geocoded homes sit in a FEMA special flood hazard zone (median elevation 160 ft). Cypress Landing Orlando is a community in FL.
Last 30 days in Cypress Landing: 1 under contract right now, 2 closed sales (median $745,000). As of October 24, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
The setting & the homes.
Aerial and on-site photos of Cypress Landing. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Cypress LandingPhotos from Stellar MLS listings in Cypress Landing; content deemed reliable but not guaranteed.
Homes For Sale Right Now in Cypress Landing
Live MLS inventory for Cypress Landing. 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 Landing listings as of 2026-10-19, priced high to low. Source: Listings courtesy of Stellar MLS as distributed by MLS GRID. Tap any home to ask about it.
Cypress Landing 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 Landing
- Tennis Court(s) · reported on 10 of 11 listings
- Playground · reported on 9 of 11 listings
- Basketball Court · reported on 6 of 11 listings
- Park · reported on 5 of 11 listings
- Pickleball Court(s) · reported on 4 of 11 listings
- Deed Restrictions · reported on 4 of 11 listings
- Restaurant · reported on 1 of 11 listings
- No Truck/RV/Motorcycle Parking · reported on 1 of 11 listings
- Secured Garage/Parking · reported on 1 of 11 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
- County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Windy Ridge Elem · Elementary
- Chain of Lakes Middle · Middle
- Olympia High · High
Zoned schools reflect the assignments reported on recent Cypress Landing listings and can change; always confirm with County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Cypress Landing address.
Recent Developments in Cypress Landing Orlando
Development, infrastructure, retail, and school activity affecting Cypress Landing Orlando, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 8 miles south of Cypress Landing Orlando.
Source: Spectrum News 13 - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 7 miles south of Cypress Landing Orlando.
Source: FOX 35 Orlando
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 the Orlando Metro.
The Cypress Landing buying strategy.
If we were buying in Cypress Landing 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 Landing.
The location and the amenities are priced into every listing in Cypress Landing. The deal is won or lost on condition, the comps, and the renovation math.
Tools for a Cypress Landing 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 Landing sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Landing, 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 Landing home worth?
Get a no-obligation home value based on real comparable sales in Cypress Landing, 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 homes for sale in Cypress Landing on the map →
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-08-18 |
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.
What it really costs to own in Cypress Landing
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 $723/year (about $60/month) across 14 MLS listings (most billed annually; 2026-10-24). 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 Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1996 across 14 listings. An original roof here would be about 30 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 Landing
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 Landing
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Cypress Landing will answer, and the answer is published on this page for the next buyer.
| Location | FL |
|---|---|
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Tennis Court(s), Playground, Basketball Court, Deed Restrictions, Pickleball Court(s), Park |
| For sale right now | 0 active, 0 pending |
Data as of August 23, 2026. Listings courtesy of Stellar MLS as distributed by MLS GRID. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cypress Landing key facts,” movewithmomentum.com/neighborhoods/cypress-landing-orlando, data as of August 23, 2026.
Housing distress & ownership in Cypress Landing Orlando
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Cypress Landing Orlando Right Now (2)
All 2 active and pending Cypress Landing Orlando listings with a detail page, newest first, refreshed twice a day from the MLS.
- 3739 Winding Lake Circle · $934,000 · 4 bd / 3 ba · pending · listed Aug 14, 2026 · listed by Exp Realty Llc
- 3907 Winding Lake Cir · $959,500 · 4 bd / 4.5 ba · listed by A+ Realty Professionals, Inc
Recently sold in Cypress Landing Orlando
- 3823 Winding Lake Circle · sold $700,000
- 3841 Winding Lake Circle · sold $790,000
- 8041 Monier Way · sold $669,000
- 8027 Belshire Drive · sold $855,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Orlando guides & data
- Market data
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- Flood zones
- Property taxes (Orange County)
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Florida buyer guides
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- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Nearby Communities
Explore more neighborhoods near Cypress Landing with Momentum Realty’s local guides.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange 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 · Orange 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.