Cypress Landing
Homes for Sale in Orlando, FL
True comps, carrying-cost math, and listings before the portals.
Homes listed or recently sold were built 1995 - 1998; 13 of 13 report an HOA (median $60/mo); none of the 13 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, 1 closed sale (median $700,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
With no active listings in Cypress Landing right now, this is a supply-starved snapshot. There is no asking price on the board to anchor to, which means anyone trying to buy here is working off closed sales and patience rather than a live shelf of options. When inventory is this thin, the next home to list tends to set the tone, and condition will do most of the talking on price.
For sellers, zero competition is leverage - but only if the home is priced to the reality of recent closings and shows well. For buyers, the posture is wait-and-move-fast: there is nothing to tour today, so the work is getting pre-approved, defining your must-haves, and being ready to act when something hits the deed-restricted, amenity-heavy inventory that defines this community.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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.
The 60-Second Overview
Cypress Landing is a deed-restricted Orlando community built around active amenities - tennis, pickleball, basketball, a playground, and park space - with secured parking and restrictions on truck, RV, and motorcycle parking. At the moment there is nothing listed for sale, so this is a watch-and-prepare market rather than a shop-today one.
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.
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.
Who Cypress Landing is best for.
Best for
- Buying for regular use of tennis, pickleball, basketball, and park amenities
- Buyers who value a deed-restricted, uniform streetscape with secured parking
- Prepared to wait and act fast in a zero-inventory community
Probably not for
- Needing to buy immediately, since nothing is currently listed
- Owning a truck, RV, or motorcycle that needs on-site parking
- Wanting minimal rules and no HOA oversight
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 2026-11-12, 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.
What you're actually buying into
The amenity package here leans toward an active, maintained lifestyle: tennis and pickleball courts, a basketball court, a playground, and park space, with an on-site restaurant reported across listings. Secured garage/parking shows up in the MLS data as well. If courts and park access rank high on your list, this is a community organized around them rather than treating them as afterthoughts.
The deed restrictions are the other half of the story, and they cut both ways. Rules against truck, RV, and motorcycle parking keep the streetscape uniform and predictable - a plus if that matters to you, a dealbreaker if you own any of those vehicles. Amenity access and the current rule set should be confirmed directly with the HOA before you write an offer; the reported amenities reflect past listings, not a guarantee of present access.
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.
Why work with Momentum here
A zero-inventory community rewards being first in the door, and that only happens if someone is watching the feed and the off-market chatter for you. We track Cypress Landing closings so we can price a listing honestly or move a buyer quickly when the next home surfaces - and we will tell you plainly if the deed restrictions or HOA rules make this the wrong fit before you waste a weekend on it.
Cypress Landing in 15 seconds.
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 →
Should you buy in Cypress Landing?
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: November 12, 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. A Momentum agent can 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.
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.
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; 2026-11-14). 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 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 13 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. |
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.