Cypress Shores
Homes for Sale in Orlando, FL
All 4,060 homes for sale in ORLANDO, FL · median $384,945 · 96 homes for sale in 32836 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Cypress Shores in Orlando, FL has 2 homes for sale. Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $1,900,000, $637 per square foot, a median 235 days on market, sellers accepting 83% of original asking (-39% versus the prior year). Homes listed or recently sold were built 1953 - 2014; 2 of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 98 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $31,680 ($31,010 with the full homestead exemption).
Cypress Shores right now
🟢 Buyer-leaning market. 8.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Low (2 active and pending listings, 3 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($1.90M) is down 39.2% from the prior 12 months ($3.13M). With about 1 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 12. Confidence: Low (3 and 4 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Cypress Shores market snapshot (as of September 12, 2026): the median sale price is about $1.90M ($637 per sq ft over the trailing 12 months of closed sales), a median 235 days on market for closed sales, and 8.0 months of supply, a buyer-leaning market. The trailing-12-month median is down 39% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
In ZIP 32836 (ORLANDO), 318 homes closed in the last 12 months at a median of $740K ($298/sq ft), up 4.4% year over year, with a median 44 days on market. Right now 50 active and 11 pending listings put supply at about 4.6 months - a balanced market. See the live ZIP 32836 housing market and the Orange County market.
Cypress Shores is a community of 60 homes in Orlando, Orange County, built between 1953 and 2018 (median 1992.5), with a median living area of about 2,872 square feet. 67% 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 Shores. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Cypress ShoresPhotos from Stellar MLS listings in Cypress Shores; 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 12 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($1.90M) IS the median in the snapshot above, and the move from 2025 ($3.13M) IS the -39.2% one-year change.
Windows contain 0 to 4 sales each (3 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 2004 through 2026. Deemed reliable but not guaranteed.
CYPRESS SHORES Market Scorecard
CYPRESS SHORES is currently a buyer's market. About 8.0 months of supply, a median asking price of $2,599,500, and homes go under contract in about 220 days.
Typical home value in the 32836 ZIP is $800,395, about 43.3% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Cypress Shores, 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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Cypress Shores
Live MLS inventory for Cypress Shores. 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 Shores listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Cypress Shores 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, tiles © CARTO.
Life at Cypress Shores
- Security Lights · reported on 1 of 3 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
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Castleview Elementary · Elementary
- Horizon West Middle School · Middle
- Windermere High School · High
Zoned schools reflect the assignments reported on recent Cypress Shores listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Cypress Shores address.
Shop the zone: Homes zoned for Windermere High School
The Cypress Shores buying strategy.
If we were buying in Cypress Shores 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Shores.
A closer look at the Cypress Shores market
At a median of $637 per square foot, Cypress Shores prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 8.0 months of supply, a buyer-leaning market and the trailing-12-month median down 39% year over year. Homes that do trade take a median 235 days on market, useful leverage on any listing that has lingered.
The housing stock is 60 homes built between 1953 and 2018, and 67% 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 Shores. 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 Shores 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 4 factors (2.2). Basis: Recent Direction -39.2% year-over-year; Liquidity & Demand 8.0 months of supply; Owner Commitment 67% owner-occupied; Pricing Power 82.6% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- 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.
Tools for a Cypress Shores 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 Shores sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Shores, 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 Shores home worth?
Get a no-obligation home value based on real comparable sales in Cypress Shores, 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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Frequently Asked Questions
What is the median home price in Cypress Shores?
How long do homes in Cypress Shores take to sell?
Is Cypress Shores a buyer's or seller's market right now?
How many homes are in Cypress Shores?
What share of Cypress Shores is owner-occupied?
When were the homes in Cypress Shores built?
Who is the best real estate agent for Cypress Shores?
How do I find a top Orlando real estate agent who knows Cypress Shores?
Can Momentum Realty connect me with an agent for Cypress Shores?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32836/32839)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2004 (20 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.
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See how Cypress Shores fits the bigger picture — live prices, inventory, and Momentum Scores:
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