Homes for Sale in Windermere, FL
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244 homes are for sale in Windermere, FL as of 2026-10-04, with 22 more under contract. The median list price is $966,750 ($325/sq ft), most homes list between $400K to $3.99M, and the median listing has been on the market 48 days. That is 199 houses, 8 condos and 37 townhouses. 51 homes came on the market this week and 449 sold in the last 12 months at a median of $640,000.
| Location | Orange County, FL |
|---|---|
| ZIP codes with their own page | 1 |
| For sale right now | 244 active, 22 under contract |
| Asking prices | $966,750 median · $325 per sq ft · most homes $400K–$3.99M |
| Median days on market (active listings) | 48 |
| Property types for sale | 199 houses, 8 condos, 37 townhouses |
| New listings this week | 51 |
| Homes sold, last 12 months | 449 at a median of $640,000 |
Listing counts and prices as of 2026-10-04; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windermere, FL key facts,” movewithmomentum.com/homes-for-sale/windermere-fl/, data as of 2026-10-04.
244
Homes for sale
$966,750
Median list price
$400K to $3.99M
Typical range
48
Median days on market
51
New this week
22
Under contract
$6,683
Est. monthly cost at median
6.5
Months of supply
Newest homes for sale in Windermere
The most recently listed homes in Windermere, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Windermere homes for sale by price
Every active listing in Windermere grouped by price, with the newest listings in each band. The median is $966,750; the busiest band is $1M and up.
$200K – $300K: 3 homes
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 11446 JASPER KAY TERRACE #202
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #102
$300K – $400K: 22 homes
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
- $360,000 · 2 bd / 2.5 ba / 1,311 sq ft · 12417 CRUXBURY DRIVE (Lakes/Windermere-Lk Reams Twhm)
- $375,000 · 4 bd / 2.5 ba / 1,640 sq ft · 13730 LENSDALE LANE
- $379,900 · 3 bd / 2.5 ba / 1,480 sq ft · 8608 BROOKVALE DRIVE (Lakes/Windermere Lake Reams Twnh)
$400K – $500K: 21 homes
- $405,000 · 4 bd / 2.5 ba / 2,294 sq ft · 14350 BRIDGEWATER CROSSINGS BOULEVARD (Tennyson Pk/Summerport)
- $409,900 · 3 bd / 2.5 ba / 1,547 sq ft · 8860 HERENCIA ALLEY
- $449,000 · 3 bd / 2.5 ba / 1,919 sq ft · 12333 VIA DERNA PLACE (Carrington)
- $489,900 · 3 bd / 2 ba / 1,820 sq ft · 13535 BRAMHAM LANE (Lakes/Windermere-Peachtree)
$500K – $750K: 53 homes
- $560,000 · 4 bd / 2.5 ba / 2,214 sq ft · 11543 CHARNOCK DRIVE (Westside Village)
- $560,000 · 4 bd / 2.5 ba / 1,840 sq ft · 8225 BRYCE CANYON AVENUE (Windermere Trails)
- $645,000 · 4 bd / 3 ba / 2,214 sq ft · 7252 BACKWOODS TRAIL (Ashlin Park)
- $575,000 · 4 bd / 3 ba / 2,064 sq ft · 6828 HELMSLEY CIRCLE (Preston Square)
$750K – $1M: 30 homes
- $850,000 · 3 bd / 3 ba / 2,048 sq ft · 706 OAKDALE STREET
- $969,000 · 5 bd / 4.5 ba / 3,797 sq ft · 9609 WESTOVER CLUB CIRCLE
- $875,000 · 4 bd / 3 ba / 2,704 sq ft · 11727 DELWICK DRIVE (Reserve At Belmere)
- $950,000 · 4 bd / 3 ba / 2,680 sq ft · 8524 VIVARO ISLE WAY (Windermere Isle)
$1M and up: 115 homes
- $1.28M · 4 bd / 2.5 ba / 2,441 sq ft · 104 E 1ST AVENUE (Town of Windermere)
- $1.50M · 5 bd / 4.5 ba / 4,238 sq ft · 6239 RYDAL COURT
- $2.35M · 4 bd / 5 ba / 4,169 sq ft · 11532 WATERSTONE LOOP DRIVE (Waterstone)
- $12.35M · 7 bd / 9.5 ba / 11,465 sq ft · 9312 BLANCHE COVE DR (Isleworth 5Th Amd)
Every home for sale in Windermere right now (244)
All 244 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.
- $12.35M · 7 bd / 9.5 ba / 11,465 sq ft · 9312 BLANCHE COVE DR (Isleworth 5Th Amd)
- $2.35M · 4 bd / 5 ba / 4,169 sq ft · 11532 WATERSTONE LOOP DRIVE (Waterstone)
- $1.50M · 5 bd / 4.5 ba / 4,238 sq ft · 6239 RYDAL COURT
- $1.28M · 4 bd / 2.5 ba / 2,441 sq ft · 104 E 1ST AVENUE (Town of Windermere)
- $969,000 · 5 bd / 4.5 ba / 3,797 sq ft · 9609 WESTOVER CLUB CIRCLE
- $850,000 · 3 bd / 3 ba / 2,048 sq ft · 706 OAKDALE STREET
- $27.00M · 7 bd / 9 ba / 22,108 sq ft · 5603 MARLEON DRIVE
- $19.50M · 6 bd / 9 ba / 13,494 sq ft · 5192 VARDON DRIVE
- $6.95M · 7 bd / 7 ba / 8,722 sq ft · 6113 GROSVENOR SHORE DRIVE (Keene’s Pointe)
- $5.50M · 6 bd / 7 ba / 6,442 sq ft · 1330 LAKE OLIVIA (Lake Olivia Reserve)
- $4.00M · 5 bd / 5 ba / 5,580 sq ft · 6120 GREATWATER DRIVE (Keene’s Pointe)
- $3.75M · 5 bd / 5.5 ba / 6,182 sq ft · 9960 6TH STREET (Gotha Town)
- $2.40M · 5 bd / 4 ba / 5,139 sq ft · 12722 S LAKE SAWYER LANE
- $2.24M · 4 bd / 5.5 ba / 4,812 sq ft · 6102 S HAMPSHIRE CT (Keene’s Pointe)
- $1.87M · 6 bd / 6.5 ba / 5,140 sq ft · 7467 LAKE ALBERT DRIVE (Lake Burden South Ph I)
- $1.50M · 4 bd / 3 ba / 3,517 sq ft · 11035 SCHOONER WAY (Marina Bay Estates)
- $1.50M · 5 bd / 4 ba / 3,656 sq ft · 17526 BLACK RAIL STREET (Enclave)
- $1.49M · 4 bd / 4 ba / 3,763 sq ft · 12721 JACOB GRACE COURT (Tildens Grove Ph 01 47/65)
- $1.32M · 6 bd / 4 ba / 3,900 sq ft · 11768 HAMPSTEAD STREET (Enclave)
- $950,000 · 4 bd / 3 ba / 2,680 sq ft · 8524 VIVARO ISLE WAY (Windermere Isle)
- $875,000 · 4 bd / 3 ba / 2,704 sq ft · 11727 DELWICK DRIVE (Reserve At Belmere)
- $645,000 · 4 bd / 3 ba / 2,214 sq ft · 7252 BACKWOODS TRAIL (Ashlin Park)
- $560,000 · 4 bd / 2.5 ba / 2,214 sq ft · 11543 CHARNOCK DRIVE (Westside Village)
- $560,000 · 4 bd / 2.5 ba / 1,840 sq ft · 8225 BRYCE CANYON AVENUE (Windermere Trails)
- $449,000 · 3 bd / 2.5 ba / 1,919 sq ft · 12333 VIA DERNA PLACE (Carrington)
- $409,900 · 3 bd / 2.5 ba / 1,547 sq ft · 8860 HERENCIA ALLEY
- $405,000 · 4 bd / 2.5 ba / 2,294 sq ft · 14350 BRIDGEWATER CROSSINGS BOULEVARD (Tennyson Pk/Summerport)
- $360,000 · 2 bd / 2.5 ba / 1,311 sq ft · 12417 CRUXBURY DRIVE (Lakes/Windermere-Lk Reams Twhm)
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 11446 JASPER KAY TERRACE #202
- $3.29M · 5 bd / 6 ba / 5,502 sq ft · 4243 ISABELLA CIRCLE (Casabella)
- $2.69M · 5 bd / 6.5 ba / 5,747 sq ft · 8142 TIBET BUTLER DRIVE (Keene’s Pointe)
- $870,000 · 4 bd / 3 ba / 3,746 sq ft · 9043 HORIZON POINTE TRAIL (Windermere Trails)
- $795,000 · 5 bd / 4.5 ba / 3,566 sq ft · 9155 OUTLOOK ROCK TRAIL
- $575,000 · 4 bd / 3 ba / 2,064 sq ft · 6828 HELMSLEY CIRCLE (Preston Square)
- $489,900 · 3 bd / 2 ba / 1,820 sq ft · 13535 BRAMHAM LANE (Lakes/Windermere-Peachtree)
- $1.50M · 5 bd / 6.5 ba / 5,312 sq ft · 13503 LAKE CAWOOD DRIVE (Lake Cawood Ests Rep)
- $945,000 · 4 bd / 3.5 ba / 3,264 sq ft · 9010 REFLECTION POINTE DRIVE (Windermere Trails)
- $760,000 · 5 bd / 3.5 ba / 3,705 sq ft · 12832 WESTSIDE VILLAGE LOOP
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
- $3.99M · 6 bd / 7 ba / 6,896 sq ft · 4201 ISABELLA CIRCLE (Casabella)
- $3.60M · 5 bd / 6 ba / 5,342 sq ft · 3986 ISABELLA CIRCLE (Casabella)
- $990,000 · 4 bd / 3 ba / 2,728 sq ft · 1243 DINGENS AVENUE (Gotha Town)
- $525,000 · 3 bd / 2 ba / 1,926 sq ft · 6679 DUNCASTER STREET
- $750,000 · 5 bd / 4 ba / 3,373 sq ft · 6208 TALARIA DRIVE
- $625,000 · 4 bd / 2.5 ba / 2,683 sq ft · 12809 HOLDENBURY LANE
- $565,000 · 3 bd / 2 ba / 2,147 sq ft · 7271 LONDALE BOULEVARD (Enclave/Berkshire Park B G H I)
- $615,000 · 4 bd / 3.5 ba / 2,628 sq ft · 7555 TATTANT BOULEVARD
- $375,000 · 4 bd / 2.5 ba / 1,640 sq ft · 13730 LENSDALE LANE
- $964,500 · 5 bd / 3 ba / 2,717 sq ft · 11348 WILLOW GARDENS DRIVE
- $880,000 · 4 bd / 2.5 ba / 2,648 sq ft · 6309 EARTHGOLD DRIVE (West Point Commons)
- $775,000 · 4 bd / 3 ba / 2,224 sq ft · 8291 PROCIDA ISLE LANE (Windermere Isle)
- $769,000 · 5 bd / 3 ba / 2,773 sq ft · 6727 MERRICK LANDING BOULEVARD (Vineyards Of Horizons West)
- $560,000 · 3 bd / 2 ba / 1,723 sq ft · 5125 SUN PALM DRIVE
- $3.00M · 6 bd / 8 ba / 7,321 sq ft · 13101 BELLARIA CIRCLE (Bellaria)
- $759,000 · 4 bd / 3.5 ba / 2,886 sq ft · 8104 JAILENE DRIVE
- $586,846 · 3 bd / 2.5 ba / 1,699 sq ft · 13317 LUSH LIME ALLEY (Lake Cawood Cove)
- $530,000 · 4 bd / 2 ba / 2,020 sq ft · 13738 EDEN ISLE BOULEVARD (West Point Commons)
- $450,000 · 2 bd / 1 ba / 1,216 sq ft · 9764 GOTHA ROAD (Gotha Town)
- $2.80M · 6 bd / 7.5 ba / 6,781 sq ft · 13250 BELLARIA CIRCLE (Bellaria)
- $520,000 · 3 bd / 2 ba / 1,681 sq ft · 12679 CALDERDALE AVENUE
- $445,000 · 3 bd / 2.5 ba / 1,727 sq ft · 11734 WATER RUN ALLEY (Ashlin Park)
- $379,900 · 3 bd / 2.5 ba / 1,480 sq ft · 8608 BROOKVALE DRIVE (Lakes/Windermere Lake Reams Twnh)
- $7.45M · 7 bd / 9 ba / 8,362 sq ft · 9343 TIBET POINTE CIRCLE
- $1.40M · 5 bd / 4 ba / 4,186 sq ft · 101 LEE STREET (Town of Windermere)
- $1.29M · 4 bd / 3 ba / 3,793 sq ft · 5746 OXFORD MOOR BOULEVARD
- $1.10M · 5 bd / 4 ba / 3,557 sq ft · 11021 HAWKSHEAD COURT (Reserve At Lake Butler Sound)
- $679,000 · 3 bd / 2.5 ba / 2,177 sq ft · 2053 WOODY DRIVE
- $327,000 · 3 bd / 2 ba / 1,455 sq ft · 8156 BOAT HOOK LOOP #623
- $399,000 · 3 bd / 2.5 ba / 1,651 sq ft · 14077 ANCILLA BOULEVARD
- $379,900 · 2 bd / 2 ba / 1,155 sq ft · 13006 SUNKISS LOOP
- $700,000 · 1 bd / 1 ba / 750 sq ft · 628 FOREST STREET (Marsh Sub)
- $445,000 · 3 bd / 2.5 ba / 1,748 sq ft · 13048 GARRIDAN AVENUE (Windermere Sound)
- $369,000 · 3 bd / 2.5 ba / 1,680 sq ft · 12934 VENNETTA WAY
- $2.50M · 5 bd / 4 ba / 4,661 sq ft · 5526 MARLEON DRIVE
- $610,000 · 4 bd / 4.5 ba / 2,192 sq ft · 12749 GARRIDAN AVENUE (Wickham Park)
- $6.70M · 8 bd / 8.5 ba / 8,133 sq ft · 8342 BOYLA COURT (Keene’s Pointe)
- $1.49M · 5 bd / 4 ba / 3,492 sq ft · 11339 CAMDEN PARK DRIVE (Keene’s Pointe)
- $625,000 · 4 bd / 2.5 ba / 2,236 sq ft · 13786 SUMMER HARBOR COURT (Summerport Trl)
- $550,000 · 5 bd / 3.5 ba / 2,268 sq ft · 9021 VIA DI CANTI
- $649,000 · 4 bd / 3.5 ba / 2,750 sq ft · 13324 JERVEY STREET
- $720,000 · 4 bd / 2 ba / 2,516 sq ft · 6243 ANDREOZZI LANE
- $359,900 · 3 bd / 2.5 ba / 1,534 sq ft · 14442 DESERT HAVEN STREET #4305 (Oasis Cove At Lakeside Village)
- $500,000 · 4 bd / 2 ba / 2,190 sq ft · 13424 HOPKINTON COURT (Lakes/Windermere-Peachtree)
- $13.99M · 6 bd / 8.5 ba / 12,067 sq ft · 3057 PORTO LAGO COURT (Lake Down Pointe 50 42)
- $639,500 · 4 bd / 2.5 ba / 2,460 sq ft · 12909 CRAGSIDE LANE
- $1.16M · 4 bd / 3.5 ba / 2,665 sq ft · 12989 WESTSIDE VILLAGE LOOP (Westside Village)
- $400,000 · 3 bd / 2.5 ba / 1,545 sq ft · 12303 LANGSTAFF DRIVE
- $2.95M · 5 bd / 4 ba / 7,153 sq ft · 4301 DOWN POINT LANE (Down Point Sub)
- $1.90M · 4 bd / 4.5 ba / 2,868 sq ft · 930 EAST BOULEVARD
- $1.59M · 4 bd / 3.5 ba / 3,166 sq ft · 12417 MONTALCINO CIRCLE (Casa Del Lago)
- $1.27M · 6 bd / 4.5 ba / 4,585 sq ft · 14360 CREST PALM AVENUE
- $2.30M · 5 bd / 5.5 ba / 4,094 sq ft · 11113 LAKE BUTLER BOULEVARD (Wauseon Ridge)
- $3.58M · 5 bd / 6.5 ba / 5,362 sq ft · 4302 ISABELLA CIR (Casabella)
- $699,990 · 4 bd / 3.5 ba / 2,745 sq ft · 13239 JERVEY STREET
- $1.35M · 5 bd / 3 ba / 3,356 sq ft · 2540 HEMPEL COVE CT (Lake Down Cove)
- $998,999 · 6 bd / 4.5 ba / 4,507 sq ft · 8701 IRON MOUNTAIN TRAIL (Windermere Trails)
- $645,178 · 3 bd / 2.5 ba / 1,714 sq ft · 13325 LUSH LIME ALLEY (Lake Cawood Cove)
- $380,000 · 3 bd / 2.5 ba / 1,680 sq ft · 7723 FAIRGROVE AVENUE
- $379,900 · 3 bd / 2.5 ba / 1,644 sq ft · 12914 VENNETTA WAY
- $673,000 · 4 bd / 2.5 ba / 2,754 sq ft · 5421 GEMGOLD COURT
- $15.90M · 8 bd / 9.5 ba / 14,068 sq ft · 6119 GROSVENOR SHORE DRIVE (Keenes Point)
- $430,000 · 3 bd / 2.5 ba / 1,919 sq ft · 12357 VIA DERNA PLACE (Carrington)
- $1.74M · 4 bd / 3.5 ba / 3,680 sq ft · 8241 TIBET BUTLER DRIVE (Keene’s Pointe)
- $440,000 · 3 bd / 2.5 ba / 1,742 sq ft · 7612 FAIRGROVE AVENUE (Windermere Sound)
- $519,900 · 4 bd / 2.5 ba / 2,074 sq ft · 11938 SILVERLAKE PARK DRIVE (Windermere Trails)
- $500,000 · 4 bd / 3 ba / 2,190 sq ft · 13424 HOPKINTON CT (Lakes Of Windermere Peachtree)
- $354,900 · 2 bd / 2.5 ba / 1,412 sq ft · 7430 BENTONSHIRE AVENUE (Wickham Park 04 05 06 09 10 11 12 01 Windermere)
- $2.25M · 5 bd / 4.5 ba / 4,504 sq ft · 9904 BRENTFORD COURT (Keene’s Pointe)
- $1.79M · 4 bd / 4 ba / 3,556 sq ft · 6241 BLAKEFORD DRIVE
- $1.70M · 5 bd / 4.5 ba / 4,219 sq ft · 1480 HEMPEL AVENUE (Gotha Town)
- $350,000 · 3 bd / 2.5 ba / 1,644 sq ft · 7712 FORDSON LANE
- $659,000 · 4 bd / 3.5 ba / 2,610 sq ft · 7537 BROFIELD AVENUE
- $1.65M · 4 bd / 4 ba / 3,086 sq ft · 2617 BUTLER BAY DRIVE
- $2.50M · 6 bd / 4 ba / 4,858 sq ft · 1629 HEMPEL AVENUE
- $740,000 · 5 bd / 4 ba / 2,989 sq ft · 8931 LOOKOUT POINTE DRIVE (Windermere Trails)
- $410,000 · 3 bd / 2.5 ba / 1,881 sq ft · 11425 BROWNSTONE STREET (Lake Burden South Ph I)
- $1.23M · 5 bd / 3 ba / 2,831 sq ft · 12085 SANDY SHORES DRIVE
- $798,000 · 5 bd / 5 ba / 3,373 sq ft · 4642 RIVER GEM AVENUE (Summerport)
- $8.00M · 6 bd / 7.5 ba / 8,038 sq ft · 9317 GLADYS GARDEN COURT (Gardens/Isleworth)
- $528,000 · 3 bd / 2.5 ba / 1,853 sq ft · 8630 POWDER RIDGE TRAIL (Windermere Trails)
- $2.47M · 5 bd / 5.5 ba / 5,366 sq ft · 6288 BLAKEFORD DRIVE (Keene’s Pointe)
- $755,000 · 4 bd / 3.5 ba / 3,161 sq ft · 7211 STILL POND LANE
- $7.50M · 6 bd / 7.5 ba / 6,874 sq ft · 724 W 2ND AVENUE
- $4.50M · 5 bd / 6 ba / 6,159 sq ft · 6719 VALHALLA WAY (Keenes Pointe 46 104 Windermere)
- $3.10M · 6 bd / 4.5 ba / 4,282 sq ft · 7720 FICQUETTE ROAD (Lake Hancock Shores)
- $6.90M · 5 bd / 5.5 ba / 7,158 sq ft · 6055 LOUISE COVE DRIVE (Isleworth West)
- $2.45M · 4 bd / 5 ba / 4,136 sq ft · 4205 CLARICE ESTATES DRIVE (Estates At Lake Clarice)
- $1.60M · 4 bd / 2 ba / 2,627 sq ft · 212 W 1ST AVENUE (Town of Windermere)
- $1.40M · 6 bd / 4.5 ba / 3,794 sq ft · 13596 GORGONA ISLE DRIVE (Windermere Isle)
- $1.90M · 6 bd / 6 ba / 5,869 sq ft · 4282 MCKINNON ROAD
- $485,000 · 4 bd / 2.5 ba / 1,866 sq ft · 7668 FAIRGROVE AVENUE (Windermere Sound)
- $629,900 · 5 bd / 3.5 ba / 2,626 sq ft · 11773 BELLA MILANO COURT
- $438,000 · 4 bd / 2.5 ba / 1,631 sq ft · 8386 IRON MOUNTAIN TRAIL (Windermere Trails)
- $3.10M · 4 bd / 4.5 ba / 4,296 sq ft · 12102 MONTALCINO CIRCLE (Casa Del Lago)
- $1.15M · 4 bd / 3 ba / 3,540 sq ft · 2009 WOODY DRIVE (Windermere Downs)
- $579,000 · 3 bd / 2 ba / 1,706 sq ft · 13231 ROXBORO ROAD
- $3.40M · 6 bd / 6.5 ba / 5,666 sq ft · 9679 WESTOVER ROBERTS RD
- $1.07M · 4 bd / 3 ba / 2,824 sq ft · 11217 WILLOW GARDENS DRIVE
- $375,000 · 3 bd / 2.5 ba / 1,579 sq ft · 5579 SOMERSBY ROAD (Tennyson Pk/Summerport)
- $980,000 · 4 bd / 3 ba / 3,478 sq ft · 2512 TRYON PLACE
- $675,000 · 5 bd / 4.5 ba / 2,963 sq ft · 7236 PENKRIDGE LANE (Windermere Sound)
- $399,000 · 3 bd / 2.5 ba / 1,335 sq ft · 7752 RIGBY STREET
- $475,000 · 3 bd / 2.5 ba / 1,600 sq ft · 11861 VERMILLION AVENUE (Windermere Trails)
- $1.57M · 4 bd / 4.5 ba / 3,396 sq ft · 11832 WATERSTONE LOOP DRIVE
- $1.06M · 4 bd / 4 ba / 3,646 sq ft · 8344 BOWDEN WAY (Keene’s Pointe)
- $1.07M · 5 bd / 4 ba / 4,332 sq ft · 8316 LOOKOUT POINTE DRIVE
- $394,900 · 3 bd / 2.5 ba / 1,369 sq ft · 12744 LANGSTAFF DRIVE (Lakes/Windermere-Lk Reams Twnh)
- $439,000 · 4 bd / 2.5 ba / 1,910 sq ft · 11429 BROWNSTONE STREET (Lake Burden South Ph I)
- $1.90M · 4 bd / 5.5 ba / 5,515 sq ft · 1238 LAKE WHITNEY DRIVE
Showing the newest 150 of 244; the price bands above and the map cover the rest.
Homes for sale in Windermere by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 34786 | 244 | $966,750 |
Windermere communities with the most homes for sale
The Windermere neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Keene’s Pointe | 16 | $2.36M | — | — |
| Windermere Trails | 10 | $650,000 | — | — |
| Gotha Town | 6 | $1.39M | — | — |
| Windermere Isle | 5 | $950,000 | — | — |
| Windermere Sound | 5 | $485,000 | — | — |
| Town of Windermere | 5 | $1.40M | — | — |
| Casabella | 5 | $3.58M | — | — |
| Lake Burden South Ph I | 4 | $444,000 | — | — |
| Silver Woods | 4 | $609,950 | — | — |
| Summerport | 4 | $779,950 | — | — |
| Westside Village | 4 | $859,500 | — | — |
| Casa Del Lago | 4 | $2.35M | — | — |
| Lake Butler Estates | 3 | $1.77M | — | — |
| Lakes/Windermere-Peachtree | 3 | $500,000 | — | — |
| Palms At Windermere | 3 | $989,990 | — | — |
| Carrington | 3 | $449,000 | — | — |
| Lake Cawood Cove | 2 | $616,012 | — | — |
| Lakes/Windermere-Lk Reams Twhm | 2 | $379,500 | — | — |
| Reserve At Belmere | 2 | $1.07M | — | — |
| Reserve At Lake Butler Sound | 2 | $1.45M | — | — |
| Tennyson Pk/Summerport | 2 | $390,000 | — | — |
| Vineyards Of Horizons West | 2 | $612,000 | — | — |
| West Point Commons | 2 | $705,000 | — | — |
| Windsor Hill | 2 | $1.39M | — | — |
| Ashlin Park | 2 | $545,000 | — | — |
| Bellaria | 2 | $2.90M | — | — |
| Belmere Village G2 48 65 | 2 | $727,500 | — | — |
| Enclave/Berkshire Park B G H I | 2 | $597,450 | — | — |
| Enclave | 2 | $1.41M | — | — |
| Isles Windermere | 1 | $1.36M | — | — |
What is for sale in Windermere: property types
- Single-family houses: 199
- Townhouses: 37
- Condos: 8
Browse by type: Condos for sale in Windermere (8) · Townhomes for sale in Windermere (37).
The Windermere real estate market right now
Over the last 12 months 449 homes sold in Windermere at a median of $640,000 (-0.6% year over year), $266 per square foot. Sellers received 95% of list price and homes took a median 39 days to go under contract. With 244 homes for sale against that sales pace, months of supply is 6.5, a buyer’s market by the six-month rule. Cash buyers accounted for 27% of sales. New construction was 4% of sales.
Windermere supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| $300K–$500K | 12 | 71 | 2.0 | 37 |
| $500K–$750K | 38 | 143 | 3.2 | 31 |
| $750K+ | 70 | 235 | 3.6 | 55 |
Windermere home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $678,545 | 101 | 85 | 93% |
| 2021 | $770,450 | 222 | 13 | 99% |
| 2022 | $772,961 | 970 | 9 | 100% |
| 2023 | $964,330 | 263 | 25 | 96% |
| 2024 | $1.04M | 697 | 25 | 96% |
| 2025 | $1.01M | 717 | 46 | 95% |
| 2026 | $981,996 | 732 | 40 | 95% |
What a home in Windermere costs to own
Take the median $966,750 listing with 20% down at today’s 7.28% 30-year rate: principal and interest run about $5,292/month. Orange County’s typical millage of 16.67 puts property tax near $15,286/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $6,683/month plus any HOA or CDD assessment.
Communities buyers are searching in Windermere. The Windermere community pages people are opening from Google right now: Lake Cawood Cove.
Explore Windermere
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Homes for sale near Windermere
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Recently off market in Windermere
Homes in Windermere that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 611 Butler Street · last listed $775,000 · off market Oct 4, 2026
- 13525 Gorgona Isle Drive · last listed $1,085,000 · off market Oct 4, 2026
- 13328 Overstreet Road · last listed $629,900 · off market Oct 4, 2026
- 9319 Woodbreeze Boulevard · last listed $554,555 · off market Oct 3, 2026
- 9150 Outlook Rock Trail · last listed $915,000 · off market Oct 3, 2026
- 6614 Bridgewater Village Rd · last listed $689,900 · off market Oct 3, 2026
- 5577 Lemon Orchard Bend · last listed $579,857 · off market Oct 3, 2026
- 13411 Lemon Orchard Bend · last listed $561,738 · off market Oct 3, 2026
- 11333 Camden Park Drive · last listed $1,151,000 · off market Oct 3, 2026
- 11027 Hawkshead Court · last listed $1,549,000 · off market Oct 3, 2026
- 7330 Brightland Street · last listed $449,000 · off market Oct 1, 2026
- 6390 Southbridge Street · last listed $379,000 · off market Oct 1, 2026
Neighborhoods buyers are searching for in Windermere
Common questions
How many homes are for sale in Windermere, FL?
As of 2026-10-04, Momentum's MLS record shows 244 residential homes actively listed for sale in Windermere and 22 under contract. 51 of them came on the market in the last 7 days.
What is the median home price in Windermere?
The median list price of homes for sale in Windermere is $966,750, about $325 per square foot for a typical 3,002-square-foot home. Ten percent of listings are under $400K and ten percent are above $3.99M. Over the last 12 months the median SOLD price was $640,000, -0.6% year over year.
How long do homes take to sell in Windermere?
Homes currently listed have been on the market a median of 48 days. Homes that sold in the last 12 months took a median of 39 days and sold at 95% of list price. At today's inventory that is 6.5 months of supply, a buyer's market by the usual six-month rule.
What does a $966,750 home in Windermere cost per month?
Roughly $6,683 a month with 20% down at 7.28%: principal and interest of $5,292, Orange County property tax of about $1,274/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Windermere neighborhoods have the most homes for sale?
The communities with the most active listings right now are Keene’s Pointe (16), Windermere Trails (10), Gotha Town (6), Windermere Isle (5), Windermere Sound (5). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Windermere?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Windermere can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Windermere, FL, and what county is it in?
Windermere is in Orange County, Florida. Homes for sale there today carry the ZIP codes 34786. Nearby cities in the same county with homes for sale: Orlando, Winter Garden, Apopka, Winter Park, Ocoee.
What ZIP codes are in Windermere, FL?
Listings in Windermere are currently in 1 ZIP code: 34786. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Windermere, FL?
199 single-family houses are for sale in Windermere today, out of 244 total listings (8 condos, 37 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Windermere, FL?
Start with the numbers: 244 homes are for sale in Windermere today at a median asking price of $966,750, so a 20% down payment on the median home is about $193,350 and principal and interest run near $5,292/month at today's 7.28% 30-year rate. Get pre-approved first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Windermere in?
Windermere is in Orange County, Florida. Orange County's 12-month median sale price is $462K on 10,554 closings. Property tax, school zoning and permitting for Windermere run through Orange County.
Is Windermere a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Windermere: the median sale price over the last 12 months was $640K across 449 closings (-0.6% year over year), 38% above the Orange County median of $462K; homes took a median 39 days to go under contract; 120 homes are for sale today, 4.1 months of supply at the current pace, which is balanced; the communities with the most sales are KEENES POINTE, Keenes Pointe Unit 9, summerport, Palms At Windermere. The market tracker, price bands and community pages on this site carry the full numbers.
Is Windermere in a flood zone?
Partly. Across 99 homes sampled in Windermere's largest communities, about 82% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 18% are inside one (Zone A or AE), where a lender requires flood insurance. Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.
Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Windermere as of 2026-10-04 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.