Real Estate Investment Properties for Sale in Windermere, FL
Looking for investment property in Windermere, FL with high ROI ?
Explore a variety of short-term homes & houses in Windermere, FL. Invest wisely with VRBO & Windermere, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Windermere, FL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7608 BILLINGHAM STREETWindermere, FLElevate Your Windermere Lifestyle. Discover the charm of a welcoming 3-bedroom, 3-bathroom... |
3 beds | 3 baths | 1,560 sq.ft. |
$409,000 |
Airbnb cash on cash: 2.99%
|
8539 Leeland Archer BlvdWindermere, FL8539 Leeland Archer Blvd, Windermere, FL 32836 | Townhouse |
2 beds | 2 baths | 1,251 sq.ft. |
$349,900 |
Airbnb cash on cash: 8.83%
|
7036 MAPPERTON DRIVEWindermere, FLDiscover your new home! We present an unmissable opportunity: a magnificent renovated h... |
5 beds | 4 baths | 2,777 sq.ft. |
$719,000 |
Airbnb cash on cash: 4.63%
|
12856 SALOMON COVE DRIVEWindermere, FLDonât miss your opportunity to own this peaceful corner unit townhome on a quiet street ... |
3 beds | 3 baths | 1,644 sq.ft. |
$429,000 |
Airbnb cash on cash: 1.74%
|
10404 DOWN LAKEVIEW CIRCLEWindermere, FLWelcome to your DREAM HOME in the Renown Community of The Lakes in Windermere, Florida! ... |
4 beds | 3 baths | 3,009 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 0.7%
|
2602 TRYON PLACEWindermere, FLGreat opportunity to live in the well established neiborhood of The Manors at Lake Butler,... |
5 beds | 3 baths | 2,564 sq.ft. |
$1,125,000 |
Airbnb cash on cash: 2.72%
|
14409 CREST PALM AVENUEWindermere, FLUnder Construction. SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home desi... |
5 beds | 4 baths | 3,764 sq.ft. |
$1,081,875 |
Airbnb cash on cash: 2.37%
|
14421 CREST PALM AVENUEWindermere, FLUnder Construction. SAMPLE IMAGE The Baldwin floor plan is a thoughtfully designed two-sto... |
4 beds | 4 baths | 3,404 sq.ft. |
$1,097,904 |
Airbnb cash on cash: 1.01%
|
14256 CREST PALM AVENUEWindermere, FLOne or more photo(s) has been virtually staged. Under Construction. SAMPLE IMAGE Deerfield... |
5 beds | 4 baths | 3,764 sq.ft. |
$1,119,508 |
Airbnb cash on cash: 3%
|
14304 CREST PALM AVENUEWindermere, FLOne or more photo(s) has been virtually staged. Under Construction. A Perfect Balance of P... |
5 beds | 4 baths | 3,764 sq.ft. |
$1,148,743 |
Airbnb cash on cash: 2.89%
|
11301 BRIDGE HOUSE ROADWindermere, FLStunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most c... |
5 beds | 9 baths | 9,267 sq.ft. |
$11,995,000 |
Airbnb cash on cash: -1.06%
|
12001 LAKE BUTLER BOULEVARDWindermere, FLBeautiful one acre homesite on Lake Butler Blvd in the Town of Windermere with Location! L... |
3 beds | 3 baths | 3,135 sq.ft. |
$1,775,000 |
Airbnb cash on cash: -0.57%
|
1815 WINDERMERE ROADWindermere, FLPre-Construction. To be built. Welcome to 1815 Windermere Road! This remarkable design by ... |
5 beds | 5 baths | 4,290 sq.ft. |
$2,499,000 |
Airbnb cash on cash: 0.9%
|
8706 CRESCENDO AVENUEWindermere, FLWelcome to one of the most popular community in Windermere. This home with many upgrades w... |
5 beds | 4 baths | 2,724 sq.ft. |
$755,000 |
Airbnb cash on cash: 4.61%
|
635 BUTLER STREETWindermere, FLPrime Downtown Windermere Corner Lot with Lake Views and Endless Potential This beautif... |
3 beds | 3 baths | 2,353 sq.ft. |
$995,000 |
Airbnb cash on cash: 0.13%
|
6109 ORTA COURTWindermere, FLWithin the gates of the beautiful Waterstone community sits this expansive lakefront estat... |
5 beds | 7 baths | 5,895 sq.ft. |
$4,600,000 |
Airbnb cash on cash: -1.3%
|
5190 LATROBE DRIVEWindermere, FLLocated within the gates of the Isleworth Golf and Country Club community, this luxurious ... |
5 beds | 8 baths | 7,191 sq.ft. |
$5,999,999 |
Airbnb cash on cash: -0.89%
|
5379 ISLEWORTH COUNTRY CLUB DRIVEWindermere, FLWelcome to luxury living at its finest! Nestled within the exclusive and world-renowned Is... |
4 beds | 4 baths | 3,872 sq.ft. |
$2,997,000 |
Airbnb cash on cash: -0.96%
|
9844 LAUREL VALLEY DRIVEWindermere, FLThis classic luxury estate is situated along the picturesque Butler Chain of lakes on Lake... |
5 beds | 6 baths | 5,613 sq.ft. |
$4,950,000 |
Airbnb cash on cash: -0.69%
|
5507 WORSHAM COURTWindermere, FLPresenting one of Isleworthâs most iconic mansions: magnificent and grand, impressively ... |
5 beds | 11 baths | 10,200 sq.ft. |
$8,200,000 |
Airbnb cash on cash: -1.36%
|
6443 CARTMEL LANEWindermere, FLExquisitely appointed home being sold fully furnished. Nestled within the highly coveted R... |
5 beds | 5 baths | 4,257 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 0.94%
|
10821 BAYSHORE DRIVEWindermere, FLDon't miss this rare opportunity to own the only new construction home currently available... |
4 beds | 6 baths | 5,275 sq.ft. |
$5,495,000 |
Airbnb cash on cash: -1.05%
|
11618 VINCI DRIVEWindermere, FLThis fully furnished masterpiece of a home is located within the luxurious golf gated comm... |
5 beds | 7 baths | 5,260 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -0.82%
|
1126 KELSO BOULEVARDWindermere, FLRare opportunity! KELSO ON LAKE BUTLER is one of the best kept secrets in Windermere. This... |
4 beds | 3 baths | 3,184 sq.ft. |
$1,498,000 |
Airbnb cash on cash: -0.16%
|
3036 SEIGNEURY DRIVEWindermere, FL4-bedroom and 4 Bathroom and 4 car garage with a media room and a dedicated office. This c... |
4 beds | 4 baths | 4,287 sq.ft. |
$1,950,000 |
Airbnb cash on cash: -0.59%
|
11154 PARK AVENUEWindermere, FLCERTIFIED PRE OWNED HOME. APPRAISAL COMPLETE NOV 2024! Unbeatable Opportunity to own this ... |
5 beds | 4 baths | 3,355 sq.ft. |
$935,000 |
Airbnb cash on cash: 3.39%
|
11954 PROVINCIAL WAYWindermere, FLLuxurious Lakefront Oasis with Private Pool and Spa in Exclusive Windermere Community. Nes... |
4 beds | 5 baths | 4,800 sq.ft. |
$2,299,000 |
Airbnb cash on cash: -0.66%
|
2119 WILLOW BRICK ROADWindermere, FLWelcome Home! You will fall in love with this exquisite home located in the highly sought... |
5 beds | 3 baths | 2,728 sq.ft. |
$925,000 |
Airbnb cash on cash: 3.31%
|
5138 FAIRWAY OAKS DRIVEWindermere, FLSPECTACULAR LAKE AND GOLF COURSE VIEW. 5 BEDROOM 4 ½ BATH LUXURY HOME (5TH BR CAN BE MEDI... |
5 beds | 5 baths | 4,330 sq.ft. |
$3,250,000 |
Airbnb cash on cash: -0.34%
|
1361 WHITNEY ISLES DRIVEWindermere, FLDiscover the comfort and style of this charming two-story home in the heart of Windermere.... |
4 beds | 4 baths | 2,860 sq.ft. |
$939,900 |
Airbnb cash on cash: 0.83%
|
8249 PROCIDA ISLE LANEWindermere, FLREDUCED PRICE!! LOCATION and COMFORT. We present a beautiful single-story house with 4 bed... |
4 beds | 3 baths | 2,219 sq.ft. |
$750,000 |
Airbnb cash on cash: 1.25%
|
9905 LANAI VIEW COURTWindermere, FLOwner motivated! Must see in person! You will fall in love with this stunning home nestle... |
5 beds | 8 baths | 7,578 sq.ft. |
$3,384,900 |
Airbnb cash on cash: -0.26%
|
4 CHASE ROADWindermere, FLWelcome to Historic Downtown Windermere. This stunning, fully remodeled mid-century-modern... |
3 beds | 2 baths | 2,386 sq.ft. |
$935,000 |
Airbnb cash on cash: 0.39%
|
5518 WORSHAM COURTWindermere, FLOne or more photo(s) has been virtually staged. Welcome to this stunning estate, a masterp... |
5 beds | 8 baths | 8,203 sq.ft. |
$6,650,000 |
Airbnb cash on cash: -0.94%
|
11923 LAKE BUTLER BOULEVARDWindermere, FLLive among the serene lakes in the charming Town of Windermere! Situated on one of Winderm... |
3 beds | 2 baths | 2,238 sq.ft. |
$1,630,000 |
Airbnb cash on cash: -0.5%
|
9011 PINNACLE CIRCLEWindermere, FLMajestic and stately castle-style home set on a 1.2-acre lot in privately gated Lake Down ... |
5 beds | 5 baths | 6,546 sq.ft. |
$2,500,000 |
Airbnb cash on cash: 0.18%
|
2526 NOBLEMAN COURTWindermere, FLMagnificent Windsor Hill estate home, tucked away on a prime half-acre lot on a cul-de-sac... |
5 beds | 6 baths | 5,297 sq.ft. |
$1,499,990 |
Airbnb cash on cash: 1.19%
|
3606 LAKE BUYNAK ROADWindermere, FLOne or more photo(s) has been virtually staged. Experience lake front luxury living in thi... |
4 beds | 4 baths | 3,083 sq.ft. |
$1,899,900 |
Airbnb cash on cash: 0.17%
|
11823 OTTERBROOKE TRAILWindermere, FL"Just Appraised" This home shows better than a model with lots of upgrades, this is a Mer... |
4 beds | 4 baths | 3,454 sq.ft. |
$1,015,000 |
Airbnb cash on cash: 0.85%
|
14450 DESERT HAVEN STREET #GEWindermere, FLOne or more photo(s) has been virtually staged. Welcome to your dream home! This property ... |
3 beds | 3 baths | 2,067 sq.ft. |
$410,000 |
Airbnb cash on cash: 1.18%
|
Real Estate investment in Windermere, FL
There are 126 properties for sale in the city of Windermere . The median list price in Windermere is $990,000 and the average price per square foot is $286. In December 2024, the average monthly cash on cash return in Windermere is 2.00%. The average monthly rental income in Windermere is $3,637.