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 |
|---|---|---|---|
6352 GOLDEN DEWDROP TRAILWindermere, FLWelcome to Windermere Lakes: A Premier Community! We are pleased to present this exquisite... |
3 beds | 3 baths | 1,984 sq.ft. |
$500,000 |
Airbnb cash on cash: 1.89%
|
7036 MAPPERTON DRIVEWindermere, FLDiscover your new home! We present an unmissable opportunity: a magnificent renovated h... |
5 beds | 4 baths | 2,777 sq.ft. |
$740,000 |
Airbnb cash on cash: 4.47%
|
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. |
$1,175,000 |
Airbnb cash on cash: 0.66%
|
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%
|
3443 WILD MYRTLE COURTWindermere, FLNewly renovated executive home on 1.2 acre homesite in Old Windermere. This charming 5 bed... |
5 beds | 3 baths | 2,918 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 2.15%
|
635 BUTLER STREETWindermere, FLWelcome to your dream home nestled in the heart of Downtown Windermere, just steps away fr... |
3 beds | 3 baths | 2,353 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 0.07%
|
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%
|
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%
|
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%
|
12540 PARK AVENUEWindermere, FLExperience the epitome of sophistication at this exquisite Park Avenue estate, cradled in ... |
5 beds | 7 baths | 7,736 sq.ft. |
$4,995,000 |
Airbnb cash on cash: -0.9%
|
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%
|
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%
|
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%
|
13106 ORANGE ISLE DRIVEWindermere, FLExplore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a cor... |
5 beds | 5 baths | 3,312 sq.ft. |
$850,000 |
Airbnb cash on cash: 3.59%
|
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%
|
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%
|
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%
|
2112 RIDGEWIND WAYWindermere, FLMAJOR PRICE IMPROVEMENT! Welcome to the timeless design of this custom-built Colonial Pool... |
4 beds | 4 baths | 3,090 sq.ft. |
$1,075,000 |
Airbnb cash on cash: 0.21%
|
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. |
$1,599,000 |
Airbnb cash on cash: -0.22%
|
1916 LAKE ROBERTS COURTWindermere, FL$70,000 PRICE REDUCTION!!! Seller will consider VERY ATTRACTIVE SELLER FINANCING at 4.5 Pe... |
5 beds | 5 baths | 4,675 sq.ft. |
$2,230,000 |
Airbnb cash on cash: 0.34%
|
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%
|
19 MAIN STREETWindermere, FLBACK ON THE MARKET DUE TO BUYER PERFORMANCE! Priced below recent appraisal! Welcome to wat... |
4 beds | 3 baths | 2,331 sq.ft. |
$1,295,000 |
Airbnb cash on cash: 0.45%
|
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%
|
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. |
$985,000 |
Airbnb cash on cash: 3.04%
|
11954 PROVINCIAL WAYWindermere, FLEXTRAORDINARY LAKEFRONT POOLS/SPA HOME IN GATED WINDERMERE FLORIDA COMMUNITY! Located in ... |
4 beds | 5 baths | 4,800 sq.ft. |
$2,375,000 |
Airbnb cash on cash: -0.67%
|
11154 PARK AVENUEWindermere, FLGET UP TO $2500 CREDIT WITH PREFERRED LENDER!!! Unbeatable Opportunity to own this beautif... |
5 beds | 4 baths | 3,355 sq.ft. |
$984,000 |
Airbnb cash on cash: 3.17%
|
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%
|
6769 HELMSLEY CIRCLEWindermere, FLThis gorgeous pool home is ready for you to move in NOW! located in the quiet neighborhood... |
4 beds | 4 baths | 2,958 sq.ft. |
$725,000 |
Airbnb cash on cash: 1.41%
|
8249 PROCIDA ISLE LANEWindermere, FLLOCATION and CONFORT. We present a beautiful single-story house with 4 bedrooms, ideal for... |
4 beds | 3 baths | 2,219 sq.ft. |
$799,999 |
Airbnb cash on cash: 1.06%
|
13731 BRAVANTE ALLEYWindermere, FLAn exquisite modern home in Windermere featuring a spacious layout with a gourmet kitchen ... |
3 beds | 3 baths | 1,912 sq.ft. |
$470,000 |
Airbnb cash on cash: 1.24%
|
12917 LANGSTAFF DRIVEWindermere, FLLOVELY TOWNHOUSE IN THE HEART OF THE ONE STATE BEST LOCATIONS IN A VERY HIGH DEMAND COMMUN... |
3 beds | 3 baths | 1,480 sq.ft. |
$495,000 |
Airbnb cash on cash: 1.74%
|
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%
|
9327 GOTHA ROADWindermere, FLDonât miss your opportunity to own this elegant Windermere lakefront retreat. This capti... |
4 beds | 3 baths | 4,036 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 0.35%
|
4 CHASE ROADWindermere, FLWelcome to Historic Downtown Windermere. This stunning, fully remodeled mid-century-modern... |
3 beds | 2 baths | 2,386 sq.ft. |
$939,900 |
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%
|
8673 COVENTRY PARK WAYWindermere, FLLocation ! Location ! Location ! Beautiful corner lot townhouse with a pond view in the ... |
3 beds | 3 baths | 1,760 sq.ft. |
$495,000 |
Airbnb cash on cash: 1.39%
|
4806 ALEXANDRA GARDEN COURTWindermere, FLLocated within the Garden Villas enclave of Isleworth Golf & Country Club, this updated an... |
5 beds | 7 baths | 5,695 sq.ft. |
$3,895,000 |
Airbnb cash on cash: -1%
|
Real Estate investment in Windermere, FL
There are 126 properties for sale in the city of Windermere . The median list price in Windermere is $1,032,500 and the average price per square foot is $293. In November 2024, the average monthly cash on cash return in Windermere is 2.00%. The average monthly rental income in Windermere is $3,800.