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Vacation Homes for Sale in Sarasota, FL

280 homes
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1682 Pintail Way Unit 8, Sarasota, FL 34231

A Portside villa in The Landings- one level living with a two-car garage and lake view. This 2 bedroom plus den, 2 bath condo is perfect to downsize into or for a winter get-away. Create your dreame...
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4075 Velarde Ln, Sarasota, FL 34235

Welcome to 4075 Velarde Lane, Sarasota, FL! This Beautiful home has 3 Bedrooms plus a bonus room, and 2 Baths with a Stunning Pool House! This meticulously maintained main house offers the perfect bl...
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8231 Stirling Falls Cir, Sarasota, FL 34243

Stunning Ranch-Style Home in Lakeridge Falls – Premier 55+ Gated Community!! Nestled in the sought-after Lakeridge Falls, a premier 55+ gated community, this meticulously maintained ranch-style home...
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919 Sunridge Dr Unit 919, Sarasota, FL 34234

Nestled in a cozy corner within a community of tropical landscape and fountain lakes lies your new home- a charming, ground floor 2 bedroom, 2-bathroom condo featuring a large, combined living and di...
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7989 Grande Shores Dr, Sarasota, FL 34240

Welcome to 7989 Grande Shores Drive. Experience the pinnacle of sophisticated coastal living in Shoreview at Waterside. This custom-designed Pinnacle model embodies contemporary coastal elegance, off...
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3625 Kingston Blvd, Sarasota, FL 34238

This 1800 square foot home has 3 big bedrooms, 2 full bathrooms, (split plan) and a private pool and seating area in a screened lanai. The paver driveway leads you into an oversized two car garage. ...
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6423 Jackie Lynn Ct, Sarasota, FL 34241

This stunning 4-bedroom, 3.5-bathroom home is a true gem nestled in Paradise on .68 acres within a beautiful golf community. Surrounded by majestic oak trees, it offers tranquility and privacy in abu...
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7309 Edenville Dr, Sarasota, FL 34243

Welcome to your beautiful new home, surrounded by lush, mature landscaping! From the moment you enter, you'll notice the exceptional care and maintenance given to this property. This spacious split-p...
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649 N Jefferson Ave Unit 649, Sarasota, FL 34237

This 2-bedroom, 2-bath condo near Sarasota's vibrant downtown is the perfect retreat. The open floor plan features modern tile and luxury vinyl flooring, and the kitchen is ideal for your busy lifest...
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5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

Experience resort-style living on Siesta Key in this stunning, turnkey-furnished, West-facing penthouse condo. Offering approximately 1,211 sq. ft. of open living space, this top-floor residence boas...
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1624 Stickney Point Rd Unit 401, Sarasota, FL 34231

Exceptional and enchanting, this seaside condo is a hidden jewel on the bay, providing a direct intracoastal water view. It serves as the perfect gateway to Siesta Key, radiating all the coastal vibe...
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1676 Starling Dr Unit 202, Sarasota, FL 34231

One or more photo(s) has been virtually staged. Exquisite 3-Bedroom Coach Home in The Landings – Sarasota's Premier Lifestyle Community!- NEW FLOORING THROUGHOUT HOME! WALK TO YOUR BOAT AT THE DRYDOC...
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1610 Hudson Pointe Dr, Sarasota, FL 34236

Welcome to this stunning 4 bedroom/4 En-suite Bathrooms contemporary home, ideally situated on Hudson Bayou. Easy walking distance of a half mile to the vibrant heart of Sarasota and Sarasota Bay—pe...
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5701 Soldier Cir Unit 104, Sarasota, FL 34233

Amazing and rare opportunity to own a First Floor End Unit with NO STAIRS, 1295 sqft, 3 Bedroom/2 Bathroom condo at Admirals Walk, a desirable pet friendly community located in the Best Sarasota Scho...
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1102 Benjamin Franklin Dr Unit 409, Sarasota, FL 34236

Priced to sell by a motivated owner, this is the best deal you’ll find on the island! Don’t miss the opportunity to own your slice of paradise at Lido Surf & Sand, one of the most coveted beachfront ...
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8480 Big Buck Ln, Sarasota, FL 34240

Discover refined living in this custom Pruett-built, low-maintenance home designed with exceptional attention to detail. Sitting on 5 acres of serene land, this home features trey ceilings, a granite...
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467 Canal Rd Unit 467, Sarasota, FL 34242

BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 of...
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3314 W Chelmsford Ct Unit 19, Sarasota, FL 34235

Enter Chelmsford Close and you immediately realize you are not in the average community. Chelmsford Close is one of the most recently constructed communities in The Meadows (no popcorn ceilings, no ...