Osprey Real Estate for Sale by Neighborhood

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1350 MAIN RESIDENTIAL real estate for sale 1500 STATE STREET real estate for sale
ADARE COTTAGES real estate for sale ADMIRALS WALK real estate for sale
ALINARI real estate for sale ASHTON LAKES 01 & 02 real estate for sale
ASHTON LAKES 03 real estate for sale ASHTON LAKES 08 real estate for sale
AVISTA OF PALM-AIRE SEC 1 real estate for sale BAY TREE CLUB real estate for sale
BAYSO real estate for sale BAYSO SARASOTA real estate for sale
BELLA VILLINO 1 real estate for sale BELLA VILLINO III real estate for sale
BELLA VILLINO IV real estate for sale BELLA VILLINO V real estate for sale
BELLA VILLINO VI real estate for sale BROADWAY PROMENADE real estate for sale
CASTEL DEL MARE real estate for sale CENTRAL PARK SEC 2 PH 1 real estate for sale
CROSSINGS real estate for sale EVOLUTION real estate for sale
GULF & BAY CLUB BAYSIDE real estate for sale GULFSTREAM TOWERS real estate for sale
HARBOR TOWERS Y & R real estate for sale HARBOR VIEW ON GOLDEN GATE POINT real estate for sale
INLET APTS real estate for sale ISLAND REEF I real estate for sale
KEY TOWER SOUTH real estate for sale KINGSTON ARMS real estate for sale
LAS PALMAS OF SARASOTA real estate for sale LIDO AMBASSADOR real estate for sale
LIDO HARBOUR SOUTH real estate for sale LIDO HARBOUR TOWERS real estate for sale
LONGWATER CHASE real estate for sale MARINA DEL SOL real estate for sale
NEW ORLEANS APTS real estate for sale NO 1 PALM-AIRE DESOTO LAKES CC APT CONDO real estate for sale
ONE WATERGATE real estate for sale ORCHID OAKS I real estate for sale
PALM-AIRE AT SARASOTA 10-B real estate for sale PALMER OAKS PH 1 & 2 real estate for sale
PARKRIDGE PH 33 & 19 real estate for sale PELICAN COVE I real estate for sale
PELICAN COVE XII real estate for sale PELICAN COVE XIV real estate for sale
PELICAN COVE XVI real estate for sale PINEBROOK HOLLOW real estate for sale
PINESTONE AT PALMER RANCH real estate for sale PLAZA DE FLORES real estate for sale
PLAZA GARDENS real estate for sale POINTE ON MIDNIGHT PASS real estate for sale
RENAISSANCE 1 real estate for sale SARASOTA HARBOR EAST real estate for sale
SARASOTA PALMS real estate for sale SERENADE ON PALMER RANCH real estate for sale
SHEFFIELD GREENE real estate for sale SIENNA real estate for sale
SIESTA HARBOR I real estate for sale SOUTH GATE real estate for sale
STONEHAVEN PH 4, 5, 6, 7 & 25 real estate for sale STONEYBROOK ARBOR GREENS 1 real estate for sale
STONEYBROOK CLUBSIDE 1 real estate for sale STONEYBROOK TERRACE 1 real estate for sale
STONEYBROOK VERANDA GREENS NORTH 02 real estate for sale SUMMERSIDE real estate for sale
VERANDA 7 AT HERITAGE OAKS real estate for sale VILLAGE BROOKE SEC 2 real estate for sale
VILLAGE LAKE real estate for sale VILLAGIO real estate for sale
VINTAGE GRAND real estate for sale WEDGEWOOD LAKE real estate for sale
WEYBRIDGE real estate for sale WILLOW LINKS real estate for sale
WOODLAND GROVE real estate for sale

Newest Real Estate in Osprey by Neighborhood

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  • 3757 PARKRIDGE CIR #5-106, SARASOTA, FL - MLS# R4911456

    PARKRIDGE PH 33 & 19 - R4911456 - 3757 PARKRIDGE CIR #5-106, SARASOTA, FL 34243
    Just Added on 06/15/2026 2:56PM

    $1,800 | Condo | 3 beds | 2.0 baths | 1 gar

    Parkridge 3/2 unfurnished ground-floor condo with a 1-car garage (19'6" x 9'6") available for annual rental beginning August 1st. Washer and dryer are included, and water and sewer are covered. Located in a gated community on University Parkway, Parkridge is a gated community and offers a heated community pool. It is located just minutes from UTC Mall, Benderson Park, downtown Sarasota (approx. 15 minutes), and area beaches. Residents enjoy walkable access to shopping, dining, and entertainment, plus a convenient side gate leading directly to an adjacent shopping center featuring Detwiler’s Farm Market and additional services. Good credit, income of at least 3x monthly rent required and issue free background required. First, last and security required. Sorry, no pets permitted, and no smoking or vaping allowed anywhere on the property. The community association requires 30 days to process an application. Lindsay Leasing application processing time is 3 days.

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    Listing is courtesy of: LINDSAY LEASING LLC

  • 4606 WEYBRIDGE #26, SARASOTA, FL - MLS# A4697131

    WEYBRIDGE - A4697131 - 4606 WEYBRIDGE #26, SARASOTA, FL 34235
    Just Added on 06/15/2026 2:41PM

    $3,800 | Condo | 2 beds | 2.0 baths

    Beautifully updated 2B 2B condominium. Spacious W/ washer and dryer. Screened lanai overlooking gorgeous water views surrounding the golf course. Located in The Meadows a highly desirable golf community offering 2 championship golf courses, tennis facilities and 13 miles of scenic walking and biking trails. This well-maintained community provides a perfect blend of natural beauty, recreation and convenience. Available off season 2026 and March - December 2027.

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    Listing is courtesy of: REALTY SERVICES INC

  • SARASOTA, FL - MLS# A4697105

    WOODLAND GROVE - SARASOTA, FL 34235
    1 Day on yellowkey

    $3,800 | Condo | 2 beds | 2.0 baths

    Beautiful ground floor 2B 2B condominium featuring tile floors throughout and peaceful screen lanai with glass enclosures overlooking the bird sanctuary. Located in The Meadows which is a highly desirable golf community, offering 2 championship golf courses, tennis facilities and 13 miles of scenic walking and biking trails. This well-maintained community provides a perfect blend of natural beauty, recreation and convenience. Available off season and off season rates apply.

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    Listing is courtesy of: REALTY SERVICES INC

  • 5541 ROSEHILL RD #202, SARASOTA, FL - MLS# TB8519376

    ADMIRALS WALK - TB8519376 - 5541 ROSEHILL RD #202, SARASOTA, FL 34233
    1 Day on yellowkey

    $2,395 | Condo | 3 beds | 2.0 baths

    Welcome to Admirals Walk, a gated community offering great amenities and an unbeatable Sarasota location. This spacious, move-in-ready condo features 3 bedrooms, 2 bathrooms, plus a versatile loft, and at nearly 1,500 square feet, it is the largest floor plan in the community. Recent upgrades include a brand-new washer, dryer, and HVAC system, providing added comfort, efficiency, and peace of mind for tenants. The open-concept kitchen features a breakfast bar overlooking the living and dining areas, creating an inviting space for everyday living and entertaining. All three bedrooms are generously sized and located on the main level, while the second-floor loft offers flexible space that can be used as a home office, media room, guest area, or even a fourth bedroom. Admirals Walk is a community with ample parking and an impressive selection of amenities, including a clubhouse, heated pool and spa, fitness center, playground, billiards room, and indoor and outdoor gathering spaces. Conveniently located off Clark Road in an A-rated school district, the community is just minutes from I-75, shopping, dining, and world-famous Siesta Key Beach.

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER S

  • 1750 BENJAMIN FRANKLIN DR #1D, SARASOTA, FL - MLS# A4695528

    KEY TOWER SOUTH - A4695528 - 1750 BENJAMIN FRANKLIN DR #1D, SARASOTA, FL 34236
    1 Day on yellowkey

    $12,000 | Condo | 2 beds | 2.0 baths | 1 car

    AVAILABLE 2027 SEASON & 6/26 - 12/26. This is a rare, convenience-driven Gulf-front luxurious retreat that delivers uninterrupted Gulf views, architectural volume, privacy, security, and seamless access to every amenity. A spectacular coastal offering designed for those who value discretion, quality, and effortless living. Welcome to a true turnkey coastal lifestyle opportunity defined by peaceful beach mornings, fun island afternoons, and elegant downtown evenings all from one exceptional, move-in-ready residence! Experience elevated island living in this FULLY RENOVATED, BEACHFRONT two-bedroom, two-bath condominium residence offering over 1,400 living square feet on Lido Key in beautiful Sarasota, Florida. Reimagined from the studs and beyond, the entire unit features NEW installed electrical (including breaker panel), NEW hurricane impact windows and slider doors, NEW designer tile throughout, a BRAND NEW sleek kitchen with BRAND NEW Bosch appliances, complete BRAND NEW bathrooms, NEW interior paint on NEW drywall, NEW LG washer and dryer, and more! Every detail is freshly installed. The Key Tower South building has been thoughtfully transformed with fresh exterior paint (2025), with a completely renovated lobby (2025), a state-of-the-art fitness center (2025), a stylish social room (2025), and a newly added business center for more private meetings (2025). Direct Gulf views as well as views of the beach and pool area. The fully restored community pool (2025) and Shellcrete deck by SRQ Modern (2025) create a private coastal oasis featuring fob-only gated beach access, a convenient beach wash-down station (2025), an outdoor shower (2025), grilling areas, and ample lounge seating for entertaining or unwinding. Begin your mornings with peaceful beach walks, enjoy full beach days just steps away, and end your evenings with breathtaking sunset strolls along the shoreline. Just a short walk from your residence, St. Armands Circle offers an unmatched island lifestyle with upscale dining, bars/pubs, boutiques, cafés, and vibrant nightlife. Outdoor enthusiasts will love nearby South Lido Park and the scenic Ted Sperling Park Nature Trail, ideal for kayaking, nature walks, and tranquil views of Sarasota Bay. When you’re ready for culture and city energy, Downtown Sarasota is just minutes away over the John Ringling Causeway, offering theaters, art galleries, retail shopping, high-end waterfront dining, year-round events, and much more! The building has undergone a FULL-SCALE TRANSFORMATION, including a complete renovation of the lobby, elevators, fitness center, social room, mail room, and the pool and pool deck. The arrival experience has been elevated with newly enhanced sightlines and “grand view” moments as you enter, achieved through thoughtfully opened walls and the addition of modern glass partitions. Outdoors, the property has been refreshed with all-new lawn, landscaping, and irrigation, fully replaced for a clean presentation. The coastal lifestyle awaits you!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 5555 ASHTON LAKE DR #5555, SARASOTA, FL - MLS# A4696129

    ASHTON LAKES 01 & 02 - A4696129 - 5555 ASHTON LAKE DR #5555, SARASOTA, FL 34231
    3 Days on yellowkey

    $4,150 | Condo | 2 beds | 2.0 baths | 1 car

    Location, Location, Location. Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75, rte.41, shops, restaurants & hospitals. This is a 2-bedroom 2 bath unit, turnkey furnished, on the 2nd floor of a 3-story building, with a screened lanai and impressive view of the large Sunnyside Lake. Elevator access. Unit is bright and airy. Just unwind on the lanai and let the Florida wildlife entertain you. Den has a murphy bed as well. Ashton Lakes Community is located on 33 acres of luscious greenery with 4 lakes, 2 tennis courts with 4 pickleball courts, shuffleboard, clubhouse, grilling stations, 2 heated pools, one with lap lanes. Rent includes all utilities, basic cable and wi-fi. Cleaning $200, association approval $50, tax 13% and refundable security deposit of $1000. We are also connected to Merchants mart shopping center by a foot bridge. There are numerous stores such as ACE hardware, Dollar store, Hair & nail salon, restaurants, liquor store and the famous Detweiler's Farm Market. Please contact agent for viewing.

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    Listing is courtesy of: ASHTON LAKES REALTY INC

  • 800 BENJAMIN FRANKLIN DR #505, SARASOTA, FL - MLS# A4695740

    LIDO AMBASSADOR - A4695740 - 800 BENJAMIN FRANKLIN DR #505, SARASOTA, FL 34236
    4 Days on yellowkey

    $6,500 | Condo | 2 beds | 2.0 baths | 1 car

    Imagine waking up to the pristine elegance and effortless comfort of a luxury resort, right in your own home. Completely rebuilt with an eye for detail, this stunning rental offers an uncompromising standard of living with top-tier finishes and premium furnishings throughout. It is the perfect coastal retreat for those who refuse to settle for anything less than exceptional. Nestled directly adjacent to the renowned Lido Beach Resort, your daily routine can easily include a gorgeous waterfront breakfast at the Drift Kitchen and Bar or sunset drinks at the neighboring Tiki Bar. A short, scenic stroll takes you directly to the iconic St. Armands Circle for boutique shopping, fine dining, and lively entertainment, while outdoor enthusiasts will love having kayak launches just two blocks away. When you want to explore the vibrant arts and culture scene of downtown Sarasota, it is a mere 3.5 miles from your doorstep. You can even leave the car at home, as a free shuttle bus conveniently stops right in front of the building every thirty minutes to make getting around an absolute breeze. AVAILABLE IMMEDIATELY.

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    Listing is courtesy of: BRIGHT REALTY

  • 1709 N TAMIAMI TRL #327, SARASOTA, FL - MLS# A4695782

    THE STRAND SARASOTA - A4695782 - 1709 N TAMIAMI TRL #327, SARASOTA, FL 34234
    4 Days on yellowkey

    $3,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Lease by August 1, 2026 receive ONE FREE MONTH RENT. Waterfront Living at The Strand of Sarasota. Owner will consider up to 2 month lease. 2 Bedroom 2 bath condo in the HEART of Sarasota! Waterfront community, with beautiful panoramic views of Sarasota Bay and the Gulf of Mexico. Open floor plan with plenty of bright sunlight. Huge lanai with great views. Gourmet kitchen for family chef to enjoy! In unit laundry room. Resort style heated community swimming pool, private kayak and paddle board launch, assigned parking, private storage locker and EV charging station. Take advantage of this opportunity while you can!

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    Listing is courtesy of: FLORIDA CAPITAL REAL ESTATE





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.