Location: Sarasota
Do Not Show Listings
3315 FRY ST, SARASOTA, FL 34239
$1,000117 Days on yellowkey MLS ID: A4682832
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1950 Tax: $3,809 (2025)Community: PinecraftSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,809
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Auction Property. Fractional Ownership. Live auction 3/312026 12:00 PM - Just down from Pinecraft Park, this quaint ranch home comes available with lots of appeal. The home features 2 bedrooms, full bath, living room, kitchen, and dining area. There is front porch perfect for relaxing and visiting with neighbors as well as an enclosed rear porch with laundry area. Concrete drive and a nice storage building complete the improvements. The home sits on 2 – 40’x40’ Pinecraft lots providing access from Fry or Yoder Ave and the lots are not in the flood plain. Join us for the preview or schedule your own private showing and join us for this exciting auction.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
3710 IROQUOIS AVE, SARASOTA, FL 34234
$719,000135 Days on yellowkey MLS ID: A4679926
REDUCED by $40,000 (5.3%) on 04/28/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1704 Built: 1972 Tax: $7,160 (2025)Community: Desoto TerraceApartment
Taxes:$7,160
Remarks: NEW PRICE-Well-maintained, income-producing turn-key duplex located at 3710 & 3712 Iroquois Avenue in the established Sapphire Shores submarket of Sarasota. Each unit is configured with 2 bedrooms and 1 bath each 852 square feet, offering functional layouts with updated kitchens, remodeled baths, and efficient living and dining spaces that support consistent tenant demand. Interior renovations were completed in 2017, followed by substantial capital improvements in 2020, including new stucco, roof, windows, flooring, kitchens, and baths—reducing near-term capital exposure. Each unit operates independently with separate utilities and in-unit laundry, supporting operational efficiency and long-term tenancy. One A/C was replaced with new, in 2024. All furnishings convey, allowing for a turnkey transition and uninterrupted rental operations. The property demonstrates consistent occupancy and documented performance of both 2024 and 2025, each north of $70,000 gross, with forward bookings already in place for 2026. No HOA and no CDD provide added flexibility and help contain ongoing ownership costs. Operating expenses are tracked annually and available for review. Sapphire Shores remains a durable rental location due to its proximity to Downtown Sarasota, the Ringling Museum District, bayfront parks, and direct access to US-41, beaches, and major employment corridors. This asset offers a proven rental history, completed capital upgrades, and stable location fundamentals—well-suited for an investor prioritizing durability, efficiency, and long-term hold potential. Complete financials, operating history, available. Showing scheduled on the turnover days schedule, permitting.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
5920 MIDNIGHT PASS RD #406, SARASOTA, FL 34242
$1,299,000423 Days on yellowkey MLS ID: A4649118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,637 (2024)Community: Sarasota Surf & RacquetCondo
Taxes:$10,637
Tax Year: 2024
Remarks: TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Greg Hudson (941-302-1485)
1824 WEBBER ST, SARASOTA, FL 34239
$650,00047 Days on yellowkey MLS ID: A4691535
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Half Duplex
Taxes:$7,613
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
5240 MAHOGANY RUN AVE, SARASOTA, FL 34241
$395,000241 Days on yellowkey MLS ID: A4668372
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1999Monthly Fee: $348 Tax: $4,177 (2024)Community: Club Homes 3Villa
Taxes:$4,177
Remarks: Welcome home! This beautifully maintained and updated "Arlington" model, end unit Club Home is located in the highly sought after Heritage Oaks Golf and Country Club. This wonderful home is being sold Turn-Key Furnished - simply bring your clothes and golf clubs and enjoy all of the wonderful amenities on day 1. Featuring 2 bedrooms, 2 full bathrooms, a den/study that can double as a third bedroom, and an attached 2-car garage, this property features plenty of space for owners and guests. Whether you are a full time owner or seasonal resident, this property works perfectly for either life situation. As you enter the front door, this spacious home offers a thoughtfully designed floor plan with abundant natural light, high ceilings, and an open concept floor plan that makes entertaining effortless. The main living area flows seamlessly into the dining space and kitchen creating a welcoming atmosphere for gatherings both large and small. The kitchen features beautiful stainless steel appliances, crown molding, granite countertops, and a much needed, enlarged pantry that can accommodate all food and kitchen items. Common areas including the den have been upgraded with lovely luxury vinyl plank flooring creating a seamless feel throughout the home. As you make your way to the rear lanai, you'll be astonished at the outstanding views of water, and the 12th hole of the golf course. Spend time winding down for the evening with your favorite beverage and take in the amazing Florida sunsets from the privacy of your screened lanai space complete with a power roll down hurricane screen. The primary suite is a private retreat featuring a generous layout, large windows, and a spa-like bathroom with dual vanities, granite countertop, a soaking tub, and a separate shower. Thoughtful details throughout the home including neutral finishes, updated fixtures, and plenty of storage make it truly move-in ready. Living in Heritage Oaks means more than owning a beautiful home, it's about embracing a vibrant lifestyle. This private, gated community is renowned for its 18-hole championship golf course, five heated swimming pools, and an active tennis program. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive, recently renovated clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
604 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,250,000208 Days on yellowkey MLS ID: A4671973
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2173 Built: 1951 Tax: $12,202 (2023)Community: Siesta BeachApartment
Taxes:$12,202
Tax Year: 2023
Remarks: Back on the market! Beautiful triplex that went through a total renovation 2024. A re-roof project was completed in 2022 and is under a transferable warranty. Property can be rented as 3 separate units - Studio, One Bedroom, Three Bedroom. Property could easily be converted to a duplex (2 BR / 1 BA + 3 BR / 2 BA) in the event the owner prefers to live in one unit and rent the other. Just a few blocks from Siesta Village and an easy stroll to the beach, this is a great location to enjoy what Siesta Key has to offer! Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF Total living Space - 2173 SF Main Unit - 3 BR / 2 BA - Approx - 1400 SF Second Unit - 1 BR / 1 BA - Approx. 600 SF Third Unit - Studio / 1 BR 1 BA - Approx - 200 SF
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dan Desoto, Jr (941-567-8006)
464 GOLDEN GATE PT #403, SARASOTA, FL 34236
$4,150,000256 Days on yellowkey MLS ID: A4666344
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3248 Built: 2006 Tax: $40,219 (2024)Community: La BellasaraCondo
Taxes:$40,219
Remarks: Breathtaking Panoramic Views in La Bellasara – Sarasota Bayfront Luxury Living – OFFERED TURNKEY FURNISHED Experience the pinnacle of Sarasota luxury in this extraordinary 3,835 sq. ft. condominium at the renowned La Bellasara on Golden Gate Point. Designed with elegance and comfort in mind, this residence showcases breathtaking panoramic views of Sarasota Bay, the city skyline, and marina, offering a front-row seat to holiday boat parades and spectacular 4th of July fireworks. From the moment you step into the custom-designed elevator foyer, you are greeted with a sense of grandeur. The private elevator with keyless entry opens to a grand salon entry, setting the tone for the exquisite interiors that follow. This residence offers 3 spacious bedrooms with en-suite baths, each featuring built-in closets and private balconies, a media room, and a dedicated office/den with a top-quality built-in desk and credenza. The gourmet chef’s kitchen is a masterpiece, boasting custom cabinetry, granite countertops, walk-in pantry, instant hot/cold water dispenser, kitchen island with vegetable sink, and top-of-the-line appliances including a 6-burner Dacor gas stove, Dacor built-in oven, Dacor microwave and Sub-Zero refrigerator. The living room is designed for both comfort and entertainment, featuring custom built-in cabinetry, a wet bar, and wine refrigerator. Step outside to the 400+ sq. ft. balcony, complete with a summer kitchen featuring granite countertops and gas grill—perfect for entertaining against the backdrop of Sarasota’s dazzling sunsets. Additional highlights include a deeded 2-car garage with an additional storage room, ensuring both convenience and security. Custom tray ceilings with accent lighting, recessed lighting, and audio surround sound create an elegant ambiance. Every detail has been carefully curated, with interiors professionally designed by Anne Folsom Smith, and the property is offered TURNKEY FURNISHED for effortless move-in. At La Bellasara, you’ll enjoy a lifestyle of resort-style amenities, including: Recently renovated heated pool and spa with stunning bay views, fitness center, movie theatre, and meeting & social room, 5-star concierge services from 7 AM – 11 PM 365 days a year, fishing and courtesy day dockage (private boat slips deeded/purchased separately), gated, and pet-friendly community All of this, just steps away from the vibrant energy of downtown Sarasota, where world-class dining, arts, entertainment, and shopping await. This rare offering at La Bellasara combines luxury, convenience, and unmatched views in one of Sarasota’s most exclusive communities.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: Torii Goar (941-914-7059)
1000 BOULEVARD OF THE ARTS #0806, SARASOTA, FL 34236
$2,799,000148 Days on yellowkey MLS ID: A4678723
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2527 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 0806 at 1000 Boulevard of the Arts presents an expansive bayfront living experience overlooking The Bay Sarasota Park and Sarasota Bay beyond. On the 8th floor within the Bay residence collection, this three-bedroom plus den home is designed to capture wide water views, city skyline perspectives and daily energy of Sarasota’s dynamic waterfront setting. Floor-to-ceiling glass and an open great room connect seamlessly to a generous private terrace, creating an effortless indoor–outdoor lifestyle framed by parkland, bay waters and coastal light. The thoughtfully designed interior offers contemporary finishes, a chef-inspired kitchen with European cabinetry and premium appliances, and a flexible den ideal for a home office or media space. The primary suite features a spa-like bath and walk-in closet, while guest suites provide privacy and comfort for visiting family and friends. Ceiling heights and expansive glazing enhance the sense of volume and light throughout the residence. 1000 Boulevard of the Arts is a new private bayfront condominium across from The Bay Sarasota Park and in Sarasota’s Arts & Culture District. Residents enjoy an accessible lifestyle surrounded by cultural venues, marina promenades, waterfront dining and downtown Sarasota’s social scene, along with a full suite of hospitality-inspired amenities including a resort-style pool deck, fitness center, residents’ lounge and concierge services.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,000120 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing Agent: Kim Ogilvie (941-951-6660)
5887 TIDEWOOD AVE #2, SARASOTA, FL 34231
$249,90059 Days on yellowkey MLS ID: A4690222
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,962 (2025)Community: Baywood Colony Sec 2Villa
Taxes:$1,962
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
5560 CANNES CIR #3-106, SARASOTA, FL 34231
$579,000268 Days on yellowkey MLS ID: A4665433
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 2020 Tax: $3,133 (2024)Community: Phillippi LandingsSpa: YesTownhouse
Taxes:$3,133
Remarks: Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
316 BEACH RD, SARASOTA, FL 34242
$5,499,000108 Days on yellowkey MLS ID: A4683801
Bed: 8 Bath: 9.0 Gar: 2 Liv Area Sq Ft: 4681 Built: 1996 Tax: $37,822 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$37,822
Remarks: Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000183 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$31,036
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
445 REID ST, SARASOTA, FL 34242
$1,340,000207 Days on yellowkey MLS ID: A4671563
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1961 Tax: $10,958 (2024)Community: Ocean Beach RepSpa: NoSingle Family
Taxes:$10,958
Remarks: Coastal Chic meets Contemporary Classic on Siesta Key. This 3-bed, 2-bath oasis with saltwater pool boasts 1,750 square feet under air, $100,000 in upgrades and $50,000+ in brand new designer furnishings from Crate & Barrel. In 2025, the owners installed new tile flooring throughout the home, all new appliances, new washer & dryer, new doors (except the front door), new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, and new ceiling fans. HVAC is 3 years old. The 30-year dimensional roof is 7. Home has been re-plumbed. Offered turnkey furnished, this distinctive property earns $70K in rental income annually. The open concept living area invites you to unwind, with natural light that glistens through three sets of brand-new impact resistant French doors overlooking your private lanai and pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The fully stocked kitchen provides the perfect ambiance for intimate gatherings & lively entertainment. Step onto the 35’ long screened patio and take a dip in the heated saltwater pool. Rinse off after a day at the beach in the outdoor shower. Lounge on the deck and soak up the sun. Gather around for unforgettable barbecues under the starlit sky. Retreat to the tranquil owners’ suite, your personal sanctuary, with a serene atmosphere, private en-suite bath, and walk in closet. Surrounded by lush foliage, a glass enclosed sunroom is perfect as an office or meditation room. The primary bath features dual sinks and modern fixtures. The additional 2 bedrooms provide versatility for accommodating guests. A laundry room is just off the primary suite, with a separate entrance to the covered carport. Fully fenced for privacy. Xeriscape means never having to mow! Mature landscaping & circular driveway on an oversized corner lot with room for an RV or boat. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. Situated in a quiet neighborhood on the North end of Siesta Key, the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental.
Listing Agent: Robin Leonardi (941-685-6270)
3241 BENEVA RD #103, SARASOTA, FL 34232
$130,00048 Days on yellowkey MLS ID: C7525381
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 694 Built: 1975 Tax: $1,698 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,698
Remarks: Auction Property. 1 BEDROOM 1 BATH FIRST FLOOR UNIT. COMMUNITY BOASTS TWO HEATED POOLS TENNIS AND MORE. COMMON LAUNDRY FIRST FLOOR CENTER HALLWAY. NEW BUYERS CANNOT RENT PROPERTY FOR FIRST TWO YEARS OF OWNERSHIP. WALKABLE AREA TO GROCERIES, DINING AND SHOPPING. THIS PROPERTY HAS BEEN PLACED IN AN UPCOMING ONLINE EVENT. ALL PROPERTIES SUBJECT TO A BUYER PREMIUM.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
1185 S SHADE AVE, SARASOTA, FL 34237
$849,00083 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,000122 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
5271 MAHOGANY RUN AVE #712, SARASOTA, FL 34241
$240,00052 Days on yellowkey MLS ID: A4690805
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1999 Tax: $1,855 (2025)Community: Veranda 2Spa: NoCondo
Taxes:$1,855
Remarks: Welcome to your serene retreat in the highly sought-after Heritage Oaks Golf & Country Club. This beautifully maintained, first floor "Barrington" model Veranda is a 2-bedroom, 2-bathroom property that offers the perfect blend of comfort, style, and resort-style living in one of Sarasota's most desirable gated communities. Step inside this beautiful Turn Key Furnished property to discover a light-filled, open-concept layout designed for both relaxation and entertaining. The spacious living and dining area features neutral finishes, elegant luxury vinyl plank flooring, and sliding glass doors that seamlessly connect indoor and outdoor living. The front and rear screened lanais provide tranquil spaces to enjoy your morning coffee or unwind in the evening while taking in lush landscaping and peaceful golf course views. The easterly views of water and the 13th hole are truly amazing! The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a cozy breakfast nook - perfect for casual dining. The primary suite serves as a private oasis, complete with large walk-in closets, en-suite bathroom, and some phenomenal views to wake up to in the morning. A well-appointed guest bedroom and second full bath ensure comfort and privacy for visitors. A lovely den/study can be used as a home office or flex space and can even double as a third bedroom with a convenient Murphy cabinet. This residence also includes a detached 1 car garage, adding convenience and extra storage. Whether you're looking for a full-time home, seasonal getaway, or investment opportunity, this property offers exceptional value. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with a lovely restaurant and the sensational redesigned 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Come take a look at this beautiful property today.
5251 MAHOGANY RUN AVE #525, SARASOTA, FL 34241
$285,00064 Days on yellowkey MLS ID: A4689340
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,023 (2025)Community: Veranda 2Condo
Taxes:$3,023
Remarks: Come take a look at this gorgeous, very updated and Turn-Key Furnished "Barrington" Veranda unit in Heritage Oaks Golf & County Club. Featuring some of the best unobstructed easterly views of water and the 13th hole of the golf course, this property stands out among the rest. Upon walking up to the property, you'll fall in love with the pristine and tropical landscaping that surrounds this wonderful home. As you enter the front door, take in the abundance of natural light and soaring vaulted ceilings that make the home feel bright and open. The gorgeous kitchen features lovely shaker style cabinets with granite countertops, modern stainless steel appliances, and a wonderful subway tile backsplash. The floors throughout the common areas have been replaced with wide-plank luxury vinyl plank flooring that creates a seamless and low maintenance property. The home has 2 bedrooms, 2 full bathrooms that have been recently updated, a den/study, 2 wonderful screened lanai spaces, and a detached 1-car garage. Easily move in to this property and stay the night and golf on day 1! The A/C was replaced in 2022 and a new water heater was just installed in 2025 giving the new owner years of maintenance-free living. The property also features impact windows installed in 2025 giving true peace of mind during storm season. Gorgeous plantation shutter window treatments also compliment the array of beautiful updates done to this home. Additional features include a convenient laundry space, a wonderful den/study that's a perfect as a home office or third bedroom, and some lovely built-in details throughout the home. Heritage Oaks is known for its pristine 18- hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Don't miss your chance to tour this wonderful home today!
5281 MAHOGANY RUN AVE #822, SARASOTA, FL 34241
$239,90064 Days on yellowkey MLS ID: A4689351
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1999 Tax: $2,060 (2025)Community: Veranda 3Condo
Taxes:$2,060
Remarks: Welcome to this beautiful maintenance-free "Barrington" model Veranda located in the highly sought-after community of Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. With panoramic, northern-facing views of water and the 12th and 13th holes of the golf course, this charming 2-bedroom, 2-bathroom, plus den/study property offers the perfect blend of comfort, convenience, and Florida living. The view doesn't get any better than this! As you enter the home, you'll be greeted by an inviting open floor plan with large vaulted ceilings, bright natural light, and tasteful updates throughout. The spacious living room seamlessly flows into the dining area, creating an ideal space for entertaining and relaxing. Large sliding glass doors open to a private screened-in lanai, offering stunning views of the golf course and the abundance of wildlife that roam this Certified Audubon Neighborhood. The kitchen is a chef's dream, featuring gorgeous granite countertops, a beautiful tile backsplash and wonderful modern stainless steel appliances. The adjoining breakfast nook provides a cozy spot for casual meals while enjoying the picturesque surroundings. The primary suite is a peaceful retreat, complete with a large walk-in closet and an en-suite bathroom with a walk-in shower and dual sinks. The guest bedroom is equally spacious, with easy access to the second bathroom, which has also been updated with a new mirror and granite counters. This property is move in ready, simply bring your clothes and start living the Florida lifestyle right away. The owners have also replaced the A/C unit (2023). Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.