Location: Sarasota
Keyword(s): Riverview High
Keyword(s) High School: Riverview High
Do Not Show Listings
2110 PALM TER, SARASOTA, FL 34231
$469,7775 Days on yellowkey MLS ID: A4697614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1952 Tax: $3,664 (2025)Community: Harbor OaksApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,664
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
5650 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$3,295,0005 Days on yellowkey MLS ID: O6418368
Bed: 7 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 5592 Built: 1981 Tax: $6,756 (2025)Community: Sarasota PlantationsSingle Family
Taxes:$6,756
Elementary School: Lakeview Elementary
Remarks: Rare opportunity to acquire an approximately 18.28-acre assemblage consisting of three contiguous parcels in one of Sarasota's most desirable locations. This is a true needle-in-a-haystack opportunity for a private equestrian estate, multi-generational family compound, hobby farm, long-term investment, or legacy property, all right in the heart of Sarasota. The assemblage includes three concrete block residences totaling approximately 5,592 square feet of living area, 10 garage spaces, a pool, approximately 22 horse stalls, five paddocks/pastures, multiple barns and utility/outbuildings, including a 4,000 square foot concrete block barn with attached four-car garage, two ponds, extensive fencing, and significant existing equestrian infrastructure. The residences require renovation, updating, or restoration, creating an exceptional opportunity to reimagine and transform this unique property into a premier estate or trophy compound. The entire property is located in Flood Zone X, and OUE zoning provides exceptional flexibility and the potential for multiple legal homesites. The property is currently serviced by well and septic; however, public water and sewer are available on site for future connection, which is exceptionally rare for acreage properties of this size. Recent land clearing and site improvements have been completed. Properties of this size, configuration, and location are nearly impossible to find in today's market. Seller's preference is to sell the assemblage as a single offering, although alternative proposals may be considered.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
6448 HOLLYWOOD BLVD, SARASOTA, FL 34231
$3,995,0005 Days on yellowkey MLS ID: A4697076
0 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4055 Built: 1991 Tax: $15,348 (2025)Community: Pine Shores Estate 7Th SecSpa: YesSingle Family
Taxes:$15,348
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
1648 IDLE LN, SARASOTA, FL 34231
$575,000146 Days on yellowkey MLS ID: A4680338
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1388 Built: 1962 Tax: $4,744 (2025)Community: Plaza GardensSingle Family
Taxes:$4,744
Elementary School: Gulf Gate Elementary
Remarks: Just a half mile from the world famous Siesta Key Beach, this charming mid century ranch sits quietly tucked within a peaceful, private neighborhood on the mainland. Offering an effortless coastal lifestyle, this beautifully cared for 2 bedroom, 2 bath home features an open layout, a bright and expansive air conditioned sunroom, and a 1 car garage. It’s being offered turnkey furnished, making it an ideal choice for a full time residence, a vacation retreat, or a strong investment opportunity. With 1,388 square feet of cooled living space plus an additional 232-square foot laundry and utility room, the home feels spacious and inviting. The large glass enclosed Florida room is a standout feature, filled with natural light from oversized windows and overlooking a tranquil, thoughtfully landscaped backyard. Recent improvements include a 2023 roof, updated windows, a newer septic system and lift station, upgraded electrical service, polished terrazzo flooring throughout, and a paver driveway. The effective year built is 1997, reflecting the extensive updates. Surrounded by multi-million-dollar properties and located less than a mile from the vibrant shops and restaurants of Gulf Gate, this home offers the perfect blend of privacy, convenience, and coastal living. Watersports, dining, and the soft white sands of Siesta Key Beach are all just moments away. Come experience the lifestyle this special property offers.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mike Pilarczyk (319-321-5348)
5265 CHASE OAKS DR, SARASOTA, FL 34241
$300,00044 Days on yellowkey MLS ID: A4692750
REDUCED by $29,900 (9.1%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 2000Monthly Fee: $333 Tax: $2,432 (2025)Community: Club Homes 7Villa
Taxes:$2,432
Remarks: Dramatically reduced! This is an unbelievable price. Welcome to one of the best values in the Sarasota–Manatee region, tucked behind the gates of the highly sought-after Heritage Oaks Golf & Country Club—a rare, debt-free golf community celebrated as much for its lifestyle and sense of community as its exceptional amenities. This Buttonwood model Club Home features 2 bedrooms and 2 full bathrooms. Also equipted with a hurricane shutter on the lanai for peace of mind! This move-in-ready residence offers a bright, efficient layout thoughtfully designed for comfortable everyday living. Luxury vinyl flooring welcomes you inside and leads to a spacious living area, while the screened lanai provides peaceful lake and golf course views—the perfect setting for morning coffee, afternoon tea, and daily entertainment from local wildlife and golfers passing by. Life at Heritage Oaks extends far beyond the golf course. Residents enjoy access to a fully private championship golf course with remarkably low entry fees, along with tennis, swimming pool, fitness facilities, fine and casual dining, and a vibrant social calendar. The recently renovated and expanded clubhouse serves as the heart of the community, bringing neighbors together for everything from casual gatherings to organized events. While Heritage Oaks has long been known as a premier seasonal destination, it also presents an outstanding opportunity for full-time living. With strong financial stability, exceptional amenities, and an unmatched lifestyle-to-price ratio, this home delivers first-class country club living, genuine community, and incredible value. At Heritage Oaks, the best part isn’t just the golf—it’s the people. Schedule your private tour today!
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Greg Martin (941-315-3567)
6467 CARRINGTON CIR #43, SARASOTA, FL 34238
$285,00085 Days on yellowkey MLS ID: A4688055
REDUCED by $14,000 (4.7%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1388 Built: 1985Monthly Fee: $558 Tax: $3,545 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,545
Elementary School: Ashton Elementary
Remarks: Welcome to 6467 Carrington Circle, Unit 43, nestled in the serene and highly sought-after 55+ community of Westwoods at Sunrise. This charming 2-bedroom, 2-bath condo offers 1,388 square feet of thoughtfully designed, maintenance-free living in a tranquil cul-de-sac setting. Step inside to discover a bright and airy open-concept floor plan with soaring ceilings and beautiful new tile flooring throughout. The custom kitchen, completely updated with new cabinets, butcher block countertops, and stainless steel appliances, features a cozy breakfast nook perfect for your morning coffee. The spacious primary ensuite boasts dual sinks, a walk-in shower, and sliding glass doors leading to an enclosed lanai where you can relax and soak in the serene Florida ambience. Recent updates include a new AC system (October 2024) and a new roof (2019). The meticulously maintained attached garage includes laundry facilities, while updated landscaping with native flora adds to the peaceful appeal. Westwoods offers a host of amenities, including two heated community pools, a clubhouse, shuffleboard, pickleball, tennis courts, and common outdoor spaces perfect for gathering or relaxing. Conveniently located near I-75, Siesta Key Beach, Downtown Sarasota, and top-tier shopping, dining, and medical facilities, this home offers the perfect blend of convenience and tranquility. Pets welcome (with restrictions). Schedule your private showing today and make this delightful condo your new sanctuary!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
7899 INTERSTELLAR AVE, SARASOTA, FL 34241
$901,89935 Days on yellowkey MLS ID: A4694302
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $50,000 (5.3%) on 05/27/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3128 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$0
Elementary School: None
Middle School: None
Remarks: Virtually Staged. What's Special: Backs to Wetland | Close to Park | Close to Trails | Model Leaseback. Model Home Leaseback - Available Now! Built by America's Most Trusted Home Builder. This model home purchase includes our Model Leaseback Program. Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply. Welcome to the Seaside at 7899 Interstellar Avenue in Cassia at Skye Ranch! This beautifully designed new home offers a spacious, open layout ideal for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring quartz countertops, white cabinetry, and an apron front kitchen sink, all complemented by a butler’s pantry for added storage and prep space. The great room and dining area flow seamlessly to the expansive lanai, where an outdoor kitchen with a vented hood and a private pool create the perfect setting for indoor-outdoor living. A secondary bedroom with an en-suite bath and dedicated study provide flexibility for guests for working from home. Upstairs, the primary suite provides a private retreat with a well-appointed bath and walk-in closet, while three additional bedrooms sharing a full bath, the laundry room and a game room offer flexible living spaces. Whole house impact windows add peace of mind and durability. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Pool included, tray ceiling pkg, 8' interior doors, shower at bath 2, French doors at study, GE refrigerator, top load washer and dryer, and upgraded countertops, cabinets, and flooring. Photos are for representative purposes only. MLS#A4694302 *Model Home Prices exclude furniture, decorative accessories, and closing costs and already include any lot premium, Seller installed options and upgrades; Buyer-selected options are no longer available. For financed buyers, lender restrictions on leasebacks for certain lenders may apply. Photos are for illustration only and do not necessarily represent actual available model home. No representation of any kind is made or implied regarding the Model Home's future value or benefits, or availability of financing for a leaseback transaction. See Model Home Purchase Agreement, Model Home Addendum, Model Home Leaseback Agreement, and, if applicable Non-Realty Bill of Sale Addendum (for furniture and any other non-realty personal property sold separately in select model homes) for details. Model homes subject to prior sale.
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4820 KESTRAL PARK CIR #18, SARASOTA, FL 34231
$499,00033 Days on yellowkey MLS ID: A4694438
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,710 (2025)Community: Landings Carriagehouse IiCondo
Taxes:$5,710
Remarks: Welcome to one of The Landings' best-kept secrets. Tucked inside the intimate Carriage House community, this 2-bedroom, 2-bath plus spacious den residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living and its move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. The very spacious den offers the flexibility to serve as a home office, guest room, or hobby space, whatever your lifestyle calls for. An additional den space provides even more room to spread out, work, or create. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor — a quiet, neighborly setup that feels nothing like a typical condo. When it comes to outdoor living, this home truly delivers: an expansive screened-in patio sets the stage for year-round enjoyment, while a separate open-air patio offers a sun-drenched spot to relax, garden, or simply soak in the Florida lifestyle. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required — a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
6470 HOLLYWOOD BLVD #208, SARASOTA, FL 34231
$320,00015 Days on yellowkey MLS ID: A4696425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 910 Built: 1978 Tax: $3,022 (2025)Community: Almeria On The BayCondo
Taxes:$3,022
Remarks: Updated waterfront condo just a short stroll to Crescent Beach and the fun and funky South Siesta Key Village! A Five-minute drive or trolley ride to the main Siesta Village. Lounge by the heated pool or pull your boat up to this nicely remodeled 2 bedroom/2 bath Almeria by the Bay unit. Located on the 2nd floor (with an elevator) , this unit boasts a coastal kitchen with a convenient breakfast bar, new luxury vinyl floors (2026), and amazing Intercoastal water views from the primary bedroom and screened lanai. Both bathrooms have been thoughtfully updated, and this unit is being offered turn-key furnished. It features a Beachy décor throughout. Fish or Kayak right from your own complex ! Monthly rentals are allowed and sought after. There's also a large, private storage area. Whether it is a forever home, vacation get-away or investment property, this is one of the most affordable move-in ready units located so close to the beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Donna Portale (716-308-8189)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000117 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
3896 WILSHIRE DR #11, SARASOTA, FL 34238
$379,00061 Days on yellowkey MLS ID: A4690837
REDUCED by $10,000 (2.6%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1982 Tax: $3,957 (2025)Community: Lakeshore Village SouthVilla
Taxes:$3,957
Remarks: Welcome to highly sought-after Lakeshore Village South, one of Sarasota's premier 55+ communities offering the perfect blend of comfort, convenience, and carefree living. This beautifully maintained 2-bedroom, 2-bath residence is ideally positioned to capture serene lake views and features a bright, open floorplan designed for easy everyday living and effortless entertaining. Sun-filled living spaces create a warm and inviting atmosphere, while peaceful water views provide the perfect backdrop for relaxing mornings or quiet evenings at home. The kitchen is appointed with new stainless steel appliances, while tile flooring throughout the main living areas adds style, durability, and easy maintenance. A spacious 2-car garage provides ample storage and convenience, and the pet-friendly community makes it easy to enjoy life with your furry companions. Recent updates include a brand-new tile roof, adding both value and peace of mind. Residents enjoy a vibrant lifestyle with outstanding amenities including a community pool, and for only $200 yearly, a clubhouse, tennis courts, and pickleball courts. Ideally located just minutes from world-famous Siesta Key, as well as shopping, dining, and everyday conveniences, this is your opportunity to enjoy the best of Sarasota living in a welcoming maintenance-free community.
Listing Agent: Denise Mei (941-685-3198)
1630 STICKNEY POINT RD #101, SARASOTA, FL 34231
$269,90092 Days on yellowkey MLS ID: A4687288
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975 Tax: $2,758 (2025)Community: Castle Del MareCondo
Taxes:$2,758
Remarks: Fantastic opportunity to own a beautifully updated 1BR/1BA first-floor unit in highly desirable Castel Del Mare! This light and bright residence features a tiled entry and kitchen, with attractive laminate flooring throughout the remaining living areas. The spacious kitchen is equipped with white cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. The generously sized primary suite offers a private, updated en-suite bath complete with granite counters and a walk-in shower. What truly sets this unit apart is the in-unit washer and dryer—a rare convenience—along with an expansive double, oversized lanai just steps from the pool, creating the perfect space to relax and enjoy the Florida lifestyle. Castel Del Mare is a sought-after waterfront community ideally located just steps from the South Bridge to Siesta Key—offering the best of both worlds with easy access to the beach while enjoying the convenience of mainland living.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$379,900145 Days on yellowkey MLS ID: O6376065
REDUCED by $7,500 (1.9%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A SUPERIOR UNIT that has been beautifully remodeled. This 2-bedroom, 1.5-bath townhomeis just across the south bridge from Siesta Key. Fully updated in 2022 with new furnishings, in-unit WASHER AND DRYER, a screened lanai, and a PRIVATE BACKYARD OFF the living area and master bedroom. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with designer decor and furnishings, in-unit WASHER AND DRYER, a screened lanai, and a completely private patio overlooking a very PRIVATE BACKYARD off the master bedroom and living area. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!” Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00056 Days on yellowkey MLS ID: TB8502989
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Elementary School: Wilkinson Elementary
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
3799 COUNTRYSIDE RD, SARASOTA, FL 34233
$549,00035 Days on yellowkey MLS ID: A4694295
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1982Monthly Fee: $50 Tax: $3,054 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$3,054
Remarks: Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Super LOW HOA of $600 a year. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 17x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood, this property is an ideal canvas to create your dream home. Whether you're looking for a quiet haven or vibrant family space near top beaches, schools and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C May 2025, New Pool Pump and light 2024, Pool Refinished June 2026. Pool cage and tile work upgraded in 2024, Qualifies for Hurricane Insurance Discounts, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low HOA community ($600/year). A dog friendly neighborhood - and they have their own HOA page! Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000204 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing Agent: Maurice Menager (941-238-8119)
6223 DONNINGTON CT, SARASOTA, FL 34238
$675,00032 Days on yellowkey MLS ID: A4694589
REDUCED by $10,000 (1.5%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2081 Built: 1999Monthly Fee: $120 Tax: $4,210 (2025)Community: The HamptonsSingle Family
Taxes:$4,210
Remarks: Experience Open, Modern Living in The Hamptons! Enjoy high ceilings and an airy layout with a completely remodeled kitchen and pool area. Enjoy the stunning pool views from the updated dining and living rooms. The spacious master suite features direct pool access, a luxurious en suite bath with dual sinks, and a large walk-in closet. Two additional bedrooms and one completely remodeled guest bath—while the den is perfect as a nursery, office, or gym. Cook in style in the newly remodeled eat-in kitchen with white Shaker cabinets, matte-black hardware, a trendy backsplash, and sleek white and black granite counters. The separate laundry room includes a newer washer, dryer, and wood-slab countertop. An oversized garage provides ample space for two cars, bikes, and storage. Relax or entertain in the enclosed lanai with covered outdoor dining and an inviting in-ground pool, and a paver patio deck. Located just 2 minutes from the Legacy Bike Trail, 10 minutes to Siesta Key, and close to top schools, shopping, and downtown Sarasota, this home offers unbeatable quality of life and investment value. If you're in Palmer Ranch or anywhere in 34238, you've probably noticed the big changes at US-41 and Beneva. The new vision for Sarasota Square includes curated retail, chef-driven dining, wellness and fitness concepts, modern residences, landscaped gathering areas, and a walkable, pedestrian-friendly layout. Early renderings suggest an experience-driven destination, similar to Waterside Place or Downtown Wellen-designed around how people want to live, shop, dine, and connect. For Palmer Ranch, it could become the closest thing to a true town center, bringing new energy and lifestyle appeal right to the community. Don’t miss your chance—schedule a private showing today! You will not be disappointed.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ed Martinez (941-504-2995)
3225 GULF WATCH CT, SARASOTA, FL 34231
$399,0006 Days on yellowkey MLS ID: TB8519650
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1216 Built: 1990Monthly Fee: $133 Tax: $3,345 (2025)Community: Gulf Gate GlenSingle Family
Taxes:$3,345
Remarks: Nestled within the desirable Gulf Gate Glen community, this location offers the perfect blend of convenience, recreation, and the laid-back Florida lifestyle that makes Sarasota so sought after. Residents enjoy being just minutes from the powder-soft sands of Siesta Key Beach, consistently ranked among the best beaches in the country. Whether you're spending the day boating on Sarasota Bay, exploring nearby waterfront parks, or taking in a breathtaking Gulf Coast sunset, this location places the very best of Sarasota right at your fingertips while remaining outside of a flood zone. Stepping inside, you'll immediately notice the soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring that flows throughout the home. This well-designed floorplan offers 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, creating the perfect balance of comfort and functionality. The kitchen features stainless steel appliances and overlooks a dining area, making everyday living and entertaining effortless. The owner's suite serves as a private retreat with a walk-in closet and an ensuite bathroom complete with dual sinks and a walk-in shower. French doors lead to the screened-in lanai, providing the ideal space to enjoy your morning coffee, unwind in the evenings, or entertain guests while enjoying Florida's year-round sunshine. One of the biggest advantages of living here is the everyday convenience. Gulf Gate Village is just around the corner, offering an eclectic mix of locally owned restaurants, coffee shops, bakeries, live music venues, and neighborhood bars that create a true sense of community. For shopping, dining, and entertainment, you're only a short drive from Downtown Sarasota, St. Armands Circle, and the countless cultural attractions that make Sarasota one of Florida's premier destinations. Outdoor enthusiasts will appreciate easy access to Legacy Trail, one of the area's most popular biking and walking trails stretching for miles throughout Sarasota County. Nearby parks, marinas, fishing spots, kayak launches, golf courses, tennis facilities, pickleball courts, and fitness centers provide endless opportunities to enjoy an active Florida lifestyle. Families will appreciate the proximity to highly regarded schools, while commuters benefit from quick access to US-41, making travel throughout Sarasota, Venice, and Lakewood Ranch simple and convenient. Sarasota Memorial Hospital, medical offices, grocery stores, and everyday necessities are all just minutes away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional Sarasota location delivers the coastal lifestyle buyers dream about. Close to world-famous beaches, vibrant dining and entertainment, outdoor recreation, and everything that makes Florida's Gulf Coast so special, schedule your showing today!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Bona Nedelkovska (727-238-6302)
10785 ECLIPSE ST, SARASOTA, FL 34241
$345,169104 Days on yellowkey MLS ID: A4686044
1 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1404 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Pond View | Close to Park | Close to Amenities | Popular Plan. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Jasmine at 10785 Eclipse Street in The Towns at Skye Ranch! This welcoming townhome features an open main living area where the great room connects effortlessly to the dining space and kitchen, creating a light filled and comfortable place to gather and unwind. Upstairs, the primary suite includes a spacious walk-in closet and sits alongside two secondary bedrooms and a centrally located laundry room for added convenience. Outside, a private patio offers a cozy retreat that is perfect for relaxing or hosting friends. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: upgraded tile flooring on the main floor, quartz countertops, and window blinds throughout the home. Photos are for representative purposes only. MLS#A4686044
2037 and 2039 Jo an Dr JO AN DR, SARASOTA, FL 34231
$619,00053 Days on yellowkey MLS ID: A4692288
REDUCED by $10,000 (1.6%) on 06/08/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 1988 Built: 1955 Tax: $5,534 (2024)Community: High AcresSpa: YesHalf Duplex
Taxes:$5,534
Tax Year: 2024
Remarks: Live the Florida Dream for Free – Premier Sarasota Duplex with Income Potential Why choose between a luxury home and a smart investment? At 2037 & 2039 Jo An Drive, you can have both. This meticulously maintained side-by-side duplex offers a rare opportunity to occupy a beautiful 2BR/2BA residence while the identical neighboring unit generates significant rental income to offset your costs. The Lifestyle: Enjoy your own private oasis featuring a luxurious swim spa and a massive, deep-bay garage perfect for boat storage—all just 3 miles from the world-famous Siesta Key Public Beach. The Income: With RMF-1 zoning, this property is a turnkey powerhouse. Whether you prefer stable long-term tenants or want to capitalize on the high-demand short-term rental market, the numbers work in your favor. The Location: Tucked away on a quiet street but only minutes from Southside Village, premier dining, and top-rated schools. Ideal for: The "House Hacker": Live in one side and let the other pay your mortgage. The Seasonal Resident: Live here in the winter and rent both units during the peak vacation season. The Savvy Investor: Maximize your ROI with two updated units in a prime coastal location. Don’t just buy a home—buy an asset. Contact us today for a private tour and a full rental income projection.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marcus Mumm (920-960-0413)
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