Location: Sarasota
Do Not Show Listings
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,00093 Days on yellowkey MLS ID: A4679755
REDUCED by $100,000 (6.3%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,676
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
2529 GOLDEN POINCIANA PL, SARASOTA, FL 34232
$324,90024 Days on yellowkey MLS ID: A4688911
1 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1302 Built: 1977 Tax: $3,199 (2025)Community: Brentwood EstatesSingle Family
Taxes:$3,199
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. 3D VIRTUAL TOUR AVAILABLE: CLICK ON VIRTUAL TOUR LINK #1. Very nice 3 bedroom, 2 bath home with a spacious yard and room to park an RV on the side of the home (or a trailer, box truck, boat, etc). This home has a roof from June 2022, and a wonderful back yard with plenty of eureka palms, providing a lush garden feel and additional privacy from the neighbors. Welcome to this charming single-story home offering a blend of comfort, functionality, and opportunity. Featuring a durable shingle roof and a spacious driveway with a one-car garage, this property sits on a generously sized lot with mature trees that provide shade and privacy. Inside, you’ll find an open-concept living and dining area with tile flooring throughout, making for easy maintenance and a clean, cohesive look. The kitchen offers ample cabinet space, formica countertops, and a practical layout that flows seamlessly into the main living areas—ideal for everyday living and entertaining. The home includes three bedrooms with ceiling fans, good natural light, and closet storage. The bathrooms have been updated with modern vanities, fixtures, and a walk-in shower design for a fresh, functional feel. Additional highlights include: Spacious laundry/utility area with extra storage, Attached garage with shelving and workspace potential, Large backyard with room for outdoor living, gardening, or future improvements. This property presents a great opportunity for buyers looking to personalize a home or invest in a well-located property with solid fundamentals. Conveniently situated near local amenities, shopping, dining, and major roadways. Don’t miss the chance to make this versatile property your own—schedule your showing today!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Maciek Zaremba (941-400-7084)
7357 BALLANTRAE PL #26A, SARASOTA, FL 34238
$524,90092 Days on yellowkey MLS ID: A4678373
0 Days Off yellowkey (back on 4/14/2026)
REDUCED by $4,100 (0.8%) on 04/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1981 Tax: $3,231 (2025)Community: BallantraeVilla
Taxes:$3,231
Elementary School: None
High School: None
Middle School: None
Remarks: WOW! This fabulous 3 bedroom (or 2 and a den) 2 bath, 2 car garage end unit maintenance free villa is truly a show stopper! The Seller is offering to credit the buyer one year of maintenance fees at $596 per month, totaling a credit of $7152 at closing. The unit has been updated, freshly painted inside & with wide & long views of the large lake & Prestancia Golf Course along with a large variety of Florida birds & wildlife the outdoors is totally brought in. The living space is open with views galore & large rooms. There is a split plan of the primary suite & the guest bedroom with walk-in closets that would be inviting to anyone. The kitchen encompasses the forever views through the pass through area over the cozy sitting area in front of the wood burning fireplace. The covered, newly tiled, screened in 41 foot long lanai is definitely a sought after feature that will keep anyone continually entertained with the magnificent view! You can enjoy the luxury of lapping up the warm breezes or using the pull down hurricane shutters when you are away or stormy weather is lurking. There is a new shingle roof completed in 2025 with new exterior paint. The roads were recently repaved as well. The almost 36 acres of land gives you a sense of space that is perfect for unwinding & enjoying nature. This is a gated extremely well located friendly neighborhood in Sarasota. It is close to Costco, shops in Gulf Gate, 10 minutes to Siesta Key for that beautiful white sand beach and the north and south villages for more restaurants and shops! It is also only 10 minutes to I75 and US 41 (Tamiami Trail). Sarasota waterfront and downtown shops, restaurants, theaters, Sarasota Memorial Hospital, Doctors Hospital, etc are also minutes away. St Armand's Circle, Lido and Longboat Key are just around the corner from downtown.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950377 Days on yellowkey MLS ID: A4647817
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
1275 SIESTA BAYSIDE DR #1275, SARASOTA, FL 34242
$999,00050 Days on yellowkey MLS ID: A4684885
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1645 Built: 1988 Tax: $9,421 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$9,421
Remarks: An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
3820 WILKINSON RD, SARASOTA, FL 34233
$749,000138 Days on yellowkey MLS ID: A4671982
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3046 Built: 1987 Tax: $5,143 (2024)Community: Bee Ridge Farms SubSpa: YesSingle Family
Taxes:$5,143
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Discover the perfect blend of space, comfort, and convenience in this beautifully appointed five-bedroom, three-bath residence offering 3,000+ sq. ft. of living area on over half an acre—all with no HOA. Situated in a highly desirable central Sarasota location, this two-story home welcomes you with high ceilings, large porches, and an abundance of charm. Inside, the primary bedroom is conveniently located on the first floor, complete with a private office—ideal for working from home. A striking stone fireplace anchors the main living area, while the updated kitchen features solid-surface countertops and upgraded appliances, including propane gas for cooking. Enjoy year-round comfort with newer dual A/C units and peace of mind with a newer, durable 40-year metal roof. Step outside to your private oasis: a screened porch, open pool area, and a recently resurfaced large pool and heated spa. The oversized garage, extra-wide driveway, and dedicated boat parking offer exceptional flexibility, while the privacy fence creates a serene and secure retreat. With generous indoor and outdoor living spaces and incredible storage and parking options—all without the restrictions of an HOA—this property delivers the freedom and lifestyle Florida living is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Michael Grady (941-366-8070)
7665 BERGAMO AVE, SARASOTA, FL 34238
$409,900103 Days on yellowkey MLS ID: A4678647
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2004Monthly Fee: $471 Tax: $2,892 (2025)Community: VillagewalkTownhouse
Taxes:$2,892
Remarks: One or more photo(s) has been virtually staged. Live where every day feels like a vacation in this beautifully appointed Cayman 3-bedroom townhome, perfectly suited for buyers seeking an active, amenity-rich lifestyle. Located in the highly desirable, resort-style community of VillageWalk, this home combines comfort, convenience, and endless opportunities to stay social and active. The open-concept layout is ideal for both relaxing and entertaining, featuring a first-floor bedroom with a full bath—perfect for guests or a home office—and two spacious primary suites upstairs. The light-filled great room with stylish flooring and neutral tones flows seamlessly into the chef’s kitchen, complete with granite countertops, stainless steel appliances, a pantry, and easy-care tile floors. Upstairs, retreat to your private primary suite with upgraded carpeting, a generous walk-in closet, and a spa-like en-suite bath with a soaking tub and walk-in shower. The second primary bedroom opens to a private balcony—an ideal spot to enjoy sunrise coffee or unwind after a full day of activities. A second-floor laundry room with cabinetry and a utility sink adds everyday convenience. Built by DiVosta with solid poured-concrete construction and hurricane shutters, this home offers peace of mind along with comfort. Step outside to your private lanai for outdoor relaxation or entertaining before heading out to enjoy the incredible community amenities. VillageWalk spans over acres of lush tropical landscaping and is designed for an active, social lifestyle. Residents enjoy a recently renovated clubhouse with a fitness center, event and meeting spaces, an on-site restaurant and bar, and a lively Tiki Bar. Stay active with tennis, pickleball, bocce ball, a resort-style pool, and a dedicated lap pool. With an on-site HOA manager and full-time activities coordinator, there’s always something to do and neighbors to meet. Ideally located near Siesta Key Beach, the Legacy Bike Trail, shopping, dining, and entertainment, this home offers the perfect blend of resort living and everyday convenience. If you’re looking for a vibrant lifestyle filled with amenities, recreation, and community, this is the one. Schedule your private showing today.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
1636 STICKNEY POINT RD #36-201, SARASOTA, FL 34231
$328,000170 Days on yellowkey MLS ID: N6141400
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,461 (2024)Community: Castel Del MareCondo
Taxes:$3,461
Elementary School: Gulf Gate Elementary
Remarks: BRING YOUR OFFERS! LOCATION LOCATION LOCATION! Castel Del Mare condominium complex is located just before the south bridge, on the mainland side of Little Sarasota Bay facing Siesta Key in Sarasota, FL. Southbridge's community includes shops, bars, restaurants, boat or bike rentals... Walkability or Trolley ride to the "Powdery Sands of Siesta Key Beach...As one of Trip Advisor's Top 10 Beach & Sun Destinations! This condominium complex is overlooking the "Intercoastal Waterway" with beautiful bayside water views! This 2nd floor, updated two bedroom two bath condo is "TURN KEY FURNISHED" with 2 entrances (front and back) and offers 1,016 sq. ft. of living space. WASHER and DRYER are included in the unit! Hurricane Impact Windows! Rentals of one month or longer are permitted here. The Castel Del Mare community offers two heated pools on the Bayside and Garden, pickleball courts, shuffleboard, boardwalk, bayside gazebo, and clubhouse. Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home! OWN A PIECE OF PARADISE! Check out 3D Virtual Tour #1 & Video #2
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Kristy Heitl (941-539-2458)
4668 HAMLETS GROVE DR, SARASOTA, FL 34235
$490,00037 Days on yellowkey MLS ID: A4687048
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1993Monthly Fee: $88 Tax: $3,773 (2025)Community: Hamlets GroveSpa: NoSingle Family
Taxes:$3,773
Remarks: Light, bright, and beautifully positioned, this well-constructed block home in The Grove at Beekman Place offers the perfect blend of privacy, space, and Sarasota lifestyle. Step inside this well presented home to soaring ceilings and an open-concept design that immediately creates a sense of calm. The welcoming great room is filled with natural light, with sliding doors framing tranquil views of the screened pool and peaceful preserve beyond—bringing the outdoors in and setting the tone for relaxed Florida living. The space transitions to a generous eat-in kitchen, ideal for both everyday living and entertaining. The thoughtfully designed split floor plan ensures comfort and privacy for all. Two bedrooms and a full bath are tucked away on one side of the home, while the owner’s suite provides a private retreat on the other. A standout feature is the oversized fourth bedroom—a versatile space that can serve as a media room, game room, or home office, or as an extension of the primary suite for a sitting area or private workspace. Outdoors, a secluded screened pool is complemented by a large side yard perfect for play, pets, or gardening enthusiasts. The fully fenced yard enhances both privacy and peace of mind. Ideally located in a quiet, established neighborhood with low HOA fees, yet just minutes from the best of Sarasota—from vibrant downtown arts and live music to world-renowned beaches and the shopping, dining, and entertainment of University Town Center. Whether you’re seeking a full-time residence or a seasonal retreat, this home delivers comfort, flexibility, and Florida lifestyle at its finest. Not convinced? Take a drive around the circular Hamlets Grove Drive and explore the neighborhood with its cul-de-sacs and quiet tree-lined streets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)
1001 BENJAMIN FRANKLIN DR #403, SARASOTA, FL 34236
$399,000109 Days on yellowkey MLS ID: A4677249
5 Days Off yellowkey (back on 4/14/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980 Tax: $5,250 (2025)Community: Lido TowersCondo
Taxes:$5,250
Remarks: Under contract-accepting backup offers. Experience the charm of Lido Towers, a highly sought-after coastal community set on world-famous Lido Beach. This refreshed and inviting 1-bedroom, 1.5-bath residence delivers effortless coastal living with deeded beach access just steps away. The residence comes beautifully furnished, allowing for a fully turnkey experience—ideal for personal use or immediate rental income. Monthly rentals are permitted, and the on-site management company makes ownership truly hassle-free. Inside, the unit is bright and comfortable with fresh paint, new water heater and dishwasher with updated finishing touches, and a private screened balcony—perfect for enjoying the warm Gulf breeze. The building itself is known for its secure, well-maintained environment, offering beautifully landscaped tropical grounds, soundproof walls, individually controlled heating and air, and reserved covered parking for convenience and peace of mind. Residents enjoy a full suite of amenities designed to enhance everyday living. The heated pool, spa, and sauna create a relaxing retreat, while the poolside card and party room, outdoor BBQ area, and lush gathering spaces encourage a true community atmosphere. Practical features such as two elevators, a laundry room on each floor, an emergency electrical generator, and included water, sewer, trash, and common-area WiFi further elevate the ease of ownership. Beyond the building, the location is exceptional. Step across the street to your private deeded beach access, take a stroll to either end of Lido Beach, or walk/bike less than a mile to the shops, cafés, and restaurants of St. Armands Circle. Directly across from the community is South Lido/Ted Sperling Park, a beloved destination for kayaking through mangroves, paddleboarding, birdwatching, or exploring nature trails. Quick trolley access offers a direct link to Sarasota’s Bayfront and vibrant downtown district. This is a rare opportunity to own a beautifully maintained, turnkey condominium in one of the most sought-after beach destinations on Florida’s Gulf Coast—ideal for full-time living, seasonal use, or investment.
Listing Agent: Courtney Tarantino (941-893-7203)
3135 ALTA VISTA ST, SARASOTA, FL 34237
$419,900231 Days on yellowkey MLS ID: A4664729
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1502 Built: 1956 Tax: $310 (2025)Community: Bellevue TerraceSingle Family
Taxes:$310
Elementary School: Alta Vista Elementary
Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brett Decklever (248-766-7571)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,000119 Days on yellowkey MLS ID: A4676375
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
High School: Booker High
Middle School: Booker Middle
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000169 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,90061 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1862 6TH ST, SARASOTA, FL 34236
$749,00078 Days on yellowkey MLS ID: O6380988
REDUCED by $50,000 (6.3%) on 04/14/2026
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionApartment
Taxes:$8,926
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
Listing is courtesy of: MILLENNIA REALTY (407-271-0754)
Listing Agent: Jordan Ruvalcaba (407-271-0754)
$749,00079 Days on yellowkey MLS ID: O6380883
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1419 Built: 1925 Tax: $8,926 (2025)Community: Inwood Park First AdditionSingle Family
Remarks: One or more photo(s) has been virtually staged. Live, invest, and work in the heart of downtown Sarasota. This beautifully renovated 1925 triplex is located in Gillespie Park and offers exceptional flexibility with short-term rentals allowed. Fully updated inside and out, the property presents a rare turnkey opportunity in one of Sarasota’s most desirable and walkable neighborhoods. The exterior has been meticulously improved with new landscaping, stylish pavers, artificial turf, a new privacy fence, updated roof, updated electric meters, energy-efficient windows and doors, and a modern sand-finish exterior. These upgrades provide strong curb appeal and long-term durability. All three units have been completely remodeled and are offered fully furnished. Renovations include new drywall, new subflooring, updated electrical systems, newer HVAC units, modern flooring, new kitchen cabinets, sleek appliances, updated bathroom vanities, toilets, showers, and fresh interior paint throughout. Each unit is move-in ready and designed for low maintenance and operational efficiency. The location offers unmatched convenience. Ideal for investors seeking strong income potential, or for an owner-occupant looking to live in one unit while renting the others. One or more photo(s) have been virtually staged.
3246 MAIDEN LN, SARASOTA, FL 34231
$549,50027 Days on yellowkey MLS ID: A4688107
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,000210 Days on yellowkey MLS ID: A4666950
REDUCED by $200,000 (9.1%) on 04/14/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
Remarks: Situated in the cultural core of downtown Sarasota and completed in 2024, this 3-bedroom, 3.5-bath residence is impeccably maintained, and captures a rare blend of refined design and effortless downtown living. Bathed in natural light and defined by clean architectural lines, it’s a home that celebrates both art and simplicity, while placing the city’s vibrant rhythm at your doorstep. With 11-foot ceilings, expansive walls ideal for displaying artwork, and partial water views from the terrace, the main living space, and owner’s suite, the interiors feel open, tranquil, and beautifully composed. The chef’s kitchen—featuring Miele appliances, a gas cooktop, a waterfall island, custom Italian cabinetry, and a walk-in pantry—blends precision and beauty in equal measure. Windows above the sink welcome natural light and offer a serene view of tree-lined Palm Avenue, while the adjacent terrace is perfect for morning coffee or sunset cocktails. Well-curated fixtures, Lutron shades throughout, integrated surround sound, and a bespoke owner’s closet highlight the home’s thoughtful design. Included are two EV-ready parking spaces and a separate temperature-controlled storage space. Residents enjoy 24-hour staffed service and an 18th-floor rooftop amenity level with a fitness center, elegant club room, and saltwater pool—each with panoramic city and bay views, creating a peaceful oasis above the lively city below.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
1856 MOVA ST, SARASOTA, FL 34231
$550,00036 Days on yellowkey MLS ID: A4687358
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1974 Tax: $4,479 (2025)Community: Gibson Bessie P SubSpa: NoSingle Family
Taxes:$4,479
Remarks: Stunning renovated pool house. No deed restrictions. This home has received an extensive transformation. Kitchen updates include new cabinets, new quartz counters, new stainless steel appliances, new backsplash, new fixtures and new hardware. Both bathrooms updated with new tile, new vanities, new shower door, new tub, new fixtures and new hardware. New flooring and baseboard throughout. Fresh paint, new light fixtures and new hardware. Huge bonus room that can be used as a bedroom, office, playroom or whatever best suits the buyer. Screened lanai with a large pool that has been resurfaced with new tile. Large fenced in backyard. 2026 new septic tank and lines jetted. 2026 new garage door. AC 2021. Windows and sliding doors are newer. New washer and dryer. Conveniently located near Siesta Key and the intercoastal.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Lance Bache (941-685-3883)
10601 ORBIT TER, SARASOTA, FL 34241
$276,25930 Days on yellowkey MLS ID: A4688131
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1219 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Convenient 1st Floor Living | Close to Park | Close to Trails. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ivy at 10601 Orbit Terrace in the Towns at Skye Ranch! This thoughtfully designed townhome offers approximately 1,219 square feet with two bedrooms and two and one half bathrooms, creating a bright and comfortable place to call home. The foyer opens to a welcoming kitchen at the front of the home, complete with a large pantry and a convenient half bath. From there, the layout flows into the dining area and great room, an easygoing space for everyday living. Just beyond the great room, an outdoor patio invites you to relax and enjoy the fresh air. Upstairs, the private primary suite serves as a peaceful retreat, while a secondary bedroom and full bathroom offer flexibility for guests or home office needs. The laundry area is also located on the second floor for added convenience. 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: Additional Highlights Include: Upgraded luxury vinyl plank on first floor, upgraded carpet on second floor, upgraded quartz countertops, upgraded cabinets in kitchen and bathrooms, and whole house 2" faux wood blinds package. Photos are for representative purposes only. MLS#A4688131
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
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