Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1717 JOYCE ST, SARASOTA, FL 34231
$399,00023 Days on yellowkey MLS ID: A4691080
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1382 Built: 1966 Tax: $3,784 (2025)Community: Tropical ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,784
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Tropical Shores Community is Sarasota’s most budget-friendly boating spot with no HOA or deed restrictions! This charming 2-bedroom, 2-bath home, on a great lot, was recently painted, boasts a newer A/C system from 2022, a newer roof (2021), and septic tank replaced in 2021. It also features updated sewer lining and a stack replacement (2021). You’ll be just a short stroll from the community’s private marina and clubhouse. This affordable membership is voluntary and gives you access to the boat ramp, kayak/canoe launch, and slip rentals for easy access to the bay. Plus, you’re just a few minutes away from the nation's top beach, Siesta Key, and some great restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
113 WHISPERING SANDS DR #V47, SARASOTA, FL 34242
$615,00093 Days on yellowkey MLS ID: A4683156
0 Days Off yellowkey (back on 5/24/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1968Monthly Fee: $1,351 Tax: $5,993 (2025)Community: Whispering Sands Sec 5Villa
Taxes:$5,993
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. Imagine starting your day with a morning dip in the Gulf followed by a peaceful stroll along the private shoreline. Spend the afternoon unwinding poolside or swimming invigorating laps in one of two heated pools. Stroll to the Village for a delicious, cozy supper and end the day gathered with friends as the Gulf sky ignites in breathtaking sunset color. Whether you’re seeking a full-time residence or the perfect coastal retreat, this move-in-ready villa offers the best of maintenance free, resort style living in an exceptional island location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
4848 CAMPHOR AVE, SARASOTA, FL 34231
$380,000147 Days on yellowkey MLS ID: A4675711
REDUCED by $15,000 (3.8%) on 05/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,594 (2025)Community: Madison ParkSpa: NoSingle Family
Taxes:$3,594
Remarks: Under contract-accepting backup offers. DON'T MISS THIS OPPORTUNITY to own a move-in ready home in the heart of SARASOTA! No HOA. Great INVESTMENT OPPORTUNITY or STARTER HOME! This charming 3-bedroom, 2-bathroom ranch-style pool home is perfectly situated in a quiet, established neighborhood just minutes from top-rated Riverview High School. HUGE BACKYARD! Just waiting for you and your family! Plenty of room to build a garage or just enjoy the beautiful trees and POOL! Fully fenced yard provides privacy and safety for pets. Just around the corner from public park RED BUG SLOUGH. Step through the back doors to your private tropical oasis. The large yard features a sparkling swimming pool, providing a secluded space for year-round relaxation or weekend BBQs. The expansive, fenced-in backyard offers plenty of room for pets and play. Key Features: New Hurricane impact-resistant windows 2023. FRESH PAINT inside and out! including driveway coating. Updated LVL flooring in bedrooms. Huge backyard with a beautiful pool just waiting for you! Ceramic tile in main living, dining and kitchen area. NO CARPET! Prime Location: Less than a 5-minute drive to Riverview High School and close to Gulf Gate Elementary, Phillippi Shores Elementary and Wilkinson Elementary. Convenience: Situated near the Proctor and Beneva corridor, you are minutes away from Publix, local dining, and the Landings Shopping Center. Outdoor Living: Pool and private backyard. Beach Access: Only a 10-minute drive to the world-famous Siesta Key Beach. Whether you are looking for a move-in-ready family home or an investment property in a high-demand school district, this Sarasota gem offers the perfect balance of location and lifestyle. Schedule a private showing to view this property today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$648,500110 Days on yellowkey MLS ID: A4679255
REDUCED by $16,700 (2.5%) on 05/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Property is high and dry! Absolutely no hurricane damage. Walking distance to A rated schools! Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss!
Listing Agent: Amy Disalvo (941-780-8080)
7108 MIDNIGHT PASS RD, SARASOTA, FL 34242
$4,219,00085 Days on yellowkey MLS ID: A4685107
Bed: 7 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4697 Built: 1970Monthly Fee: $467 Tax: $10,150 (2025)Community: Siesta Properties IncSpa: NoSingle Family
Taxes:$10,150
Remarks: A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key’s most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house—ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key’s vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota’s most storied and sought-after communities. Celebrated for its historic bay-to-gulf setting and architectural significance, the Sanderling Club offers residents private beach access, 24-hour gated security, tennis and pickleball courts, a beach front clubhouse, and a members-only marina just steps from the property—delivering a refined coastal lifestyle unlike anywhere else. Located moments from the iconic, powder-soft sands of Siesta Beach, this property presents a rare chance to create a legacy residence in an extraordinary setting. Whether you choose to enhance the existing homes or envision an entirely new custom masterpiece, the possibilities are limitless. Properties of this scale within the Sanderling Club are exceptionally scarce, making this offering truly remarkable.
Listing Agent: Maryana Zilinskiy (941-744-6065)
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00011 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing Agent: Tina Von Kessel (941-266-2848)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,00049 Days on yellowkey MLS ID: A4689684
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Taxes:$33,343
Elementary School: Southside Elementary
Remarks: Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00061 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
5099 FLAG ST, SARASOTA, FL 34232
$499,000117 Days on yellowkey MLS ID: A4680473
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 2017Monthly Fee: $345 Tax: $5,291 (2025)Community: Enclave At Forest LakesVilla
Taxes:$5,291
Elementary School: Wilkinson Elementary
Remarks: A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
948 CITRUS AVE, SARASOTA, FL 34236
$3,095,000128 Days on yellowkey MLS ID: A4679338
REDUCED by $200,000 (6.1%) on 05/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3266 Built: 2017 Tax: $31,814 (2025)Community: Hudson BayouSingle Family
Taxes:$31,814
Remarks: 948 Citrus Avenue stands apart in Hudson Bayou by pairing custom-built modern design and Flood Zone X placement with award-winning architecture, dual owner suites, and a private resort-style outdoor living experience rarely found at this scale. Set behind clean modern lines and lush tropical landscaping, this West of Trail residence offers the privacy and livability today’s high-end buyers value most — including two owner suites that both connect directly to the extraordinary, oversized two-story screened lanai, creating a rare indoor-outdoor retreat on multiple levels. With a metal roof, no HOA, a cold plunge, sauna, and exceptional proximity to Selby Gardens, Southside Village, Burns Court, the Bayfront, and downtown Sarasota, the home feels like a private architectural retreat. Inside, soaring ceilings, expansive glass, wide-plank Spanish White Oak flooring, and warm modern finishes create a refined interior that feels calm, bright, and intentional. The main living areas are open without feeling exposed, offering space for gathering, working, entertaining, and retreating, with strong connections to the pool, gardens, and outdoor living areas. The kitchen is one of the home’s signature design moments. Recognized with SRQ Magazine Home of the Year Best Kitchen Gold honors, it blends custom cabinetry, quartz surfaces, premium Thermador appliances, an oversized island, generous prep space, and window wall that brings the landscape into the room. It is functional, memorable, and architectural — the kind of kitchen that makes the home feel custom rather than conventional. The rear of the residence is where 948 Citrus Avenue becomes exceptional. The massive two-story screened lanai expands the way the home lives, creating a private outdoor environment with the feel of a boutique resort. It encloses the saltwater pool, upper balcony, tropical landscaping, and multiple places to relax or entertain year-round. The scale is rare, offering shade, privacy, comfort, and protection from the elements while making the home feel larger than its interior square footage suggests. The dual owner-suite layout adds flexibility. The main-level owner suite opens to the lanai and pool area, creating an easy daily connection to the home’s best outdoor spaces. The upstairs owner suite provides separation and privacy for guests, family, or a second primary-style retreat. A flexible office/den and wellness-oriented garage area with cold plunge and sauna further support the way buyers want to live now. Recognized as part of SRQ Magazine’s Home of the Year awards program, 948 Citrus Avenue carries architectural credibility that is felt throughout the home — from the kitchen and materials to the indoor-outdoor flow, privacy, and thoughtful use of space. More than a beautiful Hudson Bayou address, this is a design-recognized Sarasota modern residence with the location, outdoor living, flexibility, and practical advantages to stand out in today’s market.
Listing is courtesy of: AMY ROBINSON REAL ESTATE LLC (941-346-7000)
Listing Agent: Justin Buffaloe (941-539-5823)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,495,000153 Days on yellowkey MLS ID: A4676310
REDUCED by $205,000 (5.5%) on 04/30/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSpa: YesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance & fenced yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,650,000204 Days on yellowkey MLS ID: A4671290
REDUCED by $95,000 (3.5%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
1055 W PEPPERTREE DR #102AA, SARASOTA, FL 34242
$850,000137 Days on yellowkey MLS ID: A4677695
1 Days Off yellowkey (back on 5/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 1974 Tax: $4,365 (2025)Community: Peppertree Bay IvSpa: YesCondo
Taxes:$4,365
Remarks: Under contract-accepting backup offers. Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Tanya Stutzman (941-504-8785)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,199,00057 Days on yellowkey MLS ID: A4688546
REDUCED by $26,000 (2.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing Agent: Suki Scollo (941-587-2289)
2440 VALENCIA DR, SARASOTA, FL 34239
$559,00039 Days on yellowkey MLS ID: A4690679
REDUCED by $40,000 (6.7%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
5740 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,950,00043 Days on yellowkey MLS ID: A4686166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $12,418 (2025)Community: Gulf & Bay Club Ph 6Spa: YesCondo
Taxes:$12,418
Remarks: A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
2431 BISPHAM RD, SARASOTA, FL 34231
$550,00050 Days on yellowkey MLS ID: A4687726
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1707 Built: 1966 Tax: $4,993 (2025)Community: Gulf GateSingle Family
Taxes:$4,993
Remarks: LOOKING FOR EXCEPTIONAL VAULE? THIS IS IT!!!!! This beautifully renovated home has been completely updated inside and out. Featuring brand-new tile flooring throughout, hurricane-impact windows, and a new A/C system, no detail has been overlooked. The fully updated kitchen offers wood cabinetry with soft-close doors and pull-out shelving, along with high-end appliances including a cooktop, range hood, dishwasher, refrigerator, double built-in oven, and drawer microwave. An instant hot water feature has also been added at the sink for added convenience. The primary suite includes a spacious glass walk-in shower, dual sinks, wood cabinetry, and modern lighted mirrors. The second bathroom has also been fully updated with new tile, wood cabinetry, and a lighted mirror. A permitted and completed bathroom addition provides a third full bathroom and a private suite located off the rear of the garage, featuring its own entrance—ideal for guests, an in-law suite, or flexible living space. With extensive upgrades throughout, this home offers outstanding value and is priced to sell. Schedule your private showing today!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
2149 WASON RD, SARASOTA, FL 34231
$577,000107 Days on yellowkey MLS ID: A4682139
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000193 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Tax Year: 2024
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$1,285,000251 Days on yellowkey MLS ID: A4665591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $8,594 (2025)Community: CasarinaCondo
Taxes:$8,594
Remarks: Welcome to Your Siesta Key Sanctuary. Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach. Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas. Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area. Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment. Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.
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