Location: Sarasota , 34239
Do Not Show Listings
2138 HAWTHORNE ST, SARASOTA, FL 34239
$2,200,00019 Days on yellowkey MLS ID: A4696176
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2596 Built: 2022 Tax: $18,420 (2025)Community: La Linda TerraceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,420
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience modern luxury at its finest in this exceptional 5-bedroom, 3.5-bath residence which redefines modern luxury through innovative design, advanced technology, and uncompromising construction. Thoughtfully designed and constructed in 2022, built of concrete and protected by impact-rated hurricane windows and doors, this home offers outstanding durability, efficiency, and peace of mind. Ideally situated in a premier location, offering convenient access to highly rated hospitals, top-performing schools, exceptional dining destinations, and a vibrant cultural arts scene. Inside, nearly 2,600 square feet of thoughtfully designed living space unfolds beneath soaring two-story ceilings and dramatic glass windows creating a breathtaking sense of openness flooding the main living spaces with natural light and picturesque views of the surrounding landscape. Clean architectural lines, minimalist linear slot vents, and carefully curated finishes create a sophisticated contemporary aesthetic. The main level features three well-appointed bedrooms, while the upper floor offers two spacious bedrooms connected by a full Jack and Jill bathroom-an ideal layout for private guests' accommodations, home offices, or flexible living space. Designed for effortless living, the fully integrated smart home system provides remote access to programable lighting, surround sound, security, climate control, motorized window treatments, and a concealed drop-down projector screen that transforms the main living area into a private theater experience. Foam-insulated walls provide enhanced sound attenuation and energy efficiency, while dual-zoned HVAC systems with UV filtration ensure personalized year-round comfort and superior indoor air quality. The chef’s kitchen showcases premium Thermador appliances, a built-in island microwave, elegant white quartz countertops, and an expansive breakfast bar ideal for entertaining and everyday living. Additional practical features include generous under-stair storage, whole-house water filtration, integrated surround sound with AirPlay connectivity, and a dedicated washer and dryer within the primary suite in addition to the main laundry area. The home is also equipped with interior and exterior power infrastructure for high-voltage EV charging, providing convenience for current and future electric vehicle owners. The luxurious primary retreat is designed as a private sanctuary, complete with a built-in white noise system and spa-inspired amenities. All three full bathroom features walk in showers, heated towel rails and under-vanity air heaters, elevating everyday comfort to a resort-like experience. Outdoor living is equally impressive. A spacious covered patio overlooks a stunning screened lap pool with panoramic screening that maximizes views while maintaining comfort and privacy. The pool area includes an outdoor shower, underwater sound system and lighting, while the fully built-in outdoor kitchen creates the perfect setting for entertaining year-round. The home is fully fenced with low-maintenance landscaping, complemented by a minimalist garden design and premium artificial turf, provides beauty without the upkeep. Combining architectural excellence, cutting-edge technology, energy-efficient construction, an unbeatable location, and exceptional indoor-outdoor living, this remarkable home offers a rare opportunity to enjoy modern luxury without compromise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Wendy Leventhal (941-376-4894)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$879,00085 Days on yellowkey MLS ID: N6143339
REDUCED by $16,000 (1.8%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$2,984
Elementary School: Southside Elementary
Remarks: Virtually Staged. Get ready to view and call your home in this pristine and immaculately kept move-in-ready. This stunning Mid-Century Modern residence is located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautiful original-quality 3-bedroom, 1 large bathroom with a tub in the house, and 1 beautifully updated Walk-in Shower Bathroom in the garage that also assists as a pool bathroom. Original terrazzo flooring, solid wood doors beautifully trimmed, real wood cabinets, and other quality designs with a history of craftsmanship and updated functionality. As you walk around your home, feel the unique, timeless design of a functional kitchen, all appliances included, with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wander into the true comfort of a spacious Florida room filled with natural light and air conditioning, currently used as an artist studio and for large gathering dinners, offering many future possibilities. Open your French doors and step out to an oversize Pool and lanai enclosed with screens. Lanai is prepared to insert a “safety screen” around the water edge that is compliant with the Florida Residential Swimming Pool Safety Act. Enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. The total property sits on a 0.349-acre lot and seamlessly blends timeless design with modern luxury and functionality. Step inside again to view your spacious master bedroom, plus two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including a newly installed AC unit in 6/2026, hurricane-impact windows, a new hurricane-impact garage door, and a new roof installed in 2019. A new water heater was installed in 12/24. The house was recently re-plumbed in 2026. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located near all that Sarasota offers. This home offers timeless quality, style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000602 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSpa: NoSingle Family
Taxes:$14,382
Tax Year: 2023
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,00076 Days on yellowkey MLS ID: A4689684
1 Days Off yellowkey (back on 6/14/2026)
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
Remarks: Under contract-accepting backup offers. 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)
3838 FLORES AVE, SARASOTA, FL 34239
$1,545,000313 Days on yellowkey MLS ID: A4661399
0 Days Off yellowkey (back on 6/13/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3033 Built: 1926 Tax: $16,879 (2025)Community: GranadaSingle Family
Taxes:$16,879
Remarks: A premier West of Trail address in Granada. A property rarely duplicated in Sarasota. Casa de Flores is a 1920s Spanish Revival compound designed for modern flexibility — multi-generational living, private guest quarters, and exceptional indoor-outdoor entertaining — all set within one of Sarasota’s most coveted neighborhoods of Granada. The main residence offers two bedrooms and two baths, anchored by a charming, well-appointed kitchen that blends character and functionality. Equipped with a 6-burner Dacor gas range, double ovens, a Sub-Zero refrigerator, and artisan tile accents, the space is intimate yet efficient — perfectly suited for everyday living or hosting close friends. Formal and informal living areas provide architectural depth, while the spacious primary suite includes a walk-in closet and a dedicated sitting area, a rare feature for a home of this era. What truly distinguishes the property are the two detached guest residences, creating a private compound atmosphere. The two-story pool house features a balcony overlooking the courtyard, with a bedroom/office and 2nd laundry access on the first level, and an additional bedroom, full kitchen, and dining area upstairs — ideal for extended family, separated living, or income potential. A separate guest casita includes a bedroom, full bath, kitchenette, and offering flexibility for in-laws, visiting guests, a private office, or creative studio. The layout allows connection when desired and privacy when needed — a rare offering West of the Trail. Original architectural details — hand-carved wood doors, arched passageways, textured plaster walls, a clawfoot tub, parquet and tile floors, and built-in bookcases — preserve the romance of Spanish Mediterranean design while thoughtful updates support modern comfort. Outdoors, the walled courtyard creates a true retreat centered around a heated pool and spa, framed by lush tropical landscaping and a trellis-covered dining area. The front patio adds another inviting gathering space, and ample parking ensures effortless hosting. Other important features are new roofs in 2021, a whole-house generator, and hurricane shutters, offering confidence for year-round or seasonal use. Minutes to Siesta Key Beach and close to Southside Village, this is a rare opportunity to own a versatile Sarasota estate property in one of the city’s most enduring and desirable neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Pam Charron (941-993-3388)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,250115 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Middle School: Sarasota Middle
Remarks: Virtually Staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
2201 WEBBER ST, SARASOTA, FL 34239
$1,179,00049 Days on yellowkey MLS ID: A4692960
REDUCED by $11,000 (0.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2267 Built: 1953 Tax: $9,268 (2025)Community: South Side ParkSingle Family
Taxes:$9,268
Elementary School: None
High School: None
Middle School: None
Remarks: Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
1915 CLEMATIS ST, SARASOTA, FL 34239
$3,200,00015 Days on yellowkey MLS ID: A4694616
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3161 Built: 2009 Tax: $32,815 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$32,815
Remarks: A timeless statement of modern luxury, this impeccably reimagined West of Trail residence exudes sophistication, serenity and refined coastal elegance. Completely remodeled, professionally designed and expertly curated, this extraordinary Sarasota home showcases one-of-a-kind craftsmanship, elevated design and exceptional finishes throughout, creating an unparalleled luxury living experience in one of Sarasota’s sought-after neighborhoods. Distinguished appointments include custom cabinetry by Das Holz Haus, reclaimed wood architectural elements, engineered luxury hardwood flooring, designer lighting with Lutron controls, rich designer paint finishes and bespoke décor. Encompassing 3,161 square feet heated and 4,194 total, this floor plan is designed for everyday living, entertaining and relaxing. At the heart of the home, the chef’s kitchen, anchored by two oversized islands, including a breakfast bar, and surrounded by artisan-crafted solid wood cabinetry. Brushed honey bronze fixtures and hardware complement Calcutta quartz countertops, while a farmhouse sink with a designer faucet enhances beauty and functionality. Culinary enthusiasts will appreciate the professional-grade appliance package highlighted by a 2021 La Cornue five-burner gas range with double convection ovens, custom chimney hood and premium ventilation system. Complimented by 2021 Sub-Zero refrigerator, 2021 Sub-Zero refrigerator drawers, 2021 Sharp microwave, 2021 Miele built-in coffee maker, 2025 Sub-Zero wine cooler, 2021 Scotsman ice maker, 2025 Galley sink tap, Shaw fireclay main sink, Shaw fireclay bar sink and Zip water system for bar (hot, cold, sparkling). The kitchen flows seamlessly into the dining area and living room, where a sleek linear color-changing electric fireplace framed by reclaimed wood creates a warm contemporary ambiance. Designed for effortless indoor-outdoor living, the residence offers inviting spaces to relax and entertain. The serene primary suite serves as a private retreat with direct access to the covered lanai. A spa-inspired primary bath features a custom natural wood double vanity, Duravit wash basins, Robern mirrored medicine cabinets with integrated lighting, heated towel warmer, freestanding concrete soaking tub, and a luxurious walk-in shower with multiple showerheads and body sprays. A well-appointed laundry room offers custom cabinetry, 2023 LG stack washer/dryer and ample folding space. A private guest suite with its bath is conveniently on the main level, and a 2025 remodeled bath. Upstairs, a spacious 300-square-foot loft with an 11-foot tray ceiling serves as a gathering space between secondary bedrooms and baths, one being en suite. Complementing the home is an epoxy-coated three-car garage with storage, workspace and room for recreational equipment. Resort-inspired outdoor living environment features travertine tile flooring, a heated pool and spa, and covered entertaining areas, including a 2026 built-in outdoor kitchen, covered dining space and lounging areas. Residence exterior freshly painted 2025, lush landscaping installed 2024, two house HVACs 2025, garage HVAC 2023, whole-house generator 32kVA and pool filter 2025. Ideally in Sarasota’s desired West of Trail neighborhood, offering convenient access to Southside Village, Sarasota Memorial Hospital, Southside Elementary School, Marina Jack, world-class dining, boutique shopping and Gulf beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
3078 SPENCER LN, SARASOTA, FL 34239
$599,50043 Days on yellowkey MLS ID: N6144331
REDUCED by $20,400 (3.3%) on 05/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1962 Tax: $5,146 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,146
Elementary School: Wilkinson Elementary
Remarks: Looking for a beautiful home on a 17,000+ square foot lot being sold TURNKEY FURNISHED? No HOA's or CDD! Great opportunity to be in Sarasota just minutes from shopping and beaches! This centrally located 3 BDRM 2 BA home is made of concrete construction and features 2,148 square feet along with a large Florida Room in the sought-after area of South Gate! This lovely home has new Hurricane Impact Windows, a new metal roof, newer electrical panel, the outside recently painted and new plumbing/piping throughout! The large lot has endless potential with room for a pool! The seller has had a recent wind mitigation and 4-point inspection on this home to help lower insurance costs. This outstanding home is minutes from Siesta Key Beach, the #1 beach in the US and minutes from the Sarasota airport, UTC mall and close to numerous restaurants, theatres and nightlife in downtown Sarasota!
Listing Agent: Kim Wathen (941-445-1651)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00059 Days on yellowkey MLS ID: N6144122
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Tax Year: 2026
Remarks: Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000214 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing Agent: Kim Ogilvie (941-951-6660)
2369 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000175 Days on yellowkey MLS ID: A4676532
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $7,964 (2025)Community: Avon Heights 2Spa: NoSingle Family
Taxes:$7,964
Remarks: Discover the ultimate in luxury living just a short drive from downtown Sarasota, St. Armands Circle, and Lido Beach! Designed by Arrow Homes, this inviting custom-built 2 story residence offers 4 bedrooms and 21/2 baths. Don’t miss the elegant traditional design and exceptional craftsmanship. Enjoy impressive 9’-4” ceilings, spacious owners suite, bonus loft area, custom PGT Florida Impact Rated windows and doors, oversized 2 car garage, and immaculate wood flooring and beautiful crown molding throughout the home. The open airy gourmet kitchen boasts wood cabinetry, complete with an entertainer’s island, and elegant quartz countertops highlighting the custom feel. The spacious first floor owners suite is an oasis of calm with tray ceiling, crown molding, walk in closet and a custom attached bath featuring a glass enclosed shower and freestanding soaking tub. Upstairs is the loft area along with 3 additional bedrooms and a full bath. The loft area offers desirable extra space for an office, sitting room, or kids TV area. Outside the oversized raised lanai invites you to fully enjoy the Florida way of life with plenty of room for an outdoor kitchen, hot tub, and more! The exterior of the home offers a private backyard beautifully designed landscaping, St Augustine grass, a dedicated irrigation meter and system, and a paver drive and walkway. This fantastic location is in the Southside school district with quick access to high-end shopping, dining, and entertainment opportunities. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000217 Days on yellowkey MLS ID: A4672605
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Tax Year: 2024
Remarks: Virtually Staged. UNRIVALED LUXURY LIVING IN PRIME SARASOTA LOCATION! Experience the epitome of luxury with this stunning custom 4 bed 2 and a half bath residential masterpiece! This immaculate two-story traditional home boasts unrivaled craftsmanship and top-tier amenities throughout. Every detail exudes sophistication, from the soaring 9’4” ceilings and elegant crown molding to the pristine wood flooring that extends throughout the home. The gourmet kitchen is an entertainer’s dream, featuring a generous island, all-wood cabinetry, and gorgeous quartz countertops. The gorgeous ground-floor master suite offers the ultimate in convenience and privacy. Indulge in the beautiful ensuite bath, featuring elegant Carrara tile flooring and a free-standing soaking tub, perfect for unwinding after a long day. Upstairs, find three generous guest bedrooms, a luxurious full bathroom, and a versatile loft area with ample storage. The bonus landing area is perfectly designed to be utilized as a dedicated open-plan office space for remote work. Constructed for superior durability and peace of mind, this home features solid block construction and an upgraded underground electric service. Enjoy the enhanced protection and natural light provided by custom PGT Florida Impact Rated windows and doors. Step outside to the expansive concrete rear lanai and embrace the true Florida lifestyle. The meticulously maintained landscaping includes lush St. Augustine grass and is effortlessly maintained by a separate irrigation meter and system. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,00076 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2817 HAWTHORNE ST, SARASOTA, FL 34239
$359,95017 Days on yellowkey MLS ID: O6413863
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1383 Built: 1954 Tax: $5,194 (2025)Community: Rio Vista ResubSingle Family
Taxes:$5,194
Remarks: Virtually Staged. Located in a highly desirable Sarasota area, this residence offers a comfortable layout with inviting living spaces and a functional floor plan designed for everyday living. The interior provides a natural flow that works well for both relaxation and entertaining. This home presents a great opportunity for a buyer looking to personalize and make improvements. Outdoor space adds flexibility for gardening, outdoor activities, or future enhancements. Conveniently situated near shopping, dining, beaches, and downtown Sarasota, this property offers access to some of the area’s most sought-after amenities.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
2551 HIBISCUS ST, SARASOTA, FL 34239
$775,000140 Days on yellowkey MLS ID: A4681532
5 Days Off yellowkey (back on 6/9/2026)
REDUCED by $24,000 (3.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Taxes:$2,183
Remarks: Virtually Staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing Agent: Katy Mcbrayer (941-400-2406)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999262 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSpa: YesSingle Family
Taxes:$13,348
Remarks: Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
3013 JENNINGS DR, SARASOTA, FL 34239
$469,000318 Days on yellowkey MLS ID: A4660149
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 1960 Tax: $4,676 (2024)Community: South GateSingle Family
Taxes:$4,676
Remarks: Virtually Staged. MOTIVATED SELLERS! Priced WELL BELOW the certified appraisal value, this move-in-ready home delivers instant equity and standout value in today’s market—plus a long list of brand-new upgrades you won’t have to budget for. Don’t miss this one! Located in the highly sought-after South Gate neighborhood, this property also offers up to $8,000 in closing cost credits, making it an even stronger purchase. Step inside to an inviting open-concept layout where NEW (2026) LVP flooring and updated cabinetry create a bright, modern feel throughout. The kitchen is designed to impress with stainless steel appliances, sleek granite countertops, a contrasting travertine stone backsplash, and rich cabinetry—perfect for everyday living or entertaining. The fully fenced backyard provides privacy and plenty of room to relax, entertain, or store your boat or RV—no HOA or CDD restrictions here. Major upgrades include: • LVP Flooring (2026) • Updated Cabinetry (2026) • Primary Bathroom Renovation (2026) • Metal Roof (2023) • AC (2022) • Custom Closet Organizers (2022) • Conversion to underground utilities + public water & sewer. South Gate offers unbeatable location perks—just 4 miles to downtown Sarasota, 5 miles to Siesta Key Beach (ranked #1 in the U.S.), 3 miles to Sarasota Memorial Hospital, and a quick 2-mile ride to the Legacy Trail, with excellent schools nearby. This is the total package: priced under appraisal, loaded with upgrades, and centrally located. Walk into instant equity and schedule your private showing today!
Listing Agent: Tanner Carlson (941-928-9771)
2521 WEBBER ST, SARASOTA, FL 34239
$595,00016 Days on yellowkey MLS ID: A4696363
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1957 Tax: $4,782 (2025)Community: South GateSingle Family
Taxes:$4,782
Remarks: Established furnished, turn-key vacation rental in the heart of Sarasota. This beautifully decorated 2 bedroom, 2 bathroom home has lots of natural ight and living space. Metal roof installed in 2011- resembling tile roof, fenced in backyard, stainless steel appliances, marble countertops, updated AC, water heater and garage door motor in large 2 car garage with built in storage cabinets. Minutes away from downtown and world renowned Siesta Key Beach. Optional HOA with access to Southgate pool.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: William Kelly (941-685-4224)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000367 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
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