Location: Sarasota , 34239
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3636 VILLAGE GREEN DR #304, SARASOTA, FL 34239
$199,90011 Days on yellowkey MLS ID: A4691853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1589 Built: 1967 Tax: $1,198 (2025)Community: Village GreenVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,198
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: South Gate Village Green 2-Bedroom, 2-Bath + Carport~ Great DEAL AS_IS South Gate Village Green! Here is the opportunity you have been waiting for in this attractive 55+ community. This 2BR/2BA Villa would make a perfect Winter Retreat or also could be as a full time residence !! An A/C Florida room provide an additional sq. ft.! Also mewer Hurricane Windows !! This villa is located in a quiet Area and overlooks the Community Pool and Green area! Very well Maintained Home. The Clean kitchen which offers a closet pantry and lots of cabinets for storage . Good Size Carport and Large Driveway with The laundry room is a plus and additional storage. Village Green is ideally situated and only minutes from all of your shopping needs, fine restaurants and nearby golf courses. The Par 3 Village Green Golf course is minutes away and great practice for your short game at a very reasonable price! Only a short drive to the downtown area and the #1 beach Siesta Key!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
3119 ROSE ST, SARASOTA, FL 34239
$625,00023 Days on yellowkey MLS ID: A4694570
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1132 Built: 1968Monthly Fee: $8 Tax: $5,566 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,566
Remarks: This beautifully renovated South Gate home is the definition of move-in ready. Freshly updated from top to bottom, this mid-century gem combines timeless style with modern comfort in one of Sarasota’s most desirable neighborhoods. Step through the striking new front door into a bright, welcoming living space featuring gleaming polished terrazzo floors, a charming bay window, and an effortless open-concept layout. New recessed LED lighting throughout adds warmth and sophistication to every room. The stunning kitchen is both stylish and functional, showcasing quartz countertops, a pearl tile backsplash, a spacious island, and new Samsung appliances. An inviting eat-in area overlooks the large screened lanai, while glass French doors create the seamless indoor-outdoor living experience that makes mid-century homes so special. Whether gathering around the island or hosting dinner in the adjacent dining space, this home was designed for entertaining. The thoughtfully updated bedrooms and bathrooms continue the home’s fresh, clean aesthetic, while the oversized indoor laundry room offers abundant storage, new Samsung washer and dryer, and durable epoxy flooring. Outside, the expansive screened lanai and newly refinished pool create the perfect private retreat. With new pool equipment and plenty of outdoor space for relaxing or entertaining, the backyard is ready to impress. Major upgrades include a new metal roof, impact windows and doors, newer AC system, all-new plumbing, and a newer hot water heater — offering peace of mind for years to come. Located in the highly sought-after South Gate neighborhood, this home places you just minutes from Sarasota’s world-famous beaches, vibrant downtown, shopping, dining, and easy freeway access — all within 10 minutes. A renovation this exceptional is rare. Don’t miss your opportunity to make this stunning Sarasota home yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Thomas Arthur, Iii (941-400-7970)
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,00019 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$5,683
Elementary School: Southside Elementary
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
1734 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00051 Days on yellowkey MLS ID: A4687427
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,684 (2025)Community: BayviewSingle Family
Taxes:$20,684
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district. Seller financing available with a 5.5% interest-only loan for 2 years.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00060 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00076 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Middle School: Sarasota Middle
2100 MCCLELLAN PKWY, SARASOTA, FL 34239
$6,000,00086 Days on yellowkey MLS ID: A4685416
Bed: 5 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 4765 Built: 2026 Tax: $14,834 (2025)Community: Mcclellan Park ResubSpa: YesSingle Family
Taxes:$14,834
Remarks: Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for intimate gatherings and larger events alike. The well-appointed kitchen features an open-concept layout, highlighted by a stunning quartz island with waterfall edges, under elegant pendant lighting. Custom cabinetry in a sleek, glossy finish complements the state-of-the-art stainless-steel appliances, which include a professional-grade gas range, double ovens, and a built-in espresso machine. A discreet entry leads to a spacious butler’s pantry, offering additional storage, a secondary sink, and a prep area - perfect for hosting large gatherings or keeping the main kitchen organized. The pantry also mirrors the kitchen’s custom cabinetry and countertops for a seamless design. Adjacent to the dining area, a glass-enclosed, temperature-controlled wine room adds both style and function, and is sure to beautifully showcase your wine collection with custom shelving and ambient lighting. The expansive primary bedroom features 14-foot vaulted ceilings and large windows that fill the room with natural light. Soft, neutral tones create a serene environment, while the en-suite bathroom offers a spa-like retreat with a freestanding soaking tub positioned beneath a large window. Dual sinks with quartz countertops and sleek fixtures provide ample space, and the frameless glass walk-in shower features multiple shower heads and exquisite tile work. For entertainment, the theater room is a dream come true, offering tiered seating with oversized leather recliners - each equipped with cup holders and personal charging stations. The ultra-high-definition projection screen spans an entire wall, ensuring an immersive viewing experience. Outside, the resort-style pool is the centerpiece of the backyard, complete with a built-in spa, waterfall, and ambient lighting. A natural stone deck, covered lanai dining area, and a fully equipped outdoor kitchen and bar provide the perfect setting for outdoor living. A cozy fire pit with seating offers a perfect gathering spot for evenings, while the lush landscaping - featuring vibrant flower beds, mature trees, and decorative water features - creates a tranquil and picturesque setting. This outdoor space seamlessly combines comfort, style, and functionality for an exceptional living experience. Positioned on a grand parcel of approximately 20,505 square feet, this home offers privacy and tranquility amidst beautifully landscaped grounds. Whether you’re seeking the excitement of downtown Sarasota or the natural beauty of the Gulf, experience the perfect blend of luxury, comfort, and convenience in this exceptional home in a fabulous location.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3700 S OSPREY AVE #205, SARASOTA, FL 34239
$225,00067 Days on yellowkey MLS ID: TB8494655
REDUCED by $12,000 (5.1%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,548 (2025)Community: Plaza GardensCondo
Taxes:$2,548
Elementary School: None
High School: None
Middle School: None
Remarks: This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The building’s solid concrete construction ensures exceptionally quiet interiors, while elevator access and an in-unit washer and dryer add everyday convenience, complemented by additional shared laundry facilities. Residents are welcomed by a charming interior courtyard with mature tropical landscaping, creating a peaceful and inviting atmosphere. Ideally located just 10–15 minutes from Siesta Key Village and its world-renowned beaches, this condo is also minutes from Southside Village on Hillview Street, where you’ll find popular dining spots such as Libby’s Neighborhood Brasserie, Veronica Fish & Oyster, Morton’s Gourmet Market, and Pacific Rim. Everyday essentials are within easy reach, including Trader Joe's, Publix, and Sarasota Memorial Hospital, along with additional shopping and dining along US-41 near Bay Road. While the community offers a more relaxed lifestyle without resort-style amenities such as a pool or gym, it makes up for it with larger living spaces, quiet construction, and an unbeatable location. This is an outstanding opportunity to own a move-in-ready Sarasota condo near Siesta Key at a highly competitive price.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roman Donato Ruiz (813-619-0792)
3424 TANGLEWOOD DR, SARASOTA, FL 34239
$899,00023 Days on yellowkey MLS ID: A4694194
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 1962Monthly Fee: $17 Tax: $8,708 (2025)Community: South GateSingle Family
Taxes:$8,708
Remarks: Welcome to this lakefront retreat with a private guest suite with direct access to Phillippi Creek located in Southgate! This is a rare opportunity to own private waterfront with access to scenic Phillippi Creek and the Intracoastal Waterway. This exceptional property combines timeless design, modern upgrades and Florida indoor-outdoor living, all with no history of hurricane water intrusion, according to the owner. From the moment you arrive, the home’s curb appeal impresses with a circular driveway, paver walkways, an additional paver parking pad, mango and avocado trees and a fully fenced setting surrounded by lush, mature landscape. Enter through stunning French doors with stained glass into a bright, tropical-inspired entry. Inside, the open-concept living space is expansive and inviting, anchored by a gas fireplace and enhanced by updated windows that fill the home with natural light. The chef’s kitchen is functional and stylish, featuring a curved stone countertop and bistro-height seating, Murano glass pendants and recessed lighting, a six-burner natural gas cooktop and stainless-steel appliances, including a Bosch dishwasher. Designed for entertaining, the outdoor living area is exceptional. Enjoy an expansive paver patio with a tranquil wall-mounted fountain and a summer kitchen with a gas grill, refrigerator, sink, single gas burner and an exterior-vented commercial-grade hood. The backyard overlooks serene views of Lake Seclusion and the dock. Watch the ducks, herons, egrets, cormorants and leaping fish. The primary suite is a private sanctuary, spacious, light-filled and surrounded by glass sliders opening to the patio with peaceful water views. Features include dual oversized walk-through closets, an elegant en suite bath with split vanities, granite countertops, a jetted soaking tub on an elevated platform and a walk-in shower with glass block detail and water closet. Further highlights in this wing are two more large bedrooms with a shared bath, walk-in shower and pedestal sink. Another standout feature of this home is the fully equipped multigenerational living suite/home office/artist studio complete with a private entrance and courtyard, separate air-conditioning system and kitchen with appliances. The suite has a living room/bedroom combo and a full bath with a new tile shower and linen closet. Connecting the guest suite with the three bedrooms and two baths is a spacious butler's pantry with a full-size refrigerator and wine chiller as well as a washer, dryer, utility sink and extensive storage. The oversized attached garage has an updated automatic door opener motor, cabinets and shelving. In the backyard are the Rinnai tankless gas water heater, a well-fed irrigation system, exterior lighting, a private outdoor shower and a small storage shed. The roof was replaced in 2022 and one of two AC units was replaced the same year. This is more than a home; it’s a private retreat offering flexibility, functionality and exceptional waterfront living plus the option of income production. It is minutes from downtown, the beach and shopping without the inconvenience of bridges or seasonal traffic. The desirable neighborhood is quiet and stable with mature trees lining the gently curving street. Remarkably, this house has had only three owners, a sign of how special it is to live there.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
1607 FLOWER DR, SARASOTA, FL 34239
$4,290,000370 Days on yellowkey MLS ID: A4653737
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 4769 Built: 2024 Tax: $16,090 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$16,090
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. LOWEST PRICED NEW CONSTRUCTION WEST OF TRAIL HOSPITAL/SOUTHSIDE VILLAGE AREA! Truly a Coastal Classic Modern Masterpiece Located in One of the MOST Sought After Neighborhoods West of the Trail in Sarasota! This Gorgeous HARBOR ACRES Home is NOT your Typical Very Traditional Boring Florida Home! This Home was Built for the Discerning Buyer who Appreciates Modern Art and Design! Every Room is Unique and Designed with Attention to Detail and Gracefully Incorporates the Outside Indoors via Walls with Large Picture Windows. This Amazing Property Features: A MAIN HOUSE w/5 Bedrooms, 5.5 Baths, 2 Master Suites (Up & Down) both w/Zen-like 5-Piece Master Baths w/Whirlpool Soaking Tubs and Separate Showers; Fabulous Great Room w/Soaring Ceilings, Wall Fireplace and Sliders Looking Out to the Aqua Pool and Spa and Tropical Landscape; Extra Flex Room off Kitchen w/Built in Art Niche makes a Perfect Dining Room, Den/Office w/Built-ins, Fabulous Kitchen w/Separate Refrigerator, Freezer & Wine Refrigerator, Luxury Dacor Appliances, Quartz Counters, Designer Kitchen Cabinetry, Pantry, Eating Bar; Media Bonus Room w/Balcony, Laundry Room w/Storage, Open Glass Staircase to Upstairs, Elevator Shaft to All Floors, Porcelain Tile and Elegant Lighting Fixtures throughout, Bosch AC Units, 2 Balconies Upstairs, En-Suite Bedrooms, Powder Room w/Glass Art Sink, Impact Windows and Sliders w/Low E Glass, Oversized 2 Car Garage and an Oversized 1 Car Garage w/Electric Charging Stations, Smart Home w/Fully Integrated Wifi System, Covered Lanai w/Fully Equipped Out Door Kitchen and Fire Pit. A Detached CASITA GUEST HOUSE w/Separate Entrance, Full Bath, Kitchenette and One Bedroom overlooking the Pool Court Yard, Perfect for a Nanny, House Keeper, Teen, MIL or Pool Party Room. The Outdoor Features: Gorgeous 35 Foot Saltwater Pool w/Waterfall, Huge Sun Shelf and Hot Tub Spa; Lush Tropical Landscaping, Tiered Flower Planters, Low Maintenance Yard, Irrigation, Circular Driveway and Privacy Wall. Home was Built nearly 2 FT above the Flood Zone and does NOT Require Flood Insurance. This Never Before Been Lived in Home is Ready and Waiting for It's New Owner! Located just Minutes to Sarasota Memorial Hospital and Medical Center, Morton's Market, Downtown Sarasota, Shopping, Dining, St Armand's and the Best Beaches!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Anne Thomas, Pa (941-993-7700)
1829 BOUGAINVILLEA ST, SARASOTA, FL 34239
$4,100,0009 Days on yellowkey MLS ID: A4695800
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4857 Built: 1925 Tax: $13,902 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$13,902
Remarks: Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
3033 DAWSON ST, SARASOTA, FL 34239
$450,00013 Days on yellowkey MLS ID: A4694967
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1825 Built: 1967 Tax: $4,959 (2025)Community: South GateSingle Family
Taxes:$4,959
Remarks: Turnkey Sarasota Pool Home Near Siesta Key Move right into this beautifully maintained furnished Sarasota pool home, ideally located near the Legacy Trail and just 10 minutes from Siesta Key Beach. Enjoy true Florida living with a private fenced backyard, sparkling pool, and gazebo style outdoor space perfect for relaxing or entertaining. Inside, the home offers a comfortable layout with a dry bar, spacious primary suite with double walk-in closets, and the added benefit of solar panels for energy savings. Major updates and repairs have already been completed for peace of mind, including a new 2024 roof, solar panel removal and reinstallation, new 200-amp electrical panel with whole-house surge protection, updated pool pump and filter, resurfaced pool, new heat coil for the AC, repaired toilets, fresh ceiling paint in key rooms, and recent backyard landscaping. A detailed repair and improvement sheet can be provided for buyer review. A great opportunity for a primary residence, seasonal getaway, or investment property in a convenient location near shopping, dining, downtown Sarasota, parks, and other Gulf Coast beaches.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Giovanni Valentino (941-894-4738)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,500,00098 Days on yellowkey MLS ID: A4685215
INCREASED by $50,000 (0.8%) on 06/05/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Tax Year: 2026
Remarks: Almost finished!!! Completion 3 weeks!!! Touch-ups and Staging in process now. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1340 HARBOR DR, SARASOTA, FL 34239
$10,995,000137 Days on yellowkey MLS ID: A4680096
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5157 Built: 1950 Tax: $23,499 (2024)Community: Harbor AcresSpa: YesSingle Family
Taxes:$23,499
Remarks: Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The floor plan is amazing and the home is available for purchase during the construction phase, which makes it easy for future owners to modify the interior plans to their desires and choose their finishes. Harbor Acres is considered one of the best neighborhoods in Sarasota— and speaking of BEST, it has it all….location, waterfront, appreciation, neighbors. A close-knit community that is close to Downtown Sarasota and in-town amenities yet a half mile to Sarasota Memorial Hospital and Southside Village shops and restaurants. Call for floor plans or to walk the property.
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$124,999226 Days on yellowkey MLS ID: A4670178
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,874 (2025)Community: Sunland AptsSpa: NoCondo
Taxes:$1,874
Remarks: Recently updated with a new roof in August and no assessments! Prime location! Welcome to Sunland Garden Apartments, a charming 55+ condo community nestled behind The Crossings at Siesta Key Mall, which is currently undergoing redevelopment into a vibrant mixed-use development featuring retail shops, restaurants, and offices. Notably, Connors Steak & Seafood and Cinebistro are expected to remain! Ideally situated in central Sarasota, just a short drive to our stunning beaches. This third-floor unit offers two bedrooms with en-suite baths, walk-in closets, and the largest screened porch in the community equipped with hurricane roll shutters. Enjoy peaceful courtyard views, along with access to the community pool, BBQ area, and shuffleboard court. Being on the top floor means there are no neighbors above. Both bedrooms and the living room have sliding glass door access to the spacious, covered porch. The unit features a new front storm door, replaced A/C and hot water heater (both in 2019) with biannual maintenance, and a brand-new garbage disposal. The laundry room and a large storage cage are just steps from your front door, near the elevator and stairs for easy access. Your assigned parking spot and adjacent guest parking are conveniently located right in front of the unit. Enjoy proximity to Sarasota’s vibrant downtown scene, less than 3 miles away, with numerous entertainment venues, dining, theaters, and art galleries. Numerous parks and golf courses are also just minutes from the community. This property is perfect as a part-time escape or full-time residence!
Listing Agent: Angie Unzicker (941-809-9119)
3018 ARLINGTON ST, SARASOTA, FL 34239
$399,90066 Days on yellowkey MLS ID: A4689348
REDUCED by $14,100 (3.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Storybook Charm Meets Modern Luxury in Highly Desirable Arlington Park! Nestled in the unique, tree-lined "Cottage in the Pines" section of south downtown Sarasota, this beautifully updated 1952 residence perfectly blends timeless mid-century character with smart, modern improvements. From the moment you arrive, the brand-new vinyl siding and welcoming farmer’s porch create undeniable curb appeal, while the wide stone driveway offers plenty of extra parking. Step inside to discover a bright and spacious 3-bedroom, 2-bathroom, 1,626-sqft floor plan designed for effortless living. Durable tile flooring sweeps through the main living areas, leading to a charming kitchen complete with a closet pantry, custom tile backsplash, and a convenient pass-through window to the dining area. Safety and efficiency are already taken care of with hurricane-impact windows installed across the front and bedrooms. The expansive primary suite is a true private retreat, boasting an extended sitting area, a large walk-in closet, a remodeled spa-like bath, and private sliding door access to the backyard. Outside, your personal Florida oasis awaits. The fully fenced, oversized 0.21-acre lot features a relaxing hot tub, a handy utility shed, and endless space to design a future pool or gardening paradise. Located just minutes from downtown Sarasota, the world-class sands of Siesta Key, Sarasota Memorial Hospital, and the vibrant recreation at Arlington Park, this home offers unparalleled central convenience. Schedule your private tour today and fall in love!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$215,00010 Days on yellowkey MLS ID: A4695961
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Taxes:$2,936
Elementary School: Alta Vista Elementary
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,00010 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$8,003
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore Traditional” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,00069 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
1647 SIESTA DR, SARASOTA, FL 34239
$1,650,00011 Days on yellowkey MLS ID: A4695812
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$17,778
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
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