Location: Sarasota , 34239
Do Not Show Listings
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00066 Days on yellowkey MLS ID: A4687789
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,100
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
3345 BAHIA VISTA ST, SARASOTA, FL 34239
$1,00090 Days on yellowkey MLS ID: A4684746
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 968 Built: 1940 Tax: $4,614 (2025)Community: Bay View AcresSingle Family
Taxes:$4,614
Elementary School: None
High School: None
Middle School: None
Remarks: Auction Property. An outstanding auction opportunity in prime area of Pinecraft Fl. Offering 2 homes nestled side by side individually or in combination. Strategically located on Bahia Vista St. and Graber Ave, this offering presents commercial exposure or residential dwellings, as well as investor opportunity with good rental history and income or to redevelop and repurpose. With well over a ¼ acre of land, this offering presents large land area with existing homes and positive cash flow. Neither property had any flooding or hurricane impact from 2024 storms. Don’t hesitate on this rare opportunity in the heart of it all! 3345 Bahia Vista St., Sarasota FL: This stick-built ranch home offers 968 ft² of total living area nestled on a 91.9’x100’ lot with access from both Bahia Vista & Graber. The home features 2 units each with 1 bedroom, full bath, living room, and kitchen. Unit 1 has an additional laundry area. The utilities include electric heat & air with updated A/C unit, mini split & public water & sewer. The home has yearly pest service with transferring guarantee. The lot offers a shed and shuffleboard court and plenty of room for expansion or redevelopment.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
2200 BAHIA VISTA ST #B8, SARASOTA, FL 34239
$210,00054 Days on yellowkey MLS ID: TB8491429
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,699 (2025)Community: Cordova Gardens IvCondo
Taxes:$2,699
Remarks: Location, charm, and opportunity come together in this truly one-of-a-kind condominium in Cordova Gardens. Tucked among lush greenery just minutes from downtown Sarasota and the world-famous beaches of Siesta Key, this cozy “treehouse” residence offers the perfect blend of privacy, character, and potential—ideal as a personal retreat or an income-producing property. Set on the second level, this 2-bedroom condo welcomes you with warm wood accents, including beautiful cedar stairs that add to its inviting, natural feel. The standout feature is the unique upstairs loft—one of the few in the community—complete with two large storage closets, making it perfect for a home office, creative space, or additional lounge area. Natural light pours in from every angle, with sliding glass doors and windows framing tranquil treetop views that give the home its signature treehouse ambiance. Multiple screened balconies off the bedrooms, living room, and kitchen create a seamless indoor-outdoor flow, allowing you to enjoy gentle breezes and peaceful surroundings throughout the day. The kitchen features newer stainless steel appliances, offering a modern head start for your own design vision. With a little creativity, this space can easily be transformed into a stylish, photo-worthy retreat with a downtown loft vibe. Cordova Gardens is a small, quiet, and friendly community ideally located just about a mile from downtown Sarasota and the North Bridge to Siesta Key. Enjoy convenient access to shopping, dining, arts, and entertainment—while still coming home to a peaceful, tucked-away setting.
Listing is courtesy of: HORIZONS BY THE SEA, INC (239-394-8655)
Listing Agent: Christian Tateo (239-580-7786)
2232 BAHIA VISTA ST #A1, SARASOTA, FL 34239
$210,00054 Days on yellowkey MLS ID: TB8491201
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,734 (2025)Community: Cordova Gardens ICondo
Taxes:$2,734
Remarks: Location truly makes all the difference—and this one delivers. Welcome to Cordova Gardens, a charming and peaceful community surrounded by lush, mature landscaping and ideally situated in the heart of Sarasota. Just minutes from the area’s world-renowned beaches, vibrant downtown, and iconic St. Armands Circle, you’ll have effortless access to boutique shopping, top-rated restaurants, Sarasota Memorial Hospital, art galleries, local theaters, Selby Gardens, and everything that makes this coastal lifestyle so special. This spacious ground-floor 2-bedroom, 2-bath condo offers both comfort and convenience with an inviting open-concept living and dining area, perfect for relaxing or entertaining. Ceramic tile flooring runs throughout, creating a clean, cohesive look, while the kitchen is equipped with stainless steel appliances and a convenient stacked washer and dryer. Natural light fills the home, enhanced by multiple sliding glass doors that invite in warm Florida sunshine and gentle tropical breezes. Step outside to your screened-in lanai and two private outdoor patios—ideal for enjoying a quiet morning coffee or unwinding with evening refreshments. Cordova Gardens residents enjoy a variety of amenities, including a welcoming clubhouse, a heated community pool, assigned parking, ample guest parking, and covered bike storage. With maintenance-free living, you can spend less time on upkeep and more time enjoying everything Sarasota has to offer.
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000111 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Elementary School: Southside Elementary
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000196 Days on yellowkey MLS ID: A4672440
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
2334 PROSPECT ST, SARASOTA, FL 34239
$355,00067 Days on yellowkey MLS ID: A4686588
5 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 846 Built: 1952 Tax: $3,003 (2025)Community: Arlington ParkSingle Family
Taxes:$3,003
Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999237 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 ManorSingle Family
Taxes:$13,348
Tax Year: 2024
Remarks: One or more photo(s) has been 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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
2438 WISTERIA ST, SARASOTA, FL 34239
$750,000109 Days on yellowkey MLS ID: A4682306
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1317 Built: 1962 Tax: $8,476 (2025)Community: South GateSingle Family
Taxes:$8,476
Remarks: Welcome to 2438 Wisteria St. This turnkey property is ready for YOU, located in the desirable Arlington Park neighborhood. Everything can be included in this purchase! New roof in 2025, new pool in 2022, fresh landscaping, along with all the recent updates inside this home, make this a move-in ready home! This property boasts an impressive rental history as well, just ask! Listed as a 2 bedroom home, but it has an extra room that could be used as a 3rd bedroom or office space! This home offers an open floorplan, galley style kitchen that has been updated, and features a cozy breakfast nook. The view from the spacious living room looks out to the back yard, while first housing a bright and airy sunroom. Make your way to the back yard and you will find yourself in your own resort style oasis! The beautiful pool is the star of the back yard! There's a large paved patio, as well as a spacious turf area, with a hammock and swings, for the ultimate relaxation retreat. Brand NEW Aquavoss cold plunge/hot tub! You won’t want to leave! This home is Located conveniently near downtown Sarasota, with its world-famous beaches, dining, shopping, and luxurious lifestyle this amazing town offers!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Nic Yoder (941-993-9268)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000107 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSingle Family
Taxes:$20,697
Remarks: Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,00060 Days on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing Agent: Marlin Yoder (941-893-7406)
1800 WEBBER ST, SARASOTA, FL 34239
$5,200,00094 Days on yellowkey MLS ID: A4684082
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Single Family
Taxes:$12,950
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000144 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
3174 JENNINGS DR, SARASOTA, FL 34239
$899,000139 Days on yellowkey MLS ID: A4677727
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2403 Built: 1969 Tax: $6,275 (2025)Community: South GateApartment
Taxes:$6,275
Remarks: Welcome to this stunning, turnkey villa-style duplex, beautifully furnished and thoughtfully decorated throughout. Perfectly situated on an oversized corner lot in the desirable Southgate neighborhood, this exceptional property is just 6 miles from world-famous Siesta Key Beach and there was no water intrusion from the 2024 hurricanes! Each side of the duplex offers two spacious bedrooms, two modern bathrooms, and a versatile den currently furnished as a third bedroom. The home has been tastefully updated with brand-new appliances, quartz countertops, luxury vinyl flooring, and high-end furnishings, making it truly move-in ready. Both units feature private front and rear courtyard spaces, ideal for outdoor relaxation or entertaining. Each side also includes a generous laundry room located inside its own one-car garage. The garages are currently set up as game rooms, but can easily be converted back to traditional garages as the seller is the owner/operator of Statewide Garage Doors. Currently operating as a vacation rental, showings must be coordinated around guest occupancy. Please contact the listing agent to confirm availability for showings. While the property is being sold fully furnished and turnkey, the owner may retain a few select items of sentimental value. This is a rare opportunity to own a multi-generational residence or an income-producing investment. Live in one unit and rent the other, or maximize rental potential on both sides—this versatile property offers endless possibilities. Don’t miss out on this exceptional opportunity!
Listing Agent: Renee Miller (941-724-0688)
1857 TULIP DR, SARASOTA, FL 34239
$2,650,00067 Days on yellowkey MLS ID: A4687590
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1878 Built: 1952 Tax: $11,355 (2025)Community: Hartland Park ResubSingle Family
Taxes:$11,355
Remarks: Modern coastal living in a prime West of the Trail location. This extensively renovated 3-bedroom, 2-bath residence offers nearly 1,900 square feet of bright, open living space with clean finishes and seamless indoor-outdoor flow. Renovations include updated systems, impact windows and doors, and a complete kitchen and bath redesign. The private pool with spa and swim shelf, along with upgraded exterior features, creates a relaxed and functional outdoor setting designed for low-maintenance living. Positioned in one of Sarasota’s most desirable neighborhoods, where new construction and continued demand continue to push values forward, this property captures both lifestyle and long-term potential. No HOA or rental restrictions provide flexibility for full-time use, seasonal enjoyment, or income potential. Currently operating as a successful luxury short-term rental. A standout opportunity in a location that continues to set the pace for Sarasota living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ralf Michael Guensch (941-350-3450)
1704 WISCONSIN LN, SARASOTA, FL 34239
$625,00098 Days on yellowkey MLS ID: A4683524
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1959Community: BayviewSingle Family
Taxes:
Tax Year:
Remarks: Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!
Listing is courtesy of: MCCONNELL AND ASSOCIATES (941-539-1916)
Listing Agent: Oliver Mcconnell (941-539-1916)
3372 WEBBER ST, SARASOTA, FL 34239
$399,00094 Days on yellowkey MLS ID: W7883327
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1869 Built: 1961Community: South Gate ManorSingle Family
Remarks: Welcome to this spacious 4-bedroom, 2-bath home with a large bonus room / second living area, perfectly designed for families who need room to grow — or multigenerational living. This almost 1900 square footage beauty offers a flexible layout with separate living spaces, making it easy to create an in-law setup, teen retreat, playroom, or home office wing. Inside, you’ll find beautiful plaster ceiling work, high-end Italian cabinetry, with thoughtful updates, preserving charming retro details like the original pink subway tile bathroom and preserved mosaic tile in a few featured room— a rare blend of character and comfort. Step outside to enjoy a large porch and private-feeling yard shaded by mature trees, ideal for gatherings, playtime, or quiet evenings at home. This home is built to weather storms with an updated metal roof, built with concrete block and a beautiful brick front and seating area. There is a garage, laundry and a massive amount of parking. AC was recently updated. Centrally located yet surprisingly peaceful, this home is minutes to downtown and beaches and sits in a high-and-dry area, flood-zone X, for added peace of mind. If you’ve been searching for space, flexibility, major upgrades already complete, and timeless charm in one place — this is it.
Listing is courtesy of: SIMPLE FEE LISTINGS LLC (734-674-6608)
Listing Agent: Randall Wolber, Jr (734-674-6608)
2327 HILLVIEW ST, SARASOTA, FL 34239
$2,100,000438 Days on yellowkey MLS ID: A4644963
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3500 Built: 2024Community: Battle & TurnerSingle Family
Remarks: Luxury Living Near Siesta Key and Downtown Sarasota! Experience the ultimate in luxury and comfort in this stunning 6-bedroom, 6.5 -bathroom coastal retreat. Designed for relaxation and effortless living, this home features a private heated pool, spacious outdoor living areas, and elegant interiors—perfect for those seeking a serene yet sophisticated lifestyle. Step into your own slice of paradise, where the heated pool invites you for a refreshing dip, and the expansive outdoor dining area and second-level balcony provide the perfect spaces to unwind. Whether you’re enjoying a morning coffee in the Florida sunshine or an evening cocktail poolside, this home offers an unparalleled outdoor experience. Inside, the open-concept layout creates a seamless flow between the living, dining, and kitchen areas. The chef’s kitchen is equipped with high-end appliances, ample counter space, and designer finishes, making it both beautiful and functional. With multiple spacious bedrooms, including four king suites and well-appointed bathrooms, comfort and privacy are at the forefront of this home’s design. Just a short drive from world-famous Siesta Key Beach, this home provides easy access to soft white sands, turquoise waters, and the vibrant Siesta Key Village. Enjoy boutique shopping, fine dining, and entertainment, all just minutes away. Don’t miss the opportunity to own this luxurious retreat—schedule your private tour today!
Listing Agent: Curt Ware (941-587-9122)
2360 LOMA LINDA ST, SARASOTA, FL 34239
$1,999,00070 Days on yellowkey MLS ID: A4687174
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3277 Built: 2027Community: Loma Linda ParkSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Welcome to 2360 Loma Linda Street, a professionally designed new construction home in one of Sarasota’s most desirable locations. Spanning nearly 3,300 square feet with 4 bedrooms, 4 full bathrooms, and 2 half baths, the home combines clean architectural design with a layout that lives well, opening seamlessly to a private pool and outdoor space. Located just minutes from Downtown Sarasota, along with the area’s dining, shopping, and beaches, the setting offers both convenience and a strong sense of place. With construction in its early stages, buyers have the ability to be involved in selecting finishes and tailoring certain elements, creating a more personalized final product. At just over $600 per square foot, the pricing reflects strong value for new construction of this size and quality, especially from a builder known for delivering well-executed homes in this market. Inside, the entry foyer opens into a spacious great room that connects naturally to the kitchen and dining areas, all overlooking an oversized lanai and pool deck, creating an easy indoor-outdoor flow. The main level also includes a large walk-in pantry, laundry room, and powder bath, along with a first-floor primary suite featuring dual walk-in closets, double vanities with a makeup station, and a generously sized walk-in shower. Upstairs, there are three additional bedroom suites, each with walk-in closets and private en suite bathrooms, along with an additional powder room. A large bonus room completes the second level, offering flexible space for a media room, game room, or additional living area. Beyond its design, the home is being built with a focus on long-term durability, including placement outside of a flood zone, impact-rated windows and doors, and a metal roof designed for longevity, features that are becoming increasingly important for buyers in coastal markets. Overall, it’s a combination of design, location, and build quality that continues to stand out in today’s market. Reach out to learn more about the possibilities this beautiful Perkins & Powers Builders home has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,995,00070 Days on yellowkey MLS ID: A4687005
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3554 Built: 2023Community: Poinsettia Park 2Single Family
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.