Location: Sarasota , 34239
Do Not Show Listings
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,00013 Days on yellowkey MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,078
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3800 FLORES AVE, SARASOTA, FL 34239
$4,295,00053 Days on yellowkey MLS ID: A4695844
REDUCED by $100,000 (2.3%) on 07/17/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2026 Tax: $10,023 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$10,023
Remarks: NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$185,00052 Days on yellowkey MLS ID: A4695961
REDUCED by $8,000 (4.1%) on 07/24/2026
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)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000265 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with two 22,000-pound boat lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2377 BURTON LN, SARASOTA, FL 34239
$799,000222 Days on yellowkey MLS ID: O6367915
REDUCED by $41,000 (4.9%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1992 Tax: $2,924 (2024)Community: Burton LaneSingle Family
Taxes:$2,924
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Walk to downtown Sarasota and ride your bike to America's two best beaches; Lido and Siesta, and ride the Bicycle Legacy Trail nearby. This 1992 beautifully designed and built floor plan with near 10' ceilings flows well and even allows for a possible in-law or guest quarters, separate from your private area. Relax on your oversized roofed and screened Lanai and enjoy the Selby-Garden-like-yard full of blooming tropical plants and palm trees. Live anxiety free as this house incurred no leaks, no flooding, and no loss of electricity during past storms. The metal roof and the concrete block construction are rated the most wind resistant of all building materials. The Homeowners Insurance is only $3,100 including hurricane coverage; no flood insurance is required as the zone is X. Not only do you have no association or CDD fees to pay, the Arlington Park neighborhood is one of the most desired areas in the City of Sarasota with the city's prized AQUATIC CENTER and PREMIER PARK, full of amenities, a few blocks away. The highly rated Sarasota Memorial Hospital is 1/2 mile away along with numerous restaurants and pubs within walking distance. Enjoy peace of mind knowing the Arlington Park Neighborhood is a quiet, serene place to live. CLOSE, and BEAUTIFUL makes this a home you MUST-SEE. Located on a cul-de-sac in the only subdivision within the Arlington Park Neighborhood where all the homes were built in 1992 and seldom do any come available. Six of the eight homes have identical floor plans with different facades adding interest to the little subdivision. 3-bedrooms, 2-baths, 2-car garage, 10’-ceilings, 1894 Sq.Ft., with angular walls for added interest, living- room, plus family-room, plus dining-room, gated front-porch and screened & roofed oversized-lanai and lush tropical foliage and a privacy-fence surrounding the entire home on a quiet and city cul-de-sac. The neutral-colored-diagonal tile runs throughout the entire home. -Pet-free house for the last 9 years and no carpet SO YOUR ALLERGIES WON’T ACT UP, plus a central vacuum blows the exhaust from vacuuming into the garage and it is not recirculated inside the house. -Pesticide Free House and Yard for the last 21 years. No Fire Ants here, No grass to mow. Location, Location, (No incidents in my 20 years) -Bicycling Aficionados can ride the nearby Legacy Trail. -Walk to upscale restaurants, and pubs in the Southside Shopping area plus Morton's Gourmet Market. Fast food is even closer. Plus the City’s Premier Recreational Facility, Arlington Park Aquatic Center is ½ mile away, with several Pools, a ½ mile Shaded Walking Trail, a Dog Park, Play Ground, Tranquil Lake, Picnic Tables, Tennis & Racquet Ball Courts, and indoor, air-conditioned Pickleball. -Less than ¾ mile is a YMCA with an Olympic Pool and L.A. Fitness with a Pool. -Walk just two miles to the Regal Cinemas in Downtown and lots of Restaurants and Entertainment. -Walk or ride 1 mile to Cinebistro and Live Theater Performances in the Southgate Mall. -Sarasota Memorial Hospital is less than ½ mile -Grocery Stores are less than a mile away -Walk to High School and Middle School .8 mile away. Top-Rated Southside Elementary.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,00018 Days on yellowkey MLS ID: A4699366
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3356 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. with 5 bedrooms and 5 full bathrooms, home in the heart of Sarasota. *Pool installation is in progress, with a projected completion of early August.* This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. 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.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,000156 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,475,000205 Days on yellowkey MLS ID: A4676686
REDUCED by $85,000 (1.9%) on 06/26/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
2465 FOSTER LN, SARASOTA, FL 34239
$869,00038 Days on yellowkey MLS ID: A4697288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2564 Built: 1956 Tax: $7,256 (2025)Community: South GateSingle Family
Taxes:$7,256
Middle School: Sarasota Middle
Remarks: A beautifully reimagined South Gate residence, this 3 bedroom, 3 bathroom home blends modern sophistication with timeless Sarasota charm. Set on an elevated 14,005 sq ft corner lot, the property offers exceptional privacy, mature landscaping, and an abundance of fruit-bearing trees, all supported by an irrigation system. Inside, the split floor plan provides effortless livability, complemented by a dedicated private office and an additional bonus room ideal for flexible lifestyle needs. Two of the bedrooms are ensuite, creating comfortable retreats for family or guests. The heart of the home is the gourmet kitchen, featuring 42" cabinetry, quartz countertops, stainless steel appliances, and a large picture window that fills the space with natural light. The adjoining dining area offers generous room for gatherings, while the family room with its sleek electric fireplace creates a warm, inviting atmosphere. Thoughtful upgrades continue throughout: a totally renovated interior, and an oversized two-car garage with epoxy flooring. Outside, a paver circular drive and a charming covered front porch with new Trex decking elevate curb appeal. With its expansive lot, there is ample room to add a pool and create a true Sarasota oasis. Located in the coveted South Gate community, this home offers unmatched convenience just minutes to fine dining, boutique shopping, world renowned beaches, and vibrant downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Church (941-323-0028)
1864 CLEMATIS ST ST, SARASOTA, FL 34239
$1,799,50048 Days on yellowkey MLS ID: A4696114
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2330 Built: 1925 Tax: $14,946 (2025)Community: Lot 13 & W 25 Ft Of Lot 15 Blk C Desota ParkSpa: YesSingle Family
Taxes:$14,946
Remarks: This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.
Listing Agent: Tra Raines, Iii (941-415-2508)
2753 VALENCIA DR, SARASOTA, FL 34239
$549,900109 Days on yellowkey MLS ID: TB8493972
REDUCED by $25,100 (4.4%) on 07/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,000143 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
3727 TANGIER TER, SARASOTA, FL 34239
$2,490,00013 Days on yellowkey MLS ID: A4699858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 1959Monthly Fee: $13 Tax: $12,434 (2025)Community: San Remo EstatesSingle Family
Taxes:$12,434
Remarks: Welcome to a rare opportunity to own a spacious residence in the highly sought-after San Remo Estates, one of Sarasota's most desirable West of the Trail neighborhoods, ideally positioned just before the North Siesta Key Bridge. Set on a generous 0.28-acre homesite, this property presents an exceptional opportunity to enjoy one of the area's premier locations. The 4-bedroom, 3-bath home encompasses 2,696 square feet of living space and features an expansive bonus room that can easily serve as a media room, home office, fitness room, or guest retreat. A charming wood-burning fireplace anchors the main living area, while the screened-in pool and spacious pool deck create an inviting outdoor setting for entertaining or everyday relaxation. The fenced backyard, mature landscaping, and attached 2-car garage complete the home's comfortable and functional layout. Whether you're looking for a primary residence, seasonal retreat, investment opportunity, or a premium homesite to create your dream home, this property offers outstanding potential in one of Sarasota's most coveted neighborhoods. Just moments from Siesta Key's world-renowned beaches, Southside Village, downtown Sarasota, exceptional dining, boutique shopping, and top-rated schools, opportunities to own in San Remo Estates are increasingly rare.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
2395 HYDE PARK ST, SARASOTA, FL 34239
$1,500,0002 Days on yellowkey MLS ID: A4700669
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2126 Built: 2014 Tax: $11,204 (2025)Community: Joiners A L SubSpa: NoSingle Family
Taxes:$11,204
Remarks: Experience custom luxury living in the heart of Sarasota! This beautifully crafted home, nestled on a large corner lot, offers the perfect blend of timeless design and modern comfort, just minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Arlington Park, and world-famous beaches. Inside, you'll find rich hardwood floors, soaring ceilings, an open-concept layout, and a striking double-sided natural gas fireplace. The chef's kitchen features granite countertops, premium stainless steel appliances, gas cooking, custom cabinetry, and a large center island. The spacious primary suite includes a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, custom walk-in closet, and dual vanities. Step outside to your private tropical retreat with a covered lanai, saltwater pool, lush landscaping, and a fully fenced yard. Additional highlights include impact windows and doors, natural gas, tankless water heater, and exceptional custom craftsmanship throughout. This is Sarasota living at its finest.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2513 CROTON AVE, SARASOTA, FL 34239
$628,00080 Days on yellowkey MLS ID: A4692136
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1604 Built: 1962 Tax: $1,409 (2024)Community: South Gate ManorSingle Family
Taxes:$1,409
Elementary School: Wilkinson Elementary
Remarks: Architect-Designed Masterpiece of Indoor – Outdoor Living………. this meticulously crafted residence sits on a prime Sarasota lot of nearly 10,000sq ft. in a neighborhood atmosphere that is soft and warm and children play everyday. The design embodies a Garden – Architecture Integrated Layout; A concept known as The MODERN - BOHEMIAN style and is devoted to creating meaningful interactions between the built environment and the surrounding landscape by fusing the warmth, nature, and free spirit of Bohemian (Boho) with the simplicity, sophistication, and functionalism of Modern (Modern) style. It is a blended aesthetic that seeks a relaxed, personalized atmosphere while maintaining visual neatness and a sense of refinement….. At first glance, one sees a solid block construction home in a very quiet and established community. (With City Water and City Sewer, No Deed Restrictions, No CDD Fees, Not in a Flood Zone and No pesky HOA.)…. Secondly, one sees that the luxuriously opulent garden wraps all around the home, giving it an exotic feel as well as complete privacy….. Step into the home through the front door and one sees a brand new open kitchen with a ceramic and stone backsplash, quartz countertops and island top, all new appliances and an engineered wood floor throughout the home…. The living/dining room opens fully to the patio/yard through window doors, transforming the entire area into an outdoor extension ideal for gatherings…..The master bedroom and the second bedroom each boast en-suite bathrooms and have private sliding door access to the Bohemian Garden, where the backyard greenery seems to be reaching into the rooms in a subtle way, which makes them true Garden Suite bedrooms…..There is a third bedroom and a third full bath as well as a garage with a new washer, a new dryer and new storage racking…..A concrete parking pad suitable for a car, boat or trailer has been added right next to the garage….Close to Downtown Sarasota, I-75, the airport and shopping. Please see the attached pictures with descriptions to get a better understanding of the features of this home.....and Please look at the Virtual Tours for some brilliant views of this wonderful offering.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
2374 ARLINGTON ST, SARASOTA, FL 34239
$549,000180 Days on yellowkey MLS ID: A4680088
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1126 Built: 1961 Tax: $6,734 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$6,734
Remarks: Virtually Staged. Outstanding Value in Arlington Park! This updated three-bedroom residence presents a rare opportunity to own in one of Sarasota's most desirable neighborhoods at an exceptional price point. With an open layout, the home is move-in ready and ideally positioned just minutes from downtown Sarasota and the area’s renowned Gulf beaches. The interior connects the living, dining, and kitchen areas, creating an easy flow for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the main living spaces, while freshly painted walls in a neutral color palette enhance the light-filled atmosphere. Two updated bathrooms provide modern convenience and a cohesive finish. The kitchen serves as the heart of the home, offering granite countertops, a full-height tile backsplash, ample cabinetry, and a central island that adds workspace and casual seating. Sliding doors open to a spacious, fully fenced backyard—an inviting outdoor setting with room to relax, garden, or create a customized outdoor retreat. Additional exterior storage adds everyday practicality. One of this home's greatest advantages is its exceptional location. Just moments away, Arlington Park offers walking and biking trails, tennis and basketball courts, playgrounds, picnic areas, scenic lakes, and lush green spaces. Southside Village's popular restaurants, cafes, and boutique shopping are only minutes away, while downtown Sarasota's vibrant arts scene, waterfront parks, theaters, galleries, and acclaimed dining are easily accessible. Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Memorial Hospital are all just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this beautifully updated home offers exceptional value, modern comfort, and one of the most sought-after locations in Sarasota—all without HOA fees.
Listing Agent: Roger Pettingell (941-387-1840)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,890,000125 Days on yellowkey MLS ID: A4687005
REDUCED by $60,000 (3.1%) on 07/09/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
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.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1330 S JEFFERSON AVE, SARASOTA, FL 34239
$599,000136 Days on yellowkey MLS ID: A4685616
REDUCED by $86,000 (12.6%) on 07/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 1960 Tax: $7,730 (2025)Community: Rustic Lodge 2Single Family
Taxes:$7,730
Remarks: SIGNIFICANT PRICE REDUCTION makes this a truly great buy in a sought after neighborhood!! Don't miss this gorgeous home in the iconic Rustic Lodge enclave in Arlington Park. Meticulously remodeled and rebuilt in 2020, the thoughtfully designed layout flows seamlessly from a central gathering space combining great room and kitchen—ideal for everyday living and entertaining. Highlights include soaring shiplap ceilings, engineered hardwood floors, premium lighting, and PGT impact doors and windows. The kitchen is anchored by a large island featuring granite countertops, high-end appliances, and custom cabinetry, while French doors open to the secluded outdoor spaces. This 3 bed 2 bath split floor plan features a Primary Suite with elegantly appointed walk-in closet and a spa-inspired bathroom complete with walk-in shower, soaking tub, and dual sinks. The north wing of the home includes two guest bedrooms and a full bath with shower/tub combination, offering separation and privacy from the primary suite. Conveniently located adjacent to the kitchen, the laundry room includes a top tier washer and dryer. An oversized garage affords a full wall of built-in storage space. Outdoor features include a newly landscaped garden, decorative awnings, delightful garden art, a driveway with inset river rock, and a walled "secret garden" oasis in the side yard, complete with shade umbrella and charming garden gate. Major systems/appliances replaced during the total renovation in 2020 include roof, air conditioning, water heater, electrical, plumbing, kitchen, bathrooms, flooring, and impact resistant doors and windows. Ideally situated on a corner lot near the Arlington Park complex, and just minutes from Downtown Sarasota, Southside Village, and award winning Siesta Key Beaches.
Listing Agent: Carol-Ann Warr (941-780-0665)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000247 Days on yellowkey MLS ID: A4672605
0 Days Off yellowkey (back on 7/24/2026)
REDUCED by $29,000 (3.4%) on 06/11/2026
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
Remarks: Under contract-accepting backup offers. 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!
Listing Agent: Rory Mcdonald (941-961-7247)
3006 HAWTHORNE ST, SARASOTA, FL 34239
$379,90065 Days on yellowkey MLS ID: A4694520
REDUCED by $20,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1835 Built: 2006 Tax: $6,640 (2025)Community: Cottage In The PinesSingle Family
Taxes:$6,640
Remarks: Highest and Best Due 6/29/26 at 12 pm. This property is eligible under the Freddie Mac First Look Initiative through 06/20/2026. This home features a 1800 sq ft+ garage (entire first floor). The home is ready for your remodeling ideas! The property is full of potential. You will immediately see the layout’s incredible versatility. The main living area upstairs serves as the heart of the home, featuring a bright kitchen and a spacious living room. Step outside the sliding glass doors onto the second-floor lanai, a great space to enjoy the Florida breeze and overlook your surroundings. The property is located just outside the City of Sarasota (in the county), there are no HOA fees or deed restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
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