Location: Sarasota , 34239
Do Not Show Listings
2585 CLEMATIS ST, SARASOTA, FL 34239
$2,299,000280 Days on yellowkey MLS ID: A4668866
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3697 Built: 2024 Tax: $4,225 (2024)Community: South GateSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,225
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Step into modern luxury at The Palace on Clematis, a nearly-new 2024 single-family home offering more than 3,500 square feet of impeccably designed living space where every detail has been curated for refined living, from its modern architecture to its resort-style amenities. This six-bedroom, seven-bath residence combines high-end finishes with relaxed Florida style, delivering an exceptional opportunity for discerning buyers. The open floor plan features expansive living and dining areas that flow seamlessly together, centered around a chef’s kitchen boasting premium appliances, a large center bar top island, and custom cabinetry with under-cabinet lighting. Two bedrooms are conveniently located on the first level, including the spacious primary suite with it's spa-inspired ensuite bath designed for total relaxation. Head out any of the sliding doors to your private outdoor retreat, where a heated pool & spa, firepit lounge, and lush tropical landscaping create the perfect oasis for entertaining or unwinding. Upstairs, you'll find four more ensuite bedrooms, each with its own walk-in closet and distinctive designer details, along with an informal family room and extended balcony that offer another inviting gathering space. Situated in the sought-after Arlington Park and South Gate area, this residence provides proximity to top-rated schools, cultural attractions, boutique shopping, and Sarasota’s best dining destinations. The central location also offers quick access to world-class beaches, medical centers, and regional airports. A true showcase of craftsmanship and contemporary elegance, The Palace on Clematis is a rare find in central Sarasota. Discover this one-of-a-kind residence and make it your new Sarasota address. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
2437 FLOYD ST, SARASOTA, FL 34239
$749,00040 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00075 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
2232 GROVE ST, SARASOTA, FL 34239
$2,350,000265 Days on yellowkey MLS ID: A4670786
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3800 Built: 2025 Tax: $9,281 (2024)Community: Blossom BrookSpa: YesSingle Family
Taxes:$9,281
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Imagine waking up to the soft glow of Florida sunlight streaming through expansive windows, the aroma of morning coffee drifting from your open-concept kitchen, and laughter echoing from your backyard oasis. Welcome to your future home at 2232 Grove Street — a place where innovative design meets effortless family living. Nestled in the heart of Sarasota, this custom modern residence has been thoughtfully envisioned for both comfort and connection. The design balances clean architectural lines with natural warmth — soaring ceilings, elegant finishes, and light-filled living spaces that open seamlessly to outdoor areas. Here, every detail invites gathering and togetherness — from the spacious chef’s kitchen perfect for Sunday breakfasts, to the inviting great room where memories unfold. Step outside to a private backyard oasis, backing up to large single-family parcels that ensure peace and privacy. There’s room for play, and for the simple joys of Florida living. Whether it’s hosting friends under the stars or watching the kids chase fireflies at dusk, this home was made for moments that matter. Just minutes from downtown Sarasota, top-rated schools, and Siesta Key’s pristine beaches, 2232 Grove Street offers more than a home — it’s the foundation for your next chapter. Write your story here, where modern luxury and approachable comfort are seamles.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2907 MARSHALL DR, SARASOTA, FL 34239
$675,000276 Days on yellowkey MLS ID: A4669618
INCREASED by $75,001 (12.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,000157 Days on yellowkey MLS ID: A4683197
1 Days Off yellowkey (back on 6/22/2026)
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
3524 S SCHOOL AVE, SARASOTA, FL 34239
$925,00073 Days on yellowkey MLS ID: A4693494
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3037 Built: 1957 Tax: $9,338 (2025)Community: South GateSingle Family
Taxes:$9,338
High School: Riverview High
Remarks: From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
2912 HAWTHORNE ST, SARASOTA, FL 34239
$299,99987 Days on yellowkey MLS ID: R4911184
REDUCED by $40,000 (11.8%) on 06/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1945 Tax: $2,186 (2025)Community: Rio VistaSingle Family
Taxes:$2,186
Remarks: This cute bungalow style home is looking for someone to make it their own little paradise in Sarasota. The front boasts an enclosed patio and the drive way can accommodate many cars and even an R.V. with some tree trimming! The 2 bedrooms and 2 baths are separated for privacy and there is a bonus den/office for extra room. The above ground pol is surrounded by a manufactured patio and the zero scape yard means no lawn mowing around here! A shed and beautiful flowering plants surround the private fenced in yard.
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: Dawn Cohen (941-228-0077)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000251 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
3502 BAHIA VISTA ST, SARASOTA, FL 34239
$1,199,000677 Days on yellowkey MLS ID: A4623849
REDUCED by $96,000 (7.4%) on 05/22/2026
Bed: 7 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 3432 Built: 1945 Tax: $10,120 (2023)Community: HomecroftApartment
Taxes:$10,120
Tax Year: 2023
Remarks: 3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home...Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
$1,199,000754 Days on yellowkey MLS ID: A4615828
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3432 Built: 1945 Tax: $10,120 (2023)Community: HomecroftSingle Family
Remarks: 3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000163 Days on yellowkey MLS ID: A4682528
REDUCED by $15,900 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,688 (2025)Community: Plaza GardensCondo
Taxes:$2,688
Remarks: West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest parking available. Water and basic cable included.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
2746 HIBISCUS ST, SARASOTA, FL 34239
$475,00083 Days on yellowkey MLS ID: O6404525
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1819 Built: 1959 Tax: $8,555 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,555
Remarks: Virtually Staged. Fully renovated Southgate home, set on a spacious, tree-lined corner lot. Ideally located just minutes from Siesta Key Beach, St. Armands Circle, and vibrant downtown Sarasota. Step inside to an open, light-filled layout designed for both comfort and entertaining. This 3-bedroom, 3-bathroom home features a desirable split floor plan, providing privacy for family and guests alike, along with a fenced backyard perfect for relaxing or hosting gatherings. The main bedroom is a true retreat, complete with a walk-in closet and a beautifully updated en-suite bathroom featuring a modern walk-in shower. Two additional bedrooms and full bathrooms complement the home—offering flexibility and convenience for family and guests. The interior showcases brand-new flooring and a beautifully updated kitchen equipped with sleek stainless steel appliances, elegant stone countertops, and a striking island with a suspended exhaust hood—perfect for those who love to cook and entertain. Designer lighting throughout adds a refined, modern touch. The spacious living area centers around a cozy wood-burning fireplace, creating a warm and inviting atmosphere that truly feels like home. This is a rare opportunity to own a move-in-ready home in one of Sarasota’s most desirable locations.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,000135 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This exceptional custom-built residence seamlessly blends modern farmhouse design with superior craftsmanship and high-end finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open-concept floor plan, the home delivers the perfect combination of style, comfort, and functionality in one of Sarasota’s most desirable locations. Striking curb appeal is highlighted by a custom cypress garage door, cypress porch accents, and a dramatic glass entry that welcomes you into a thoughtfully designed interior filled with natural light. European oak flooring, recessed lighting, and refined architectural details create a warm yet sophisticated atmosphere throughout the two-story home. At the heart of the residence, the spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating an inviting space for both everyday living and entertaining. The chef-inspired kitchen is equally impressive, showcasing a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close cabinetry, a waterfall-edge island, floating cypress shelving, designer brass fixtures, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat, complete with a custom walk-in closet and a spa-like bath featuring dual showers, double vanities, and custom cypress shelving. Additional highlights include beautifully crafted wood staircases with wrought-iron railings leading to a versatile second-floor bonus room, as well as a spacious laundry and mudroom offering abundant storage and workspace. Outdoor living is equally appealing with a large, private backyard enclosed by a six-foot cypress shadowbox fence. With ample space for a future pool, the yard provides endless opportunities for entertaining, pets, and enjoying Florida’s year-round sunshine. Ideally located east of the Trail, this remarkable home is just minutes from Sarasota Memorial Hospital, Southside Village, and highly regarded Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, cultural attractions, and world-renowned Gulf beaches are all within easy reach, making this a rare opportunity to enjoy modern luxury living in a premier Sarasota location.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
2258 ARLINGTON ST, SARASOTA, FL 34239
$2,950,00043 Days on yellowkey MLS ID: A4696669
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3982 Built: 2026 Tax: $10,970 (2025)Community: La Linda TerraceSpa: YesSingle Family
Taxes:$10,970
Remarks: Under Construction. Welcome to the perfect backdrop for your family’s next chapter. Located in Sarasota’s highly sought-after Arlington Park neighborhood, this striking, contemporary 3-bedroom 4.5 Bath custom home is UNDER CONSTRUCTION and scheduled for completion in the 3rd qtr 2026—just in time to settle in and start making memories. Spanning over 3,982 square feet, this home is thoughtfully designed to balance a busy family schedule with elevated luxury. The light-filled, open-concept floor plan is exceptional and what today's home buyers are looking for! At the heart of the home is the large chef's kitchen built with your family and friends in mind. A dramatic waterfall-edge quartz island serves as the ultimate hub for breakfasts or a gathering place with family and friends. Featuring an oversized walk-in pantry providing endless storage for groceries and snacks. A whole-house water purification system adds everyday peace of mind for your family’s health. The thoughtful layout provides everyone with their own space: A Parent's Retreat on the main-level primary suite offers a serene escape from the hustle and bustle, complete with a spa-inspired bath, a freestanding soaking tub, and a zero-entry shower. Upstairs features an exceptionally large Bonus Room with an en-suite bathroom that could easily be converted into a 4th bedroom post closing if needed. Additionally there are (2) large en-suite bedrooms, one with a balcony overlooking you beautiful pool. Ultimate Convenience: this home features laundry rooms on both levels to make keeping up with wash day effortless. Step outside to your private family resort. The fully fenced backyard provides a safe haven for family, friends, and pets to play. The Gunite pool and Spa is a large oasis with an adjacent expansive sunken gas fireplace with built-in seating to enjoy relaxing evenings in. Completing your backyard sanctuary for entertaining and cookouts, is your fully equipped summer kitchen and pool deck. The location is unbeatable for an active family lifestyle. You are just minutes from building sandcastles at world-renowned Siesta Key Beach, taking weekend bike rides on the scenic Legacy Trail, and the security of having Sarasota Memorial Hospital right nearby. With no HOA restrictions, a two-car garage, and a one-year builder warranty for peace of mind, this home is a rare opportunity to enjoy modern Sarasota luxury that is actually built for real family life. Please note: All interior and exterior photos attached are representative examples of possible fit and finish selections from the builder.
Listing Agent: Lee Brewer (941-724-3448)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$122,500231 Days on yellowkey MLS ID: A4674589
REDUCED by $2,500 (2.0%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
1500 BAYVIEW DR, SARASOTA, FL 34239
$8,750,000189 Days on yellowkey MLS ID: A4678945
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4031 Built: 2017 Tax: $71,357 (2025)Community: Bay View Heights AddSpa: NoSingle Family
Taxes:$71,357
Remarks: Nestled in the heart of Sarasota, Florida, "The Seathrough House" stands as a testament to timeless elegance and modern sophistication. Designed by the acclaimed architectural firm Sweet Sparkman and meticulously crafted by builder Josh Wynne, this mid-century marvel redefines luxury living. From the moment you step inside, the panoramic bay views captivate the senses, seamlessly blending the indoors with the breathtaking natural beauty of the surroundings. Every room boasts expansive windows, offering an uninterrupted vista of Sarasota Bay that is nothing short of mesmerizing. This architectural masterpiece features five bedrooms and five baths, providing ample space for both relaxation and entertaining. Each room is thoughtfully designed to maximize comfort and functionality while showcasing the stunning waterfront backdrop. Situated "West of the Trail," this premier location places you just minutes away from the world-renowned Siesta Beach, downtown Sarasota, and the charming Southside Village. Whether you're strolling along the pristine shores of Siesta Key or indulging in the vibrant cultural scene of downtown, every convenience is within easy reach. For those who appreciate the finer things in life, "The Seathrough" house offers more than just luxurious living—it promises a lifestyle of unparalleled elegance and sophistication. With a shared dock featuring a 16,000 lb lift, residents can effortlessly explore the azure waters of the Gulf Coast or simply bask in the warmth of the Florida sun as they watch the gorgeous sunsets from the home or the bayfront poolpaint the sky in hues of orange and gold. "The Seathrough" house is not just a home—it's a sanctuary where every moment is infused with beauty, tranquility, and the unmistakable charm of Sarasota living at its finest.
Listing Agent: Tom Cail, Pa (941-780-2245)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000163 Days on yellowkey MLS ID: A4682616
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$20,697
Remarks: Under contract-accepting backup offers. 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)
1850 WEBBER ST, SARASOTA, FL 34239
$3,790,000122 Days on yellowkey MLS ID: A4686673
REDUCED by $100,000 (2.6%) on 06/16/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing Agent: Kelly Gettel (941-315-2525)
1865 ORCHID ST, SARASOTA, FL 34239
$1,795,000115 Days on yellowkey MLS ID: A4688669
REDUCED by $100,000 (5.3%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
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