Location: Sarasota , 34239
Do Not Show Listings
3751 S SCHOOL AVE #29, SARASOTA, FL 34239
$124,999238 Days on yellowkey MLS ID: A4670178
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,874 (2025)Community: Sunland AptsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,874
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Recently updated with a new roof in August and no assessments! Prime location! Welcome to Sunland Garden Apartments, a charming 55+ condo community nestled behind The Crossings at Siesta Key Mall, which is currently undergoing redevelopment into a vibrant mixed-use development featuring retail shops, restaurants, and offices. Notably, Connors Steak & Seafood and Cinebistro are expected to remain! Ideally situated in central Sarasota, just a short drive to our stunning beaches. This third-floor unit offers two bedrooms with en-suite baths, walk-in closets, and the largest screened porch in the community equipped with hurricane roll shutters. Enjoy peaceful courtyard views, along with access to the community pool, BBQ area, and shuffleboard court. Being on the top floor means there are no neighbors above. Both bedrooms and the living room have sliding glass door access to the spacious, covered porch. The unit features a new front storm door, replaced A/C and hot water heater (both in 2019) with biannual maintenance, and a brand-new garbage disposal. The laundry room and a large storage cage are just steps from your front door, near the elevator and stairs for easy access. Your assigned parking spot and adjacent guest parking are conveniently located right in front of the unit. Enjoy proximity to Sarasota’s vibrant downtown scene, less than 3 miles away, with numerous entertainment venues, dining, theaters, and art galleries. Numerous parks and golf courses are also just minutes from the community. This property is perfect as a part-time escape or full-time residence!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Angie Unzicker (941-809-9119)
3018 ARLINGTON ST, SARASOTA, FL 34239
$399,90078 Days on yellowkey MLS ID: A4689348
REDUCED by $14,100 (3.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Elementary School: None
High School: None
Middle School: None
Remarks: Storybook Charm Meets Modern Luxury in Highly Desirable Arlington Park! Nestled in the unique, tree-lined "Cottage in the Pines" section of south downtown Sarasota, this beautifully updated 1952 residence perfectly blends timeless mid-century character with smart, modern improvements. From the moment you arrive, the brand-new vinyl siding and welcoming farmer’s porch create undeniable curb appeal, while the wide stone driveway offers plenty of extra parking. Step inside to discover a bright and spacious 3-bedroom, 2-bathroom, 1,626-sqft floor plan designed for effortless living. Durable tile flooring sweeps through the main living areas, leading to a charming kitchen complete with a closet pantry, custom tile backsplash, and a convenient pass-through window to the dining area. Safety and efficiency are already taken care of with hurricane-impact windows installed across the front and bedrooms. The expansive primary suite is a true private retreat, boasting an extended sitting area, a large walk-in closet, a remodeled spa-like bath, and private sliding door access to the backyard. Outside, your personal Florida oasis awaits. The fully fenced, oversized 0.21-acre lot features a relaxing hot tub, a handy utility shed, and endless space to design a future pool or gardening paradise. Located just minutes from downtown Sarasota, the world-class sands of Siesta Key, Sarasota Memorial Hospital, and the vibrant recreation at Arlington Park, this home offers unparalleled central convenience. Schedule your private tour today and fall in love!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,00022 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$8,003
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore Traditional” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,795,00081 Days on yellowkey MLS ID: A4688301
REDUCED by $100,000 (5.3%) on 06/04/2026
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00064 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion end of July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged. IF BUYER WANTS TO CUSTOMIZE DESIRED APPLIANCE PACKAGE, STONE, ETC. IT IS NOT TOO LATE!
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000171 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4989 Built: 2026 Tax: $11,550 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$11,550
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
3405 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$585,00026 Days on yellowkey MLS ID: A4694917
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1969Monthly Fee: $17 Tax: $5,511 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,511
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome home to this beautifully renovated 3-bedroom, 2-bath split-plan pool home in sought-after South Gate. Updated from top to bottom in 2019, the home features a newer roof (2018), hurricane-impact windows and sliders, updated electrical, a refinished pool(2024) and new pool pump, newer kitchen and baths, newer flooring, lighting, landscaping, paint, HVAC (2020), sewer pipes lined, and more. Plantation shutters thru out the whole house along with pull down screens on the sliders. Inside, enjoy both a formal living room and a separate family room, with the kitchen serving as the heart of the home. Kitchen is Light and bright, it offers sparkling quartz countertops, luxury stainless steel appliances, shaker cabinetry, and a large island perfect for entertaining. The primary suite includes an updated bath and walk in closet. The split floor plan, allows your guest to have their own private area. Hand-scraped wood-look tile runs throughout the home, creating a low-maintenance, low-allergen, energy-efficient living environment. Step outside to the pavered lanai with electronic screens overlooking the pool and fenced backyard. Tropical landscaping, and Florida palms surround the property, creating a private, relaxing retreat. This property is close to the beach, shopping and restaurants. Schedule today for your appointment!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
2215 GROVE ST, SARASOTA, FL 34239
$470,00027 Days on yellowkey MLS ID: A4695061
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1960 Tax: $6,725 (2025)Community: Blossom BrookSingle Family
Taxes:$6,725
Remarks: **Mid-Century Modern Gem in Arlington Park** This well-maintained mid-century modern home is located just blocks from Southside Elementary. Featuring a new metal roof, clean lines, and timeless style, it offers comfortable living with many original features like terrazzo floors and built-in cabinetry. Inside, you'll find bright, open spaces and a versatile area perfect for a possible third bedroom, office, or studio. The backyard is a standout, with an easement providing natural privacy and no direct rear neighbors. Just minutes from all the best of downtown Sarasota, the North Bridge to Siesta Key, and The Arlington Park And Aquatic Center complete with a dog park, 50 meter pool, pickleball courts, and walking trails. A rare blend of character, comfort, and unbeatable location. Call for a showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Wade Ongstad (941-705-0537)
2574 HAWTHORNE ST, SARASOTA, FL 34239
$499,00045 Days on yellowkey MLS ID: TB8507724
REDUCED by $16,000 (3.1%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1952 Tax: $6,269 (2025)Community: Turners J C SubSingle Family
Taxes:$6,269
Remarks: Welcome to Arlington Park, one of Sarasota’s most desirable and rapidly growing neighborhoods. Located on a quiet dead-end street directly across from Arlington Park, this property is just steps away from playgrounds, workout stations, basketball and tennis courts, public pools, and beautiful walking trails surrounded by nature and wildlife. This property offers incredible flexibility and potential depending on your goals. It can be renovated into a beautiful primary residence, used as a profitable rental property, transformed through a full fix-and-flip renovation, or even torn down to build your dream home on this ideally located lot in an area surrounded by new construction homes. Currently generating $3,000 month in rental income, the property is rented as a main house for $2,000/month plus an attached efficiency for $1,000/month with a separate private entrance. Tenants may remain for investors seeking immediate income, or the property can be delivered vacant with a 30-day notice to tenants. The home features a flexible layout, pool access, a new roof, and a prime central Sarasota location just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Lido Beach. Rare opportunity in one of Sarasota’s most sought-after neighborhoods. Schedule your private showing today.
Listing is courtesy of: INMOBILIATA, LLC (305-776-8703)
Listing Agent: Tatiana Paredes (786-282-1345)
2609 DARWIN AVE, SARASOTA, FL 34239
$488,50029 Days on yellowkey MLS ID: A4695205
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1962 Tax: $1,922 (2025)Community: South GateSingle Family
Taxes:$1,922
Remarks: Under contract-accepting backup offers. Experience elevated Sarasota living at 2609 Darwin Ave., Sarasota in this exquisitely updated 3-bedroom, 2-bath pool home with a 1-car garage, ideally located just minutes from renowned Siesta Key Beach, upscale dining, boutique shopping, and vibrant entertainment. Thoughtfully designed for both luxurious everyday living and effortless entertaining, this exceptional residence showcases an expansive open-concept layout with seamless indoor-outdoor flow to a private resort-style setting featuring a sparkling pool with Travertine Pavers, screened patio and elegant firepit lounge area. The designer gourmet kitchen is beautifully appointed with custom cabinetry, luxurious quartz countertops, a farmhouse sink, and newer stainless steel appliances. High-end improvements include a newer roof, newer AC system, hurricane windows and fully owned solar panels providing remarkable energy efficiency with electric costing $46 monthly regardless of usage. The spacious family room with beamed ceiling and hurricane proof skylights overlooking the outdoor oasis, creates the perfect backdrop for relaxing or entertaining guests. Combining modern upgrades, exceptional comfort, and an unbeatable Sarasota location, this move-in-ready residence embodies the finest in Florida luxury living. Don't Miss The Awesome Video.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
1702 WALDEMERE ST, SARASOTA, FL 34239
$1,375,00067 Days on yellowkey MLS ID: A4690683
2 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1950 Tax: $1,597 (2025)Community: Hudson BayouSingle Family
Taxes:$1,597
Remarks: Wonderful opportunity to build your dream home in the heart of Sarasota. Found in the desired West of Trail area, this quarter acre lot is 75' wide and offers endless possibilities. Located only one block from Sarasota Memorial Hospital, three blocks to Southside Village with tons of wonderful restaurants and shops, along with Morton's Market, and less than 1.5 miles to Main St in Downtown Sarasota. Also, conveniently right between our two beautiful white sand beaches - Lido and Siesta Key. Come build your perfect piece of paradise in Sarasota, Florida!
Listing Agent: Victoria Beckham (941-544-6734)
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000179 Days on yellowkey MLS ID: A4675449
REDUCED by $55,000 (2.8%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 1950 Tax: $18,715 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$18,715
Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2254 HAWTHORNE ST, SARASOTA, FL 34239
$999,000224 Days on yellowkey MLS ID: A4672184
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $200,000 (16.7%) on 05/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2018 Tax: $14,893 (2025)Community: La Linda TerraceSingle Family
Taxes:$14,893
Remarks: Exceptionally priced - must close by July 25th, 2026. Seldom does a home of this caliber come to market at below-market value. 2254 Hawthorne Street is a rare and compelling opportunity for the discerning buyer ready to act. Built in 2018, this light-filled contemporary residence offers 3 bedrooms, 2.5 baths, soaring ceilings, expansive windows, and an open-concept layout that balances elegance with everyday ease. The sophisticated interior features high-end cabinetry and sleek finishes throughout, while a versatile second-floor loft adapts beautifully to a home office, fitness area, art studio, or guest retreat. A spacious lanai, fully fenced yard, and lush landscaping create a private outdoor sanctuary ideal for entertaining or simply unwinding. Built above the flood zone and equipped with hurricane-impact windows and doors, this is a home designed to endure as beautifully as it lives. Perfectly situated just minutes from downtown Sarasota, Arlington Park, Sarasota Memorial Hospital and the charming boutiques and dining of Southside Village — priced below market for a quick closing, and unlikely to stay available for long.
Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,00030 Days on yellowkey MLS ID: A4694853
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000123 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
2208 BAHIA VISTA ST #F1, SARASOTA, FL 34239
$250,000192 Days on yellowkey MLS ID: A4675125
1 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1313 Built: 1980 Tax: $3,563 (2025)Community: Cordova GardensCondo
Taxes:$3,563
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. EXCEPTIONAL VALUE AND LOCATION. This first-floor entry condo lives like a house! It is so spacious and open with a flexible plan. The community is minutes to downtown Sarasota located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This unfurnished condominium has three bedrooms and three full baths (two en suite master baths) and three outdoor patios. READY TO MOVE IN! There are numerous closets, storage space including walk-ins, a pantry and office loft space. The condo is exceptionally clean. The community known as Cordova Gardens is minutes to downtown Sarasota as well as Southside Village and known for its beautifully maintained gardens, community pool and PRIME location for the price. The condo also includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
2705 SUNNYSIDE ST, SARASOTA, FL 34239
$599,00028 Days on yellowkey MLS ID: A4695026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1958 Tax: $5,729 (2025)Community: South GateSingle Family
Taxes:$5,729
Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Jen Hendrickson (941-726-9985)
2747 JEFFERSON CIR, SARASOTA, FL 34239
$850,00049 Days on yellowkey MLS ID: A4692671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1961 Tax: $2,392 (2025)Community: South GateSingle Family
Taxes:$2,392
Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.
Listing Agent: Worth Fiers Iii (941-812-3380)
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00051 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Taxes:$31,404
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing Agent: Tina Ellis (512-550-1117)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000150 Days on yellowkey MLS ID: A4679534
REDUCED by $104,999 (5.2%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing Agent: Allen Conrad (941-544-0143)
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