Location: Sarasota , 34239
Do Not Show Listings
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000125 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,817
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Conrad (941-544-0143)
2690 TEMPLE ST, SARASOTA, FL 34239
$749,0004 Days on yellowkey MLS ID: A4695132
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 1986 Tax: $4,399 (2025)Community: Arlington ParkSpa: NoSingle Family
Taxes:$4,399
Elementary School: Alta Vista Elementary
Remarks: Welcome to a refined corner-lot home directly across from Arlington Park — one of Sarasota's most beloved neighborhood amenities. With 1,955 sqft of thoughtful living space, three bedrooms with walk-in closets, two updated baths, and a true 2-car garage, this property offers a combination that simply doesn't exist at this price point in the heart of the city. Every detail has been considered for Florida living. A 2022 metal roof with a 50-year warranty, two new Trane HVAC systems, impact-resistant windows, and a new water heater mean lower insurance, lower utilities, and no deferred maintenance. Located in evacuation Zone E and high and dry through every recent storm season, this is the rare home that lets you stop worrying about Florida ownership. Inside, character meets quality: stained solid wood doors, crown molding, hardwood bamboo flooring, a maple stairwell, and warm wooden ceilings. Walk out to a generous screened lanai, private hot tub, and lush tropical landscaping framed by palms, bamboo, and fruit trees. The fully fenced yard provides quiet privacy in a setting most Sarasota buyers only dream about. Step out your front door to Arlington Park's 50-meter lap pool, tennis courts, basketball courts, dog park, and walking trails. Sarasota Memorial Hospital, Southside Village dining, and downtown are all within minutes. Beaches at Siesta Key are a short drive away. Zoned for top-rated Southside Elementary (A-rated). A rare opportunity: turnkey, insurable, and irreplaceable location — directly across from the park.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Leslie Emery (941-400-9710)
2201 WEBBER ST, SARASOTA, FL 34239
$1,190,00024 Days on yellowkey MLS ID: A4692960
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2267 Built: 1953 Tax: $9,268 (2025)Community: South Side ParkSingle Family
Taxes:$9,268
Elementary School: None
High School: None
Middle School: None
Remarks: Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
1400 SIESTA DR, SARASOTA, FL 34239
$4,000,00097 Days on yellowkey MLS ID: A4678496
REDUCED by $500,000 (11.1%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 4660 Built: 1978 Tax: $22,924 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$22,924
Remarks: Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Voss (941-402-8799)
1739 SIESTA DR, SARASOTA, FL 34239
$1,125,00033 Days on yellowkey MLS ID: A4691475
0 Days Off yellowkey (back on 5/2/2026)
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 2446 Built: 1960 Tax: $11,610 (2025)Community: BayviewApartment
Taxes:$11,610
Remarks: Under contract-accepting backup offers. Prime West of the Trail Sarasota four unit income property positioned approximately one half mile from the North Bridge to Siesta Key. Located near Southside Village, Sarasota Memorial Hospital, and downtown Sarasota, this fully occupied multifamily asset offers stable in place income today with future upside potential in one of Sarasota’s most desirable coastal adjacent locations. The property includes 2) two bedroom, one bath residences and 2) one bedroom, one bath residences, each with its own lanai. With 2,446 square feet under air and 2,926 total square feet, the building also offers shared laundry, individual storage for each unit, and a generous unassigned, on site parking area. New roof and interior updates to kitchens and baths were completed in 2023. With newer windows, mini splits and located in Flood Zone X, the property offers additional appeal for long term ownership. All four units are currently occupied on annual leases, with scheduled gross rental income of $73,380 once pending renewals are executed. Tenants pay electric and cable. City guidance indicates potential vacation rental flexibility may be available, subject to the seven night minimum stay requirement. This property offers the fundamentals investors look for: location, occupancy, recent improvements, and future flexibility. Well suited for an investor seeking a long term Sarasota hold with stable in place income, recent capital improvements, seller financing potential, and future upside through rent growth, repositioning, or approved vacation rental use. Seller financing may be considered for a qualified buyer with acceptable terms.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
3119 PINECREST ST, SARASOTA, FL 34239
$634,900203 Days on yellowkey MLS ID: A4671289
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1965 Tax: $5,511 (2024)Community: South GateSingle Family
Taxes:$5,511
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Motivated seller offering $10,000 toward closing costs or rate buy-down! Stylish 3-bedroom home with two ensuites, impact windows, open floor plan, tropical courtyard, and screened lanai just minutes from Siesta Key Beach. This hidden gem located in the desirable South Gate neighborhood, an impeccably designed single-family home offering style, space, and exceptional flexibility. This thoughtfully designed residence features three spacious bedrooms, including two private ensuites, and four full bathrooms. One bath is uniquely designed as a convenient pet spa and is located just off the garage entrance near the impressive laundry room—perfect for keeping your home fresh and organized. The interior showcases an inviting open floor plan highlighted by a contemporary kitchen with stainless steel appliances, an oversized center island, and elegant finishes. The bright and airy living space features recessed lighting and stylish tile flooring, creating a welcoming setting for both relaxing and entertaining. Need storage? This home delivers with more than seven closets and abundant storage space—true closet envy! Outdoor living is equally impressive. Enjoy a private covered front porch surrounded by your own tropical courtyard, relax on the sunny open-air patio, or unwind in the privacy of the screened lanai outback. With multiple outdoor spaces, you'll always have the perfect place to enjoy Florida’s beautiful climate. Located in the sought-after South Gate community, this home places you within approximately seven miles of world-famous Siesta Key Beach, while also offering easy access to numerous nearby beaches, parks, and cultural attractions including Pinecraft Park, Marie Selby Botanical Gardens, and The John & Mable Ringling Museum of Art. With convenient access to shopping, dining, and highly regarded schools, this property represents a rare opportunity to own a beautifully designed home in one of Sarasota’s vibrant and welcoming neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lyn Breedlove (941-544-0399)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00034 Days on yellowkey MLS ID: N6144122
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Tax Year: 2026
Remarks: Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2547 LOMA LINDA ST, SARASOTA, FL 34239
$365,000146 Days on yellowkey MLS ID: TB8456707
REDUCED by $14,990 (3.9%) on 05/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 974 Built: 1953 Tax: $3,932 (2024)Community: Rustic LodgeSingle Family
Taxes:$3,932
Remarks: New Price improvement!! Step into this fully remodeled, move-in ready home in the heart of Sarasota! This beautifully updated property features modern finishes throughout, including a new kitchen with contemporary cabinetry, quartz countertops and stainless steel appliances. Renovated bathroom, updated tile flooring, lighting, and fresh interior and exterior paint. Brand new hurricane impact windows and doors, a 2021 architectural shingle roof, 2024 Water heater and updated plumbing, 2017 HVAC fully serviced. The open and functional layout offers excellent natural light and comfortable living spaces, ideal for both full-time residents and investors. Recent upgrades provide peace of mind and low maintenance for years to come. Ample parking space and a large fenced in backyard. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. The property is situated in an area known for strong rental demand and may be suitable for short-term rental use, making it an attractive opportunity for Airbnb or vacation rental income (buyer to verify all local regulations). No HOA. No Flood zone. Prime location. Turnkey condition. A rare opportunity to own a fully renovated home in one of Sarasota’s most desirable areas.
Listing is courtesy of: EVRON & MCCARTHY REALTY LLC (954-248-2396)
Listing Agent: Abi Ochoa (954-632-5965)
1415 S SCHOOL AVE, SARASOTA, FL 34239
$619,90048 Days on yellowkey MLS ID: A4687920
REDUCED by $40,000 (6.1%) on 05/12/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1126 Built: 1955 Tax: $6,276 (2025)Community: Loma Linda Park ResubSingle Family
Taxes:$6,276
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED (OPTIONAL) home situated on a secluded corner lot, immaculately maintained and updated, could be yours as a primary residence or income producing rental property (7 DAY MINIMUM RENTAL). Newer double pane insulated windows with custom shades, tankless hot water heater, updated plumbing, new stainless steel appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Terrazzo floors throughout with tile in both bathrooms. Property is fully FENCED with 2 gates providing access and parking for a small boat, camper or vehicle. Screened lanai overlooks hardwood deck and tropical plant landscaped yard. The city easement (a non build lot) on the east side of the property provides additional privacy. NO FLOOD INSURANCE REQUIRED. Located 2 blocks east of Sarasota Memorial Hospital, 4 miles to Siesta Beach (#1 beach in the USA), 5 miles to Lido Beach and 1 mile to Sarasota’s downtown world class shopping and entertainment. Short walk to Southside Village, Midtown Plaza, Legacy Trail and the Arlington Park & Aquatic Center hosting Live Music Events Alongside Pickleball, Tennis, Basketball Courts, Playgrounds, a Dog Park, Walking Trails, and Two Pools. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000146 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.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2806 SATSUMA DR, SARASOTA, FL 34239
$999,99914 Days on yellowkey MLS ID: A4694084
2 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1971 Tax: $4,564 (2025)Community: South GateSingle Family
Taxes:$4,564
Remarks: Under contract-accepting backup offers. Welcome to a one-of-a-kind, fully renovated Southgate gem just minutes from Sarasota Bay, Siesta Key, and downtown. From the moment you arrive, the expansive circular drive and separate oversized two-car garage driveway create an immediate sense of elevated living. Enter through a serene, tranquil courtyard that immediately distinguishes this home from the crowd. Inside, light pours through expansive impact windows and oversized triple-track sliding doors, illuminating a bright, open floor plan with a highly desirable split layout designed for both connection and quiet. Nearly every main living space is centered around views of the heated saltwater pool, creating a seamless indoor-outdoor flow and a peaceful resort-like atmosphere throughout the entire home. The kitchen anchors the heart of the home with all-new top-tier appliances, flowing beautifully into the living, dining, and outdoor spaces. As evening falls, the ambient pool lighting softly reflects throughout the home, creating an atmosphere that feels warm, calming, and quietly unforgettable. The storage and functionality are just as impressive as the design itself. A generous walk-in pantry, spacious laundry room with direct garage access, and an oversized two-car garage featuring two double-door storage closets and an open shelving closet make the home exceptionally practical while preserving its clean modern aesthetic. This home isn’t just renovated, it has been extensively and thoughtfully upgraded throughout, including: • Brand-new HVAC system, ductwork, and attic insulation • All new sewer lines • Hurricane-impact windows and doors throughout • Oversized triple-track sliders • Whole-home water filtration system • Reverse osmosis drinking water filtration • Brand-new pool pump and pool heater • New roof (2019) • New well pump, full irrigation system, and pristine lawn • All new flooring, doors, and trim throughout (2019) • All new kitchen and bathrooms (2019) Outside, the experience continues. The heated saltwater pool, upgraded no-see-um screened enclosure, modern privacy fencing, and intentionally low-maintenance landscaping create a setting that feels more like a private boutique retreat than a traditional backyard. Whether hosting friends, enjoying a slow afternoon in the sun, or slipping into a quiet evening swim beneath the stars, this home was designed to make everyday life feel exceptional. With virtually no backyard maintenance and true lock-and-leave simplicity, this is the kind of home that allows you to travel, entertain, unwind, and fully enjoy Sarasota living without constantly managing a property. All of this is positioned in one of Sarasota’s most loved and centrally located neighborhoods: • 2 miles to Sarasota Bay • 3 miles to Siesta Key access • 3 miles to downtown Sarasota • less than 1 mile to Arlington Park • less than 1 mile to grocery and shopping So you’re always moments from everything… while still feeling completely removed from it all. Homes that feel like this—fully dialed, extremely functional, naturally light-filled, and thoughtfully upgraded—rarely come to market. And once you step inside, you’ll understand exactly why.
Listing Agent: David Hughes (502-631-0996)
2045 GOLDENROD ST, SARASOTA, FL 34239
$2,200,000117 Days on yellowkey MLS ID: A4681259
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3784 Built: 2025 Tax: $3,884 (2025)Community: Akin AcresSpa: YesSingle Family
Taxes:$3,884
Remarks: One or more photo(s) has been virtually staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, enhances everyday functionality. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower, and expansive walk-in closet designed for comfort and convenience. Upstairs, you’ll find three bedrooms, three full bathrooms, and a spacious bonus room with closet that could easily function as an additional bedroom, media room, playroom, or lounge. Vaulted ceilings in many of the upstairs rooms add architectural character and a sense of openness. Outdoor living is equally impressive, with sliding glass doors opening to a resort-style saltwater pool and hot tub. The covered patio, fully equipped outdoor kitchen featuring Thermador appliances, upgraded pavers, and full irrigation system complete this private oasis, perfectly designed for year-round Florida living. The home is further enhanced by premium upgrades including PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, an additional laundry hookup upstairs, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally located east of the Trail within the highly sought-after Southside School District, you’re just minutes from downtown Sarasota, Sarasota Memorial Hospital, top restaurants, parks, and under 10 minutes to world-class beaches including Siesta Key, Lido Key, and St. Armands Circle. This nearly new residence offers a rare opportunity to own a home that blends modern coastal design, superior construction, and exceptional Sarasota living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Turner (662-614-2783)
3119 ROSE ST, SARASOTA, FL 34239
$625,00010 Days on yellowkey MLS ID: A4694570
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1132 Built: 1968Monthly Fee: $8 Tax: $5,566 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,566
Remarks: This beautifully renovated South Gate home is the definition of move-in ready. Freshly updated from top to bottom, this mid-century gem combines timeless style with modern comfort in one of Sarasota’s most desirable neighborhoods. Step through the striking new front door into a bright, welcoming living space featuring gleaming polished terrazzo floors, a charming bay window, and an effortless open-concept layout. New recessed LED lighting throughout adds warmth and sophistication to every room. The stunning kitchen is both stylish and functional, showcasing quartz countertops, a pearl tile backsplash, a spacious island, and new Samsung appliances. An inviting eat-in area overlooks the large screened lanai, while glass French doors create the seamless indoor-outdoor living experience that makes mid-century homes so special. Whether gathering around the island or hosting dinner in the adjacent dining space, this home was designed for entertaining. The thoughtfully updated bedrooms and bathrooms continue the home’s fresh, clean aesthetic, while the oversized indoor laundry room offers abundant storage, new Samsung washer and dryer, and durable epoxy flooring. Outside, the expansive screened lanai and newly refinished pool create the perfect private retreat. With new pool equipment and plenty of outdoor space for relaxing or entertaining, the backyard is ready to impress. Major upgrades include a new metal roof, impact windows and doors, newer AC system, all-new plumbing, and a newer hot water heater — offering peace of mind for years to come. Located in the highly sought-after South Gate neighborhood, this home places you just minutes from Sarasota’s world-famous beaches, vibrant downtown, shopping, dining, and easy freeway access — all within 10 minutes. A renovation this exceptional is rare. Don’t miss your opportunity to make this stunning Sarasota home yours.
Listing Agent: Thomas Arthur, Iii (941-400-7970)
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,0006 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$5,683
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9,861 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. Roof 2019.. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00047 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing Agent: Barbara May (404-822-9264)
3052 WEBBER ST, SARASOTA, FL 34239
$525,00075 Days on yellowkey MLS ID: A4685956
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (1.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2141 Built: 1964Monthly Fee: $17 Tax: $5,101 (2025)Community: South GateSingle Family
Taxes:$5,101
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Step into a piece of Sarasota charm where timeless character meets peace of mind. This lovingly maintained 1964 South Gate gem has been cared for by its original owner and is now ready to welcome its next chapter. Inside, you’ll find a functional split floor plan featuring three bedrooms and two full baths, offering both privacy and flexibility for everyday living. The home feels like a step back in time—in the best way—full of warmth, nostalgia, and the kind of solid construction you just don’t see anymore. Important updates provide confidence where it matters most, including a whole-house re-pipe in 2018, A/C replaced in 2020, and a roof from 2011. Connected to central sewer, this home combines classic appeal with essential modern improvements. Enjoy relaxing mornings or quiet evenings on the back porch, and take advantage of the oversized two-car garage with plenty of room for storage, hobbies, or extra space. Whether you’re looking to preserve its vintage charm or update it to your own style, this South Gate beauty is a rare opportunity to create something truly special in a centrally located, established neighborhood. Homes like this don’t come along often—schedule your private showing today and imagine the possibilities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
3363 SHEFFIELD CIR, SARASOTA, FL 34239
$599,999197 Days on yellowkey MLS ID: A4672288
0 Days Off yellowkey (back on 4/25/2026)
REDUCED by $25,001 (4.0%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1968Monthly Fee: $17 Tax: $2,925 (2024)Community: Village Green Club EstatesSpa: NoSingle Family
Taxes:$2,925
Remarks: Under contract-accepting backup offers. Major price reduction, priced to sell quickly. Experience quintessential Florida living in this spacious, light-filled pool home with a beautiful golf course backdrop—one of the largest pool homes in the highly sought-after Village Green Club Estates at Southgate. Offering over 2,240 sq. ft. of living space, this residence combines comfort, privacy, and classic Sarasota charm. Freshly painted exterior, New AC, The heart of the home is the inviting kitchen, showcasing granite countertops and a full wall of windows overlooking the lanai, sparkling pool, backyard, and golf course beyond. The kitchen flows seamlessly into the dining area/breakfast nook and spacious family room, anchored by a stunning fireplace with mantle. This open-concept layout feels both expansive and cozy—perfect for everyday living or hosting family and friends. A traditional living room and dining room extend from the other side of the kitchen, featuring an oversized sliding glass door that opens directly to the pool area. The split floorplan places the primary suite privately on this side of the home, offering separation from guests or grandchildren. The ensuite bathroom has been recently refreshed, and both bathrooms—as well as all tiled flooring—have been professionally cleaned for a pristine finish. Each bedroom enjoys direct access to the screened lanai and pool through sliding doors, and the second bathroom doubles as a dedicated pool bath for added convenience. The outdoor living area is where this home truly shines. The expansive lanai offers excellent privacy and is ideal for relaxing, entertaining, or simply enjoying the tranquil views. Take a dip in the cage-free 15,000-gallon pool, featuring a new pump and filter. The surrounding deck boasts a no-slip Chattahoochee Stone surface, recently resealed for durability and beauty. A true two-car garage provides ample space for two vehicles, a golf cart, and even extra storage. Residents of Village Green Club Estates enjoy a low HOA fee, **NO CDD fees**, and peace of mind in **Flood Zone X**, outside the 100- and 500-year flood plains. This prime location is just minutes to Downtown Sarasota, world-class beaches, SRQ Airport, and I-75—placing the best of the Suncoast right at your fingertips. Come see why this exceptional home stands out in one of Sarasota’s most established and beloved communities.
Listing Agent: Lee Brewer (941-724-3448)
2305 TEMPLE ST, SARASOTA, FL 34239
$2,290,000213 Days on yellowkey MLS ID: A4670467
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3386 Built: 2025 Tax: $4,244 (2024)Community: Loma Linda ParkSingle Family
Taxes:$4,244
Remarks: Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly through the main living areas and a beautifully designed kitchen that’s as functional as it is striking. Upstairs, a dedicated entertainment area with space for games and lounging offers the perfect hangout for family and guests. Step outside to your own private retreat featuring a heated pool and spa, outdoor shower, and a fully equipped outdoor kitchen ideal for dining and entertaining. Multiple balconies and shaded seating areas complete this exceptional property. This home captures everything that defines modern Sarasota living—luxurious, inviting, and designed for unforgettable moments.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
2163 WALDEMERE ST, SARASOTA, FL 34239
$2,290,000223 Days on yellowkey MLS ID: A4669073
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3334 Built: 2024 Tax: $4,371 (2023)Community: Loma Linda Park ResubSingle Family
Taxes:$4,371
Tax Year: 2023
Remarks: Experience modern Sarasota living at its finest in this stunning five-bedroom, five-and-a-half-bath residence located in the heart of Arlington Park. Designed for style and comfort, this exceptional home offers a bright, open floor plan and a seamless indoor-outdoor lifestyle just minutes from Siesta Key, downtown Sarasota, and St. Armands Circle. The gourmet kitchen serves as the centerpiece of the home with a spacious island, premium appliances, and contemporary finishes ideal for both daily living and entertaining. The adjoining living and dining areas feature clean lines and abundant natural light, creating an inviting flow throughout the main level. Each bedroom suite provides generous space and privacy, including four king suites and a flexible fifth suite with a queen and twin bunk—perfect for guests or multi-generational living. Designer bathrooms with custom tilework and upscale fixtures deliver a spa-inspired experience. The outdoor spaces elevate the property even further with a heated pool and spa, summer kitchen, fireplace, and putting green. A rooftop deck expands the living area with panoramic views and room for sunset gatherings. Additional highlights include a game room, multiple patios, and ample parking. Set within one of Sarasota’s most convenient neighborhoods, this home combines luxury design, entertainment amenities, and proximity to everything the Gulf Coast has to offer—an ideal choice for a full-time residence, vacation escape, or investment opportunity.
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,450,00085 Days on yellowkey MLS ID: A4685215
INCREASED by $50,000 (0.8%) on 05/27/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Remarks: Almost finished!!! Completion 3 weeks!!! Touch-ups and Staging in process now. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
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