Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2534 GROVE ST, SARASOTA, FL 34239
$2,499,000246 Days on yellowkey MLS ID: A4662120
2 Days Off yellowkey (back on 4/16/2026)
Bed: 7 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4615 Built: 2025 Tax: $4,033 (2024)Community: South GateSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,033
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Welcome to 2534 Grove Street, a new construction residence blending modern design with everyday livability in one of Sarasota’s most desirable neighborhoods. The open-concept main level features generous entertaining space with a gourmet kitchen, dining area, and living room that transitions seamlessly to the covered lanai and private courtyard-style backyard. The spacious first-floor primary suite provides convenience and privacy. Upstairs, a second lounge offers flexibility for media, office, or guests, along with additional ensuite bedrooms. Located in the Southside School district and just minutes from Downtown Sarasota, Siesta Key, and Lido Key. Brand new, move-in ready, and thoughtfully designed for the way you live.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
1685 LAUREL ST #3, SARASOTA, FL 34236
$874,990107 Days on yellowkey MLS ID: A4676566
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Significant Price Adjustment - Thoughtfully repositioned to reflect today’s market, this residence now represents one of the most compelling offerings in its category. Trade snow for sunshine and enjoy the comfort of Florida living! Tucked within the charm of Historic Laurel Park, this beautifully refined three-bedroom, three-bath townhome with a loft offers a rare blend of privacy, sophistication, and walkable downtown living in the heart of Sarasota. Perfectly positioned within the well designed building, deliberately built to enhance privacy and showcase tranquil views of the community pool and lush greenery from every view—rather than looking directly into neighboring units.The two-story layout balances architectural elegance with effortless functionality, creating an inviting flow for both daily life and entertaining. Recent enhancements provide peace of mind and elevated style, including new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof. The kitchen is well-appointed for modern living with a gas range, complemented by the efficiency of a tankless water heater. Sunlight pours through tall casement windows, filling the home with a bright, airy ambiance and highlighting its understated finishes. The first level includes a private bedroom with a full bath conveniently located across the hall—ideal for guests or a dedicated home office. Upstairs, the primary suite and an additional bedroom each enjoy their own ensuite baths, along with a versatile loft space perfectly suited for a den, office, fitness studio, or flex space to meet today’s lifestyle needs. From the expansive living areas, tranquil views overlook the community pool, offering a serene backdrop that feels both relaxed and elevated. Set within a pet-friendly enclave, this residence also delivers exceptional walkability—placing Sarasota’s acclaimed dining, galleries, cultural venues, waterfront parks and marinas just steps from your door. Additional conveniences include shared outdoor space with community grill or room for your own, two dedicated parking spaces and access to a community storage room ideal for beach chairs, bicycles, pool accessories, and seasonal items, adding both practicality and ease to downtown living. HOA dues are comparatively lower than many nearby communities, enhancing the overall value of this downtown lifestyle. Timeless, quiet, and impeccably maintained, this is downtown Sarasota living at its most refined—within one of the city’s most coveted neighborhoods.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
435 S GULFSTREAM AVE #1006, SARASOTA, FL 34236
$649,900162 Days on yellowkey MLS ID: A4671034
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $5,561 (2024)Community: Regency HouseCondo
Taxes:$5,561
Remarks: URBAN CHIC RENOVATED UNIT DOWNTOWN ON 10TH FLOOR. This two bedroom and two bath condo has undergone an extensive 6 month renovation that includes: engineered wood flooring, chefs kitchen with custom cabinetry and two sets of floating shelves. Upgraded appliance package with extra deep refrigerator, double oven/microwave combo, and cooktop. There is an accent wall of Limra stone from Peru as you walk in the unit, giving you an immediate sense of how nicely this unit was finished. In main living area is a dry bar with floating shelves that is illuminated with LED tape strip lighting, and toe kick lights. The entertainment wall has a 50” tv and built in Dimplex electric fireplace. The bathroom showers are equipped with both shower heads , and separate hand held sprayers. They also feature upgraded tile with lighted shower niches and frameless glass enclosures. The primary bath shower was extended to add extra room inside. Every room had new 4” LED recessed can lights installed with ceiling fans and ceilings that have a Level 5 smooth finish. Both bedrooms closets were installed by custom closet company. If that wasn’t enough they craned in new triple track sliding glass door and new windows, all impact rated to this upper floor condo. Open up the sliders and see the view across downtown Sarasota and Palm Ave. All these renovations were completed by award winning Sarasota Remodeling and Design. Set up a showing today to see why this is the best condo for the price downtown. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. Great access to local attractions - Selby Gardens, SRQ Airport, Main Street restarants, Art Galleries, etc.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,900,00047 Days on yellowkey MLS ID: A4683758
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Elementary School: Phillippi Shores Elementary
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000205 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Tax Year: 2023
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000183 Days on yellowkey MLS ID: A4668223
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $10,871 (2025)Community: CasarinaCondo
Taxes:$10,871
Remarks: Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,995,000193 Days on yellowkey MLS ID: A4666660
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
Listing Agent: Lenore Treiman (941-356-9642)
5753 COLONIAL OAKS BLVD, SARASOTA, FL 34232
$429,90035 Days on yellowkey MLS ID: A4686200
REDUCED by $5,100 (1.2%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1424 Built: 1987Monthly Fee: $33 Tax: $4,177 (2025)Community: Colonial OaksSpa: YesSingle Family
Taxes:$4,177
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Welcome to 5753 Colonial Oaks Boulevard, a well-maintained home located in the highly desirable Colonial Oaks neighborhood of Sarasota. This property offers a great combination of comfort, functionality, and outdoor living. Inside, you’ll find an updated bathroom featuring a modern overhead shower, adding a fresh and contemporary touch to the home. The garage has been thoughtfully converted into a full at-home gym, creating a versatile space perfect for fitness enthusiasts. The gym equipment is available for purchase separately for buyers who want a ready-to-go workout space and has air condition. The home also features HURRICANE IMPACT WINDOWS, providing added security, energy efficiency, and peace of mind. Step outside to enjoy the private backyard, which is fully fenced with durable vinyl fencing, making it ideal for pets, entertaining, or relaxing outdoors. The screened-in back patio offers a comfortable space to enjoy the Florida lifestyle year-round, while the separate outdoor area with a hot tub creates the perfect spot to unwind at the end of the day. Located in an established Sarasota community close to shopping, dining, parks, and just a short drive to the area’s beautiful beaches, this home is a fantastic opportunity to enjoy the best of Florida living
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Rodrigo Posada (941-544-1133)
3233 BENEVA RD #104, SARASOTA, FL 34232
$127,4503 Days on yellowkey MLS ID: A4690227
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Elementary School: Wilkinson Elementary
Remarks: Home without the homework is yours with this condo. You'll love the beautifully groomed grounds here. You can live here affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to one of the best beaches in the world.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,0003 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)
1717 ALTA VISTA ST, SARASOTA, FL 34236
$3,500,00010 Days on yellowkey MLS ID: A4689355
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3267 Built: 2023 Tax: $33,109 (2025)Community: Prime SubSpa: YesSingle Family
Taxes:$33,109
Middle School: Sarasota Middle
Remarks: Prime Location in the Hudson Bayou neighborhood. Built in 2023 this home offers 5 Bedrooms, 4.5 bathrooms and designer finishes. The interior features an open floor plan with wide plank wood flooring throughout and impact-rated windows and doors. The great room is anchored by a tray ceiling, custom built-ins, and a marble fireplace feature wall. The kitchen is designed for both everyday living and entertaining, offering Viking appliances, a dual fuel range, built-in refrigerator, custom cabinetry, quartz countertops, and a walk-in pantry. A dedicated wine room is located just off the kitchen. The primary suite is positioned on the first floor with direct access to the lanai, two custom walk-in closets, and a well-appointed bathroom with dual vanities, soaking tub, and frameless glass shower. The main level also includes a flexible office or guest suite with a full bath, along with a spacious laundry room. Outdoor living is fully integrated with a covered lanai featuring a complete outdoor kitchen with gas grill, vent hood, sink, and refrigerator, along with electric screens. The heated saltwater pool and spa are finished in PebbleTec and complemented by a gas fire feature, updated landscaping for privacy, and an outdoor shower. Upstairs includes three additional bedrooms, all with walk-in closets, two full bathrooms, and a loft space. Additional features include Sonos audio on the main level and natural gas generator. Located within the Southside Elementary school district, with a neighborhood park nearby. Downtown Sarasota, the Bayfront, Marie Selby Botanical Gardens, and Southside Village are all just minutes away, with convenient access to the Lido Key and Siesta beaches.
Listing Agent: Fred Sassen (404-408-5956)
7067 JARVIS RD, SARASOTA, FL 34241
$430,0008 Days on yellowkey MLS ID: A4687431
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1608 Built: 1992 Tax: $2,406 (2025)Community: Lake SarasotaSingle Family
Taxes:$2,406
Elementary School: Lakeview Elementary
Remarks: Welcome to this spacious two-story, 4-bedroom, 2-bath home located in the desirable Lake Sarasota neighborhood—just minutes from I-75 with no HOA restrictions! Start your day on the charming screened-in front porch, the perfect spot for morning coffee or unwinding while enjoying a beautiful Florida sunset. Step inside to a bright and inviting living room and dining room combination, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been recently updated with granite countertops and offers ample cabinet space, making it both stylish and functional for any home chef. Conveniently located on the main level, the primary bedroom features a walk-in closet and ensuite bathroom. Upstairs, you’ll find three additional bedrooms, including an oversized 16’ x 10’ room that offers endless possibilities—whether you envision a guest suite, home office, gym, or a space large enough to accommodate two queen beds. Step outside to a fully fenced backyard with plenty of room to add a pool and create your own private oasis. A storage shed adds extra convenience for tools and outdoor equipment. Enjoy peace of mind with recent updates including a new roof (2025) and a newer water heater. The home is located in an X flood zone, offers wind-resistant windows, and includes solar panels to help keep electric costs low. Conveniently situated near parks, schools, shopping, and recreational activities, this home offers the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
7350 DEER CROSSING CT, SARASOTA, FL 34240
$549,900136 Days on yellowkey MLS ID: A4671132
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2210 Built: 2001Monthly Fee: $61 Tax: $3,151 (2024)Community: Meadow WalkSingle Family
Taxes:$3,151
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. Welcome to Meadow Walk, where comfort and style come together in this stunning 4-bedroom, 2.5-bathroom pool home with a 3-car garage. Sitting on nearly a quarter-acre lot, this property showcases attractive curb appeal with beautifully maintained, low-maintenance landscaping. A screened front entry leads to double front doors, inviting you into a bright and spacious interior designed for both relaxation and entertaining. Inside, the foyer opens to soaring ceilings that create a grand first impression. The formal dining and living rooms are filled with natural light, and the living room features a unique two-way aquarium that connects to the kitchen, adding a touch of charm and character. The kitchen is a dream layout, offering abundant cabinetry, granite countertops, a large island, barstool seating, and a cozy breakfast nook. It seamlessly flows into the family room, highlighted by a tray ceiling and French doors that open to the lanai. The split-bedroom floorplan ensures privacy, with the owner’s suite situated on one side of the home. The oversized suite features a tray ceiling, private sliding glass door to the pool area, walk-in closet, and a spacious ensuite bathroom complete with dual sinks, a soaking tub, and a separate shower. The additional three bedrooms are generously sized, with nearby bathrooms providing convenience for family or guests. Enjoy the practicality of an indoor laundry room with ample storage, and step outside to the screened-in lanai that’s perfect for entertaining, featuring ceiling fans and plenty of lounging space around the sparkling pool. Beyond the screened area, a patio and fully fenced yard provide additional outdoor enjoyment and privacy. Ideally located near the scenic Celery Fields with beautiful walking trails, this home is close to premier shopping at UTC Mall, dining at Waterside, and within an A-rated school district including Tatum Ridge Elementary, McIntosh Middle, and Sarasota High School. This Meadow Walk gem truly has it all—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
5272 BOX TURTLE CIR, SARASOTA, FL 34232
$624,9908 Days on yellowkey MLS ID: A4689433
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2473 Built: 1985Monthly Fee: $50 Tax: $3,171 (2024)Community: Turtle Creek 2Spa: NoSingle Family
Taxes:$3,171
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the ultimate blend of privacy, space, convenience and opportunity in this rare 1-acre estate situated in the highly sought-after community of Turtle Creek II. Positioned on a premier corner lot and enveloped by a lush canopy of majestic oaks, 5272 Box Turtle Circle features 5-bedrooms, 4-baths, including an attached 1-bedroom/ 1-bath in-law suite with a private entrance. Upon entering, you are greeted by an expansive open floor plan characterized by soaring ceilings and an abundance of natural light. The heart of the home is the beautifully updated kitchen and bright living area with French doors, featuring modern appliances, ample counter space, which flows seamlessly into the bright living and dining areas. For cozy evenings, the grand living room features a classic wood-burning fireplace, creating an inviting atmosphere for family gatherings. Opportunities galore as this second living room could also be featured as an addition to the Primary suite, offering you flexibility and versatility. The most unique and valuable feature of this property is the fully integrated in-law suite. Complete with its own private exterior entry and a dedicated kitchenette, this versatile space is perfect for multi-generational living, a long-term guest retreat, or a secluded professional home office. Market rent for the attached suite is $1,500 per month which is an opportunity to offset your mortgage or be another stream of income. The interior layout is thoughtfully designed for flexibility, offering five true bedrooms to accommodate a variety of lifestyle needs. Step through the French doors to discover your own private oasis. The oversized screened-in patio provides the perfect setting for alfresco dining or morning coffee while overlooking the massive, park-like backyard. With a full acre of land, there is limitless potential for outdoor recreation, gardening, or adding a custom resort-style pool. This property offers the rare luxury of land and privacy while maintaining a HardiPlank exterior for lasting curb appeal. Roof is only 3 years old! Located in a quiet, established neighborhood with no CDD fees and low HOA dues, you are just minutes from I-75, the UTC shopping district, and Sarasota’s world-famous beaches. This is a rare opportunity to secure a significant piece of land in one of the Gulf Coast's most convenient and desirable locations. Be sure to experience the full 3-D Interactive Walkthrough and schedule your private viewing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
191 VISTA HERMOSA CIR, SARASOTA, FL 34242
$570,00072 Days on yellowkey MLS ID: A4680721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 993 Built: 1971Monthly Fee: $1,104 Tax: $4,566 (2025)Community: Vista HermosaVilla
Taxes:$4,566
Remarks: One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!
Listing Agent: Denise Barbato (941-400-8773)
157 VISTA HERMOSA CIR, SARASOTA, FL 34242
$569,00082 Days on yellowkey MLS ID: A4677280
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $3,568 (2025)Community: Vista HermosaVilla
Taxes:$3,568
Remarks: Completely renovated in 2025, this 2 bedroom/2 bath, maintenance free villa is walking distance to the powdery sands of beautiful Crescent beach on Siesta Key. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy. All kitchen upgrades include new cabinets, quartz countertop, sink and all new stainless steel appliances including, microwave, refrigerator, stovetop and dishwasher. Convenient all new washer and dryer in unit! New tile flooring throughout. Amenities include a renovated clubhouse with full kitchen, heated swimming pool and outdoor grilling areas. This well-managed island retreat is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the stress free, beach lifestyle of Siesta Key!
185 VISTA HERMOSA CIRCLE, SARASOTA, FL 34242
$575,000191 Days on yellowkey MLS ID: A4667525
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1971Monthly Fee: $1,041 Tax: $5,222 (2024)Community: Vista HermosaSpa: NoVilla
Taxes:$5,222
Remarks: Welcome to Vista Hermosa, your ultimate maintenance-free, island retreat a short stroll from the powdery sands of Crescent Beach on world renowned Siesta Key. This beautifully renovated villa is turnkey-furnished and move-in ready with brand new upgrades including luxury vinyl flooring throughout, quartz countertops in kitchen and bath, stainless steel appliances including, dishwasher, stove top and microwave and a newly installed A/C system. Amenities include a renovated club house with full kitchen, heated swimming pool and grilling areas. Vista Hermosa is located just a short distance to restaurants, shopping, entertainment and water sports. Enjoy the convenience of living close to Stickney Point bridge where you can venture off the Key and within a short drive visit Downtown Sarasota, St. Armand's Key, Longboat and Lido Keys. Great opportunity for a second home, vacation rental or full-time residence. 2-week minimum, 26 times a year rental policy allows for great income potential! Own a piece of paradise and enjoy the laid back, tropical lifestyle of Siesta Key. Schedule a showing today!
1415 S SCHOOL AVE, SARASOTA, FL 34239
$659,9004 Days on yellowkey MLS ID: A4687920
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
Elementary School: Alta Vista Elementary
Remarks: Sarasota midtown oasis in desirable Arlington Park Neighborhood. This 3 bedroom, 1 1/2 bath, TURNKEY FURNISHED 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). 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 and the Arlington Park & Aquatic Center. Terrazzo floors throughout with tile in both bathrooms. Tankless water heater, new appliances, granite countertops, IKEA kitchen cabinets and closet organizers. Property is fully FENCED with 2 gates provides access and parking for a small boat, camper or vehicle. Hardwood deck and landscaped with tropical plants. NO FLOOD INSURANCE REQUIRED. The city easement (a non build lot) on the east side of the property provides additional privacy. Magical must see property!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000250 Days on yellowkey MLS ID: A4661191
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Remarks: Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
Listing Agent: Mina Johnson (941-404-9347)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000404 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Remarks: One or more photo(s) has been virtually staged. Live just steps from world-famous St. Armands Circle in this beautifully renovated coastal retreat offered at $1,900,000. Perfectly positioned on a rare oversized corner lot, this property presents an exceptional opportunity for both personal enjoyment and investment in one of Sarasota’s most desirable vacation markets. Inside, the light-filled open floor plan showcases custom carpentry, detailed moldings, and refined coastal finishes throughout. The recently remodeled kitchen and baths complement major upgrades including impact-rated windows and doors, updated HVAC, a new pool pump, and water heater. Designed for relaxed Florida living, the outdoor spaces feature a screened-in pool, private patio, and multiple areas ideal for entertaining or enjoying the island lifestyle. Located just minutes from Lido Beach and vibrant Downtown Sarasota, with easy golf-cart and pedestrian access to world-class shopping, dining, parks, and beach access. With strong vacation rental demand in the area, this home offers outstanding potential as an income-producing property or flexible dual-use coastal residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
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