Location: Sarasota
Do Not Show Listings
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,00063 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,700
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,00069 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
4602 SAMOSET DR, SARASOTA, FL 34241
$610,00070 Days on yellowkey MLS ID: N6143050
REDUCED by $25,000 (3.9%) on 04/17/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 1998Monthly Fee: $283 Tax: $2,706 (2025)Community: Heritage Oaks Golf & Country ClubSpa: NoSingle Family
Taxes:$2,706
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Experience resort-style living in the prestigious Heritage Oaks Golf & Country Club, a beautifully maintained, debt-free, private membership community known for its friendly atmosphere and exceptional amenities — championship golf, tennis, fitness center, resort-style pool, fine dining, and a vibrant year-round social calendar. This rarely available larger villa home offers sweeping lake views and has been meticulously maintained, including updated windows and sliders for added comfort and efficiency. The thoughtfully designed floor plan features an oversized primary suite and den on the first floor, while the second level offers a private guest suite and loft — ideal for visiting family and friends. Additional highlights include an interior laundry room, generous under-stair storage, a two-car garage, and an extended screened lanai perfectly positioned to enjoy peaceful water views and Florida sunsets. Offered turnkey furnished, this home allows you to simply arrive and begin enjoying the relaxed Suncoast lifestyle immediately.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jackie Kennedy (941-266-4074)
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,00077 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,00077 Days on yellowkey MLS ID: A4682511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1994Monthly Fee: $285 Tax: $4,716 (2025)Community: Villas At Deer CreekSingle Family
Taxes:$4,716
Elementary School: Gulf Gate Elementary
Remarks: Beautifully updated home in Villas at Deer Creek. This home is located in one of Palmer Ranch's most beautiful mature neighborhoods. The home has many nice features. All rooms are spacious with a great open plan kitchen, dining and living areas. Adjacent to the kitchen is a beautiful built-in executive desk. Cabinets are solid wood. There are two very large bedrooms and an ofiice/den that also has a murphy bed for guests Wrap-around windows and recessed lighting keep all of the living areas light and bright. From the screened lanai you can enjoy long views of the green belt and the lake. There is an inside utility room and a large 2 car garage. The AC was replaced in 2020, This home has a touch of elegance which is seldom found in modern homes. Deer Creek is a maintenance -free community. There is a private neighborhood pool. This location allows for easy access to Lowes, Costco, Target, Publix, banks and numerous restaurants. The Legacy Bike Trail is nearby. Siesta Key is a quick 15 minute drive.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
361 OAK HILL DR #3, SARASOTA, FL 34232
$249,00086 Days on yellowkey MLS ID: A4681110
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1354 Built: 1985 Tax: $2,753 (2025)Community: Village Oaks Sec BSpa: NoCondo
Taxes:$2,753
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Just reduced SIGNIFICANTLY!! Welcome to Village Oaks—this villa is a show-stopper you have to see to believe. From the moment you step inside, the upgrades and care are unmistakable. The fully remodeled kitchen is a standout, featuring soft-close IKEA cabinetry, drawers, and pantry with under-cabinet lighting, sleek LG stainless steel appliances, an oversized stainless sink with disposal, and granite countertops with a neutral backsplash—a spacious, functional design made for anyone who loves to cook and entertain. Throughout the villa, 2-inch wooden blinds dress every window, and the entire home is tiled, professionally cleaned, sealed, and ready for worry-free living. The front guest bedroom offers a walk-in closet, while the remodel guest bath includes an easy-access step-in shower. A full-size Samsung front-load washer and dryer are neatly tucked into the laundry closet for convenience. At the rear of the home, the primary suite impresses with a generous walk-in closet and a spa-like bath featuring a large shower, double sinks, granite countertops, decorative lighting, and a built-in medicine cabinet. The bonus sunroom is a true flex space—perfect for a home office, hobby room, or even an extra bedroom (just add an armoire). Flooded with natural light, it’s finished with double French doors and a private exit for your favorite pet. Recent updates add peace of mind: Garage floor pressure washed and walls freshly painted (Jan 2026) Front screened porch pressure washed with new carpet (Jan 2026) Hot water heater replaced Sept 2019, and the lifestyle? Unbeatable. Enjoy the heated community pool, active social events, and an exceptional location—about two miles to I-75 and just 7.5 miles to Lido Key. Shopping, dining, and Sarasota’s vibrant arts scene are all minutes away. This is the kind of villa that doesn’t stay on the market—schedule your showing before someone else claims it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
8605 RAIN SONG RD, SARASOTA, FL 34238
$499,90099 Days on yellowkey MLS ID: A4678947
REDUCED by $20,000 (3.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 2019Monthly Fee: $521 Tax: $2,283 (2025)Community: Sunrise PreserveVilla
Taxes:$2,283
Elementary School: Ashton Elementary
High School: None
Middle School: None
Remarks: First time on the market! This newer-built, resilient home was constructed in 2019 to the latest hurricane codes and no flood insurance is required. Featuring a highly sought-after 2BR+Office/2BA floor plan with a 2-car garage, this residence is one of only 10 Maritime models built by Mattamy Homes, making it a rare opportunity. A welcoming front porch with retractable screen door provides wonderful airflow and leads to a gorgeous impact-glass front door. Inside, the open-concept layout is ideal for both everyday living and entertaining. The beautifully appointed kitchen showcases wood cabinetry, glass tile backsplash, quartz countertops, stainless steel appliances, and dimmable pendant lighting. The adjacent dining area comfortably accommodates a variety of table sizes and flows seamlessly into the spacious great room—perfect for gatherings. The primary suite offers a tray ceiling and a luxurious en-suite bath featuring an oversized frameless glass shower with bench seating, dual vanities, and a large walk-in closet. The guest suite is privately tucked away with an adjoining bath, providing excellent separation and privacy. The study includes a built-in desk and French doors, making it ideal for a home office or den. Additional highlights include tile flooring throughout the main living areas and study, 2 carpeted bedrooms, a laundry room with extra storage, and a finished garage with epoxy floors, utility sink, and an additional refrigerator. Crown molding and framed windows/sliders add an elegant, refined finish. Enjoy Florida living from the covered front porch or relax on the covered, rear screened lanai with pavers and privacy screen overlooking peaceful water and park-like views. Situated at the end of a cul-de-sac, this home benefits from minimal drive-by traffic. For added peace of mind, there are Accordion Shutters for all windows and sliders making preparing for hurricane a simple task that only takes minutes. The monthly HOA fee covers roof repair and replacement, exterior painting, exterior insurance, grounds maintenance, irrigation, and access to all community amenities and events. Sunrise Preserve at Palmer Ranch is a gated community offering resort-style amenities including a pool, tennis, pickleball and bocce ball courts, grilling areas, fire pit, clubhouse, and fully equipped fitness center. A robust calendar of social events makes it easy to meet neighbors and stay active. Ideally located in the Palmer Ranch area —convenient to shopping, dining, I-75, and world-class beaches.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
6342 POSITANO CT, SARASOTA, FL 34243
$360,000105 Days on yellowkey MLS ID: A4678314
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 2016Monthly Fee: $359 Tax: $5,822 (2025)Community: Villa AmalfiVilla
Taxes:$5,822
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: New price of $360,000 - exceptional value for a newer construction villa in this popular Sarasota corridor. Built in 2016, this residence offers a rare opportunity to enjoy more modern construction, newer systems, and low-maintenance living—an advantage not often found among surrounding villas in this price range. The thoughtfully designed layout features 2 bedrooms plus a den, open-concept living, and a light, airy feel throughout. The kitchen flows seamlessly into the main living area, creating an ideal space for both everyday living and entertaining. The kitchen is well appointed with granite countertops, stainless steel appliances, a gas range, pantry and a large island. The primary bedroom and ensuite is complete with dual vanities, an oversized walk-in shower, and generous custom closet space. Two-car garage features a utility sink, cabinetry and suspended ceiling storage. Enjoy peaceful outdoor living from your private screened lanai, perfect for morning coffee or unwinding at the end of the day. Villa Amalfi is a gated community offering a resort-style pool, low HOA fees, no CDD fees, and a highly convenient Sarasota location—just minutes to UTC, dining, shopping, and the area’s renowned beaches.
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Leigh Ann Grooms (941-527-8700)
8023 SANDSTAR WAY, SARASOTA, FL 34240
$749,900107 Days on yellowkey MLS ID: A4678376
REDUCED by $40,000 (5.1%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2019Monthly Fee: $371 Tax: $8,510 (2024)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$8,510
Elementary School: Tatum Ridge Elementary
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Welcome to this Craftsman style home in Lakehouse Cove where warm tones and layered textures create an inviting atmosphere. This 2-bedroom plus den, 2-bath home features a large great room with stone fireplace, tray ceilings with custom detail, and sliders to outdoor living area. The kitchen is the heart of this home, featuring large island, upgraded cabinets, extensive counterspace and a spacious dining area - perfect for entertaining or for comfortable everyday living. The private owner’s suite includes a spa like bath with dual sinks, a walk-in shower and a large walk-in closet. The charming second bedroom overlooks a welcoming front porch, while the den provides flexible space for an office or flex room. Step out to the spacious lanai overlooking a beautifully landscaped yard and tranquil pond. Both the lanai and owner’s suite enjoy peaceful water views. Thoughtful touches and quality finishes are found throughout the home. Living in Lakehouse Cove means enjoying a lifestyle beyond your home, with six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse and kayak launch, two dog parks, a community clubhouse, and fire pits where neighbors gather to enjoy stunning sunsets. Just a short stroll to Waterside Place, offering shopping, dining, a Sunday farmers market, and year-round events. HOME FRESHLY PAINTED IN MAIN INTERIOR ROOMS! BRIGHT AND WHITE
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
200 COCOANUT AVE #5, SARASOTA, FL 34236
$775,000110 Days on yellowkey MLS ID: A4677723
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1753 Built: 2000Monthly Fee: $950 Tax: $10,910 (2025)Community: Library MewsTownhouse
Taxes:$10,910
Elementary School: Alta Vista Elementary
Remarks: Auction Property. Luxury Live Auction! Bidding to start from $775,000.00! Enjoy the best of both worlds at Library Mews with both downtown convenience and walkability as well as lush expansive private outdoor areas. Library Mews is an intimate community with only 11 residences featuring 2-story villas with masonry construction and private garages. The exterior of the entire community was updated in 2025, with new roofs, awnings, exterior paint, gutters, exterior lighting, and hurricane impact skylights. The interior of this residence has been extensively remodeled, increasing ceiling heights, improving the kitchen and bathrooms, and adding a second A/C system that facilitates two separate heating/cooling zones, one for each level. The island kitchen boasts a sub-zero refrigerator, Cambria quartz countertops, mother-of-pearl backsplash, and wood, dovetailed all-drawer cabinetry that includes a pull our spice rack and built-in trash receptacle. The range is a Bosch electric smooth top, however, it can easily be swapped out for a gas range using the existing gas bib. And the adjacent butler’s pantry/laundry room has loads of extra storage. The living room, dining room, and kitchen all have glass sliders that bring the outside in and provide easy access to the private courtyard area. The courtyard has gas service, facilitating a direct connect BBQ grill thereby avoiding having to lug propane tanks. The first floor includes a convenient den with custom built-in mahogany shelving and desk and loads of storage space. A powder room completes the first floor. The owners' suite is light and bright with triple sliders and brazilian cherry hardwood flooring. The walk-in closet has been custom fitted and is easily reconfigurable to your needs. The ensuite bathroom includes a dual quartz vanity, under mount sinks, Toto commode with electric outlet access, a skylight, a deep soaking bathtub, and spacious walk-in frameless shower with seat. The fixtures are Hans-Grohe and include swivel vanity taps and a handheld shower head that can operate together with the main shower head or separately. The guest suite is split from the owners' suite and includes an ensuite bathroom with skylight and a spacious closet, making hosting guests a pleasure. In addition to the attached one-car garage, this residence also includes a carport providing total space for two vehicles within the gated area. The garage has a separate air-conditioned storage closet. And electric hurricane shutters make storm preparation a breeze. Top it all off with an expansive rooftop private terrace with new 24” porcelain pavers that is perfect for enjoying your morning coffee or a glass of wine in the evening. You'll not only be able to catch some rays, but also indulge your green thumb, and watch the fireworks over the bay. In a city that's largely dominated by high-rise condominiums, Library Mews is a world apart. Blending into the surrounding landscape, it truly is an oasis hidden in plain sight. Tucked into a quiet corner of the city away from the fray, Library Mews is convenient to all of the downtown amenities. Just two blocks to Whole Foods and Starbucks, across the street from Selby Library, the Opera House, and Florida Studio Theater, Library Mews is only a few minutes walk to Main Street restaurants and shops, the Saturday morning Farmers Market, as well as the Bayfront.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Sandra Israelson (941-260-6260)
1958 MORRIS ST, SARASOTA, FL 34239
$1,195,000114 Days on yellowkey MLS ID: A4677121
REDUCED by $100,000 (7.7%) on 04/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSpa: YesSingle Family
Taxes:$7,088
Remarks: One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
4166 CENTRAL SARASOTA PKWY #521, SARASOTA, FL 34238
$140,000243 Days on yellowkey MLS ID: A4663357
REDUCED by $9,900 (6.6%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998 Tax: $2,205 (2024)Community: Bella Villino ViSpa: YesCondo
Taxes:$2,205
Elementary School: None
Remarks: One or more photo(s) has been virtually staged. Live the Florida Resort Lifestyle at an Incredible Value! Welcome to Bella Villino, a gated, resort-style condominium community located in the heart of Palmer Ranch. This beautifully designed 1-bedroom, 1-bath loft-style residence offers nearly 950 sq. ft., making it the largest one-bedroom floor plan in the community. Step inside and feel the openness created by vaulted ceilings and abundant windows that fill the home with natural light. The impressive 12' x 28' great room/sunroom offers incredible flexibility—perfect for a guest sleeping area, daybed or Murphy bed, home office, or relaxing sunroom retreat. The open layout features a spacious kitchen with breakfast bar, dining area, and separate laundry room for everyday convenience. As a desirable end unit with no neighbors above or below, you’ll enjoy extra privacy and quiet. A covered carport and abundant guest parking are included. Step just outside and down a short flight of stairs to a peaceful outdoor gathering space featuring gas grilling stations, a tranquil pond with fountain, and a bench to relax and take in the scenery. A sidewalk leads directly to the resort-style pool, making it easy to enjoy the amenities without ever getting in your car. Recent upgrades include hurricane-impact windows, new AC (2023), and new water heater (2024). A new roof is scheduled for 2027 with no assessment expected. Residents of Bella Villino enjoy lush tropical landscaping and exceptional amenities, including a heated resort pool and spa, elegant clubhouse, state-of-the-art fitness center, indoor racquetball and basketball courts, tennis, pickleball, billiards, game room with foosball, business center, library, outdoor gathering areas, and multiple grilling stations. Ideally located just minutes from the world-famous Siesta Key Beach and the scenic Legacy Trail, with easy access to shopping, dining, marinas, and entertainment. Whether you're looking for a full-time residence, seasonal getaway, or lock-and-leave Florida retreat, this spacious loft-style home offers resort living at an exceptional price. Don’t miss this opportunity to enjoy the Florida lifestyle while it lasts!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000254 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing Agent: Diane Goodwin (941-706-6620)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00061 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoVilla
Taxes:$1,824
Remarks: Step through the iron gate into the front garden courtyard and discover a private retreat with a peaceful interior, long lake views, and mature trees. This 2-bedroom, 2-bath home is professionally decorated with carefully chosen furnishings that create a calm, welcoming atmosphere as you move from room to room, blending indoor and outdoor spaces. Sunlight shines through the trees, making the lanai a perfect spot to relax. You might even want to add an outdoor spa to the screened lanai for evenings with bubbles and a glass of champagne. The home comes with hurricane shutters, a new HVAC system (2024), a new water heater (2023), an interior laundry room with a full-sized washer and dryer, plenty of closet space, and is sold furnished for your convenience. The second bedroom is set up as a den with a Murphy bed for guests. Floor-to-ceiling mid-century-style windows and high ceilings give the home an open, inviting feel. The location is excellent, just 11 miles from local beaches, less than 2 miles from the UTC mall, and close to a wide range of restaurants. Nearby, you'll also find Walmart, Publix, Whole Foods, Macy’s, Marshalls, TJ MAXX, and Home Depot. Residents enjoy the community’s tropical setting, mature trees, and paved trails, which are great for walking, exercising, or taking your dog out. The neighborhood fees cover exterior insurance, roof replacement and repair, exterior pressure washing, pest control, grounds and irrigation maintenance, and reserves. This is an estate sale that’s ready to close, and the motivated seller says, “Let’s make a Deal!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1166 W PEPPERTREE DR #112D, SARASOTA, FL 34242
$725,000106 Days on yellowkey MLS ID: A4678257
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1974 Tax: $5,936 (2025)Community: Peppertree Bay IiiCondo
Taxes:$5,936
Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
1690 ASSISI DR #12, SARASOTA, FL 34231
$1,779,00015 Days on yellowkey MLS ID: A4690125
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3097 Built: 2007Monthly Fee: $388 Tax: $15,103 (2025)Community: Portofino On The BaySingle Family
Taxes:$15,103
Remarks: Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal. This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift. Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail. The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances. Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace. The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard. The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep. The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through. This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alexandra Lawson-Baker (703-963-4887)
7815 GENEVA LN, SARASOTA, FL 34243
$375,00080 Days on yellowkey MLS ID: W7882865
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 1990Monthly Fee: $200 Tax: $5,093 (2024)Community: Treetops At North 40 - St CharlesSingle Family
Taxes:$5,093
Remarks: Short Sale. FULLY LOADED—and FLAWLESSLY DONE! Tucked inside the boutique, tree-canopied ENCLAVE of Treetops at North Forty, this 3-bedroom, 2-bath single-family home delivers the rare combination of refined upgrades, peaceful surroundings, and an unbeatable central Sarasota location. Homes in this intimate community don’t come along often—especially not ones that have been this thoughtfully and thoroughly improved. Every inch of this home has been elevated with intention. Starting at the top, a BRAND-NEW ROOF and BRAND-NEW WATER HEATER take care of the big-ticket items buyers value most, while fresh interior and exterior paint create a crisp, cohesive look that feels both modern and timeless. The FULLY REMODELED KITCHEN is a true showpiece, featuring STONE countertops, all-new custom-style cabinetry, and a complete suite of BRAND-NEW APPLIANCES, designed to be as functional as it is beautiful. Whether you’re hosting friends or enjoying a quiet morning coffee, this space simply works. Step outside the breezeway, or plant an herb garden here, with tons of square footage for all of your plants. Both bathrooms have been COMPLETELY RENNOVATED with updated finishes, fixtures, showers and tubs, and a spa-inspired feel that turns everyday routines into small luxuries. Plush new carpet in the bedrooms creates a soft, comfortable retreat at the end of the day! A brand-new washer and dryer adds convenience, while the WHOLE HOME WATER PURIFICATION system quietly enhances daily living with cleaner, better-tasting water throughout the house. This home truly stands apart when it comes to storm preparedness. With a new roof already in place and a MANUAL-CAPABLE ELECTRIC AWNING that remains functional even during power outages, the home is thoughtfully equipped for Florida’s weather realities. Adding to its appeal, the property sits above the flood plain, offering increased confidence, reduced flood risk, and potentially lower insurance considerations—an increasingly important factor for today’s buyers. It’s a home designed not just to look good, but to perform well when it matters most. Outside, the lifestyle upgrades continue. The property is positioned on one of the largest lots in the community, backing up to protected CONSERVATION LAND for rare privacy and peaceful views with no rear neighbors. The brand-new electric awning with integrated lighting creates a shaded, flexible outdoor living space—perfect for relaxed evenings, weekend gatherings, or quiet moments surrounded by nature. Treetops at North Forty is a boutique community prized for its quiet charm, mature landscaping, and sense of retreat—yet it offers a COMMUNITY POOL, no age restrictions, no CDD fees, and a welcoming, neighborly atmosphere. All of this is just minutes from UTC Mall, SRQ Airport, New College, and the endless dining, shopping, and cultural experiences that make Sarasota so desirable. This home isn’t just updated—it’s curated, offering a polished, low-maintenance lifestyle in a community that feels private, established, and special! Opportunities like this don’t linger, so schedule your showing and experience it for yourself.
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: Brooke Overton (315-439-3013)
5590 GOLF POINTE DR #5590, SARASOTA, FL 34243
$294,50084 Days on yellowkey MLS ID: A4680747
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1412 Built: 1988Monthly Fee: $645 Tax: $1,394 (2024)Community: Callaway Glen Ph 1Condo
Taxes:$1,394
High School: Braden River High
Remarks: This beautifully maintained Mediterranean Carriage home condominium is ready to move into. Nestled in Callaway Glen at Golf Pointe in the desirable Palm Aire community, this stunning home features lovely cabinetry, ceramic tile floors, high ceilings, built-in closets, stainless steel appliances, and so much more! Unwind and sip cocktails while enjoying breathtaking views of golf course and water. The oversized one-car garage, two bedrooms with two full baths, and its ideal location make it perfect for welcoming family and friends. The roof and gutters were updated in 2015. Golf Pointe offers two heated community pools, a full-time handyman for exterior upkeep, and beautiful mature grounds. Located west of I-75, it’s just a short drive to the fantastic shopping at UTC Mall, SRQ Airport, downtown Sarasota, and the beautiful beaches. Plus, the optional and private Palm Aire Country Club is just a quick golf cart ride away, offering full golf, tennis, and social memberships, and club members can even drive their own golf carts! Book your appointment today to explore this spectacular home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
560 OAKFORD RD, SARASOTA, FL 34240
$1,395,000138 Days on yellowkey MLS ID: A4674764
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 3009 Built: 1998 Tax: $12,552 (2024)Community: Not ApplicableSingle Family
Taxes:$12,552
Remarks: SAY HELLO TO PRIVACY!!! Bring Your Horses or Cows! This is a Hard to find secluded 10 acre estate located just 8.5 miles from I-75 and a short drive to the World Famous Siesta Key Beach! NO HOA or CDD! Zoned OUE1 gives you LOTS OF OPTIONS!! The House was Built in 1998, renovated in both 2013 and 2018, and was just RECENTLY PAINTED. This home overlooks a stocked fishing pond with a wooden dock and built-in Adirondack chairs. Plenty of space for animals and horses. This custom built home in a lovely neighborhood was, according to the previous owner, built to have a second floor added if desired. With over 3,000 square feet under air, it is a very practical open house layout with vaulted ceilings and panoramic views from every window and patio of pasture, ponds, woods and there are no other houses in sight! The front screen enclosed porch also has a spa. The rear brick-paver patio faces west offering amazing sunsets over the pastures and visiting wildlife. The Oversized Garage/Barn is Large Enough for a Car Collection or to Store Tractors and Farm Equipment. It also has a Fully-Equipped Air Conditioned Gym. The home has many upgrades as well such as granite countertops, simulated wood plank tile floors, stainless appliances, custom solid wood cabinets, breakfast bar, and decorative stone fireplace. The SPLIT BEDROOM plan has a spacious master bedroom with walk in closet and jetted tub. The other two bedrooms with walk-in closets are on the other side of the living room with the second bath. There is a man cave/game room with a bar for parties and events or just watching the game on a Sunday with friends. Laundry room with storage is located off of the kitchen. Other structures on site include an oversized metal barn/garage/workshop, RV site/carport, storage shed, detached well-lit 2-car carport, a 2-car carport attached to the house, and chicken coop. This property is completely hidden from the main road making it VERY PRIVATE! Make an appointment today!!
Listing Agent: Jeremy Egglefield (941-809-9200)
2801 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$389,900325 Days on yellowkey MLS ID: TB8395273
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $147 Tax: $4,212 (2024)Community: Bay Lndg Ph 2ATownhouse
Taxes:$4,212
Remarks: Beautiful Sarasota, bay landing community offers this immaculate Townhome. It features a three bedroom, two and half bathrooms, one car garage. Built in 2022 and barely lived in. The first floor has an open floor plan and has neutral colors to reflect a spacious kitchen, stone countertops and all stainless-steel appliances. It will bring out the cook in you. A half bath is located on the first floor for guest’s privacy. Access the second floor through the stairs as you come into the home on your left. It offers a large master suite with a double vanity bathroom, stand up shower and glass doors. Two additional bedrooms with a shared bathroom. The washer and dryer are also located upstairs for convenience. Bay Landing features a clubhouse, fitness center, sparkling swimming pool, playground, dog park, and is conveniently close to the best that both Sarasota and Lakewood Ranch have to enjoy. The unit is close in proximity to the Waterside community with all its current and upcoming restaurants, as well as the beautiful walkability it offers. You are a stone’s throw to UTC, downtown Sarasota and area beaches. Come home to Sarasota. Seller is willing to assist buyer with a 2 - 1 buy down.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Steve Plested (813-370-2141)
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