Location: Sarasota
Do Not Show Listings
5365 BARTOLOMEO ST, SARASOTA, FL 34238
$699,00034 Days on yellowkey MLS ID: A4696542
REDUCED by $26,000 (3.6%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2019Monthly Fee: $520 Tax: $3,651 (2025)Community: Esplanade On Palmer RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,651
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Built in 2019, this meticulously maintained 3-bedroom, 2-bath residence offers 1,918 sq.ft. of thoughtfully upgraded living space designed for both comfort and functionality. The home features a spacious extended lanai complete with a Hot Springs hot tub, creating the perfect setting for outdoor relaxation and entertaining. Interior upgrades include custom California Closets in the primary suite, custom cabinetry in the laundry room, and elegant plantation shutters throughout. Additional enhancements include a 240-volt hookup for a home generator, whole-house surge protector, Culligan whole-home water filtration system, lanai hurricane shade, plantation shutters, and an extended driveway for added convenience and parking flexibility. This property combines modern construction with quality upgrades and attention to detail throughout. Esplanade on Palmer Ranch delivers a true resort lifestyle with the on-site Bahama Bar restaurant, resort pools and spa, fitness center with studio classes, 8 pickle ball courts, 2 tennis courts, 3 dog parks, scenic nature trails, and direct Legacy Trail access. Oscar Scherer State Park is just one mile away. More than a home, this is a private luxury retreat offering the ultimate blend of elegance, recreation, wellness, and Gulf Coast living. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2228 25TH ST #2228/2232, SARASOTA, FL 34234
$419,90013 Days on yellowkey MLS ID: A4698569
REDUCED by $10,000 (2.3%) on 07/14/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoApartment
Taxes:$5,270
Elementary School: Emma E. Booker Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Investors with an eye for both stability and upside, take note: this fully occupied duplex delivers two distinct three-bedroom, one-and-a-half-bath residences under a single, income-producing roof. Each unit carries its own half bath cleverly tucked off the primary bedroom, with easy-care tile flowing throughout—a detail tenants adore and owners appreciate come maintenance time. The financials speak softly but persuasively. Both sides are leased to long-term residents, generating dependable monthly returns from day one, while a roster of meaningful upgrades quiets the usual investor anxieties: full re-piping completed in 2024, energy-conscious tankless water heaters, and a roof refreshed in 2017. Two detached storage sheds, each wired with electric, lend flexibility that savvy landlords rarely find. Currently served by well and septic, the property sits close to central utilities at the street, and an RMF-2 designation may even permit an accessory dwelling unit—an enticing avenue for amplified yield, subject to city verification. Location sweetens the proposition considerably. Lime Lake Park rests a short distance away, offering green respite within minutes. Booker High School anchors the neighborhood with educational appeal, while the Phuoc Loc Tho Oriental Supermarket adds delightful culinary character to weekly errands. Convenient bus access along North Lockwood Ridge Road keeps connectivity effortless for residents and prospective tenants alike. Rarely does a turnkey, dual-income asset arrive so thoughtfully maintained and so generously positioned. Schedule your private tour today and let the numbers, and the neighborhood, make the case.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Don Chamberlain (207-329-8889)
2228/2232 25TH ST, SARASOTA, FL 34234
$419,90022 Days on yellowkey MLS ID: A4696124
Bed: 6 Bath: 3.0 Liv Area Sq Ft: 2132 Built: 1988 Tax: $5,270 (2025)Community: New HarlemSpa: NoHalf Duplex
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$225,000127 Days on yellowkey MLS ID: C7521739
REDUCED by $10,600 (4.5%) on 07/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Elementary School: None
High School: None
Middle School: None
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000168 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
214 GAINES AVE, SARASOTA, FL 34243
$660,000100 Days on yellowkey MLS ID: A4688411
REDUCED by $20,000 (2.9%) on 05/14/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1992 Built: 1955 Tax: $6,877 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,877
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,00028 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Elementary School: Southside Elementary
Remarks: Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carmen Baskind (941-724-1854)
1646 STICKNEY POINT RD #101, SARASOTA, FL 34231
$373,7503 Days on yellowkey MLS ID: A4699325
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1036 Built: 1975 Tax: $3,529 (2025)Community: Castel Del MareTownhouse
Taxes:$3,529
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Andrew Vac (941-350-6577)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$419,00044 Days on yellowkey MLS ID: A4694462
REDUCED by $30,000 (6.7%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing Agent: David Butler Jr (941-350-9503)
4576 BLISS RD, SARASOTA, FL 34233
$385,000120 Days on yellowkey MLS ID: A4685762
0 Days Off yellowkey (back on 7/14/2026)
REDUCED by $10,000 (2.5%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,000170 Days on yellowkey MLS ID: A4679889
REDUCED by $200,000 (13.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
1838 OLEANDER ST, SARASOTA, FL 34239
$3,295,0002 Days on yellowkey MLS ID: A4697493
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3230 Built: 2020 Tax: $15,078 (2025)Community: Poinsettia Park 2Spa: NoSingle Family
Taxes:$15,078
Remarks: Poised on one of the prettiest tree-lined West of Trail streets, this modern coastal residence offers the ideal blend of casual elegance, thoughtful design, and everyday livability. In like-new condition and custom built in 2020 by award-winning Allegra Homes—recognized by the Building Industry Association for outstanding craftsmanship and innovative home design—this 3,220-square-foot residence with 4 bedrooms and 3 baths showcases impeccable quality and attention to detail throughout. The dramatic great room features soaring 16-foot ceilings, clerestory windows that bathe the space in natural light, designer lighting, a striking electric fireplace, and a custom entertainment wall with a stone façade and illuminated glass display shelves. Triple sliding glass doors create a seamless transition to the covered and screened lanai features a 40-foot heated saltwater pool, 2 covered seating and dining areas, a fully equipped grilling station, and convenient access to a full pool bath—creating the ultimate year-round Florida lifestyle. The culinary-influenced kitchen impresses with a professional Sub-Zero and Wolf appliance package, custom cabinetry, and a dramatic granite waterfall island with comfortable seating for 4. The full-height matching backsplash creates a stunning focal point while adding a sophisticated designer touch. The private owner's wing comes with direct lanai access, 2 customized walk-in closets, a dedicated den or home office, and the all-white bath is a refreshing oasis with its freestanding soaking tub, oversized walk-in shower, separate vanities, ample counter and cabinet space, and a water closet. A first-floor guest suite provides ideal accommodations for family and visitors, while the second level offers two additional bedrooms, a full bath, and an oversized bonus room perfect for a media room, playroom, fitness space, or additional gathering area. The home's sophisticated interior is complemented by a calming palette of whites, creams, and light-toned beiges, creating a neutral backdrop for any design style. Modern conveniences include whole-house audio with lanai speakers, a comprehensive 360-degree exterior camera system, and a low-maintenance fenced yard complete with powder-coated aluminum gates, rock walkways, artificial turf, and a private irrigation well. The striking front elevation showcases stone-wrapped columns, a brick paver driveway, and beautifully designed landscaping that creates exceptional curb appeal. You'll enjoy the convenience of walking to Southside Village with its boutique shopping, gourmet markets, acclaimed restaurants, sidewalk cafés, and vibrant local gathering spots. Downtown Sarasota, the area's renowned cultural attractions and world-famous Gulf beaches are all just minutes away. Families will appreciate the highly regarded Southside School District, known for its strong academic programs, innovative educators, and enriching arts opportunities. This exceptional residence offers the rare opportunity to enjoy luxury, comfort, and an unmatched Sarasota lifestyle in one of the city's most desirable West of Trail locations.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
859 PATTERSON DR, SARASOTA, FL 34234
$749,00021 Days on yellowkey MLS ID: A4697956
REDUCED by $40,000 (5.1%) on 06/25/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2850 Built: 1951 Tax: $9,037 (2025)Community: Indian BeachSpa: NoSingle Family
Taxes:$9,037
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
2187 MAIN ST, SARASOTA, FL 34237
$1,150,00020 Days on yellowkey MLS ID: TB8523163
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Elementary School: Alta Vista Elementary
Remarks: Luxury Downtown Sarasota Townhome | 2023 Construction | Private Elevator | Lockout Suite | Walk to Everything Experience the ultimate Downtown Sarasota lifestyle in this stunning four-story luxury townhome, built in 2023 and perfectly positioned in one of the city's most prestigious and walkable neighborhoods. This is more than a home—it's an opportunity to enjoy the vibrant energy, culture, and sophistication that make downtown Sarasota one of Florida's premier luxury destinations. Imagine leaving your front door and strolling to award-winning restaurants, upscale boutiques, rooftop lounges, art galleries, coffee shops, weekend farmers markets, live theater, the Sarasota Opera, Marina Jack, Bayfront Park, and breathtaking sunsets along Sarasota Bay. Spend your mornings walking the waterfront, afternoons shopping on Main Street or Palm Avenue, and evenings enjoying world-class dining and entertainment—all without getting in your car. Just minutes away are the pristine white sands of Lido Key, St. Armands Circle, Longboat Key, and some of the Gulf Coast's most celebrated beaches. Inside, every detail reflects contemporary luxury. Offering approximately 2,350 square feet across four thoughtfully designed levels, this residence showcases elegant porcelain flooring, dramatic floating wood staircases with sleek glass railings, soaring ceilings, and premium finishes throughout. A private elevator services every floor, providing effortless convenience and accessibility. The gourmet kitchen is designed to impress both everyday cooks and entertainers alike, featuring Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double ovens, soft-close cabinetry, abundant storage, and an open-concept design that seamlessly connects the living and dining spaces. A standout feature rarely found downtown is the first-floor private lockout suite with a full bath, offering exceptional flexibility for guests, multigenerational living, a luxury home office, fitness studio, or potential income-producing opportunities. Step outside and entertain in style with your private outdoor kitchen complete with gas plumbing and sink—perfect for enjoying Florida's year-round sunshine. Additional features include a spacious two-car attached garage, energy-efficient 2023 construction, and a low-maintenance lifestyle that allows you to spend more time enjoying everything Sarasota has to offer. Whether you're searching for an exceptional primary residence, an elegant seasonal retreat, or a high-demand investment property, this home delivers luxury, flexibility, and an unbeatable location in the heart of one of Florida's most sought-after downtown communities. Homes of this caliber in Downtown Sarasota are rarely available. Schedule your private showing today and discover why luxury buyers continue to choose downtown Sarasota as the Gulf Coast's premier destination for upscale urban living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
3960 LAKESIDE RD #156, SARASOTA, FL 34232
$224,90055 Days on yellowkey MLS ID: A4693592
REDUCED by $5,000 (2.2%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1540 Built: 1973 Tax: $3,218 (2025)Community: Glen Oaks Ridge Villas 2Spa: NoVilla
Taxes:$3,218
Remarks: Virtually Staged. (ONLY ONE PHOTO) GLEN OAKS RIDGE...an Active 55+ FRENCH PROVINCIAL VILLA COMMUNITY for you! WAIT TILL YOU SEE THE DIRECT LAKE FRONT VISTAS from this 1550 Square Foot villa where you can see the lake from the large living room, from the Large dining room, & kitchen, From the Florida room, and from the Family room AND foyer! That is right...become mesmerized all day long watching the sun bounce off of your very own lake right outside your door! Come check out this 2 bedroom, 2 bath villa with large common area rooms, a Florida room that is air conditioned, kitchen with updated cabinetry, quartz counters, lighting AND a huge laundry/utility/storage room to top things off. Plenty of parking with your own one car carport and a driveway for a second car and plenty of overflow parking. Location, location, location...is where you are...walk to Bobby Jones golf course, only 3 miles to UTC AND downtown Sarasota...just a sprint from there to St. Armand's and Lido Beach! Freshly painted. For those who are active, you are a short bike ride to the currently being renovated 17th Street 96 Acres park go to their Wsite: sarasotacountyparks Come buy this million dollar view for only $224,900!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
2847 OAK ST, SARASOTA, FL 34237
$375,00067 Days on yellowkey MLS ID: A4693111
REDUCED by $15,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1186 Built: 1953 Tax: $2,781 (2025)Community: Glen RidgeSingle Family
Taxes:$2,781
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath single-family home in the heart of Sarasota! Designed with a desirable split floor plan, this home offers the perfect blend of privacy, comfort, and functionality, with spacious living areas ideal for both everyday living and entertaining. Recent updates include fresh interior and exterior paint, brand-new kitchen appliances, updated bathrooms, new ceiling fans, and new blinds throughout. For added peace of mind, the home also features a complete whole-house re-plumb. The exterior has also been thoughtfully refreshed with newly installed shell landscaping and decorative plants, creating an attractive, low-maintenance yard that enhances the home's curb appeal while requiring minimal upkeep. Step outside to relax in the beautiful screened-in lanai, perfect for enjoying Florida’s year-round sunshine. Conveniently located within the Sarasota city limits, this property allows for short-term rentals, making it an excellent opportunity for both homeowners and investors alike. The home is just minutes from downtown Sarasota, the Legacy Trail, shopping, dining, schools, and everyday conveniences, while also offering easy access to Sarasota’s world-famous beaches and everything the area has to offer.Move-in ready and centrally located, this is Florida living at its best. Schedule your showing today!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
5420 CICERNONE ST #203, SARASOTA, FL 34238
$459,90075 Days on yellowkey MLS ID: A4691603
REDUCED by $5,100 (1.1%) on 07/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1526 Built: 2019Monthly Fee: $384 Tax: $4,116 (2025)Community: Esplanade On Palmer RanchCondo
Taxes:$4,116
Remarks: Virtually Staged. Perfectly suited as either a vacation getaway or full-time residence, this beautifully maintained second-floor condo is located in the highly sought-after, resort-style community of Esplanade on Palmer Ranch. Built in 2019, this 2-bedroom, 2-bathroom condo with a den showcases numerous upgrades throughout, including plantation shutters, Hunter Douglas window treatments, new carpet in the primary bedroom, and all-new light fixtures. The property also includes a single-car detached garage along with a designated parking space. Residents of Esplanade on Palmer Ranch enjoy an impressive array of resort-style amenities, including the on-site Bahama Bar restaurant, resort-style pool with spa, resistance pool, fitness center offering studio classes, 8 pickleball courts, 2 tennis courts, 3 dog parks, and scenic nature trails. The community also provides direct access to the Legacy Trail and is located in close proximity to Oscar Scherer State Park. More than just a home, this property offers a lifestyle centered around comfort, activity, and relaxation. Schedule your private showing today!
8418 NANDINA DR, SARASOTA, FL 34240
$545,00021 Days on yellowkey MLS ID: A4697149
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 2013Monthly Fee: $206 Tax: $4,985 (2025)Community: Palmer Lake A RepSingle Family
Taxes:$4,985
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Virtually Staged. Positioned on a lake front homesite in Palmer Lake and built in 2013, this 4-bedroom, 2.5-bathroom residence offers 2,139 square feet of living space with a first-floor primary suite, recent interior updates, and a newly screened lanai overlooking the water. Recent improvements completed between 2025 and 2026 include all new kitchen appliances, a new washer and dryer, luxury vinyl plank flooring throughout the home, updated electrical fixtures, new ceiling fans, refreshed landscaping with new mulch, a new screened lanai, and fresh interior and exterior paint. The floor plan is designed for functionality with an open-concept kitchen, dining, and living area, a pantry closet, under-stair storage, a dedicated laundry room, and an additional first-floor half bath. The kitchen features granite countertops, a center island, and brand-new appliances. The primary suite is located on the main level and includes a spacious walk-in closet and en-suite bath. Upstairs, three additional bedrooms and a full bathroom provide flexible living arrangements. Additional features include dual HVAC systems, hurricane shutters, and a two-car garage. The screened lanai provides a covered outdoor living area with lake views, maintenance free living, and fencing is permitted within the community, subject to applicable community guidelines and approvals. Located east of Interstate 75, Palmer Lake offers convenient access to shopping, dining, area beaches, and regional commuting routes. This property combines recent updates, functional living space, and a waterfront setting in a well-positioned location.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00068 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$2,373
Elementary School: Lakeview Elementary
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
2411 VALENCIA DR, SARASOTA, FL 34239
$795,000142 Days on yellowkey MLS ID: A4683111
REDUCED by $24,000 (2.9%) on 07/14/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1927 Built: 1958 Tax: $6,459 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,459
Remarks: Looking for an oversized garage and storage? At 781 sf, this one may have room for everything! Welcome to this beautiful redux in the desirable South Gate community of Sarasota. Originally constructed more than 60 years ago by exceptional craftsmen, this mid-century home has been meticulously updated with a modern interpretation of the classic South Gate style. Updated electric, completely re-piped, new HVAC, and new hurricane-rated impact windows and doors are the most important updates offered here. Three new baths and a completely reimagined kitchen and dining area bring everything and everyone together. Even the landscaping has been optimized for resilience and maintenance simplicity. With a generous two-bay garage, extra parking for entertaining, privacy fencing, and an oversized lot, this home will satisfy the needs and vision of many discerning buyers, and certainly its next fortunate owner. Positioned on an elevated lot well above any flood zone, owners will rest easily, no matter what the weather brings. This extraordinary home provides all this, quality, style, modernity and safety, while being only a few minutes from everything people desire in this area. Siesta Key and downtown Sarasota, wonderful beaches and vibrant lifestyle will be the daily experience for the next owner of this fine home. Find out what life could be like for you in this special place!
Listing Agent: Christopher Bush (941-404-9504)
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