Location: Sarasota
Do Not Show Listings
727 N JEFFERSON AVE #727, SARASOTA, FL 34237
$219,000511 Days on yellowkey MLS ID: A4634891
REDUCED by $26,000 (10.6%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $2,761 (2024)Community: Jefferson PinesVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,761
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Andy Mcdonald (941-724-6207)
12314 MYRTLE BAY CT, SARASOTA, FL 34238
$460,00062 Days on yellowkey MLS ID: A4688267
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2019Monthly Fee: $417 Tax: $3,096 (2025)Community: Hammock Preserve On Palmer RanchSingle Family
Taxes:$3,096
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Perfectly positioned within the gated community of Hammock Preserve on Palmer Ranch, this well-priced 2-bedroom, 2-bath villa with a den/office offers a refined yet effortless approach to Florida living. Built in 2019 and thoughtfully maintained, the home features quartz countertops, stainless steel appliances, and tile flooring throughout the main living areas, complemented by plush carpeting in the bedrooms for added comfort. The open living space extends to a screened lanai overlooking a tranquil lake, creating a peaceful setting for both quiet mornings and relaxed evenings. Designed with “right-sizing” in mind, this residence delivers the ideal balance of space, style, and low-maintenance living. Residents of Hammock Preserve enjoy a true lifestyle community with resort-style amenities including tennis, a fully equipped fitness center, social spaces for gatherings and events, a pool and spa, and dedicated dog parks for both large and small pets—all offered with notably low HOA fees that enhance the overall value. Ideally located near shopping, dining, and area parks, and just a short drive to the world-renowned beaches of Siesta Key, this is an exceptional opportunity to enjoy a sophisticated, amenity-rich lifestyle in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
3500 FLORES AVE, SARASOTA, FL 34239
$4,250,000281 Days on yellowkey MLS ID: A4663143
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3551 Built: 2025 Tax: $7,545 (2024)Community: GranadaSpa: YesSingle Family
Taxes:$7,545
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits, allowing you to choose from a thoughtfully designed layout or bring your own vision to life. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. This thoughtfully designed home features 4 bedrooms, 3 full and 2 half bathrooms, an open floor plan, a dedicated office, and flexible loft space. The heart of the home is a gourmet chef’s kitchen with custom cabinetry, quartz countertops, professional appliances, and a walk-in pantry. A large quartz waterfall island opens seamlessly to the dining area and great room, anchored by a sleek LED fireplace and glass sliding doors that frame the resort-style backyard. The first-floor primary suite is a private retreat, offering a spa-inspired bathroom with a freestanding soaking tub, frameless glass walk-in shower, dual vanities, and an oversized walk-in closet. On the second floor, three additional bedrooms provide en-suite or jack-and-jill bath access, perfect for family or guests. Designed for entertaining, the outdoor living spaces include two covered lanais, a resort-style pool with spa and sun shelf surrounded by paver decking, a summer kitchen, outdoor shower, and pool bath. Upstairs, a covered balcony overlooks the landscaped backyard and preserved Grand Oak tree, adding privacy and natural beauty. Additional features include an oversized 3-car garage with storage, impact-rated windows and doors throughout, a metal roof system with upgraded underlayment, an energy-efficient tankless water heater, and an elevation exceeding Sarasota flood requirements. Short-term rentals are permitted, allowing flexibility for many investment opportunities. Living here means enjoying the best of both worlds: a tranquil, custom-designed home combined with unparalleled access to Sarasota's finest attractions. Stroll over to Southside Village for dinner, enjoy the arts and culture of Downtown Sarasota, or simply walk to the beach to catch the sunset. This is more than a home; it's the lifestyle you've been dreaming of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
3127 BAY SHORE RD, SARASOTA, FL 34234
$2,750,00074 Days on yellowkey MLS ID: A4687057
REDUCED by $200,000 (6.8%) on 06/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3219 Built: 1953 Tax: $26,788 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$26,788
Remarks: 60% OWNER FINANCING AVAILABLE - Open the gate and arrive at your private waterfront retreat on Bay Shore Road, where every day revolves around the water. Step into your backyard and onto your dock, complete with a dedicated jet ski and kayak lift platform (can be converted easily to boat lift), designed for effortless access and enjoyment. Spend your days by the pool and your evenings taking in sunset views over the bay from the pool deck or the large master bedroom balcony. This is waterfront living that feels both private and effortless. The home has been thoughtfully upgraded to enhance both comfort and resilience, featuring impact glass windows and doors for added protection during storms. Notably, the house DID NOT EXPERIENCE FLOODING during recent major hurricanes. Recent improvements include brand new sand finish stucco, new seawall, new dock with jet ski and kayak lift platform, new pool heater, Tesla charger, and two new gate motors. An impact-rated garage door is currently being installed. Set behind a private gate and located just minutes from downtown Sarasota, dining, and shopping, this property offers a rare combination of lifestyle, upgrades, and location.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000280 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
5612 PALM AIRE DR, SARASOTA, FL 34243
$335,000100 Days on yellowkey MLS ID: A4683581
REDUCED by $10,000 (2.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1369 Built: 1977Monthly Fee: $600 Tax: $3,566 (2025)Community: Palm-Aire At Sarasota 7-BVilla
Taxes:$3,566
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Step into relaxed Florida living in this beautifully maintained 2-bedroom, 2-bath villa offering 1,369 square feet of bright, inviting space in a highly sought-after Sarasota community. Thoughtfully designed with an open-concept kitchen, granite countertops, and seamless flow, the layout is perfect for both everyday comfort and easy entertaining. A versatile bonus room offers flexible space for a home office, reading nook, or morning coffee retreat. Soft neutral tones and an airy design create a calm, welcoming atmosphere ideal for year-round living or a seasonal escape. Enjoy true maintenance-free living. HOA covers roof repair and replacement, exterior paint, exterior insurance, landscaping, pest control, and irrigation—eliminating surprise repair costs, yard work, and ongoing upkeep so you can focus on enjoying the Florida lifestyle. This home has been thoroughly upgraded, all windows are now hurricane impact windows, providing added peace of mind, energy efficiency, and storm protection. Located in the desirable Palm Aire neighborhood, this community is especially appealing for those seeking a low-maintenance, lock-and-leave lifestyle. The community pool is just steps away, and Palm Aire Country Club is nearby with optional access to golf, pickleball, dining, and social activities—perfect for an active and social lifestyle. Conveniently located near University Town Center, shopping, dining, parks, Sarasota-Bradenton International Airport, I-75, and the Gulf Coast’s world-renowned beaches. Exceptional comfort, convenience, and carefree living await.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$220,000113 Days on yellowkey MLS ID: A4680583
REDUCED by $10,000 (4.3%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing Agent: Rachel Harvey (941-726-9300)
5450 LONGWOOD RUN BLVD #202, SARASOTA, FL 34243
$179,85084 Days on yellowkey MLS ID: A4685859
REDUCED by $5,150 (2.8%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1994Monthly Fee: $434 Tax: $2,087 (2025)Community: Magnolia PlaceCondo
Taxes:$2,087
Elementary School: Emma E. Booker Elementary
Remarks: Locatin, location, location! Come see this spacious condo located in the heart of Sarasota. You are just 2.5 miles from University Town Center, I-75, shopping and dining. Sarasota Bradenton International Airport, downtown Sarasota, and beautiful Sarasota Bay are within 15 minutes. Longwood Park is only 0.4 miles away and here where you can enjoy dog-friendly areas, tennis and pickleball courts, basketball courts, baseball fields, a playground, gymnasium, a recreational building and more. This well-maintained condo offers two bedrooms and two bathrooms. An inviting open floor plan features a spacious great room, kitchen and dining area. Beautiful, engineered wood floors cover the entire condo. No carpet in this property! New water heater was installed in February 2026. You can enjoy scenic view from the covered and screened lanai. The community only has 16 condos. HOA fees cover your water/sewer, cable TV, interior/exterior pest control, exterior power washing/maintenance, irrigation/landscaping maintenance, as well as common area taxes and insurance.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Delia Valente (571-236-7245)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999295 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSpa: NoSingle Family
Taxes:$3,771
Elementary School: Gocio Elementary
Remarks: Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
1405 INGRAM AVE, SARASOTA, FL 34232
$339,000175 Days on yellowkey MLS ID: A4674354
REDUCED by $10,900 (3.1%) on 06/01/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 874 Built: 1958 Tax: $860 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$860
Remarks: PRICE IMPROVEMENT!!!LOCATION! LOCATION! LOCATION! Backs up to the NEW LEGACY TRAIL!!! 3 Bedroom Home with a Carport!!Solid home with terrazzo floors throughout. New Roof, Hurricane Impact Windows and Doors in 2014. Good bones, just needs some TLC and updating. NO deed restrictions or HOA! Plenty of space for RV or boat parking! Centrally located in the heart of Sarasota, Just a short walk to Der Dutchman Amish restaurant and the Village of Pinecraft, minutes from everything including I-75 and downtown. See it today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000156 Days on yellowkey MLS ID: A4675449
REDUCED by $55,000 (2.8%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 1950 Tax: $18,715 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$18,715
Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
5835 CALLA LILLY DR, SARASOTA, FL 34232
$475,000281 Days on yellowkey MLS ID: A4663252
REDUCED by $15,000 (3.1%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2468 Built: 2020Monthly Fee: $75 Tax: $3,805 (2024)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$3,805
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: This exceptional five-bedroom, three-bathroom residence spans 2,468 square feet of living space, offering an inspired floor plan in the gated community of Garden Village. The partially oversized backyard provides ample room to create an outdoor oasis or a large pool. The heart of this remarkable home features a gourmet kitchen with an eat-in dining area, an expansive walk-in pantry, and an oversized island, perfect for entertaining. The first level conveniently offers a main-floor bedroom, while the second story houses the primary bedroom suite complete with an en-suite bathroom, plus three additional bedrooms. Recent updates elevate this home above others on the market, including freshly painted interiors, a new Samsung washer, dryer, and dishwasher installed in August 2025, a brand new AC system installed in March 2026, and a Mitsubishi mini-split system in the garage that provides both air conditioning and heat. Built in 2020, this Garden Village home offers low HOA fees, no CDD, and is not in a flood zone, complemented by modest homeowners association dues that will not strain your budget. The location provides quick access to Interstate 75, Downtown Sarasota, A-rated schools, shopping, and nearby beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,0007 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
3522 FERNDELL, SARASOTA, FL 34235
$499,00089 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $153 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Remarks: Sarasota’s most beloved communities — now at an incredible new price. With a $51,000 price reduction, this motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available. Truly turn-key.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
1249 S BASIN LN, SARASOTA, FL 34242
$8,950,00042 Days on yellowkey MLS ID: A4690355
Bed: 6 Bath: 7.0 Gar: 8 Liv Area Sq Ft: 10642 Built: 1951Monthly Fee: $933 Tax: $40,641 (2025)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$40,641
Remarks: Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. Additionally, the property can be split into 3 separate waterfront parcels with the smallest water frontage being 99 ft. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.
Listing Agent: Kim Ogilvie (941-951-6660)
8868 MILESTONE DR, SARASOTA, FL 34238
$369,000173 Days on yellowkey MLS ID: TB8455889
REDUCED by $29,888 (7.5%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1675 Built: 2022Monthly Fee: $290 Tax: $4,359 (2024)Community: Promenade EastSpa: NoTownhouse
Taxes:$4,359
Remarks: Charming 3-bedroom, 2.5-bathroom townhouse nestled in a serene community. Excellent schools, convenient location in Sarasota.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
5590 GOLF POINTE DR #5590, SARASOTA, FL 34243
$279,5007 Days on yellowkey MLS ID: A4694922
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1412 Built: 1988 Tax: $1,454 (2025)Community: Callaway Glen Ph 1Condo
Taxes:$1,454
Remarks: Step into a slice of Florida living in this beautifully maintained ground-floor Mediterranean carriage home, perfectly positioned in Callaway Glen at Golf Pointe within the sought-after Palm Aire community. Sweeping golf course and water views greet you the moment you walk through the door, with a freshly painted interior, high ceilings, and graceful archways adding to the bright, welcoming feel throughout. What truly sets this home apart is its distinctive layout. A few steps down from the elevated entryway leads you into the sunken main living space, where the living and formal dining areas flow together as one warm, open gathering spot full of architectural character. Walls of sliding glass open the home to its serene fairway and water backdrop, while the enclosed Florida room serves as a peaceful, year-round retreat to unwind, read, or take in the view. Two well-sized bedrooms, two full baths, and a sun-filled breakfast nook overlooking the greenery round out the thoughtful layout, making this home equally suited for relaxed mornings and easygoing entertaining. The kitchen blends function and warmth with granite countertops, wood cabinetry, a tiled backsplash, and stainless steel appliances. The primary suite is a comfortable haven featuring a granite double-sink vanity, generous storage, and built-in closet systems, while ceramic tile flooring carries seamlessly throughout. An oversized one-car garage provides everyday convenience and added storage. Life at Golf Pointe means two heated community pools and beautifully kept mature grounds that are covered within the HOA, leaving you free to enjoy everything Florida has to offer. Tucked just west of I-75, you're minutes from the premier shopping at UTC Mall, Sarasota-Bradenton International Airport, vibrant downtown Sarasota, and the world-class Gulf beaches the area is known for. Golf and social enthusiasts will love that the optional private Palm Aire Country Club is just a quick golf cart ride away, offering golf, tennis, and social memberships, with members welcome to drive their own carts right to the club. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00078 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8142 STIRLING FALLS CIR, SARASOTA, FL 34243
$525,00084 Days on yellowkey MLS ID: A4685641
REDUCED by $24,900 (4.5%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2002Monthly Fee: $410 Tax: $7,302 (2025)Community: Lakeridge Falls Ph 1ASingle Family
Taxes:$7,302
Remarks: Price reduction on this Fabulous Lanai with a "secret garden" and looking out to a pond, on the Largest single family floor plan in Lakeridge falls! This 3 bedroom plus bonus den has plenty of space to entertain friends and family. New kitchen cabinets have been installed, to create an updated contemporary feel. This home is light and bright with additional solar tubes in the kitchen and den. Crown molding, under cabinet lights a screened front porch and a UV filter on the AC unit are just some of the additional things that make this home special. Lakeridge Falls is a 55+gated, landscape maintained community with a clubhouse and pool that were renovated as well. Walk the neighborhood, or walk to Publix, Panera's and more, the location is perfect - A short ride to Downtown Sarasota, Lakewood Ranch Main Street, Lakewood Ranch Waterside, UTC Mall and everything around including the beautiful beaches we all love - Close to everything - But away from it all- and a perfect place to call home
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Leslie Rothschild (941-266-5308)
4650 10TH ST, SARASOTA, FL 34232
$1,875,00050 Days on yellowkey MLS ID: A4689601
3 Days Off yellowkey (back on 6/1/2026)
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2915 Built: 2017 Tax: $11,533 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$11,533
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Welcome to your dream oasis in the heart of Sarasota, close to I-75 just North of Fruitville. This stunning, newer build boasts a prime location that perfectly couples lifestyle with tranquility. Situated on just under 1 acre, this coastal contemporary offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the property, you'll be greeted by a private setting that instantly puts you at ease; providing a retreat-like atmosphere that's hard to find West of I-75.The main residence showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of elegance and comfort. The open layout with polished concrete floors allow for seamless flow between living spaces, making it ideal for both entertaining and everyday living. At the heart of the home is the beautifully appointed kitchen, featuring top-of-the-line Thermador appliances that cater to the needs of any chef or baker. The fine craftsman styling with transom windows and custom millwork are a real treat. As you step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with outdoor kitchen perfect for al fresco dining or simply enjoying the Florida sunshine in the gorgeous pool. With a nod to versatility, this property also includes a secondary building that offers endless opportunity. Compete with a rare and highly desirable upstairs guest apartment boasting 266 sqft of space. This brand new, never lived in studio, comes complete with a full bath and washer/dryer. Whether you envision a home office, a personal gym, or an art studio this space can adapt to your desires with ease. The 28’ x 48’ garage is large enough to house your offshore boat, RV, car collection or equipment. Don't miss the chance to own this exceptional property, where newer construction, prime location, and coastal contemporary design come together in perfect harmony. Experience the best of Sarasota living in your own private sanctuary. Schedule your private showing!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
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