Location: Sarasota
Do Not Show Listings
1097 GRANTHAM DR, SARASOTA, FL 34234
$335,00020 Days on yellowkey MLS ID: A4699099
REDUCED by $11,000 (3.2%) on 07/19/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2143 Built: 2020Monthly Fee: $299 Tax: $4,062 (2025)Community: Bradford Manor AddSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,062
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: PRICE IMPROVEMENT! Your Dream Home Just Got More Affordable! Welcome to this beautifully maintained, spacious townhome located within a private gated community, offering over 2,143 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a versatile bonus room, and a spacious covered lanai for year-round Florida living. Extra storage enclosure in the lanai. A covered entry leads into a bright, open-concept floor plan featuring an inviting foyer and ceramic tile throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich espresso cabinetry, stainless steel appliances, a sleek glass cooktop, pantry, and an oversized breakfast bar. The adjoining dining area flows seamlessly to the covered lanai, creating the perfect indoor-outdoor setting for family gatherings, morning coffee, or relaxing evenings. The spacious living room is filled with natural light and features recessed lighting and plush carpeting, while a convenient half bath completes the first floor. Upstairs, the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private ensuite bath featuring dual vanities and a glass-enclosed shower. Two additional bedrooms, a full guest bath with double-sink vanity, a dedicated laundry room, and a generous bonus room bringing exceptional flexibility for a home office, media room, fitness studio, playroom, or additional guest space. Residents enjoy resort-style amenities including a sparkling community pool, relaxing spa, and beautifully maintained clubhouse, all within a secure gated neighborhood. Ideally situated in one of Sarasota's most desirable and convenient locations, this home places you just minutes from the area's finest attractions. Enjoy world-class shopping and dining at St. Armand's Circle, spend your days on the award-winning beaches of Lido Key, Longboat Key, and Siesta Key, or explore the vibrant arts and cultural scene of Downtown Sarasota with its theaters, galleries, waterfront parks, Marina Jack, fine dining, and year-round festivals. University Town Center (UTC), featuring premier shopping, restaurants, and entertainment, is just minutes away, while Sarasota-Bradenton International Airport is less than 10 minutes from your doorstep. With quick access to I-75, top-rated healthcare, excellent schools, golf courses, boating, kayaking, and countless outdoor recreation opportunities, this location offers the very best of the Florida lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional townhome delivers the perfect combination of spacious living, modern finishes, resort-style amenities, and an unbeatable Sarasota location.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nina Allerton, Pa (941-447-6824)
3233 BENEVA RD #104, SARASOTA, FL 34232
$100,000103 Days on yellowkey MLS ID: A4690227
REDUCED by $10,000 (9.1%) on 07/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Elementary School: Wilkinson Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Home without the homework is yours with this condo/home at a great price. You'll love the beautifully groomed grounds in this community. You can live affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to Siesta Key which has one of the best beaches in the world. Under 10 minutes to I-75 which leads to international airport SRQ. Buyer and/or agent to verify all information.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
4451 KARIBA LAKE TER, SARASOTA, FL 34243
$379,9002 Days on yellowkey MLS ID: A4701077
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 2003Monthly Fee: $379 Tax: $5,495 (2025)Community: Lakeridge Falls Ph 1BHalf Duplex
Taxes:$5,495
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully updated paired villa with private preserve views. 2 bedrooms plus a den & 2 full baths. Hurricane windows & sliders for the lanai. Kitchen & bathroom cabinets are updated & granite counters. Kitchen features stainless appliances, gas stove. Gas hot water heater & stubbed for outdoor gas grill on lanai. Neutral tiles throughout living area, Freshly painted. Attached 2 car garage, Located near University Park area, mall & Mote Aquarium. This beautiful 55+ community is maintenance free & amenities include heated pool & spa, fitness, baci courts, clubhouse & more. This is a duplex villa not a fourplex. Furniture package available at additional cost
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
4224 VIA PIEDRA CIR #4-102, SARASOTA, FL 34233
$280,00020 Days on yellowkey MLS ID: A4699278
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $1,785 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Spa: NoCondo
Taxes:$1,785
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Virtually Staged. Move-in ready and competitively priced, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Stoneridge, offering maintenance-free living in one of Sarasota's most convenient locations. Situated in a NO FLOOD ZONE, this spacious two-story home features 1,776 square feet of bright, open living space with high ceilings, decorative trim, a neutral color palette, and a newer HVAC (2022). The open-concept kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, hard-surface countertops, brand-new appliances, and a convenient eat-in dining area. A first-floor half bath provides added convenience for guests. Upstairs, the spacious primary suite offers a walk-in closet and an oversized en-suite bathroom, creating the perfect private retreat. Two additional generously sized bedrooms share a full bathroom, and the washer and dryer are included for added convenience. Built with durable block-on-block construction, this home also features a private attached one-car garage, an additional assigned parking space, and a screened lanai overlooking a peaceful lake—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Residents enjoy low monthly HOA fees that include lawn maintenance, exterior insurance, cable, gated access, and professional management. The pet-friendly community welcomes up to two large pets. Stoneridge is ideally located adjacent to Urfer Family Park, offering walking trails, playgrounds, and green space just steps from your door. You'll also appreciate the close proximity to top-rated schools, Publix, shopping, dining, Doctors Hospital, I-75, Downtown Sarasota, and the world-famous Siesta Key Beach. Meticulously maintained and truly move-in ready, this home offers quality construction, low-maintenance living, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Darcy Leahy (941-726-2620)
1505 LAKESIDE WAY #153, SARASOTA, FL 34232
$164,900111 Days on yellowkey MLS ID: A4689160
0 Days Off yellowkey (back on 7/25/2026)
REDUCED by $5,000 (2.9%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1976 Tax: $916 (2025)Community: Glen Oaks Ridge Villas 2Villa
Taxes:$916
Remarks: Under contract-accepting backup offers. New reduction! Large villa at very reasonable price. Offering a full living room, den and a real dining room. You'll have space for all your possessions & options for living & decorating to suit your lifestyle. The villa offers nice laminate, updated in a light color for easy care. The Florida Room is all windows and lets the Sunshine through all year. The AC in only 8 years old & the washer is newer as well. And, then there's location. Right across Circus Blvd is Bobby Jones recreational facility. Golf & walking trails with the Sarasota Lawn Bowling group included on the grounds. The GOR association offers many & a variety of activities. Should you have an interest, fun things to do. Short rides to Downtown Sarasota and to UTC Mall, Mote & restaurants for every taste. More local is a Publix & a Bealls Department store, about a mile just down the road. Beautifully priced & ready to ready to go.. Buy now while prices are at lower pace.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Patricia Emmett (941-685-0343)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,000182 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)
8779 MIDNIGHT PASS RD #502H, SARASOTA, FL 34242
$700,000227 Days on yellowkey MLS ID: A4673776
REDUCED by $35,000 (4.8%) on 07/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1980 Tax: $5,825 (2024)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$5,825
Tax Year: 2024
Remarks: A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.
5430 MATTHEW CT, SARASOTA, FL 34231
$499,90068 Days on yellowkey MLS ID: A4692322
REDUCED by $12,000 (2.3%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 1995Monthly Fee: $33 Tax: $3,760 (2025)Community: Forest OaksSingle Family
Taxes:$3,760
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. 5430 Matthew Court is nestled at the end of a peaceful cul-de-sac in Sarasota’s highly desirable Forest Oaks community. NEW ROOF REPLACEMENT SCHEDULED! This inviting 3-bedroom, 2-bath residence instantly feels like the Florida home you are seeking. It features two spacious primary suites, making it ideal for multi-generational living or hosting guests. Step inside to discover a thoughtfully designed floor plan. The home includes QUARTZ COUNTERTOPS, PORCELAIN TILE FLOORING, UPDATED CABNETRY, 2023 APPLIANCES/ WASHER/DRYER, TANKLESS HOT WATER HEATER, HURRICANE RESISTANT FRONT WINDOW, ELECTRIC/CRANK METAL SHUTTERS, RE-PIPED, TREX DECKING, 2024 MASTER SHOWER FLOOR RE-TILED and 2023 INTERIOR AND EXTERIOR PAINT. Seller currently using electric appliances but natural gas is available. Whether you are seeking a full-time residence, seasonal getaway, or income-producing investment, this versatile property is ready to fit your needs. Location is everything and this home delivers. It is just minutes from the powdery white sands of world-famous Siesta Key Beach. Families will appreciate being situated within a top-rated school district. Riverview High School is a walk or bike ride away. Walk to Red Bug Slough, a scenic 72-acre preserve. The preserve offers shaded walking trails, picnic areas, and birding opportunities. In addition, you’ll enjoy effortless access to premier shopping, dining, and entertainment, when based at this residence. 5430 Matthew Court combines a prime central location with both privacy and convenience. This home captures the very best of the Florida lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
5850 VANDERIPE RD, SARASOTA, FL 34241
$1,158,00056 Days on yellowkey MLS ID: A4695077
REDUCED by $17,000 (1.4%) on 07/06/2026
Bed: 4 Bath: 3.5 Gar: 5 Liv Area Sq Ft: 3805 Built: 1976Monthly Fee: $58 Tax: $5,074 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$5,074
Elementary School: Lakeview Elementary
Remarks: CURRENTLY THE LOWEST PRICED HOME PER SQUARE FOOT ON 6+ ACRES in Sarasota’s 34241 and 34240 zip codes — offered at just $304 per square foot!!! Welcome to 5850 Vanderipe Road, a spacious home set on 6.5 beautiful acres in the highly sought-after Myakka Valley Ranches community. Surrounded by gorgeous oak trees, peaceful views, and plenty of room for horses and animals, this property offers the PRIVACY and SPACE buyers are looking for with endless potential to make it their own. The home features 4 bedrooms, 3.5 bathrooms, 3,805 sq.ft. under air, an attached oversized 2-car garage, plus an additional detached 3-car garage and storage shed. Inside, you’ll find a generous floor plan with multiple living spaces, including a main family room with a wood-burning fireplace, an additional living room, separate dining room, and a large flex room on the north side of the home that could easily be used as a multi-generational suite, additional bedroom, office, game room, or guest retreat. The oversized primary suite offers excellent space and dual closets, while the home’s 3-zone air conditioning system provides added comfort throughout. Outdoors, enjoy tranquil Florida living from the covered and screened pool area, offering wonderful sun protection from the Florida heat while overlooking the tree-lined property, pond, dock, and peaceful sunset views. The private pond is ideal for fishing and adds to the serene country setting. Located in Unit 2 of Myakka Valley Ranches, this section has a voluntary HOA, and the community offers fiber optic internet, which is already wired to the home. Myakka Valley Ranches is known for its acreage homes, equestrian-friendly lifestyle, private roads, nature trails, and proximity to Myakka River State Park, top-rated schools, shopping, dining, and world-famous Siesta Key Beach. A rare opportunity to own a spacious home on a beautiful large-acreage property in one of Sarasota’s most desirable country communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
6475 POSITANO CT, SARASOTA, FL 34243
$425,00033 Days on yellowkey MLS ID: A4697861
1 Days Off yellowkey (back on 7/25/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 2016Monthly Fee: $359 Tax: $4,996 (2025)Community: Villa AmalfiSpa: YesVilla
Taxes:$4,996
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Beautiful 2 bedroom, 2 bath villa with office/den/flex room and 2 car garage. The Great room flowing into the kitchen is the focus of this popular floorplan, tile thoughout the living areas and crown molding throughout, white kitchen with 42" upper cabinets with crown molding, center island with Quartz countertops, grey marbled subway tile backsplash, great room features tray ceiling with crown, additional can lights, extended lanai with pavers that runs the width of the house with high-end 7 person/58 jet hot tub, custom light fixtures/fans throughout. Awesome gated community features heated pool/spa, outdoor kitchen and TV, NO CDD, low HOA fees cover roofs, paver driveways and all exterior yard maintenance. Amazing location, close to Sarasota, St Armand's, Lido & Longboat Keys, UTC Mall and lots of shopping/dining. Call today for an appointment to view!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Jen Bowman (941-840-0117)
4312 RUM CAY PL #11, SARASOTA, FL 34233
$216,5004 Days on yellowkey MLS ID: A4700637
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 1983 Tax: $1,809 (2025)Community: Center Gate Estate Vill 1Condo
Taxes:$1,809
Remarks: CENTER GATE ESTATES VILLAGE IS A DESIRABLE 55+ COMMUNITY IDEALLY LOCATED NEAR SHOPPING, DINING, AND EVERYDAY CONVENIENCES. THIS SPACIOUS 2 BEDROOM HOME OFFERS BOTH COMFORT AND TRANQUILITY IN A PEACEFUL SETTING. THE KITCHEN OFFERS PLENTY OF CABINET SPACE WITH A PASS THRU TO THE DINING/LIVING ROOM AREA. YOU WILL ENJOY THE LIGHT AND BRIGHT ENCLOSED 16X9 LANAI. A HUGE SCREENED IN PATIO IS THE PERFECT SPOT FOR ENTERTAINING FAMILY AND FRIENDS. THERE IS STORAGE GALORE THROUGHOUT WITH AMPLE CLOSETS. EACH BATHROOM HAS A SKYLIGHT PROVIDING NATURAL LIGHT. THE LARGE PRIMARY SUITE OFFERS A GREAT WALK IN CLOSET. CONVENIENTLY LOCATED WITH EASY ACCESS TO I-75 AND JUST A SHORT 20 MINUTE DRIVE TO THE AREA'S BEAUTIFUL BEACHES, THIS HOME OFFERS THE PERFECT BLEND OF COMFORT, LOCATION, AND LIFESTYLE. NEW ROOF IN 2022.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Audrey Sullivan, Pa (941-504-1797)
3013 CLARK RD #6, SARASOTA, FL 34231
$329,00011 Days on yellowkey MLS ID: C7528185
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1983 Tax: $2,970 (2025)Community: Los LagosCondo
Taxes:$2,970
Remarks: Coastal Living Just Minutes from Siesta Key Beach! Welcome to this beautifully FURNISHED second-floor condo in the highly desirable Los Lagos community, where LOCATION truly matters. Just minutes from world-famous Siesta Key Beach, shopping, dining, and everyday conveniences, this maintenance-free residence offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and 1,320 square feet of living space, this MOVE-IN-READY home boasts tranquil water views and the rare BONUS of a DETACHED one-car GARAGE, providing private parking and additional storage. Inside, you’ll find a bright, coastal-inspired interior with soaring vaulted ceilings, updated lighting, and durable laminate flooring throughout the main living areas, complemented by tile flooring in the wet areas. he beautifully updated kitchen is both stylish and functional, featuring quartz countertops, recessed lighting, NEW stainless steel appliances, a pantry closet, and a breakfast bar that opens seamlessly to the dining and living areas. Designed for effortless entertaining, the spacious living room extends through sliding glass doors to a screened lanai with updated porcelain tile flooring—the perfect place to enjoy your morning coffee or unwind while taking in peaceful water views. The generous primary suite offers private lanai access, a walk-in closet, an additional built in closet, a linen closet, and an en-suite bathroom with dual sinks and granite countertops and a tub/shower combination. The guest bedroom features built-in wall shelving perfect for books and ample closet space, while the beautifully remolded guest bathroom boasts a tiled walk-in shower, updated vanity, and a convenient NEWER washer and dryer. Recent updates in 2026: New kitchen appliances and washer/dryer. 2025: Interior paint, quartz kitchen countertops, remodeled guest bathroom, and porcelain tile flooring on the lanai. 2019: AC system. Residents of Los Lagos enjoy a sparkling community pool and beautifully maintained grounds. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this furnished condo offers exceptional value in one of Sarasota’s most desirable locations. Schedule your private showing today and discover the Florida lifestyle you’ve been dreaming of!
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Leeann Alexander (941-380-7205)
1289 42ND ST, SARASOTA, FL 34234
$277,50083 Days on yellowkey MLS ID: A4691601
REDUCED by $12,499 (4.3%) on 06/18/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1232 Built: 1997 Tax: $720 (2025)Community: SunnybrookSingle Family
Taxes:$720
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. **This is the One!** Welcome to this inviting Sarasota home, an ideal location that is growing and close to everything you need! Close proximity to Ringling College, Bayfront Park, SRQ International Airport, Downtown Sarasota and more! **New Roof in 2024** This property offers a comfortable layout with bright living spaces and plenty of natural light throughout. Recently remodeled kitchen with granite countertops and stainless steel appliances! Whether you're a first-time homebuyer, seasonal resident, or investor, this property presents a fantastic opportunity to own in an area with strong potential and continued growth. Located in city limits, weekly rentals are allowed with a 7-day minimum! Don’t miss your chance to make this Sarasota home your own! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
2717 HIDDEN LAKE BLVD #B, SARASOTA, FL 34237
$140,90082 Days on yellowkey MLS ID: A4692533
2 Days Off yellowkey (back on 7/25/2026)
REDUCED by $5,000 (3.4%) on 07/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 967 Built: 1974Monthly Fee: $560 Tax: $2,354 (2025)Community: Hidden Lake VillageCondo
Taxes:$2,354
Remarks: Motivated seller has beautifully updated this 2-bedroom, 2-bath condo which offers a fully renovated interior with modern finishes and true move-in-ready appeal. The unit features new flooring throughout, fresh interior paint, new kitchen cabinets with quartz countertops, updated bathroom vanities in both bathrooms, and new ceiling fans—all completed in 2025. Enjoy additional living space with a screened-in lanai, perfect for relaxing and taking in the Florida lifestyle. Additional upgrades include a newer A/C system and appliances installed in 2024, along with a new roof completed by the condo association in 2024, providing added peace of mind. Located in the Hidden Lake community, residents enjoy access to a pool, fitness center, and tennis court, creating a comfortable and active environment. Ideally situated in the heart of Sarasota, this property offers convenient access to downtown Sarasota, UTC shopping and dining, SRQ Airport, and the Gulf beaches. Whether you are searching for a primary residence, seasonal retreat, or investment opportunity, this condo delivers on both location and quality updates.
Listing is courtesy of: DOUGLAS REALTY, LLC (410-255-3690)
Listing Agent: Tammy Palladino (941-313-4547)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000217 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Elementary School: Southside Elementary
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
128 FILLMORE DR, SARASOTA, FL 34236
$3,850,000125 Days on yellowkey MLS ID: A4686935
REDUCED by $150,000 (3.8%) on 07/25/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Eric Pullen (941-567-4344)
2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231
$225,00045 Days on yellowkey MLS ID: TB8517647
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1974Monthly Fee: $695 Tax: $1,028 (2025)Community: Woodside Village EastVilla
Taxes:$1,028
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 2242 Circle Wood Drive, a beautifully maintained 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and maintenance-free living in one of Sarasota’s most desirable locations. Inside, you'll find spacious living areas filled with natural light, an inviting floor plan, and a beautiful sunroom/den that provides the perfect space for a home office, reading room, or additional living area. Covered parking adds everyday convenience, while the lush tropical landscaping creates a peaceful setting you'll love coming home to. The community amenities elevate the lifestyle even further with a heated pool, tennis and pickleball courts, and beautifully maintained grounds. Location is everything, and this villa delivers. You're just minutes from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, world-class dining, shopping, entertainment, and golf. Whether you're looking for a full-time residence, seasonal retreat, or low-maintenance Florida getaway, this villa offers the Sarasota lifestyle you've been dreaming of.
Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)
Listing Agent: Danielle Davis (813-526-5002)
4001 GROVELAND AVE, SARASOTA, FL 34231
$1,450,00088 Days on yellowkey MLS ID: A4691652
REDUCED by $50,000 (3.3%) on 07/25/2026
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4291 Built: 1974 Tax: $13,014 (2025)Community: Grove ParkSpa: NoApartment
Taxes:$13,014
Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3927 COUNTRY VIEW LN, SARASOTA, FL 34233
$565,000102 Days on yellowkey MLS ID: A4690240
REDUCED by $20,000 (3.4%) on 07/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 1979Monthly Fee: $50 Tax: $5,477 (2025)Community: Country PlaceSingle Family
Taxes:$5,477
Remarks: Price improvement! This is the one, best priced home in the neighborhood. One of Sarasota's rarest locations is available! Featuring one of the more popular layouts the neighborhood has to offer. Plenty of space, split floor plan, and natural light. This spacious pool home sits on one of the only dead-end cul-de-sacs in Country Place. This home has all the important updates; Roof Summer of 2017, the A/C and the water heater replaced in the Summer of 2021. Country Place boasts large lots, ensuring privacy and neighbors who take pride in their homes. In addition to the 3 bedrooms and adjacent 3 baths, there is a bonus room/den. As well as plenty of space for entertaining with two family rooms and 2 dining rooms. You'll have to see this one for yourself and imagine all the possibilities this endless space has to offer.
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Baily Block (941-961-3772)
6349 RAVENWOOD WAY, SARASOTA, FL 34243
$1,599,000231 Days on yellowkey MLS ID: A4674355
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2762 Built: 1988Monthly Fee: $17 Tax: $8,312 (2024)Community: Desoto PinesSingle Family
Taxes:$8,312
Remarks: Tucked away on the tranquil cul-de-sac of Ravenwood Way, this architecturally rich home blends European elegance with modern, thoughtful design. The 1-acre waterfront estate is designed for gathering, entertaining, growing, creating, and living beautifully. Upon entry you are met with soaring 27-foot cathedral ceilings in an open, free-flowing floorplan ideal for entertaining. The space has Canadian white oak engineered floors, offering warmth against the sleek black accents, natural cement touches, and refined marble details found throughout. The chef-inspired kitchen is a distinctive statement — truly crafted, using German engineering principles, intelligent design storage, and premium integrated appliances. A striking 16-foot cement waterfall island, created by local artist Jake Brady, captures the spirit of the home — artisanal, durable, and functional. The kitchen features a 48" AGA British induction stove, dual Fisher & Paykel built-in fridge & freezer, elegant pot filler, Italian Elica Arrezzo ventilation system, two Asko stainless steel dishwashers, and an appliance garage. Off the kitchen is the relaxing bay-window breakfast nook. The living area, with a fully functional wood-burning fireplace, creates an atmosphere of intimate gatherings. Adjacent is the TV projection room — a cozy retreat designed for shared experiences. The staircase's modern single-piece aluminum railing enhances the home's architectural lines. The first floor main suite, features a custom white oak privacy wall, dedicated workspace nook, and thoughtfully designed walk-in closet with white pine industrial-style storage. The main bathroom continues the aesthetic: double vanities, soaking tub, shower, and soft neutral design. Upstairs, the two bedrooms were both designed with comfort in mind — sliding closet doors, built-in storage, one with a window seat, and the other has a private balcony overlooking the lake. The second-floor landing, ideal for a study, office, or creative space, serves as a vibrant corner for kids, professionals, or guests. The upstairs bathroom embraces a refined black-and-white marble theme. The downstairs half-bath is a true conversation piece featuring a living wall, one-piece violet marble sink imported from Turkey, and a technologically advanced toilet with heated seat, handless flushing, and luxury finishings. Three sets of French doors open to the L-shaped covered lanai, transforming indoor living into outdoor lifestyle. Overlooking the lake, private dock, mature trees, and native wildlife. Enjoy the lake while kayaking, pole fishing, or relaxing on a small boat. The saltwater heated pool sits within lush low-maintenance tropical landscaping, framed by Sarasota-native palms, fragrant ginger plants, and fruit trees (mango, banana, pomegranate, guava, & starfruit. The home offers an updated laundry room, new garage cabinetry and flooring, and additional attic storage. The Ravenwood community is known for its generous lot sizes, architectural individuality, and rapid gentrification. Ideally located close to Nathan Benderson Park (with rowing, trails, world-class events), UTC Town center mall, dining galore and championship golf courses. It is a short drive to Airport or I-75 for easy commuting and a short drive to Downtown & Sarasota’s world-famous beaches. Secluded, yet minutes from everything that defines Sarasota living. It is the perfect address for those who value serenity without sacrificing access or lifestyle.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Deborah Wolfinger (941-650-7290)
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