Location: Sarasota
Do Not Show Listings
831 WINTER GARDEN DR, SARASOTA, FL 34243
$449,00041 Days on yellowkey MLS ID: A4693534
REDUCED by $3,000 (0.7%) on 06/17/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1973 Tax: $4,962 (2025)Community: Winter Gardens 4Th & 5Th UnitsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,962
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Tax Year: 2025
Middle School: Electa Arcotte Lee Magnet
Remarks: Discover this Charming 3 bedroom, 2 bathroom home, plus 1 bedroom, 1 bathroom guest home, perfectly positioned to serve as an income-producing property. This unique residence features a separate guest house in the backyard, providing distinct access away from the main home, ensuring privacy for both you and your guests. Located in a fantastic area, you’ll find yourself just 9 minutes from the airport, 20 minutes from vibrant downtown, and within easy reach of the popular UTC shops and restaurants. Enjoy the benefits of no HOA, allowing for greater flexibility and freedom. This well-maintained property boasts a brand new roof (only 2 years old), a beautifully newly paved driveway, and a spacious back patio. The guest house comes equipped with all necessary appliances, making it ready for rental or guest use. Recent upgrades include new flooring and shower pan tiles in both the main house and guest house, a secure fence, and an efficient irrigation system, all less than a year old. This property is being sold partially turnkey furnished, making it an ideal investment opportunity for those looking to generate rental income. Rental numbers are available upon request. Don’t miss your chance to own this exceptional property!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Stephanie Soffer (908-256-1029)
1621 DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$525,00087 Days on yellowkey MLS ID: O6395721
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2009 Tax: $1,424 (2026)Community: Newtown Heights First Add ToSingle Family
Taxes:$1,424
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is 10 minutes from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00083 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
6147 HUPA RD, SARASOTA, FL 34241
$1,089,90037 Days on yellowkey MLS ID: A4694256
REDUCED by $35,100 (3.1%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 6 Liv Area Sq Ft: 2346 Built: 1971Monthly Fee: $58 Tax: $5,704 (2025)Community: Myakka Valley RanchesSpa: NoSingle Family
Taxes:$5,704
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to 6147 Hupa Road, a beautifully updated 5-acre pool home in the highly sought-after equestrian community of Myakka Valley Ranches, just 30 minutes to Siesta Key Beach. Set on a private dead-end street with no through traffic, this 3-bedroom, 2-bath block construction home offers 2,346 sq.ft. of living space, including a versatile bonus room that could be used as a 4th bedroom, gym, game room, office, or guest space, plus an attached single-car garage. Inside, you’ll find gorgeous vinyl flooring, spacious bedrooms, an updated kitchen with wood cabinetry, quartz countertops, stainless steel appliances, new fixtures, and a large walk-in pantry that could also function as a small office, desk area, or dog kennel. The home also features a separate large laundry room/mud room and an updated primary bathroom with modern fixtures and a glass shower door. Major updates include a new roof and A/C in 2023, new ductwork and blown-in insulation in 2020, whole-house reverse osmosis water system, fiberoptic internet, EV charger, 2025 pool pump, and replaced pool cage screens. Enjoy outdoor living with a private pool and screened porch overlooking the pastures and pond. The property includes three cross-fenced pastures, four horse stalls with water and electric, a 2026 barn roof, covered boat or RV parking, covered carport parking for 3 cars, a stocked pond, and two large detached metal buildings totaling approximately 3,688 sq.ft., ideal for workshops, hobbies, storage, equipment, or room for up to 6 to 8 cars. Located in Unit 1 of Myakka Valley Ranches with a voluntary HOA, the community offers miles of riding trails and is next door to Myakka River State Park, Florida’s largest state park. Near A+ rated schools, shopping, and dining, this property offers the perfect blend of privacy, acreage, equestrian amenities, and Sarasota convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
4591 MOHICAN TRL #137, SARASOTA, FL 34233
$185,000100 Days on yellowkey MLS ID: A4686959
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1146 Built: 1973 Tax: $1,415 (2025)Community: Lake TippecanoeCondo
Taxes:$1,415
Elementary School: Ashton Elementary
High School: Sarasota High
Remarks: Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
1844 MARBETH ST, SARASOTA, FL 34231
$425,00033 Days on yellowkey MLS ID: A4694572
1 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1679 Built: 1979 Tax: $3,869 (2025)Community: North Vamo Sub 2Spa: NoHalf Duplex
Taxes:$3,869
Remarks: Under contract-accepting backup offers. DUPLEX... One Building with two units with 2 bedrooms and 1 bath each. Both units have a separate driveway and separate carport and a laundry closet in the carport. Addresses are 1844 and 1846 MARBETH Street. The tenant in 1844 pays $1700/Month and the tenant in 1846 is month to month and pays $1,800/month. The building is on septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). back yard is fenced. Each unit's electric is metered separately and tenant pays electric bill.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
8533 BEECHLAKE CT, SARASOTA, FL 34240
$959,90025 Days on yellowkey MLS ID: A4694964
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2300 Built: 2023Monthly Fee: $204 Tax: $9,565 (2025)Community: Worthington Ph 2Spa: NoSingle Family
Taxes:$9,565
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Positioned on one of Worthington’s most desirable waterfront cul-de-sac homesites with coveted southern exposure, this exceptional, like-new 2023 Cardel Homes residence showcases luxury living at its finest. Featuring IMPACT-rated windows and sliding glass doors throughout and over $90,000 in premium post-construction upgrades, this meticulously maintained home offers the perfect blend of quality craftsmanship, modern design, and resort-style outdoor living. The popular Asher floor plan features 3 bedrooms, 3 full bathrooms, a private office, and a versatile den that can easily serve as a fourth bedroom. The barely lived-in interior is enhanced by plantation shutters throughout, upgraded designer lighting, privacy door film on the entry doors, elegant tray ceilings, 8-foot interior doors, and refined finishes that create a sophisticated yet welcoming atmosphere. Designed for both everyday living and entertaining, the gourmet kitchen serves as the heart of the home and features a 36-inch gas cooktop, built-in wall oven and microwave, custom wood vent hood extending to the ceiling, quartz countertops, designer tile backsplash, single Silgranit undermount sink, extended cabinetry, additional island cabinetry for additional storage, and enhanced under- and over-cabinet lighting. The luxurious primary suite offers a private retreat with a tray ceiling, custom closet built-ins in one of the two closets, and a spa-inspired ensuite bathroom featuring upgraded mirrors and hardware, Kohler shower fixtures, a handheld shower system, frameless glass shower enclosure, and designer tile finishes. Two spacious guest bedrooms are privately situated on the opposite side of the home and share an upgraded secondary bathroom. The flexible den is positioned toward the rear of the home with an adjacent full bath and convenient access to the pool area where outdoor living is equally impressive featuring a fully equipped summer kitchen featuring a gas grill, stainless steel vent hood, and bar seating overlooking the covered lanai. The private saltwater pool with gas heater, decorative bubblers, and deck jets that create a true backyard oasis for year-round enjoyment. Beyond the pool area, additional green space provides room for fencing, while the pool cage was recently rescreened and reinforced in 2026 for added peace of mind. Additional upgrades include a beautifully designed laundry room with upper and lower cabinetry, built-in sink, and expansive folding counter; whole-house water softener and filtration system; HVAC ultraviolet air-scrubbing system; aluminum gutters; extensive landscaping enhancements; irrigation and drainage improvements; custom garage cabinetry and workstation; epoxy-coated flooring; and a spacious 3-car garage with keypad entry. Residents enjoy low HOA fees, no CDD fees, and a prime location with convenient access to I-75, Celery Fields, the Lakewood Ranch Farmers’ Market, Sarasota Polo Club, UTC shopping and dining, top-rated schools, and world-famous Siesta Key Beach. Offering the rare combination of newer construction, impact-rated protection, award-winning craftsmanship, luxury upgrades, and exceptional indoor-outdoor living, this move-in ready residence delivers the ultimate Florida lifestyle with every detail already completed and ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Barbara A Milian, P.A. (941-504-0660)
5887 TIDEWOOD AVE #2, SARASOTA, FL 34231
$249,90074 Days on yellowkey MLS ID: A4690222
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,962 (2025)Community: Baywood Colony Sec 2Villa
Taxes:$1,962
Remarks: Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
1500 BAYVIEW DR, SARASOTA, FL 34239
$8,750,000160 Days on yellowkey MLS ID: A4678945
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4031 Built: 2017 Tax: $71,357 (2025)Community: Bay View Heights AddSpa: NoSingle Family
Taxes:$71,357
Remarks: Nestled in the heart of Sarasota, Florida, "The Seathrough House" stands as a testament to timeless elegance and modern sophistication. Designed by the acclaimed architectural firm Sweet Sparkman and meticulously crafted by builder Josh Wynne, this mid-century marvel redefines luxury living. From the moment you step inside, the panoramic bay views captivate the senses, seamlessly blending the indoors with the breathtaking natural beauty of the surroundings. Every room boasts expansive windows, offering an uninterrupted vista of Sarasota Bay that is nothing short of mesmerizing. This architectural masterpiece features five bedrooms and five baths, providing ample space for both relaxation and entertaining. Each room is thoughtfully designed to maximize comfort and functionality while showcasing the stunning waterfront backdrop. Situated "West of the Trail," this premier location places you just minutes away from the world-renowned Siesta Beach, downtown Sarasota, and the charming Southside Village. Whether you're strolling along the pristine shores of Siesta Key or indulging in the vibrant cultural scene of downtown, every convenience is within easy reach. For those who appreciate the finer things in life, "The Seathrough" house offers more than just luxurious living—it promises a lifestyle of unparalleled elegance and sophistication. With a shared dock featuring a 16,000 lb lift, residents can effortlessly explore the azure waters of the Gulf Coast or simply bask in the warmth of the Florida sun as they watch the gorgeous sunsets from the home or the bayfront poolpaint the sky in hues of orange and gold. "The Seathrough" house is not just a home—it's a sanctuary where every moment is infused with beauty, tranquility, and the unmistakable charm of Sarasota living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
1650 PINYON PINE DR, SARASOTA, FL 34240
$824,90018 Days on yellowkey MLS ID: A4696661
2 Days Off yellowkey (back on 6/17/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $4,387 (2025)Community: Villages At Pinetree SpruceSpa: NoSingle Family
Taxes:$4,387
Remarks: Under contract-accepting backup offers. Welcome the Enclave- a suburban Sarasota neighborhood that blends tranquility with convenience. This special listing boasts over 3,200 square feet of living area, five bedrooms plus and office, three bathrooms, three car garage, heated pool and much more. The first thing you’ll notice about this home is its prime positioning within the neighborhood. Set in the back of the neighborhood, this property backs up to a community owned preserve area with sunny southerly exposure for a bright and sunny home and lots of warmth on the pool area. Approaching the home you will notice the fantastic curb appeal and walkway area to the front door. The three-car garage provides for abundant storage spaces as well. Where this home really shines is in the value department- it boasts a new flat tile roof (2024), and each window in the home is an impact rated storm window for peace of mind (2024). In addition to the structural upgrades the interior of this home has been meticulously cared for and upgraded over the years by current owner. You’ll notice either engineered wood or tile flooring throughout, updated kitchen and bathrooms, abundant craftsmen-style built-ins in many tasteful areas, 2 built-in electric fireplaces, crown molding, and detailed trim work. The primary bedroom features a tastefully updated bathroom with dual sinks, walk-in shower and soaking tub- as well as dual closets with built-ins and a fireplace. The kitchen has beautiful granite counters with an open concept feel, walk-in pantry and upgraded tile backsplash. Moving outdoors you will find an impressively large caged lanai with clear view screened cage, heated pool, fenced dog run area with turf, covered eating area and serene views that have been known have the occasional deer stroll by! The location of this neighborhood is incredible- located near Tatum Ridge Elementary school, Celery Fields Park and nature area, Rothenbach park and many new shopping, dining and retail areas, you really cannot miss with this fine home. Call to schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
12314 MYRTLE BAY CT, SARASOTA, FL 34238
$440,00087 Days on yellowkey MLS ID: A4688267
REDUCED by $20,000 (4.3%) on 06/17/2026
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
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 Agent: Ryndie Brusco (941-809-6913)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$299,00076 Days on yellowkey MLS ID: A4689848
REDUCED by $20,000 (6.3%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000256 Days on yellowkey MLS ID: A4664741
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Tax Year: 2024
Remarks: Under contract-accepting backup offers. **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
3012 DESOTO RD, SARASOTA, FL 34234
$999,000161 Days on yellowkey MLS ID: A4678237
0 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Taxes:$1,143
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1137 40TH ST, SARASOTA, FL 34234
$299,999131 Days on yellowkey MLS ID: TB8476870
REDUCED by $10,001 (3.2%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1237 Built: 1957 Tax: $3,871 (2025)Community: BraeburnSingle Family
Taxes:$3,871
Remarks: Located just 10 minutes from Downtown Sarasota and 10 minutes to SRQ Airport, this beautifully updated 2-bedroom, 1-bath home offers comfort, style, and convenience in one ideal package. Remodeled in 2022, the home features luxury vinyl plank flooring throughout and a neutral interior that still shows beautifully. The kitchen and bathroom were upgraded with quartz countertops and modern finishes, complemented by updated appliances. Major improvements include impact windows throughout, a 2022 A/C system, and a 2018 roof — giving buyers added confidence in the home’s key components. A versatile bonus room provides flexible space for a home office, den, or guest area. The utility room includes a water heater and washer/dryer hookup for everyday convenience. Move-in ready and thoughtfully updated, this Sarasota home is perfectly positioned near shopping, dining, and the vibrant downtown scene. Schedule your showing today.
Listing is courtesy of: JULIAO REAL ESTATE, LLC (954-459-0147)
Listing Agent: Olivia Costa (585-727-5428)
848 PONDEROSA PINE LN, SARASOTA, FL 34243
$330,00024 Days on yellowkey MLS ID: A4695984
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1463 Built: 1979 Tax: $4,151 (2025)Community: Woods Of WhitfieldSingle Family
Taxes:$4,151
Remarks: Opportunity knocks in sought-after Whitfield! This solid concrete block 3-bedroom, 2-bath home with a 2-car garage offers the perfect chance to create the Florida home you've been dreaming of. While the property is ready for cosmetic updates, the desirable floorplan, generous room sizes, and strong bones provide an excellent foundation for your vision. The roof was replaced in 2023 and A/C replaced in 2017. A welcoming living and dining area greets you upon entry and flows seamlessly to the covered, screened lanai—ideal for enjoying Florida's year-round outdoor lifestyle. The spacious kitchen offers ample room for reimagining and modernizing to suit today's living and entertaining needs. Each bedroom features generous closet space, while the primary suite includes a private bath and sliding glass doors leading directly to the lanai. Situated on a generously sized homesite in the established Whitfield community, this home enjoys an exceptionally convenient location between Bradenton and Sarasota. You'll be just minutes from shopping, dining, medical facilities, entertainment, and the beautiful Gulf Coast beaches. Commuters and travelers will appreciate the close proximity to Sarasota-Bradenton International Airport. Whether you're a first-time buyer, investor, seasonal resident, or someone looking to personalize a home to your exact taste, this property presents an outstanding opportunity to build equity in a desirable location.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Maryann Lawler Garcia (941-587-4623)
4322 PASADENA CT, SARASOTA, FL 34233
$525,00038 Days on yellowkey MLS ID: A4694489
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2237 Built: 1983 Tax: $2,564 (2025)Community: Forest Lakes SouthSingle Family
Taxes:$2,564
Elementary School: Wilkinson Elementary
Remarks: Fabulous highly desirable location west of 75 and in top notch school district! This is a very spacious home, loved by the original owner and very well maintained. Very comfortable great room and separate formal living - additional space for privacy and relaxation. Three oversized bedrooms, two bedrooms of which are located at the rear of the property and with easy pocket door, can be closed off to main area of home. Separate interior laundry room with mud sink. Spacious kitchen with lots of cabinets and plenty of counter space, overlooking dining area and beautiful park like view. Owner upgraded and added on a 31x16 covered and screened lanai in the rear of the home. Lovely cul-de-sac location, perfect for little ones learning to ride their first bicycles out of busy traffic. Literally two minutes to grocery stores, multiple choices for dining nearby and a mere 5 miles to downtown Sarasota and 6 miles to the beautiful sugar sand beaches of Siesta Key. It's tough to beat this location - so get in now and make the home yours. Located within the Wilkinson, Sarasota Middle and Riverview High boundaries - and Pine View School for the Gifted.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,950,00097 Days on yellowkey MLS ID: A4687005
REDUCED by $45,000 (2.3%) on 06/17/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
Elementary School: Southside Elementary
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
487 MEADOW LARK DR, SARASOTA, FL 34236
$11,900,00060 Days on yellowkey MLS ID: TB8501123
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6527 Built: 2021Monthly Fee: $100 Tax: $98,844 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$98,844
Remarks: Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style waterfront estate, built in 2021, offers the ultimate in luxury coastal living. The location is perfect, between Downtown Sarasota, St. Armands Circle, and Lido Key Beach, this amazing residence sits on 135 feet of premier Sarasota Bay frontage with breathtaking wide-open water views and stunning city skyline vistas. This home features an abundance of natural light in every room. Designed for both elegance and functionality, this home offers 5 spacious en-suite bedrooms, including a luxurious first-floor primary suite with a spa-inspired bath. Deep boating waters with no bridges to the Gulf make this property a dream for boating enthusiasts, complete with a private dock and a 24,000-pound boat lift. Outdoor living is elevated with a large, heated saltwater pool featuring a tanning deck, umbrella holder, spa, and expansive entertaining areas. Multiple oversized patios on each floor, a rooftop deck/crow’s nest, and a fully equipped outdoor kitchen with a poolside half bath accessible from both inside and outside create the ideal setting for entertaining and enjoying spectacular sunsets over Sarasota Bay. Inside, sophistication continues with a formal dining room, private office, expansive game / entertainment room with guest bath, and a beautifully finished elevator with rich wood paneling and tile flooring and a kitchen that is every chef’s dream, Wolf appliances, Subzero fridge, 2 dishwashers, granite countertops and breakfast nook. Additional luxury features include hurricane-rated 8 foot windows and doors, generator, 3-car garage with Tesla EV charging station, and high-end finishes throughout. Residents of Bird Key enjoy an exclusive private island lifestyle with deep-water canals, bayfront estates, the renowned Bird Key Yacht Club, and quick access to world-class dining, shopping, arts, golf, tennis, and the renowned The John and Mable Ringling Museum of Art, and award winning white sandy beaches. Bird Key and Sarasota have long attracted high-profile residents including Brian Johnson, Jerry Springer, Martina Navratilova, Lucille Ball, Stephen King, Joe Perry, Dick Vitale Bird Key is more than an address—it is a statement of prestige, privacy, and paradise. Call today for your private showing.
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
321 BOBBY JONES RD #321, SARASOTA, FL 34232
$176,00074 Days on yellowkey MLS ID: TB8497656
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 828 Built: 1984Monthly Fee: $676 Tax: $2,848 (2025)Community: Brookside 2Spa: NoCondo
Taxes:$2,848
Remarks: 2 bedroom move-in-ready condominium with a Jack & Jill bathroom. Primary bedroom has a walk in closet. New roof 2023. Two assigned parking spaces, steps from unit. Panoramic views of Bobby Jones Golf course from private deck. 2 pools, one of which is just steps away from unit. Easy access to 301 anf I75. Unit had no damage sustained during hurricane. Condo fee includes: exterior maintenance, water, sewer, trash, pest control, pool service with flexible leasing. 2 pets are allowed not to exceed 40lbs
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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