Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
2231 WOOD ST, SARASOTA, FL 34237
$1,999,000273 Days on yellowkey MLS ID: A4666469
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2731 Built: 2024 Tax: $4,662 (2023)Community: Poms Park 3Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,662
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Booker Middle
Remarks: This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
4845 BOCA RATON AVE, SARASOTA, FL 34234
$42,000380 Days on yellowkey MLS ID: A4655608
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 450 Built: 1968Monthly Fee: $137 Tax: $2,712 (2024)Community: Tri-Par Estates Unit 3Mobile Home
Taxes:$2,712
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Remarks: This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00057 Days on yellowkey MLS ID: A4692060
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
1870 JASMINE DR, SARASOTA, FL 34239
$2,860,00020 Days on yellowkey MLS ID: A4696318
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4165 Built: 2026 Tax: $7,657 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$7,657
Remarks: Experience modern luxury in this stunning new construction home located in Sarasota's highly sought-after West of Trail area. Offering 5 bedrooms, 5.5 bathrooms, and 4,165 square feet under air (5,614 total square feet), this exceptional residence combines custom design with everyday functionality. A grand entry welcomes you with soaring 12-foot ceilings, a spacious foyer, and a striking staircase that sets the tone for the home's contemporary elegance. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating the perfect space for entertaining and daily living. The chef-inspired kitchen features custom solid wood cabinetry, quartz countertops, premium Thermador appliances, and an oversized island designed for gathering with family and friends. A custom built-in feature wall in the living room adds both style and practicality. The bright first-floor office, complete with convenient bathroom access, can easily function as a guest suite and overlooks the beautifully landscaped front yard. Upstairs, 10-foot ceilings enhance the spacious feel throughout. The luxurious primary suite serves as a private retreat, accessed through double doors and opening to a private balcony that extends the second-floor living space. Each additional bedroom offers its own en-suite bathroom and walk-in closet, providing comfort and privacy for family and guests alike. A spacious second-floor laundry room with built-in cabinetry adds convenience. Outside, lush tropical landscaping and a full irrigation system complement the home's impressive curb appeal. Premium upgrades include impact-rated windows and doors, epoxy-coated garage floors, designer exterior lighting, pre-wiring for security cameras, and dual HVAC systems for enhanced comfort and energy efficiency. Ideally located West of Trail, this exceptional home is just minutes from downtown Sarasota, Sarasota Memorial Hospital, premier dining and shopping, local parks, and the world-renowned beaches of Siesta Key. Schedule your private showing today and discover the perfect blend of luxury, location, and modern living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
4725 N TUTTLE AVE, SARASOTA, FL 34234
$699,90057 Days on yellowkey MLS ID: TB8503892
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $25,100 (3.5%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 1959 Tax: $6,500 (2025)Community: Desoto AcresSingle Family
Taxes:$6,500
Remarks: Welcome to a rare opportunity in the heart of Sarasota! Situated on an expansive 2.25-acre corner lot, 4725 N Tuttle Ave offers incredible space, flexibility, and future potential—perfect for homeowners, investors, or those seeking room to grow. This 3-bedroom, 2-bathroom home features separate family and living rooms, a formal dining area, and a 2-car garage, delivering both functionality and comfort. Best of all, there are NO deed restrictions, giving you the freedom to park RVs, boats, trailers, or work vehicles, and even expand or customize the property to suit your needs. This property has been thoughtfully upgraded with major improvements already completed, offering peace of mind and immediate value. A brand-new metal roof provides long-term durability and energy efficiency. A full reverse osmosis water system with softener ensures clean, high-quality water throughout the home. Inside, new luxury vinyl plank flooring runs throughout the main living areas, combining modern style with durability. The updated kitchen is designed to impress, featuring quartz countertops, brand-new cabinetry, and a complete set of new appliances including a range, refrigerator, dishwasher, and microwave. Whether you’re cooking for family or entertaining guests, this kitchen is both stylish and functional. Additional upgrades include newly completed electrical work, enhancing safety and efficiency. The oversized corner lot offers privacy and usability, with gated access from a side road—ideal for bringing in equipment, trailers, or planning future additions. With 2.25 acres, the possibilities are endless—create a workshop, add a guest house, or design your own outdoor oasis. Location is everything, and this home delivers. Just minutes from the world-famous sands of Siesta Key Beach and Lido Key Beach, you’ll enjoy some of Florida’s most beautiful coastline. You’re also conveniently close to the vibrant shopping, dining, and cultural experiences of St. Armands Circle and downtown Sarasota. Easy access to major roadways makes commuting a breeze. Whether you’re searching for a primary residence, an investment property, or land with unlimited potential, this home stands out with its acreage, upgrades, prime location, and unmatched flexibility. Don’t miss this unique opportunity—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
777 JOHN RINGLING BLVD #32, SARASOTA, FL 34236
$599,000152 Days on yellowkey MLS ID: A4679487
0 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $3,320 (2025)Community: Sarasota Harbor EastCondo
Taxes:$3,320
Remarks: Imagine living in a prime, unique waterfront community with an amazing location—maybe the best Bayfront community in Sarasota! You’re just a short walk from downtown, St. Armands Circle, Lido Beach, and the Sarasota Yacht Club. Sarasota Harbor East is a 55+ waterfront community with all the perks of maintenance-free living. This THIRD-FLOOR unit gives you stunning views of Sarasota Bay and the city. It has 2 bedrooms and 2 full baths, perfect for you to make your own. Plus, you’ll have an enclosed four-season glass lanai and high-impact sliding glass doors and windows. The clubhouse has been updated and includes a fully equipped kitchen, a new metal roof, a library, full bathrooms, and a large lap pool with Bayfront views. There’s even a designated area for storing kayaks and bicycles! You’ll have one covered parking space and plenty of guest parking. The community is very neat and tidy, and the maintenance fees cover everything from docks and exterior building to cable TV, a heated community pool, building insurance, internet, exterior maintenance, ground maintenance, a manager, exterior pest control, pool maintenance, sewer, trash, and water. Deep-water boat slips are available on a first-come, first-served basis, and all costs are included in the maintenance fee. (Slips are currently available.) The boat slip can accommodate up to a 30’ powerboat or sailboat. Leasing is not allowed for one year after purchase. Pets permitted with valid service or support animal documentation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,900120 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
2467 MANGUM CT, SARASOTA, FL 34237
$739,000241 Days on yellowkey MLS ID: A4669179
REDUCED by $10,000 (1.3%) on 04/28/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 2022Monthly Fee: $297 Tax: $8,051 (2024)Community: Payne Park Village Ph IiSpa: NoTownhouse
Taxes:$8,051
Remarks: Take a look at this exceptional 3-bedroom, 3.5-baths standalone residence with 2,062 sqft. of living space in Payne Park Village. LOCATION*LOCATION*LOCATION. The stand-alone design with hurricane impact-resistant doors and windows with no common shared walls provides an added sense of privacy, lower insurance rates, and sets this residence apart as one of the few in the community to feature its own fenced side yard, a rare and valuable perk for outdoor enjoyment, gardening, or pets. Built by a reputable builder, David Weekley Homes, this residence hosts impeccable craftsmanship, thoughtful builder upgrades, and modern design, while offering a lifestyle defined by walkability, outdoor recreation, and the cultural energy of Downtown Sarasota. From the moment you step inside, you’ll notice how the layout hosts natural light throughout. The open-concept main living area is perfect for both entertaining and everyday comfort, featuring a spacious living and dining area, gourmet kitchen, and access to a private balcony. Upgraded window blackout shades ensure comfort and privacy, while carpet runners on the stairs add both elegance and functionality. The primary suite is a true retreat, with a large spa-inspired bathroom and an expansive walk-in closet. Two additional bedrooms, each with its own bathroom, provide plenty of space for family or guests. A laundry room on the third level ensures convenient living, while the two-car garage with epoxy flooring provides parking, extra storage, and an electric car hookup. Beyond your front door, Payne Park Village offers a true low-maintenance lifestyle with resort-style amenities, including a heated pool and spa for relaxation, a shaded cabana and BBQ area for gatherings, a dedicated dog park, and a turf play area designed for outdoor fun. Its location places you directly across from one of Sarasota’s most beloved green spaces, Payne Park, which is a public park with tree-lined walking and biking paths, a tranquil pond with a fountain, tennis courts, a skate park, a café, and the Circus Park playground. The park is also pet-friendly, making it perfect for dog owners. Outdoor enthusiasts will also love having the Legacy Trail just steps away, offering a scenic trail system stretching all the way to Venice for biking, running, and walking. Beyond the community, this residence places you in the heart of Downtown Sarasota, where everything is within walking or biking distance. Indulge in world-class dining, explore boutique shopping, and enjoy cultural experiences at the Sarasota Opera House, theaters, art galleries, and museums. Spend weekends at Marina Jack and Bayfront Park, both offering stunning waterfront views and outdoor activities. The newly developed Quay Sarasota Bayfront Park further enhances your lifestyle, with modern amenities and direct bayfront access just minutes from home. Sarasota Memorial Hospital is just a few minutes away, offering peace of mind for health and wellness. The white sands of Lido Key Beach and the upscale shopping and dining of St. Armands Circle are also a short drive, ensuring you’re never far from Sarasota’s famous Gulf Coast lifestyle. What makes this home truly special is the combination of modern construction, prime location, and competitive pricing. Don’t miss your chance to call this stunning residence home and schedule your private showing today!
Listing Agent: Janette Schafer (954-298-7791)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$259,000247 Days on yellowkey MLS ID: A4669210
REDUCED by $12,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Elementary School: Gocio Elementary
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing Agent: Ashley Goldstein (941-587-3876)
1275 42ND ST, SARASOTA, FL 34234
$410,000235 Days on yellowkey MLS ID: A4670391
REDUCED by $20,000 (4.7%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSpa: NoSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
Remarks: Fully Furnished Sarasota Home with Short-Term Rental Potential – Just Minutes from Beaches, Shopping & Nightlife! Whether you're looking for a primary residence, seasonal getaway, or income-producing investment property, this move-in-ready Sarasota home checks all the boxes. Offered completely furnished, this property is located within the City of Sarasota, allowing 7-day minimum rentals, creating an excellent opportunity for short-term rental income. This meticulously maintained 3-bedroom, 2-bath, 2-car garage home features a desirable split-bedroom floor plan and a spacious open-concept great room designed for comfortable everyday living and entertaining. The kitchen area is complemented by a generous 5x7 storage closet and convenient indoor laundry space, offering both functionality and flexibility. Step outside to the large, screened lanai, the perfect place to relax, dine outdoors, or enjoy Florida's year-round sunshine without the pests. An air-conditioned workshop/storage shed provides valuable additional space for hobbies, projects, or extra storage. Recent updates and notable features include new plank flooring in the bedrooms (2025), fresh interior paint (2025), new blackout blinds, hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and a roof replaced in 2014. The home also offers an expanded driveway, attractive low-maintenance landscaping, and added peace of mind with an exterior generator hookup and a Gemma's GM I 2000ED dual-fuel generator (gas/propane) that conveys with the property. Ideally located near Sarasota's world-famous beaches, shopping, dining, entertainment, and nightlife, as well as Ringling College of Art and Design and New College of Florida, this property offers the perfect combination of convenience, lifestyle, and investment potential. Don't miss this rare opportunity to own a fully furnished Sarasota home with flexible rental possibilities in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
1703 N TAMIAMI TRL #B504, SARASOTA, FL 34234
$439,00057 Days on yellowkey MLS ID: A4691547
1 Days Off yellowkey (back on 6/7/2026)
REDUCED by $11,000 (2.4%) on 05/30/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $6,067 (2025)Community: The Strand SarasotaSpa: YesCondo
Taxes:$6,067
Remarks: Under contract-accepting backup offers. Modern 2022 penthouse condo at The Strand on Whitaker Bayou, just 1.5 miles from downtown Sarasota and one block to Sarasota Bay. Assigned boat slip #31 with 13,000-lb lift available separately for $150,000. This light-filled top-floor residence features an open-concept great room, hurricane-rated 4-panel sliding glass doors, upgraded tile and designer finishes throughout, glossy modern cabinetry, quartz countertops, oversized island, custom bathroom vanities, walk-in shower, walk-in closet, 9-foot ceilings, and a versatile den/office with stylish barn doors currently used as a second bedroom. Spacious laundry room with full-size washer/dryer and extra storage. Resort-style amenities include a heated pool/spa, fitness center, kayak and paddleboard launch, dog park, fire pit, gas grills, EV charging stations, onsite management, and gated access. Investor-friendly rental policy allows 8-day minimum rentals up to 52 times per year. Ideally located near downtown Sarasota, The Bay Park, waterfront parks, dining, shopping, SRQ Airport, Lido Beach, and Siesta Key. The Strand buildings sustained no damage from the 2024 hurricanes.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$219,00071 Days on yellowkey MLS ID: A4690473
REDUCED by $6,000 (2.7%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Argelia Vidal (734-218-4536)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000134 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing Agent: Justyna Michalowska (941-567-7300)
5124 HARPERS CROFT #7, SARASOTA, FL 34235
$238,000158 Days on yellowkey MLS ID: A4679022
REDUCED by $7,000 (2.9%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1981 Tax: $2,613 (2025)Community: Harpers CroftCondo
Taxes:$2,613
Remarks: Introducing a beautiful, furnished, two-bedroom, two bath, ground floor condominium unit in the Harpers Croft condominium community, located within the larger community of The Meadows, in north Sarasota, Florida. It is move-in ready, with everything you need but your clothes! Looking out your back lanai sliders, you can watch golfers enjoying the well-maintained golf course. Included on site within steps of your front door, is a beautiful swimming pool with restrooms, tables, umbrellas, and lounge chairs. The Meadows offers 14 miles of walking and biking trails, and for a minimal fee, residents may use the golf course, up-to-date fitness center, a junior Olympic swimming pool, Tennis courts, Pickleball courts, a playground, a dog park for large and small dogs, and much more. One of the three golf courses is open currently to residents, with plans to open the others in discussions. This highly desirable community is conveniently located between Sarasota stunning beaches, the beautiful downtown area, the up-scale St Armands Shopping Circle, and I-75. It is also adjacent to the popular University Towne Center shopping corridor, featuring numerous restaurants, specialty shops, the UTC Mall, as well as the newly built Mote Marine Museum. It offers the perfect combination of a relaxed, but active, Florida lifestyle that you have always dreamed of! Schedule a viewing today!
Listing is courtesy of: BARRETT REALTY, INC (941-745-9999)
Listing Agent: Janine Poppa (941-929-5643)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00026 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Remarks: One or more photo(s) has been virtually staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
3170 EDEN MILLS DR, SARASOTA, FL 34237
$369,50041 Days on yellowkey MLS ID: A4693888
5 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1255 Built: 1963 Tax: $1,964 (2025)Community: Lake RidgeSingle Family
Taxes:$1,964
Remarks: Under contract-accepting backup offers. Charming block home in Sarasota featuring 3 bedrooms and 1.5 bathrooms with a 1-car garage and numerous recent updates throughout. This well-maintained property offers ceramic tile throughout the main living areas and new luxury vinyl plank flooring in the bedrooms. The kitchen has been refreshed with a new stainless steel sink and faucet, along with updated appliances including a washer, dryer, microwave, range, and new dishwasher. The primary bathroom has been updated with a refreshed bathtub and tile work. Additional interior features include new blinds, and a few brand new window panels installed. Major system upgrades provide peace of mind, including a 2026 new roof with warranty, 2026 new electrical panel with warranty, new AC system with new coil and compressor, and a new UV light system with a 10-year warranty. The water heater was replaced in November 2018, and the home retains original copper/PVC plumbing in mint condition. Outside, enjoy the fully fenced in private pool area and an outdoor shed for additional storage. Conveniently located in Sarasota, this solid block construction home combines comfort, functionality, and valuable recent improvements.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00022 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000164 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Morris, Pa (941-544-3332)
5174 MARSH FIELD LN #86, SARASOTA, FL 34235
$289,50085 Days on yellowkey MLS ID: TB8484850
REDUCED by $500 (0.2%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1444 Built: 1981 Tax: $3,593 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,593
Remarks: Welcome to this beautifully updated corner-unit condo in the highly desirable Heronmere II community within The Meadows in Sarasota. Offering 2 bedrooms, 2 bathrooms, and approximately 1,444 square feet of living space, this light-filled residence blends timeless architecture with modern comfort. Designed with an open and airy layout, the home is filled with natural light from multiple exposures, enhancing the spacious living and dining areas. The updated kitchen features ample cabinetry, generous workspace, and large windows—perfect for both everyday living and entertaining. The primary suite offers a private retreat with a walk-in closet and renovated en-suite bath, while the second bedroom provides flexibility for guests or a home office. An enclosed lanai invites you to relax and enjoy peaceful golf course and lush landscape views year-round. Additional highlights include new HVAC with warranty, completely freshly painted, an in-unit laundry room, covered parking, and access to a community pool. Residents of The Meadows enjoy scenic walking trails, mature landscaping, and optional memberships for golf, tennis, and social amenities. Ideally located just minutes from shopping and dining at University Town Center, with convenient access to I-75 and only a short drive to downtown Sarasota’s vibrant arts scene and Gulf Coast beaches, this move-in-ready condo offers the perfect combination of lifestyle, location, and value.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Adam Arucas (813-380-1840)
1720 COUNTRY MEADOWS DR, SARASOTA, FL 34235
$355,00029 Days on yellowkey MLS ID: A4695223
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1321 Built: 1994Monthly Fee: $46 Tax: $3,808 (2025)Community: Country MeadowsSingle Family
Taxes:$3,808
Remarks: Under contract-accepting backup offers. Opportunity knocks in Sarasota! This lovely 3BD/2BA in Country Meadows featuring FRESHLY PAINTED interior with NEW CARPET, is conveniently located near UTC and The Meadows Country Club, with easy access to I-75 via Fruitville Rd or University Pkwy. This home features a split bedroom floor plan, stunning cathedral ceiling, eat-in space in kitchen and additional dining room space in an expansive great room, a primary bedroom suite with private en-suite bathroom and a very generous sized walk-in closet, interior laundry room, spacious 2-car garage, and fully enclosed lanai to enjoy morning coffee or evening dinners at sunset. Approximately 5 miles to Downtown Sarasota, 8 miles to St. Armands Circle/Lido Key, 11 miles to the award winning beaches on Siesta Key, and just 7 miles to Ringing Museum, Asolo Repertory Theatre, and SRQ airport for easy commuting. This well maintained home is competitively priced to sell. Don’t wait! Schedule your exclusive showing today!
Listing Agent: Elizabeth Mock (941-330-6200)
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