Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
2304 RINGLING BLVD #207, SARASOTA, FL 34237
$139,90065 Days on yellowkey MLS ID: A4683802
REDUCED by $5,000 (3.5%) on 04/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965 Tax: $1,830 (2025)Community: Garden AptsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,830
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Your Pied a' terre in Downtown Sarasota this lovely 1BR Condo located at the corner of Ringling Blvd. and Shade Ave. These were designed Ruth Richmond and showcase her excellent use of space and feel much larger than their footprint. Plus her touch of charm with the arches over the sliders and walk-in closets. This affordable 1BR/1BA 2nd floor condo is updated and ready for you with recently updated Luxury Vinyl plank flooring in the living room and bedroom, hurricane windows, and a top to bottom fresh paint job. The original sliders to narrow patio let loads of light into these north-facing buildings and you can let your cat or small dog (2 pets allowed) enjoy a little fresh air or have some potted plants. Being on the second floor you'll have a nice view of trees from your couch and not cars or the street, as well as not having anyone above you. This prime location is just 0.1 of a mile to Payne Park, Legacy Trail, Disc Golf, Cafe', Tennis, etc. and nearby restaurants, Shamrock Pub, plus all that downtown Sarasota and the bay offers right within a 1 mile. You'll hardly ever need your car again.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
7775 ULIVA WAY, SARASOTA, FL 34238
$635,00042 Days on yellowkey MLS ID: A4686569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $3,881 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$3,881
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. A NEW TILE ROOF - JUST INSTALLED! - Beautiful Large Tiled Lanai with waterview and two elevated plant boxes and fountain, with eastern sunrises. This home has been thoroughly cleaned with updates including Whirlpool Stainless Steel appliances, crown molding throughout, Plantation shutters and built in bookcases in den, plantation shutters in 2nd & 3rd bedrooms, bright white tile throughout living area, pull out shelving in kitchen, raised Commodes, Samsung Washer & Dryer, Hot Water Heater (2018), cabinets in garage, central vacuum, super clean and move in ready. Accordion Shutters for the best hurricane protection. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have a very low chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone X, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore, rarely losing power. Amenities include 24 hr guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' Ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Tiki Hut with bar service at the pool, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Great Place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
1275 42ND ST, SARASOTA, FL 34234
$440,000177 Days on yellowkey MLS ID: A4670391
REDUCED by $5,000 (1.1%) on 04/27/2026
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
High School: Booker High
Tax Year: 2024
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
5721 BENTGRASS DR #20-104, SARASOTA, FL 34235
$264,00083 Days on yellowkey MLS ID: A4681108
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002Monthly Fee: $797 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$3,435
Elementary School: Emma E. Booker Elementary
Remarks: Welcome home to this beautifully bright and spacious 3 bedroom, 3 bath end-unit condo with a private garage, perfectly situated inside the gated community of Las Palmas. With its open feel, thoughtful layout, and abundant natural light, this residence offers the ideal blend of comfort, style, and easy Florida living.The kitchen is designed for both everyday living and entertaining, featuring warm wood cabinetry, generous counter space, a breakfast bar, and a separate dining area that invites gathering with family and friends. The living room impresses with gorgeous flooring, crown molding, and sliding glass doors leading to the screened patio which creates a seamless connection to the outdoors while filling the space with sunlight. Retreat to the spacious primary suite complete with large sliding glass doors to a screened porch area, a walk-in closet, and an ensuite bath with dual sinks, creating a private space to relax and recharge. A new hot water heater provides added value and peace of mind. Residents of Las Palmas enjoy a true resort-style lifestyle with access to two sparkling swimming pools, a fitness center, clubhouse, billiards room, tennis courts, walking trails, and RV and boat storage. Ideally located near University Town Center, Benderson Park, I-75, and just minutes from Sarasota’s world-renowned beaches, shopping, and dining, this home places you close to everything while offering a serene place to come home to. Spacious, inviting, and perfectly located, this is the one you have been waiting for. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Reeny Kaney (941-954-5454)
1212 BENJAMIN FRANKLIN DR #305, SARASOTA, FL 34236
$635,000212 Days on yellowkey MLS ID: A4666764
REDUCED by $15,000 (2.3%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1116 Built: 1974 Tax: $8,095 (2024)Community: Lido Beach ClubSpa: NoCondo
Taxes:$8,095
Elementary School: Southside Elementary
Remarks: Live each day surrounded by blue skies, turquoise Gulf waters and Sarasota’s celebrated sunsets. Tucked at the south end of Lido Key, this beautifully remodeled residence offers a relaxed beachfront setting just moments from St. Armands Circle and downtown Sarasota. The open floor plan is bright and welcoming, with contemporary finishes and a layout designed to make the most of natural light. The remodeled kitchen features sleek white cabinetry, quartz countertops and a clean, coastal-modern style. The spacious bedroom opens to the covered balcony, and includes a walk-in closet and en-suite bath, creating a comfortable private retreat. Gulf views from the balcony bring added beauty to daily living and enduring appeal to this beachside home. Climate-controlled storage and one covered parking space add convenience. Lido Beach Club is a professionally managed community with amenities that enhance the beachfront experience, including a heated pool with tiki seating areas, gated beach access, serenity garden, fitness room and social room for private gatherings. Excellent location with the beach at your backyard, South Lido Park nature preserve across the road, the Ritz Tiki Beach Bar next door, one mile to world-famous St. Armands Circle, and only four miles to downtown Sarasota. Ride the complimentary Lido Shuttle to and from St. Armands Circle, or the Sarasota Bay Runner trolley to downtown destinations. Life is good at the beach!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Endara (941-323-1700)
1350 MAIN ST #502, SARASOTA, FL 34236
$495,00059 Days on yellowkey MLS ID: A4684303
REDUCED by $19,000 (3.7%) on 04/14/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Price improved. This never-rented one-bedroom residence at 1350 Main is the quintessential urban pied-à-terre in downtown Sarasota. Offering a "lock-and-leave" lifestyle with 24/7 concierge, the 5th-floor unit is defined by its premier address and impeccable maintenance. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun shades provide effortless control over the home’s atmosphere. The kitchen features stainless steel appliances, including a KitchenAid range and dishwasher and a newer refrigerator, opening into a living area. In the bedroom with ample light, custom built-in shelving provides an organized lifestyle, and for those seeking a transition of total ease, the furnishings are available by separate offer. Ownership includes the "gold standard" of downtown living, featuring an assigned parking space in the private garage and a storage locker located on the same floor. Step outside the lobby to explore the galleries of Palm Avenue or take a scenic stroll to Marina Jack’s and the Sarasota bayfront. With Whole Foods, First Watch, the Opera House and many theaters just steps away, this is a rare invitation to inhabit a ready-for-you residence above all your dining and cultural needs. 1350 Main is celebrated for its 24-hour concierge service, meticulous cleanliness, and resort-style amenities including a fitness center, heated lap pool, spa, fire pit, BBQ grill, steam rooms, library, conference rooms, guest suite and stylish clubroom. The reserves are fully funded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$659,90022 Days on yellowkey MLS ID: A4689244
REDUCED by $15,100 (2.2%) on 04/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
Remarks: This is the lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space per the builder's floorplan. This is one of the largest units in The Strand. Experience waterfront luxury and a boating lifestyle in this modern, turnkey, furnished residence completed in 2022, offering exceptional value, views and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony, ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property. Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity. Schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$397,75017 Days on yellowkey MLS ID: TB8493921
REDUCED by $7,250 (1.8%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1985 Tax: $3,867 (2025)Community: Lockwood MeadowsSpa: NoSingle Family
Taxes:$3,867
Remarks: Best single family offering in Sarasota at an affordable price—-Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Leah King (813-957-8924)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000142 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Remarks: Discover beautifully remodeled 2035 square feet of contemporary luxury in Sarasota in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the Gulf of Mexico on Lido Key. This spacious 2,035 square foot residence showcases unobstructed Sarasota Bay views and stunning Sarasota skyline sunsets, visible from expansive windows that frame daily sights of dolphins, seabirds, and shimmering water. The condo has been thoughtfully redesigned with contemporary finishes throughout, including porcelain tile flooring, a designer kitchen with quartz waterfall countertops, and sleek modern cabinetry. Spa-inspired bathrooms feature premium materials and refined fixtures, creating a private retreat-like experience. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Located directly on the Gulf of Mexico, residents enjoy true beachfront living on Lido Key with immediate access to white sand beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing Agent: Midge Mccarthy (941-809-3800)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000210 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing Agent: Andrew Tanner (941-539-0998)
226 GOLDEN GATE PT #32, SARASOTA, FL 34236
$799,000155 Days on yellowkey MLS ID: A4673403
REDUCED by $20,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1968 Tax: $5,507 (2025)Community: Harbor House WestCondo
Taxes:$5,507
Remarks: Renovated waterfront condominium in the sought-after Golden Gate Point neighborhood. Sleek modern design with open kitchen featuring custom cabinets, quartz counters and Kitchen-Aid appliances. Coveted great room design with crown molding, custom built-ins, modern light fixtures and luxury vinyl planking. Owners suite has 2 closets, updated bath with porcelain tile, sliding glass shower door and modern fixtures… both lighting and plumbing. Guest bath has been updated as well. Unit has laundry room with utility sink and more custom storage. All main living areas have picture perfect views from impact windows. Enjoy sunsets over the Ringling Bridge, views of Bird Key, an ever changing array of boats in the Bay, and even an occasional dolphin. The condominium association has done a modernization over the past few years. They have done a remarkable job creating an inviting, modern look to this building. Updated composite dock has room to enjoy the views of Sarasota Bay. Golden Gate Point is a short distance to Marina, The Bay Park, Harts Landing, Lido Beach, St Armands Circle, downtown’s culture district, restaurants and shoppin
Listing Agent: Tammy Garner (941-374-4161)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90097 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00028 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,429
Remarks: Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. No damage, water intrusion, or insurance claims from recent hurricanes. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. The property is located in proximity to nearby points of interest including Indian Beach Park along the bay, The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
1335 40TH ST, SARASOTA, FL 34234
$949,00014 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Remarks: Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
4639 CHANDLERS FORDE #36, SARASOTA, FL 34235
$315,00080 Days on yellowkey MLS ID: A4681821
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $15,000 (4.5%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2255 Built: 1983 Tax: $2,238 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$2,238
Remarks: Welcome home to one of the most charming and unique villa communities in The Meadows. Tucked beneath towering pines and oaks, this peaceful enclave offers the best of both worlds—quiet, country-style surroundings with the convenience of city living just minutes away. Step inside and you’ll immediately notice the soaring ceilings, open layout, and natural light that make this villa feel bright and welcoming. Meticulously maintained and lovingly cared for, this home is truly move-in ready. The spacious kitchen offers plenty of room for a cozy breakfast table, while the separate dining area is perfect for gatherings and special meals. The large living room is the heart of the home, featuring a wood-burning fireplace that adds warmth and character, along with a wet bar that makes entertaining easy and fun. All rooms are generously sized, including the comfortable primary suite with dual sinks, a large walk-in shower, and two roomy walk-in closets. Enjoy peace of mind with an AC approximately five years old, and the convenience of a two-car garage. While just steps from two community pools, the villa still offers a serene, private feel with lush views of trees and tropical landscaping. Perfectly located near UTC, Benderson Park, I-75, and only 15 minutes to downtown Sarasota and 20 minutes to the beaches, this home truly has it all. Homes like this don’t come around often—and this one is priced to sell. Don’t miss it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Connie Lyke Brown Pa (941-302-1214)
5623 MONTE ROSSO RD, SARASOTA, FL 34243
$365,00015 Days on yellowkey MLS ID: A4689751
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1090 Built: 1994Monthly Fee: $325 Tax: $1,369 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$1,369
Remarks: Step into this beautifully refreshed 2-bedroom, 2-bath villa in the highly desirable Riviera Club Village at Longwood Run, offering a turnkey furnished, move-in ready experience with a rare two-car garage. This home features a 1% lender credit at closing and has been thoughtfully renovated to showcase a bright, airy living space with vaulted ceilings, a central skylight, and sliding doors leading to a charming enclosed lanai. The redesigned kitchen is a standout, featuring sleek soft-close cabinetry, premium stainless steel appliances—including a contemporary range hood—and quartz countertops that blend high function with modern style. Consistent tile flooring flows throughout every room, complemented by tailor-made blinds fitted to each window for a refined finish. Both bathrooms have been elegantly remodeled, with the guest bathroom tiled to the ceiling for a luxurious, modern look and upgraded with a bidet for added comfort. The primary suite boasts a modern double vanity, high-end fixtures, and an upgraded walk-in closet with a stylish sliding door. The guest bedroom also features an additional wardrobe, offering enhanced storage and flexibility. Residents may also enjoy access to nearby country club amenities, including a pool and golf course. With its low-maintenance design and stylish upgrades, this villa offers a refined living environment in a vibrant, tropical setting. This listing is also available for lease or lease-to-own.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00098 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing Agent: Lenore Treiman (941-356-9642)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,50027 Days on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$2,837
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY & 3rd BEDROOM WITH PRIVATE BATH AND 2 SEPARATE EXTERIOR ENTRANCES AND COULD ALSO BE TURNED INTO A 1 BEDROOM APARTMENT but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
5241 MARSH FIELD LN #18, SARASOTA, FL 34235
$279,99963 Days on yellowkey MLS ID: A4683247
0 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1725 Built: 1981 Tax: $3,530 (2025)Community: Villa MajorcaVilla
Taxes:$3,530
Remarks: Are you ready to step into a piece of the past and transform it into your dream home? This unique opportunity awaits in the sought-after community of The Meadows, renowned for its serene environment, golf courses, walking trails, amenities, and vibrant lifestyle. Presenting a charming 2-bedroom, 2-bath villa complemented by a convenient den and a spacious 2-car garage, all enveloped in the classic charm of the 1980s. It’s your chance to bring your personal updates or a refreshing retro twist to this solid foundation. Original 1980s architecture, offering a solid foundation for personalization. 2 spacious bedrooms and a versatile den for work or relaxation. 2 bathrooms that can be customized to your style. Attached 2-car garage, providing ample storage and parking space. Positioned within a community known for its scenic landscaping and welcoming atmosphere. Whether you're starting a family or seeking a cozy retreat, this villa's adaptable layout can be tailored to fit a variety of lifestyles. Its original state provides a unique opportunity to infuse your own style, making it ideal for those with a vision for design and renovation. This home is ready to embrace the memories of the past while welcoming new ones.Nestled in The Meadows community, this villa offers the perfect blend of tranquility and convenience. Enjoy close proximity to the University Town Center's array of shops and restaurants, making it easy to enjoy local dining and retail therapy. The surrounding area offers ample green spaces and community activities, providing a lifestyle that balances leisure with the vibrancy of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,00027 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The property is partially furnished, including kitchen utensils. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
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