Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2054 RACIMO DR, SARASOTA, FL 34240
$699,900242 Days on yellowkey MLS ID: A4670940
REDUCED by $20,099 (2.8%) on 07/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 1982 Tax: $4,715 (2024)Community: Racimo RanchesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,715
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: One acre, corner lot! Welcome to the highly sought-after location of Racimo Ranches community, where you’ll enjoy the perfect blend of country charm and modern convenience with NO HOA and NO DEED RESTRICTIONS. Situated on an open one-acre corner lot with multiple access points, this beautifully remodeled 3-bedroom, 2-bath home features a FRESHLY PAINTED exterior, mature landscaping, and excellent curb appeal. Inside, the bright and spacious living room features luxury vinyl plank flooring throughout. At the same time, the UPDATED KITCHEN boasts shaker-style cabinetry, quartz countertops, a subway tile backsplash, LED lighting, stainless steel appliances, and a cozy dining area. Just off the dining space is a versatile bonus flex room ideal for a home office, den, or playroom that overlooks the backyard. Step outside to enjoy Florida living on the back deck with plenty of room for seating and grilling, perfect for entertaining. The desirable split-bedroom floor plan provides a spacious primary suite with an en suite bath featuring a walk-in shower and a large closet, while two additional bedrooms share a bright second bathroom with a relaxing jacuzzi tub. Additional highlights include a two-car garage, a detached shed, and plenty of room to BUILD IN-LAW SUITE, park your boat or motorhome, and enjoy the FREEDOM of acreage living. Conveniently located, you can ride your golf cart to restaurants and Publix, and you’re less than 3 miles from I-75 and only 6 miles from University Town Center. This move-in-ready home offers exceptional UPGRADES and peace of mind, including a BRAND NEW ROOF (2025), A/C replacement (2022), water softener system (2022), iron and sulfur blocker (2022), well pump (2024), lift station replacement (2022), drain field replacement (2022), a FULL INTERIOR RENOVATION in 2022 with added flex room, stainless steel appliances (2022), water heater (2022), and washer and dryer (2024). If you're interested in living in freedom, give us a call today to chat further!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000151 Days on yellowkey MLS ID: TB8481018
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Elementary School: Emma E. Booker Elementary
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
430 KUMQUAT CT #406, SARASOTA, FL 34236
$2,263,000519 Days on yellowkey MLS ID: A4640326
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2321 Built: 2026Monthly Fee: $1,343 Tax: $22,600 (2024)Community: Villa BalladaCondo
Taxes:$22,600
Elementary School: Alta Vista Elementary
Remarks: NOW MOVE-IN READY AND FINISHED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE AT VILLA BALLADA, located in Sarasota’s eclectic Rosemary District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Residence #406 features 4 bedrooms, 3.5 bathrooms, a west-facing covered sunset terrace off the living room, a wide-open foyer, a designer kitchen with a breakfast bar, and spacious dining and living rooms. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Reserve your private tour at our building TODAY to see units.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #212, SARASOTA, FL 34236
$1,150,00062 Days on yellowkey MLS ID: A4695129
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 2026Monthly Fee: $684 Tax: $11,188 (2025)Community: Villa BalladaCondo
Taxes:$11,188
Remarks: Now completed! Families are living the good life in Villa Ballada. The third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable for many with lifestyle all on one level. This spacious residence overlooks the pool with your own private terrace. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are key features in all 21 designs. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmer’s market. There’s also Whole Foods close by, the John Ringling Causeway, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. Experience Villa Ballada, as you won't be disappointed. Remember, we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $990,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon. Low HOA fee includes insurance, management fees, building maintenance, a manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
101 SUNSET DR #402, SARASOTA, FL 34236
$1,999,000163 Days on yellowkey MLS ID: A4680474
REDUCED by $226,000 (10.2%) on 05/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2179 Built: 1978 Tax: $19,046 (2025)Community: Lawrence Pointe ISpa: NoCondo
Taxes:$19,046
Remarks: Rare opportunity to own in the architecturally significant Lawrence Pointe community—>offering some of the lowest condo fees on Sarasota’s Downtown Bayfront. Finding a true three-bedroom, three-bath residence with direct Bayfront views at just $1,261.67/month in condo fees is virtually unheard of, making this an exceptional value for waterfront living. Even better, your Sarasota Bay views are protected, meaning you’ll never have to worry about future development obstructing what you see today. Designed by renowned Sarasota School of Architecture architect Tim Seibert, this spacious fourth-floor residence offers over 2,000 square feet of light-filled living space. The open floor plan is thoughtfully designed to capture tranquil bay views while still feeling comfortable for everyday living and effortless for entertaining. Inside, you’ll find a wet bar perfect for hosting, along with a dedicated office nook ideal for remote work or a quiet workspace. The third bedroom is currently set up as a flexible living area and can easily transition into a guest suite, den, media room, or home office depending on your needs. A generous utility room with full-size washer and dryer, laundry sink, and additional storage which adds a level of functionality that’s rarely found in condo living. This boutique waterfront community features a heated bayfront pool, secure entry, and covered parking, all just minutes from downtown Sarasota’s dining, shopping, arts, and marina district. You’re also just a short drive to Lido Key and St. Armands Circle, giving you the perfect balance of city convenience and coastal lifestyle. A timeless Bayfront residence in one of Sarasota’s most desirable and architecturally celebrated communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jomarie Alicea (941-807-2554)
3174 WINDRUSH #25, SARASOTA, FL 34235
$327,9009 Days on yellowkey MLS ID: TB8531019
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984 Tax: $3,999 (2025)Community: Windrush BourneSpa: NoVilla
Taxes:$3,999
Elementary School: Gocio Elementary
Remarks: Enjoy carefree Florida living in this turnkey-furnished 2-bedroom, 2-bath villa with a one-car garage, nestled in the desirable Windrush Bourne community of The Meadows. This bright, open home features soaring 14-foot ceilings, an updated kitchen with granite countertops, custom cabinetry, stainless steel appliances, remodeled bathrooms, and an enclosed lanai overlooking a peaceful lake. Residents enjoy two community pools and optional membership to The Meadows Golf & Country Club, featuring 54 holes of golf, tennis, pickleball, fitness facilities, dining, and miles of scenic walking and biking trails. Ideally located less than three miles from UTC, six miles from downtown Sarasota, and under ten miles from Lido Key and Siesta Key beaches, this villa offers the perfect blend of comfort, convenience, and low-maintenance living.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
5500 BENTGRASS DR #6-112, SARASOTA, FL 34235
$170,0001 Day on yellowkey MLS ID: A4701227
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $427 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Middle School: Brookside Middle
Remarks: Welcome to your own sweet retreat in the sought after gated community of Las Palmas! This charming one-bedroom, one and a half bath townhome is ideally situated just steps from the community's outstanding amenities. The spacious primary suite is located on the second level and features a walk-in closet and a private adjoining bathroom with tub/shower. The open concept floor plan flows seamlessly from the dining area through the kitchen and into the comfortable living room, creating a bright and welcoming space for everyday living and entertaining. Step outside to your screened lanai, where you can relax while enjoying peaceful greenbelt views with your favorite beverage- morning, noon or night. Las Palmas offers an exceptional lifestyle with resort style sparkling swimming pool, fitness center, lighted tennis and pickleball courts, barbecue grills, a business center, playground, a car wash station and a beautifully managed clubhouse. Boat storage may also be available for your watercraft, subject to space. The community is conveniently located near UTC Mall, immerse yourself at Mote Marine, premier shopping, dining and entertainment just minutes away. Nearby Nathan Benderson Park offers Youth & Adult Rowing Classes with Sarasota Crew and World Class events., a covered playground and year-round recreational activities. Sarasota-Bradenton International Airport (SRQ) is approximately 8.2 miles west on University Parkway, making travel quick and convenient. Don't miss this wonderful opportunity to own your home in a prime Sarasota location. Schedule your private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
301 QUAY COMMONS #1009, SARASOTA, FL 34236
$1,499,9992 Days on yellowkey MLS ID: A4700480
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1869 Built: 2023 Tax: $13,697 (2025)Community: Bayso Sarasota CondoSpa: YesCondo
Taxes:$13,697
Remarks: WELCOME to BAYSO Sarasota, perfectly positioned in The Quay Sarasota within Downtown Sarasota's coveted Waterfront District, one of Florida's most exciting luxury neighborhoods. As this vibrant destination continues to evolve with exceptional dining, waterfront attractions, luxury residences, and cultural experiences, ownership here offers the opportunity to be part of Sarasota's next iconic chapter. | BEAUTIFULLY curated and thoughtfully designed, this 2-bedroom + den, 3-bath residence offers 1,869 square feet of interior living complemented by a 254-square-foot private terrace. Perfectly positioned on the coveted 10th level with a desirable south-facing exposure, the home is filled with natural light while offering panoramic peek-a-boo views of Sarasota Bay by day and the sparkling lights of Downtown Sarasota by night. | EVERY detail reflects refined contemporary design. The den features York natural grasscloth wallcoverings, while the adjacent full bath showcases Cole & Son Palm Leaves wallcovering and floating shelves. Designer Thibaut wallcoverings enhance the guest bedroom and bath, complemented by floating shelves, Riva European Oak flooring in the guest bedroom and walk-in closet, and wood closet shelving. | THE chef's kitchen is appointed with Italian-crafted Italkraft cabinetry, contemporary brass hardware, polished Silestone quartz, an Island Stone matte glass mosaic backsplash, upgraded stainless-steel pull-out shelving, a Grohe gold faucet, beverage refrigerator with wine drawers, and three oversized designer glass pendants trimmed in gold. | THE great room is equally impressive with distinctive Belgian wallcoverings crafted from natural waterlilies, a dramatic sculptural European chandelier, and large-format 24" x 48" porcelain tile extending throughout the foyer, hallways, kitchen, and living areas. The primary suite offers Oak flooring, a charcoal designer accent wall, enhanced closet shelving, and a spa-inspired bath featuring Italian wallcoverings, upgraded pull-out cabinetry, and contemporary Grohe accessories. |ADDITIONAL upgrades include Hunter Douglas remote-controlled sun-filtering and room-darkening shades, Samsung Smart washer and dryer, matte glass mosaic laundry backsplash, laundry room osmosis water purification system, recessed media support boxes, dimmer switches throughout, and Fanimation ceiling fans in the bedrooms, den, and great room. | LIFE at BAYSO extends beyond the residence. The spectacular fifth-floor resort deck features a heated pool and spa, expansive sun terrace with chaise lounges, fire pit, outdoor grills, outdoor shower, lush landscaping, dog park, and dog washing station. The elegant Club Room is ideal for entertaining or enjoying resident wine tastings, card games, and community events. Additional amenities include a state-of-the-art fitness center, boardroom, private offices, 24-hour reception, and a secure building designed for effortless luxury living. | MORE than a residence, this is an invitation to experience Sarasota's premier waterfront lifestyle, where timeless design, exceptional amenities, and the energy of The Quay Sarasota come together in one extraordinary home. |PRIVATE showings available by appointment.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$375,0002 Days on yellowkey MLS ID: A4701279
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $373 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Taxes:$3,902
Remarks: Make this beautiful townhome your families paradise. Big and roomy, this end-unit townhome looks and feels brand new. Offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida Light and Bright Cabinetry! Take peace of mind and receive insurance discounts with an insulated storm rated front door and heavy gauge metal shutters! Inside, the stylish kitchen features granite countertops, Stainless Steel appliances, subway tile backsplash, a walk-in pantry, and more! Sparkling large ceramic tile fill the first floor and upper floor bathroom spaces. Energy efficient insulation blown in to the newer Roof, newer Hot Water Heater and newer HVAC system have all been well maintained and keep your home comfortable. Low E, energy efficient double pane, tinted windows keep your home cool in the summer and warm in the winter. Upstairs, spacious separate bedrooms and a flexible loft provide room to relax, work and unwind. Enjoy added privacy with poured concrete block construction and a concrete party wall. You'll appreciate everyday conveniences including a smart-home package, washer/dryer inside, one-car garage and two exterior parking spaces. The screen enclosed lanai open to the green belt is a wonderful private outdoor space to cookout, relax in the fresh air and enjoy Florida, . Residents enjoy a gorgeous resort-style pool, fitness center, dog park, playground and more. Minutes from Waterside Place, Lakewood Ranch, UTC, Downtown Sarasota, and the world renowned beaches! No CDD fees and low HOA dues make this gorgeous home a standout value! Call today to schedule a private tour and see for yourself! Restrictions for lender contribution apply.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Tonna Gruber (941-232-8950)
8144 STERNWAY RD, SARASOTA, FL 34240
$619,9992 Days on yellowkey MLS ID: A4700077
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $422 Tax: $7,340 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,340
Remarks: Why wait to build when you can move into this beautifully upgraded, better-than-new 2024 home in the highly sought-after LakeHouse Cove at Waterside? Thoughtfully enhanced well beyond builder grade, this meticulously maintained 3-bedroom, 2-bath residence offers the perfect blend of luxury, comfort, modern technology, and the vibrant Sarasota lifestyle. Designed for effortless Florida living, the bright open-concept floor plan features soaring ceilings, abundant natural light, and a chef-inspired kitchen with quartz countertops, stainless steel appliances, a gas range, generous cabinetry, and a large center island overlooking the spacious living and dining areas. The extended 12-foot covered lanai with a panoramic screen enclosure creates an exceptional outdoor living space with peaceful water views and seamless indoor-outdoor entertaining. A natural gas connection is already in place, making it easy to add the outdoor kitchen or grill you’ve always wanted. Thoughtful upgrades continue throughout the home, including smart ceiling fans in every room and on the lanai, TV-height electrical outlets with Cat6 wiring at every television location for a clean, modern entertainment setup, remote-controlled roller blinds in every bedroom, a dedicated 240V/60-amp garage connection ready for electric vehicle charging, a driveway security camera, and a video doorbell camera for added convenience and peace of mind. The private owner’s suite offers a spacious walk-in closet, dual vanities, and a beautifully appointed walk-in shower, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Life at LakeHouse Cove at Waterside extends far beyond your front door. Residents enjoy a spectacular lakefront clubhouse, resort-style pool and spa, state-of-the-art fitness center, pickleball and bocce courts, kayak launch and storage, scenic walking and biking trails, dog parks, and an active social calendar. Even better, you're just a short walk or golf cart ride to Waterside Place, where waterfront dining, boutique shopping, live music, a weekly farmers market, and year-round events create one of Sarasota's most desirable lifestyle destinations. Downtown Sarasota, UTC, SRQ Airport, and the area's award-winning Gulf beaches are all just a short drive away. Luxury, location, lifestyle—and all the premium upgrades are already done. This is a rare opportunity to own a truly move-in-ready home in one of Waterside's most desirable communities.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
3012 DESOTO RD, SARASOTA, FL 34234
$999,000193 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
Remarks: 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 Agent: Marilyn Kneafsey (941-373-0999)
1649 8TH ST, SARASOTA, FL 34236
$699,00063 Days on yellowkey MLS ID: A4695133
REDUCED by $26,000 (3.6%) on 07/21/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1820 Built: 1996 Tax: $4,092 (2025)Community: Petroutsa Brothers SubSpa: NoSingle Family
Taxes:$4,092
Middle School: None
Remarks: Virtually Staged. Welcome to the heart of Sarasota living in the desirable Gillespie Park neighborhood! This spacious 4-bedroom, 2-bath residence offers over 1,800 square feet of comfortable living space with an open floor plan, soaring ceilings, and durable tile flooring throughout. Built in 1996 and thoughtfully updated with a new AC system and new windows, the home combines modern efficiency with everyday functionality. The enclosed garage provides exceptional flexibility and can serve as a bonus room, home office, den, fitness space, or potential in-law suite opportunity. Step outside to your own private backyard sanctuary featuring a fully fenced yard—perfect for entertaining, gardening, pets, or simply enjoying Florida’s outdoor lifestyle. Located within Sarasota city limits, this property offers excellent short-term rental potential and places you just minutes from vibrant downtown Sarasota, world-renowned beaches, SRQ Airport, shopping, dining, arts, and entertainment. Residents of Gillespie Park enjoy access to the community’s beautiful 10-acre park featuring tennis courts, walking paths, a scenic pond, playground, and expansive green space. Whether you’re searching for a primary residence, investment property, or seasonal retreat, this home delivers the best of Sarasota living with location, versatility, and lifestyle all in one exceptional package.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,450,000149 Days on yellowkey MLS ID: A4684540
REDUCED by $50,000 (3.3%) on 07/02/2026
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
5201 STEVENS DR, SARASOTA, FL 34234
$600,000174 Days on yellowkey MLS ID: A4681358
REDUCED by $15,000 (2.4%) on 06/26/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2016 Built: 1958 Tax: $2,494 (2025)Community: Indian Beach EstatesSpa: NoSingle Family
Taxes:$2,494
Remarks: ENJOY THE BEST OF FLORIDA LIVING in this beautifully maintained mid-century modern home. Featuring 4 bedrooms, 2 1/2 bathrooms, an extended 1 car garage and over 2000 square feet of thoughtfully designed living space. This open floor plan offers a desirable split floor plan with two en-suite bedrooms, an updated kitchen, and large family room perfect for everyday living or entertaining. For additional peace of mind there is a NEW ROOF and IMPACT WINDOWS. Step outside on your lanai where you can create your outdoor oasis or enjoy the views of the oversized backyard. Located in Sapphire Shores, this home is minutes to University Town Center, SRQ airport, Ringling Museum, Downtown Sarasota, St. Armand’s Circle, Lido Beach and offers two bay front parks providing access for water activities and views. A perfect blend of comfort, space and location – this home truly delivers a lifestyle like no other.
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000255 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing Agent: Dennis Girard (941-809-0041)
5721 BENTGRASS DR #20-104, SARASOTA, FL 34235
$264,000174 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
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. FIANCING IS NOW AVAIABLE !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: Lisa Kroshus (941-303-3429)
4877 VILLAGE GARDENS DR #193, SARASOTA, FL 34234
$199,00042 Days on yellowkey MLS ID: A4696704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1982Monthly Fee: $530 Tax: $2,948 (2025)Community: Village Gardens Ph 3Spa: NoVilla
Taxes:$2,948
Remarks: Virtually Staged. Welcome to easy Sarasota living in the desirable Village Gardens community! This beautifully maintained two-bedroom, two-bath villa offers a combination of comfort, convenience and low-maintenance living in an unbeatable location. Go inside to discover soaring ceilings, abundant natural light, fresh interior paint, and new plush carpeting that create a bright and inviting atmosphere throughout. The spacious floor plan features an open living and dining area, while the in-unit washer and dryer provide everyday convenience. Enjoy your morning coffee or unwind in the evening on the covered and screened lanai, surrounded by lush, mature landscaping that enhances the peaceful setting. Hurricane-impact windows, with exception of the sliding glass doors, provide added protection and peace of mind, while your private covered carport offers convenient parking near your front door. Village Gardens residents enjoy an active lifestyle with exceptional amenities including a community pool, clubhouse, tennis and pickleball courts, and bocce ball. Best of all, exterior landscaping maintenance is included in the HOA fee, allowing you to spend more time enjoying everything Sarasota has to offer. Ideally just minutes from SRQ Airport, Ringling College of Art & Design, Indian Beach, downtown Sarasota, and the University Town Center (UTC) shopping and dining district, this villa places world-class beaches, cultural attractions, restaurants and entertainment within easy reach. Whether you're seeking a year-round residence, seasonal retreat or investment opportunity, this move-in ready villa is must-see. Schedule your private showing today and experience the charm and convenience of Village Gardens for yourself.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
1350 5TH STREET #106, SARASOTA, FL 34236
$529,00070 Days on yellowkey MLS ID: A4694230
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 2018 Tax: $4,748 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$4,748
Remarks: Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.
4084 GOLD DUST LN, SARASOTA, FL 34243
$339,000224 Days on yellowkey MLS ID: A4675771
REDUCED by $3,000 (0.9%) on 07/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! RED TAG SALE: $20k Your Way to use towards closing costs, special interest rates and upgrade options with the use of our preferred lender - Now through Sunday, August 2nd. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
2455 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$375,00056 Days on yellowkey MLS ID: A4695883
REDUCED by $3,000 (0.8%) on 07/28/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2021 Tax: $4,084 (2025)Community: Bay LandingTownhouse
Taxes:$4,084
Remarks: Price Improvement...Stunning 3-Bedroom, 2 1/2 Bath Home in Bay Landing, Sarasota! Welcome to this beautifully maintained residence in the sought-after Bay Landing community. Boasting elegant curb appeal with lush landscaping and a grand entrance, this 1,725 sq ft home offers three spacious bedrooms and modern comforts throughout. Inside, you'll find crown molding on the first floor, granite countertops in the gourmet kitchen, and ceiling fans in every room. The open-concept living areas are bright and inviting, with new carpet upstairs and a smart-feature-ready setup for modern living. The primary suite is a true retreat, while the epoxy-coated lanai provides the perfect spot to relax and enjoy sweeping views of the nature preserve right behind the home.Residents enjoy access to the community’s large heated pool and resort-style amenities. Ideally located near UTC, Mote Marine Laboratory, and major roadways, this move-in ready gem delivers the ultimate Florida lifestyle. Don’t miss your opportunity to call this beauty home!
Listing is courtesy of: MITCHELL REAL ESTATE (941-400-2662)
Listing Agent: Michael Mitchell, Llc (941-400-2662)
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