Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2813 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$390,00067 Days on yellowkey MLS ID: A4681734
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2022Monthly Fee: $171 Tax: $3,902 (2025)Community: Bay LandingTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,902
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Sellers preferred lender will contribute up to $5,000 towards qualified borrower’s closing cost or rate buy down. Price Improvement! Built in 2022, this end-unit townhome looks and feels brand new, offering a bright, open floor plan with tasteful improvements and beautiful light and bright Florida white 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: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
5124 HARPERS CROFT #7, SARASOTA, FL 34235
$245,00085 Days on yellowkey MLS ID: A4679022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1981 Tax: $2,613 (2025)Community: Harpers CroftCondo
Taxes:$2,613
Elementary School: Gocio Elementary
Middle School: Booker Middle
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)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,850,000182 Days on yellowkey MLS ID: A4667626
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Taxes:$3,873
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
3364 RAMBLEWOOD WAY #12, SARASOTA, FL 34237
$199,90063 Days on yellowkey MLS ID: A4682026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1003 Built: 1974 Tax: $1,412 (2025)Community: Ramblewood AcresSpa: NoCondo
Taxes:$1,412
Elementary School: Tuttle Elementary
Remarks: Welcome to this beautifully maintained villa in the gated community of Ramblewood Acres, ideally located in the heart of Sarasota. This residence offers 2 bedrooms, 2 bathrooms, and 1,003 SqFt of living space, along with two assigned parking spaces. The home features renovated bathrooms, an updated kitchen with modern finishes, and direct access to a screened-in patio perfect for relaxing or entertaining. Residents enjoy access to three community pools, tennis courts, a clubhouse, dog park, and playground areas — all within a secure, well-maintained setting. Conveniently located just 3 miles from Downtown Sarasota, this property offers comfort, amenities, and lifestyle in a highly accessible location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jason Coy Turner (205-612-4353)
4969 VILLAGE GARDENS DR #52, SARASOTA, FL 34234
$179,90076 Days on yellowkey MLS ID: A4679586
2 Days Off yellowkey (back on 3/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1981Monthly Fee: $530 Tax: $2,628 (2025)Community: Village GardensSpa: NoVilla
Taxes:$2,628
Elementary School: Emma E. Booker Elementary
Remarks: Nestled in the peaceful Sarasota villa community of Village Gardens, this charming 2-bedroom, 2-bath home offers a relaxed, maintenance-free lifestyle. The open, airy floor plan features vaulted ceilings and abundant windows that fill the home with natural light. Enjoy morning coffee or unwind in the evening on the covered enclosed lanai, a tranquil retreat surrounded by lush tropical landscaping and mature trees. Village Gardens offers an impressive array of resort-style amenities, including a clubhouse with library and game tables, a heated pool, pickleball and tennis courts, shuffleboard, and a shaded picnic area. A private storage shed provides space for bicycles or extras. High impact windows, doors and A/C 2021. The HOA covers exterior maintenance including roof, landscaping, and community amenities, offering true peace of mind. This inviting villa blends comfort, convenience, and a timeless 'Old Florida' feel, an exceptional opportunity to enjoy the Sarasota lifestyle. Ideally located just 3.5 miles from downtown Sarasota and minutes from Siesta Key, Lido Key, St. Armands Circle. and the Sarasota/Bradenton Airport, this home offers the best of both convenience and coastal living. You'll also be close to shopping options ranging from local boutiques to big-box retailers and the UTC Mall, plus Sarasota's renowned cultural attractions such as Marie Selby Botanical Gardens, the Ringling Museum and Van Wezel Performing Arts Center.
Listing Agent: Blair Schrock (970-666-1240)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$359,00068 Days on yellowkey MLS ID: A4681493
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Remarks: One or more photo(s) has been virtually staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
950 SUNRIDGE DR #G4, SARASOTA, FL 34234
$154,90036 Days on yellowkey MLS ID: A4685593
0 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1545 Built: 1983Monthly Fee: $565 Tax: $882 (2025)Community: SunridgeCondo
Taxes:$882
Remarks: TERRIFIC INVESTMENT OPPORTUNITY! Welcome to your next chapter at 950 Sunridge Drive, a charming three-bedroom home nestled in one of Sarasota's most conveniently located neighborhoods. This inviting residence offers a thoughtful layout with 1,545 square feet of well-designed living space, perfect for families, professionals, or anyone seeking the quintessential Florida lifestyle. Step inside to discover a home that balances comfort with functionality. The half bath on the main level adds everyday convenience, while the generous bedrooms provide ample room for rest and relaxation. Natural light fills the living areas, creating a warm and welcoming atmosphere that makes this house feel like home from the moment you walk through the door. Location is where this property truly shines. Situated just minutes from North Tamiami Trail, you'll enjoy effortless access to shopping, dining, and daily essentials. Walmart Neighborhood Market is barely a mile away, and public transit options are right around the corner with a bus stop just a short stroll from your front door. Families will appreciate the proximity to Team Success School of Excellence, while nature lovers can explore the nearby Community Garden at Bayou Oaks — a peaceful retreat for weekend mornings. Sarasota's world-renowned beaches, cultural attractions, and vibrant downtown scene are all within easy reach, making this home an ideal launchpad for everything the Gulf Coast has to offer. Don't let this opportunity pass you by — schedule your private showing today!
Listing is courtesy of: MICHAEL SIKORSKI & COMPANY (941-206-6000)
Listing Agent: Michael Sikorski (941-206-6000)
1551 N CONRAD AVE, SARASOTA, FL 34237
$354,90058 Days on yellowkey MLS ID: A4682799
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1095 Built: 1983 Tax: $3,668 (2025)Community: Poinsettia Park RevSingle Family
Taxes:$3,668
Remarks: One or more photo(s) has been virtually staged. Price Reduction of $5,000! Welcome to this beautifully updated Sarasota home located in a convenient and rapidly growing area just minutes from downtown. The home underwent a comprehensive renovation in 2016, including a new roof, updated HVAC system, and a fully remodeled interior. The current owner has maintained the property with great care since the renovation. Inside, the home offers a bright and open layout with modern finishes, updated kitchen cabinetry, stainless steel appliances, and durable flooring throughout. Large windows allow for abundant natural light, creating a comfortable and inviting living space that is truly move-in ready. Step outside to enjoy the fully fenced backyard, providing privacy and space for pets, outdoor entertaining, or simply relaxing in your own outdoor retreat. One of the standout advantages of this property is the flexibility it offers. With NO HOA restrictions, homeowners enjoy greater freedom and fewer ongoing costs. According to City of Sarasota zoning guidelines (buyer to verify), this area is also one of the few where 7-day rentals may be permitted, creating potential opportunities for short-term rental income or vacation home flexibility. The home is located in Flood Zone X, meaning lenders typically do not require flood insurance. Conveniently located near many of Sarasota’s most popular destinations: • Minutes from Ed Smith Stadium • 10 minutes to Downtown Sarasota & Bayfront Park • 10–15 minutes to St. Armands Circle for shopping and dining • 15 minutes to University Town Center (UTC) • 20 minutes to Lido Key Beach • 25 minutes to Siesta Key Beach Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home offers versatility and value in one of Sarasota’s most desirable locations. One or more photo(s) was virtually staged.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Julie Giancola (859-240-0728)
1630 SPRINGWELL LN, SARASOTA, FL 34240
$869,99022 Days on yellowkey MLS ID: TB8489656
1 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2025Monthly Fee: $283 Tax: $4,305 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$4,305
Remarks: One or more photo(s) has been virtually staged. This spectacular City Home embodies modern living while giving you breathtaking views of Kingfisher Lake and Waterside. This east facing town home will allow you to enjoy morning sunrises with lights flooding into your living and owners retreat. Enjoy morning coffee on your balcony overlooking a tranquil pond. Each bedroom has its own en suite bath with the master bathroom offering a Rainfall shower head in your oversized super shower. This modern city home has high impact hurricane windows for your peace of mind. The oversized attached 2 car garage provides extra storage space and versatility. Emerald landing offers a robust Amenity Center with Heated Lap pool, clubhouse, pickleball courts, fire pits, Enjoy maintenance free living, as all of your exterior landscaping, irrigation and exterior maintenance of city home will be handled by the HOA.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$199,000335 Days on yellowkey MLS ID: A4652341
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing Agent: Lenore Treiman (941-356-9642)
1543 N TUTTLE AVE, SARASOTA, FL 34237
$315,0007 Days on yellowkey MLS ID: TB8495422
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1387 Built: 1983 Tax: $1,876 (2025)Community: Oak Park Rev OfSingle Family
Taxes:$1,876
Remarks: Are you looking for your next investment project? Look no further you have found it here! Home needs a complete rehab perfect for investors looking to put in some sweat equity. Age of systems is unknown.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Ashley Gajdosz (813-300-7002)
2403 HICKORY AVE, SARASOTA, FL 34234
$425,0007 Days on yellowkey MLS ID: A4689265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,0007 Days on yellowkey MLS ID: A4689244
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
Remarks: Lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space-per builder's floorpan. This is one of the largest units in The Strand. Experience true 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 with positive cash-flow! 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)
3129 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,895,0007 Days on yellowkey MLS ID: A4689202
Bed: 3 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5742 Built: 2008Monthly Fee: $655 Tax: $32,512 (2025)Community: Founders ClubSpa: YesSingle Family
Taxes:$32,512
Remarks: Set along the 11th green within the private, guard-gated Founders Club, this custom residence by John Cannon Homes captures sweeping golf course, lake, and preserve views across a beautifully positioned .69-acre homesite. Spanning over 5,700 square feet, the two-level design is both elegant and highly livable, with soaring ceilings, detailed millwork, and a natural flow that supports both everyday comfort and large-scale entertaining. A gracious foyer introduces formal living and dining spaces, while the heart of the home opens to a spacious family room and chef’s kitchen featuring premium appliances, a Wolf gas cooktop, oversized island, walk-in pantry, and a sunlit breakfast area framed by aquarium glass overlooking the water and fairways. Walls of French doors create a seamless transition to the expansive screened lanai, where the pool and spa, outdoor kitchen, and covered living areas are surrounded by tranquil views—an ideal setting for quiet mornings or evening gatherings. The primary suite is thoughtfully designed as a private retreat, complete with a sitting area, custom office, dual boutique-style closets, and a spa-inspired bath with hydrotherapy tub, oversized shower, and dual water closets. Two additional guest suites are positioned in a separate wing for privacy. Upstairs, accessible by elevator or stairs, a generous bonus room with wet bar, fireplace, and full bath opens to a terrace with long, open views across the course—easily adaptable as a fourth bedroom or private guest quarters. Additional highlights include a wine cellar, butler’s pantry, travertine and hickory flooring, coffered ceilings, impact-rated openings, and a four-car garage. The Founders Club spans 700 acres of preserved natural beauty, offering a refined yet relaxed lifestyle with optional membership to its Robert Trent Jones Jr.–designed championship golf course, clubhouse, dining, fitness center, and tennis and pickleball amenities. A home defined by scale, setting, and architectural integrity—positioned within one of Sarasota’s most established private communities.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
4703 OAK HILL DR #4, SARASOTA, FL 34232
$279,000232 Days on yellowkey MLS ID: A4662864
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $3,795 (2024)Community: Village Oaks Sec CCondo
Taxes:$3,795
Remarks: Under contract-accepting backup offers. Ask your agent about getting a $5,000.00 closing credit – Set in the middle this community is minutes away from downtown and I-75 at a fraction of downtown prices. A Rare Sarasota Gem Discover the perfect blend of comfort, convenience, and natural beauty in this former model home, one of the largest in the sought-after Village Oaks community. This neighborhood is open to all buyers—not age-restricted—and offers an ideal location for families, professionals, and anyone seeking a peaceful retreat. Property Highlights: 2 Bedrooms + Bonus Den – Perfect for a home office, reading nook, or creative space 2 Full Baths – Private en-suite in the primary suite Open Living & Dining – Bright, airy spaces designed for entertaining Florida Room – Enjoy serene views and natural light year-round Rear Lake View – A tranquil backdrop for your daily life Exterior & Community: Towering live oaks create a shaded, park-like setting Private driveway and low-maintenance landscaping Quiet, walkable streets with a welcoming atmosphere Prime Sarasota Location: Live minutes from Downtown Sarasota, where world-class dining, boutique shopping, and cultural experiences await. Enjoy evenings at the Sarasota Opera House, concerts at Van Wezel Performing Arts Hall, or stroll through The Bay Park along the waterfront. Entertainment & Lifestyle Nearby Siesta Key Beach – a world famous destination and turquoise waters; Lido Beach-Next to St. Armands Circle boutiques and restaurants; Legacy Trail & Celery Fields – Perfect for biking, birdwatching, and nature walks Golf & Tennis Clubs – Multiple courses and fitness centers within 10 minutes Farmers Markets & Local Cafés – Fresh produce and artisan goods every weekend Upcoming Orchestra Hall Development – Adding even more vibrancy to Sarasota’s arts scene Equestrian and Old Florida Venues just east of I-75 UTC Area – Shopping, Dining & Entertainment Just a short drive away, University Town Center (UTC) offers an upscale shopping and dining experience with: The Mall at UTC – Designer brands, specialty shops, and department stores Fine Dining & Casual Eats – From steakhouses to trendy bistros and international cuisine Entertainment Venues – Bowling, movie theaters, and seasonal events Fitness & Wellness – Gyms, yoga studios, and spas for a healthy lifestyle Whether you’re seeking a peaceful sanctuary, a convenient base for work and play, or simply a stylish space to call home, this property delivers on all fronts. Please schedule your private showing today and experience the charm of Oak Hill Drive! Pickleball, tennis and pool great to meet new neighbors.
Listing is courtesy of: G2 INTERNATIONAL REALTY LLC (407-529-9886)
Listing Agent: Daniel Jittu (407-529-9886)
2424 51ST ST, SARASOTA, FL 34234
$749,000203 Days on yellowkey MLS ID: A4666163
REDUCED by $25,000 (3.2%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 1975 Tax: $4,902 (2025)Community: Desoto AcresSingle Family
Taxes:$4,902
Remarks: Under contract-accepting backup offers. Country style living in the city! No HOAs or CDDs. For those of us who want privacy or to be "off the grid" but still want the conveniences of being close to shopping, farmers markets and even SRQ airport, here is your chance! Plenty of room to build an additional structure for extended family or income producing. This newly renovated home includes a barn and sits on 2+ acres in historic DeSoto Acres. Located only 4.5 miles from I-75, the neighborhood is near UTC Mall, SRQ Airport, Siesta Key, Lido Beach and St. Armand’s, and Downtown Sarasota. This unique home offers the space and possibilities to grow your own fruits and vegetables and an opportunity for a home business. Make an appointment to see this unique home today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rigo Rivera (941-587-3767)
510 N OSPREY AVE, SARASOTA, FL 34236
$997,00055 Days on yellowkey MLS ID: A4682221
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1954 Tax: $6,459 (2025)Community: Inwood Park First AddSingle Family
Taxes:$6,459
Remarks: Price Improvement. Located in the desirable Gillespie Park neighborhood, this updated 3-bedroom, 2-bath home offers character, modern improvements, and exceptional proximity to downtown Sarasota. Approximately a 10-minute walk to Main Street, the property provides convenient access to restaurants, shopping, galleries, theaters, and the Sarasota Farmers Market. Inside, polished terrazzo floors add distinctive mid-century character. The updated kitchen features granite countertops and newer appliances and opens to a sitting area just off the kitchen, creating a flexible and functional layout. The home includes a newly constructed primary suite with a walk-in closet and en-suite bathroom. An additional space within the suite provides flexibility for a study, office, or sitting area, along with a dedicated laundry room. New windows enhance natural light and energy efficiency. Additional recent improvements include a newer air-conditioning system, new washer and dryer, and a new hot water heater. The private backyard features mature landscaping and a full irrigation system, offering space for outdoor living or entertaining. Conveniently located near Sarasota Bay, the John Ringling Bridge, Lido Beach, and The Bay Park, the property provides easy access to waterfront recreation, downtown Sarasota amenities, and area beaches. Move-in ready and well positioned within one of Sarasota’s most walkable neighborhoods. Property is equipped with audio and/or video surveillance. Buyer and buyer’s agent should be aware they may be recorded.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,0007 Days on yellowkey MLS ID: A4688996
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2927 Built: 2022Monthly Fee: $470 Tax: $3,914 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$3,914
Remarks: Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1173 MYRTLE ST, SARASOTA, FL 34234
$389,900189 Days on yellowkey MLS ID: TB8436061
REDUCED by $10,100 (2.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Remarks: ***SIGNIFICANT PRICE IMPROVEMENT!! Have peace of mind with an X-rated flood zone, no history of water damage, and all-new impact-resistant, hurricane-rated windows. Sun-filled living and income potential come together beautifully in this centrally located Sarasota home! This updated property offers a 3-bedroom, 2-bath layout featuring a private primary suite complete with a luxurious new bathroom and kitchenette — providing a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. The home offers great income potential if the suite is used as a separate 1-bedroom, 1-bath studio, ideal for high-demand rentals. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel — all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard — perfect for those who crave extra outdoor space. Whether you envision a private garden, a play area, or a space for the family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living — dive into vacation-style living with an expansive, oversized pool — perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset — all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
2485 WATERFRONT CIR, SARASOTA, FL 34240
$1,699,000171 Days on yellowkey MLS ID: A4669795
REDUCED by $30,000 (1.7%) on 04/08/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4682 Built: 2026Monthly Fee: $373 Tax: $2,675 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,675
Remarks: Under Construction. Expected completion February 2026. Take in the fresh air with this home's expanded lanai, plus pool, spa, and outdoor kitchen that enhance your outdoor living space. This beautifully crafted home offers 4,682 square feet, five bedrooms, five full baths, and one half bath. The striking two-story foyer offers sweeping views of the great room just beyond. A large center island in the kitchen overlooks the casual dining area and great room. As the centerpiece of the second floor, the generous loft space opens boundless opportunities for entertaining and relaxation. Discover what luxury living truly means and schedule a tour of this beautiful home.
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Brenee Solari, Llc (240-256-5955)
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