Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
6282 BONAVENTURE CT, SARASOTA, FL 34243
$449,0005 Days on yellowkey MLS ID: TB8509376
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1987Monthly Fee: $73 Tax: $4,499 (2025)Community: Cedar CreekSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,499
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Stunning Updated Cedar Creek Home with Water Views! Schedule your showing today to see this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home located in the desirable Cedar Creek community. Situated on a spacious corner lot, this home offers an open floor plan and a fully fenced-in yard featuring a water view. The interior boasts high-end finishes, including vein-cut travertine floors, custom baseboards, and a master suite elevated by a teak beam. The kitchen and bathrooms were fully renovated in 2022 with new cabinets and modern toilets. The guest bath also features a jacuzzi tub and a custom glass shower door installed in 2023. Major System Updates: - Roof & Gutters: New for 2025 - HVAC (AC): New for 2024 - Water Heater: New for 2024 - Sprinkler System: New for 2024 - Appliances: Whirlpool Gold suite (2019) Conveniently located just minutes from the University Town Center Mall, Sarasota Beaches, and Downtown Sarasota, this move-in-ready home combines luxury with an unbeatable location. Key Features: - 3 Bedrooms | 2 Bathrooms | 2-Car Garage - Open floor plan with abundant natural light - Corner lot with water views and fenced yard - Extensive modern renovations throughout -5 zone mini splits allow each room to have it own temperature -hurricane windows 2023 Please use showtime for showing instructions.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Taryn Cash (727-641-4989)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000283 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Middle School: Booker Middle
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5019 STEVENS DR, SARASOTA, FL 34234
$640,00095 Days on yellowkey MLS ID: A4683765
REDUCED by $29,900 (4.5%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500143 Days on yellowkey MLS ID: A4676006
REDUCED by $24,500 (3.1%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2612 Built: 1990Monthly Fee: $196 Tax: $6,993 (2025)Community: The HighlandsSingle Family
Taxes:$6,993
Elementary School: Gocio Elementary
Remarks: Walk through the front gate and courtyard to discover refined Florida living in a beautifully updated 3 bedroom, 3 bath pool home located in the heart of The Meadows, a golf course community in Sarasota. This move in ready residence blends comfort, functionality, and lifestyle driven design, making it ideal for full time living or a seasonal retreat. Inside, the home offers a thoughtful layout with generous living spaces, an open concept dining room/living room combination with a peaceful and private view of the saltwater pool. Need to work from home? A spacious private office featuring sliders that open directly to the pool, perfect for today’s work from home lifestyle. An additional pool and game room with wine fridge and bar area creates an inviting space for entertaining guests, hosting game nights, or relaxing after a day at the beach. Recent updates elevate the home throughout, including a resurfaced saltwater pool with new lighting, a new dishwasher, new ceiling fans, updated bathroom vanities, and upgraded landscaping that enhances curb appeal and outdoor enjoyment. There is even a clean well irrigation system for ease of maintenance. The backyard is designed for easy Florida living, complete with a dedicated dog run and plenty of space to lounge, entertain, or soak up the sun. Located within The Meadows, residents enjoy a serene, established community known for mature landscaping, walking and biking trails, golf, and a central Sarasota location close to University Town Center, Nathan Benderson Park, shopping, dining, downtown Sarasota, and Gulf Coast beaches.
510 N OSPREY AVE, SARASOTA, FL 34236
$947,000100 Days on yellowkey MLS ID: A4682221
REDUCED by $50,000 (5.0%) on 04/24/2026
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
Elementary School: Alta Vista Elementary
Remarks: Downtown Sarasota Investment Opportunity! Updated Gillespie Park property with rare 7-day minimum rental flexibility, ADU potential, and strong investment appeal just minutes from downtown Sarasota, The Bay Park, St. Armands Circle, and Lido Beach. This updated home blends classic mid-century character with modern upgrades including terrazzo floors, renovated kitchen with granite countertops, newer appliances, flexible living spaces, and a newer primary suite addition with walk-in closet and private bath. The private backyard offers room for a future pool and possible accessory dwelling unit (ADU), subject to City approval, creating additional long-term value and rental potential. Recent updates include windows, HVAC, hot water heater, washer, and dryer for added move-in-ready convenience. Ideal as a primary residence, seasonal retreat, or income-producing Sarasota investment property in one of downtown’s most desirable neighborhoods. Buyer to verify all measurements, rental restrictions, zoning, ADU potential, and all property information. Property may have audio and/or video surveillance.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00040 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Remarks: Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
2570 WILD CHERRY PATH, SARASOTA, FL 34240
$875,0004 Days on yellowkey MLS ID: A4694710
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2022Monthly Fee: $307 Tax: $11,189 (2025)Community: Windward At Lakewood RanchSpa: YesSingle Family
Taxes:$11,189
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Better than new!!! This stunning 4-bedroom, 4-bathroom, almost 3,000 sq ft nestled within the coveted Windward community in the southern most neighborhood of Lakewood Ranch closest to the nation's #1 Beach, Siesta Key! This 2-story home has been transformed with nearly $270,000 in owner upgrades that new construction cannot match. From the moment you arrive, designer landscaping lines the exterior. Step inside and you'll find the home office and luxury vinyl plank flooring that runs throughout the entire home, not a single square foot of carpet. The primary bedroom is conveniently located on the main floor and features a beautifully updated tile bathroom and a custom walk-in closet with professional built-in organizers. The kitchen has a center island, gas stove, stainless steel appliances, backsplash and updated lighting, oversized walk-in pantry with custom built-in closet system and is attached to the laundry room. The upstairs features 3 more bedrooms including a guest suite, 2nd living room and storage closet. The heart of this home is the dream Outdoor Oasis, custom salt water heated pool, spa and outdoor kitchen creating a true backyard resort. Privacy screens have been added to the back to complete the private outdoor retreat. When hurricane season arrives, this home is ready: first-floor storm shutters, including a screened enclosure for the outdoor kitchen to store your outdoor furniture plus a whole-house generator. Two car attached garage with built in shelving and epoxy flooring. Discover the unparalleled lifestyle that Lakewood Ranch offers, the #1 best-selling master-planned community in the US. The Windward community offers 8 pickleball courts, tennis courts, resort style pool with lap lanes and separate zero entry pool along with a gym, studio, playground, community center for hosting events and nature trails. Just 3 miles to Waterside where you'll find shopping, restaurants and Sunday Farmer's market.
Listing Agent: Kate Howard (563-940-3383)
3441 BEEKMAN PL #40, SARASOTA, FL 34235
$275,000175 Days on yellowkey MLS ID: A4674297
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1990 Tax: $1,342 (2024)Community: Forty-Three West IiCondo
Taxes:$1,342
Tax Year: 2024
Remarks: Recently Reduced! Tucked away in a small, quiet community yet close to all the action near the UTC Mall—where shopping, restaurants, entertainment, and the new Mote Aquarium are right at your doorstep—this 2-bedroom, 2-bath villa offers the perfect blend of convenience and tranquility. Enjoy front and rear courtyards that create a private tropical paradise for outdoor living, complete with your own lemon tree loaded with fruit. Sliding glass doors to the courtyards from the kitchen, primary bedroom, second bedroom, and living room make these spaces feel like natural extensions of the living areas. Features include a NEW ROOF (2023), plantation shutters, and Hunter Douglas Vertiglide shades for carefree living. The primary suite has it's own private en suite bathroom and an oversized walk in closet. A built-in desk with shelving and a queen-sized Murphy bed in the second bedroom give this room the flexibility of an in-home office or guest space. Close the hall pocket door from the living room to convert this area into a private guest suite. The kitchen and bathrooms have been tastefully updated with beautiful countertops and vanities. A convenient laundry area is tucked behind louvered doors in the kitchen. An attached one-car garage with room for storage and a workbench, plus oversized closets throughout the home, provides more storage space than you would expect in a condo or villa. The friendly community offers a clubhouse, tennis and pickleball courts, and a sparkling pool just around the corner. This home checks all the boxes for enjoying the Florida lifestyle: an excellent location, inviting indoor-outdoor living areas, ample storage, great amenities, and bright, airy rooms made for relaxing. Come and see if this is the right place for you!
Listing is courtesy of: REALTY PLACE (941-212-2828)
Listing Agent: Barbara Beasley (941-724-4334)
1155 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,649,00046 Days on yellowkey MLS ID: A4689843
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2625 Built: 2017 Tax: $19,431 (2025)Community: Vue Sarasota BaySpa: NoCondo
Taxes:$19,431
Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
1817 6 TH ST, SARASOTA, FL 34236
$1,095,0008 Days on yellowkey MLS ID: A4694609
Bed: 8 Bath: 3.0 Liv Area Sq Ft: 2211 Built: 1932 Tax: $12,519 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$12,519
Remarks: Build your downtown Sarasota legacy on one of the largest and most strategically positioned parcels to come to market in Gillespie Park in years. This rare ±19,400 SF double lot (100' x 194') sits in the heart of one of Sarasota's most actively transforming neighborhoods, offering a blank canvas for contractors, custom builders, developers, and end users ready to capitalize on the city's most compelling infill corridor. DTN (Downtown Neighborhood) zoning allows for this ±0.45-acre site the potential to support approximately 5 residential units, a luxury single-family estate, a multi-generational compound, or a boutique townhome project (buyer to verify all uses with the City of Sarasota). The two combined lots create a 100-foot-wide buildable footprint that is extraordinarily rare at this proximity to downtown. Located in Flood Zone X, the property carries no mandatory flood insurance requirement and faces none of the elevation and construction cost burdens that affect so much of coastal Sarasota — a significant competitive advantage for any development pro forma. The site is clean and ready for permitting. Gillespie Park is not an emerging neighborhood — it has arrived. Adjacent to the Rosemary District (Sarasota's most walkable neighborhood with a Walk Score of 88), the area is surrounded by completed and ongoing new construction. Residents walk to Main Street dining, the Sarasota Farmers Market, Whole Foods, Sprouts, Regal Cinema, the Van Wezel Performing Arts Hall, and The Bay — Sarasota's transformative 53-acre waterfront park. Siesta Key Beach is approximately 20 minutes away. Opportunities to acquire nearly half an acre with this zoning flexibility, this location, and this lot dimension do not come along often. Whether you are a developer looking for your next high-margin project or a buyer ready to build a custom urban oasis, this is the site.
Listing Agent: Vincent Lamaida (941-416-5654)
1275 42ND ST, SARASOTA, FL 34234
$430,000207 Days on yellowkey MLS ID: A4670391
REDUCED by $10,000 (2.3%) on 05/27/2026
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
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)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50072 Days on yellowkey MLS ID: A4686671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Taxes:$2,746
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
1150 RUSSELL AVE, SARASOTA, FL 34232
$319,900255 Days on yellowkey MLS ID: O6344789
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1979 Tax: $3,183 (2024)Community: Coffman ManorSingle Family
Taxes:$3,183
Remarks: Charming 3-bedroom, 2-bathroom single-family home in the heart of Sarasota! With approximately 1,120 sq. ft. of living space, this well-maintained home offers a bright and inviting interior, perfect for comfortable everyday living. Enjoy the spacious yard on a 9,374 sq. ft. lot, ideal for outdoor gatherings and gardening. Conveniently located close to shopping, dining, schools, and the beautiful Gulf Coast beaches, this property combines small-town charm with easy access to city amenities. Don’t miss the opportunity to make this Sarasota gem your new home!
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$460,00023 Days on yellowkey MLS ID: A4689277
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
5521 CHANTECLAIRE #21, SARASOTA, FL 34235
$329,00090 Days on yellowkey MLS ID: A4684320
REDUCED by $10,500 (3.1%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $3,913 (2025)Community: ChanteclaireVilla
Taxes:$3,913
Remarks: WELCOME HOME TO AN AMAZING OPPORTUNITY to live in one of Sarasota's most established Golf and Country Club communities in this wonderful 3 BEDROOM, 2 BATH Bright and Spacious Villa nestled in the well- established Villas of Chanteclaire in The Meadows Golf and Country Club. This villa offers the new buyer exciting opportunities to creatively update the current floor---a wonderful opportunity to your personal taste or simply just enjoy the decor 'as is'. Enjoy discovering the best use the tiled sunroom, lined with windows overlooking the garden area! The Villas' Roof is less than two years old. NO CCD Fee. Enjoy many miles of trail to walk, hike or bike. Fun for all to choose from. Located a short drive to University Town Center and the commercial surrounding areas designed for shopping, entertainment, and recreational pastimes of your choosing. So much fun close by. Year-round entertainment indoors and outside for local residents and for visitors alike. Oh, and do experience the NEW World Class Mote Marine Seaquarium.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Jackie Woods (941-356-4093)
1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,0004 Days on yellowkey MLS ID: A4693623
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1982 Tax: $5,148 (2025)Community: Bay PlazaCondo
Taxes:$5,148
Remarks: One or more photo(s) has been virtually staged. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
5162 BOCA RATON AVE, SARASOTA, FL 34234
$109,000215 Days on yellowkey MLS ID: A4669539
REDUCED by $10,000 (8.4%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,678
Remarks: One or more photo(s) has been virtually staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00014 Days on yellowkey MLS ID: A4693884
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Remarks: One or more photo(s) has been virtually staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00037 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000190 Days on yellowkey MLS ID: A4672819
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Remarks: Under contract-accepting backup offers. FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
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