Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50073 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,746
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
6511 SILVERSTAR DR, SARASOTA, FL 34240
$360,00086 Days on yellowkey MLS ID: A4685176
REDUCED by $20,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1466 Built: 2024Monthly Fee: $222 Tax: $4,573 (2025)Community: Avanti At WatersideVilla
Taxes:$4,573
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to 6511 Silverstar Dr. This almost-new villa has been meticulously maintained and immensely improved. With very high-end appliances, finishes, and additions, this home is truly better than new and ready for you to step right in. Whether you are looking for a great open floor plan for full-time residence or the comfort of knowing that you can lock up and head north for half-the year, you'll appreciate the hurricane-rated windows, the built-in (and hardwired) electric fireplace, the beautiful ceiling fans, and the VERY specious kitchen! With a full office in addition to two spacious bedrooms, you'll have room for everyone! Wonderful flow from the front door to the back lanai and absolutely lovely outside space make this home one you definitely will want to move to the top of your list!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
5019 STEVENS DR, SARASOTA, FL 34234
$640,00096 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
Elementary School: Emma E. Booker Elementary
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)
575 S SPOONBILL DR, SARASOTA, FL 34236
$4,495,000107 Days on yellowkey MLS ID: A4682428
REDUCED by $100,000 (2.2%) on 05/01/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3900 Built: 2023Monthly Fee: $110 Tax: $42,103 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$42,103
Elementary School: Southside Elementary
Middle School: Pine View School
Remarks: Set within the prestigious island community of Bird Key, this furnished and newly completed custom-built residence (2023) delivers refined coastal living just minutes from Sarasota Bay, St. Armands Circle, and downtown Sarasota. Spanning nearly 4,000 square feet of interior space, the thoughtfully designed two-story layout offers four en-suite bedrooms, a library/media room, den, and 5½ baths, with a shaft in place for a future elevator. The great room serves as the heart of the contemporary home, showcasing European oak hardwood flooring throughout, soaring cathedral ceilings reaching over 21 feet, solid wood beams, and coffered architectural detail. A stone-encased fireplace anchors the space, while walls of impact-rated pocketing glass sliders open directly to the covered patio and outdoor living area, creating a seamless indoor-outdoor flow. Custom built-ins with wainscoting and illuminated display niches provide ideal space for art and decor. The kitchen is designed for both daily living and entertaining, featuring an oversized quartz waterfall island, custom cabinetry with under-cabinet lighting, tile backsplash, walk-in pantry, pot filler, and Wolf and Sub-Zero appliances. Adjacent dining area includes a built-in buffet and direct patio access for effortless hosting. The primary suite is located on the main level, offering pool views, extensive built-ins, and a spa-inspired bath with quartz surfaces, soaking tub, and a walk-in shower with multiple showerheads. A second en-suite bedroom on the first floor—currently used as a fitness room—adds flexibility, along with a dedicated den, laundry room, and a library/media room with custom built-ins and en-suite pool bath access. Upstairs, a spacious loft opens to a private balcony with glass railing, currently used as office space. Two additional guest bedroom suites occupy this level, including one with a walk-in closet. Outdoor living is complete with a fully equipped summer kitchen, covered dining area, stone accent wall, heated saltwater pool with PebbleTec finish, sun shelf, and raised spa. Additional highlights include EnergyStar insulated impact windows and doors, central vacuum, contemporary lighting, three-car garage with epoxy floors, and insulated garage doors. Bird Key offers a premier island lifestyle with proximity to marinas, beaches, and optional membership to the Bird Key Yacht Club. Enjoy quick access to Lido Beach, Longboat Key, and Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, world-class dining, and waterfront events—making this a standout opportunity in one of Sarasota’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
712 SIGSBEE LOOP, SARASOTA, FL 34240
$1,495,000119 Days on yellowkey MLS ID: A4680600
REDUCED by $55,000 (3.5%) on 05/24/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3207 Built: 2022Monthly Fee: $500 Tax: $19,411 (2025)Community: Shoreview/Lakewood Ranch WaterSingle Family
Taxes:$19,411
Remarks: One or more photo(s) has been virtually staged. LAKEFRONT ELEGANCE IN SHOREVIEW AT LAKEWOOD RANCH IN THIS 4 BEDROOM 3.5 BATH POOL HOME! HIGHLY COVETED LOT WITH LAKE AND PRESERVE VIEWS!!! This stunning home is nestled in Waterside, known for its lakeside charm, modern conveniences, & lively town center. Residents enjoy access to seven scenic lakes, perfect for kayaking, paddleboarding, or simply soaking in the sunset views. At the heart of the community is Waterside Place, a dynamic town center featuring waterfront dining, boutique shopping, a weekly farmers’ market, live music, & year-round events. Enjoy yoga on the lawn, cocktails by the lake, or an evening at The Players Centre for Performing Arts — all just a golf cart ride away. Waterside also offers exceptional amenities, including clubhouses, resort-style pools, fitness centers, tennis & pickleball courts, walking trails, & beautifully maintained parks. With a mix of natural beauty & urban energy, it’s a place where you can truly live, work, & play. Whether you’re looking for a vibrant social scene, peaceful nature views, or the perfect place to call home — Waterside has it all. This remarkable Camelot floor plan home, built in 2022, perfectly combines sophistication and contemporary style. Featuring four bedrooms, an office, & a spacious three-car garage, this property is stunning. From the moment you arrive, the impeccable curb appeal make a memorable first impression. Inside, soaring ceilings and an open layout create a bright & airy atmosphere. The expansive great room flows seamlessly into the dining area & an impressive chef’s kitchen equipped with premium appliances, quartz countertops, and an oversized center island. Triple sliding glass doors open completely, offering unobstructed views of the lake & extending your living space to the outdoors. The owner’s suite is a sanctuary of comfort, offering picturesque views of the shimmering pool & tranquil water beyond. It includes an walk-in closet, an extended shower, & a beautifully appointed finishes. The second bedroom is a private ensuite retreat, bathed in natural light for a warm ambiance. The third & fourth bedrooms share a well appointed bathroom & are perfectly positioned spaces. The spacious laundry room is thoughtfully designed, featuring a utility sink & additional storage. Just off the kitchen, a built in desk adds versatility, serving as the perfect spot for homework, planning or managing daily task. The outdoor area is ideal for entertaining, with a covered lanai & pool where you can take in the endless views. Additional upgrades such as hurricane shutters, epoxy garage floors, water softener & filtration system provide peace of mind. Life in Shoreview offers more than just a home; it delivers an exceptional lifestyle. Outdoor enthusiasts will appreciate the fire pits, barbecue grills, & multipurpose event lawn, while the dog park & lounging hammocks create spaces for relaxation. Perfectly positioned, this home is just 2 miles from downtown Lakewood Ranch & 3.5 miles from the UTC shopping & dining district. The vibrant attractions of downtown Sarasota, as well as the pristine shores of Siesta Key Beach, Lido Beach, & St. Armands Circle, are all just minutes away. This premier location also offers close proximity to excellent schools & Sarasota International Airport. Welcome to your home in Waterside— where lifestyle meets luxury in one of the most vibrant, sought-after communities in SW Florida.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Jay Travis, Pa (941-812-7277)
8023 SANDSTAR WAY, SARASOTA, FL 34240
$677,000137 Days on yellowkey MLS ID: A4678376
REDUCED by $72,900 (9.7%) on 05/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2019Monthly Fee: $371 Tax: $8,510 (2024)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$8,510
Tax Year: 2024
Remarks: HUGE PRICE REDUCTION!! This adorable home is now offered at a substantially improved price to allow future homeowners the opportunity to personalize this home and make it their own- just bring your paint brush and design ideas! This 2-bedroom plus den, 2-bath home Craftsman Style home, built in 2019, features a large great room with stone fireplace, tray ceilings with custom detail, and sliders to outdoor living area. The kitchen is the heart of this home, featuring large island, upgraded cabinets, extensive counterspace and a spacious dining area - perfect for entertaining or for comfortable everyday living. The private owner’s suite includes a spa like bath with dual sinks, a walk-in shower and a large walk-in closet. The charming second bedroom overlooks a welcoming front porch, while the den provides flexible space for an office or flex room. Step out to the spacious lanai overlooking a beautifully landscaped yard and tranquil pond. Both the lanai and owner’s suite enjoy peaceful water views. Thoughtful touches and quality finishes are found throughout the home. Living in Lakehouse Cove means enjoying a lifestyle beyond your home, with six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse and kayak launch, two dog parks, a community clubhouse, and fire pits where neighbors gather to enjoy stunning sunsets. Just a short stroll to Waterside Place, offering shopping, dining, a Sunday farmers market, and year-round events. This is a fantastic opportunity to purchase below market in one of Lakewood Ranch's premier neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
701 TYLER DR, SARASOTA, FL 34236
$5,795,000151 Days on yellowkey MLS ID: A4676329
REDUCED by $200,000 (3.3%) on 05/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing Agent: Mark J Baron, Llc (941-241-7633)
4305 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$774,500144 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
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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
430 KUMQUAT CT #406, SARASOTA, FL 34236
$2,263,000459 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 #404, SARASOTA, FL 34236
$1,195,0001139 Days on yellowkey MLS ID: A4567678
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1155 Built: 2026Monthly Fee: $646 Tax: $10,000 (2022)Community: Villa BalladaCondo
Taxes:$10,000
Tax Year: 2022
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. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #404 condo, there is a large 20 ft x 6 ft balcony facing west from the dining/living room to enjoy the sunsets. 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 architecture, the Location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
430 KUMQUAT CT #510, SARASOTA, FL 34236
$1,895,0001168 Days on yellowkey MLS ID: A4564386
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1745 Built: 2023Monthly Fee: $1,047 Tax: $15,950 (2022)Community: Villa BalladaCondo
Taxes:$15,950
Remarks: NEWLY COMPLETED NEW CONSTRUCTION - 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. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with a lifestyle all on one level. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are the main features in all 21 designs. Enjoy contemporary living in this #510 penthouse condominium with three bedrooms and three-and-a-half baths, AND west facing huge terrace overlooking courtyard pool. Additionally, the beautiful swimming pool/courtyard will 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 architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. New construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember, we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. Reserve your private tour to experience Rosemary District's latest contemporary walkable lifestyle!
800 N TAMIAMI TRL #604, SARASOTA, FL 34236
$455,000382 Days on yellowkey MLS ID: A4652403
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1070 Built: 2007Monthly Fee: $1,084 Tax: $4,844 (2024)Community: AlinariCondo
Taxes:$4,844
Remarks: Experience upscale living in Downtown Sarasota at The Alinari. Step into elevated downtown living with this beautifully updated 6th-floor residence at Alinari at Rosemary Place. This spacious 1-bedroom, 1.5-bath condo offers expansive city views and an abundance of natural light, with floor-to-ceiling sliding glass doors that open to a private balcony—perfect for morning coffee or evening sunsets. The open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The generously sized primary suite includes a walk-in closet and a spa-like en suite bath with a soaking tub and separate glass-enclosed shower. Additional highlights include stylish bamboo flooring, in-unit laundry, and a convenient powder room for guests. The Alinari is one of Sarasota’s premier full-service, pet-friendly buildings, offering an impressive array of resort-style amenities, including: 24-hour concierge and security, Heated resort-style swimming pool and spa, Expansive pool deck with cabanas and grilling areas, State-of-the-art fitness center with saunas, Massage room, Theater/media room, Library and reading room, Billiards room, Wine cellar, Conference room and business center, Clubroom/social lounge with catering kitchen, Bicycle storage, Guest suites for overnight visitors, Secure, climate-controlled storage, Gated, covered parking with electric vehicle charging stations, On-site management. Located just steps from the vibrant Rosemary District, Bayfront Park, and the Van Wezel Performing Arts Hall, you’ll also enjoy proximity to downtown’s top restaurants, boutique shopping, art galleries, and cultural attractions. Don’t miss this opportunity to live in luxury and convenience—schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000181 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
733 TAILWIND PL, SARASOTA, FL 34240
$1,325,00024 Days on yellowkey MLS ID: A4692495
REDUCED by $24,000 (1.8%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2376 Built: 2022Monthly Fee: $433 Tax: $15,703 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$15,703
Remarks: Welcome to 733 Tailwind Place, a beautifully upgraded residence in the sought-after community of Lakehouse Cove at Waterside, where refined design meets modern convenience. This exceptional home showcases an open, light-filled layout enhanced by elegant tray ceilings, custom stacked stone wall accents, and an electric fireplace that creates a warm and inviting living space. The gourmet kitchen is designed for both everyday living and entertaining, featuring quartz countertops, GE Profile appliances, a reverse osmosis system at the sink, and a stylish built-in wine bar. Throughout the home, plantation shutters, upgraded lighting and fans, app-controlled Lutron dimmers, and custom-built closet systems add both sophistication and functionality. The spacious owner’s suite offers two walk-in closets, dual vanities, and a beautifully designed walk-in shower. A split-bedroom floor plan provides ideal privacy for both guests and family members, while a den/office just off the living area adds flexibility for work or relaxation. The outdoor living area serves as a private oasis, perfect for year-round entertaining or quiet evenings at home. Enjoy unobstructed sunset views overlooking nature and a preserve from the panoramic screened lanai. The custom-built outdoor kitchen is equipped with a grill, sink, and wine fridge, while the sparkling saltwater pool features a spa, sun shelf, and built-in table with bench seating - perfect for playing cards or enjoying a casual meal. Designed for both comfort and peace of mind, the home includes a fenced backyard, hurricane-impact windows and doors, a comprehensive security system with exterior cameras, and Safehouse Security whole-home internet. The garage has also been thoughtfully upgraded with custom storage solutions and a mini-split air conditioner added in 2025. Additional enhancements completed within the last year include a whole-home gas generator, water softener system, sealed driveway and lanai pavers, upgraded landscaping with additional palm trees and decorative rock accents, as well as fresh exterior paint. This move-in-ready home seamlessly blends luxury upgrades with practical features and is offered furnished, with a few exclusions. Lakehouse Cove residents enjoy access to an impressive amenity center featuring a resort-style pool and hot tub, clubhouse, fitness center, kayak boathouse, pickleball and bocce ball courts, dog park, and event lawn. Just minutes away, Waterside Place offers some of the area’s best dining, shopping, entertainment, and its popular farmers market. Conveniently located near I-75, University Town Center, and Lakewood Ranch Main Street, the home is also just a short drive from the pristine beaches of Siesta Key, Lido Key, and Longboat Key.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$350,00055 Days on yellowkey MLS ID: A4688263
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Remarks: BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Experience elevated living in this exquisite penthouse residence sitting high amongst the Oak trees, ideally situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant University Town Center. This is a rare opportunity to own the only penthouse currently available in this exclusive, gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed. Schedule your private showing today.
Listing Agent: Tami Cashi (941-527-9088)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$460,00024 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)
3554 RECURVE CIR, SARASOTA, FL 34240
$1,675,00024 Days on yellowkey MLS ID: A4691847
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3561 Built: 2022Monthly Fee: $198 Tax: $13,160 (2025)Community: Hampton LakesSpa: YesSingle Family
Taxes:$13,160
Remarks: An exceptional estate tucked away in the peaceful Hampton Lakes community of Sarasota is waiting for its new owner! Situated on a breathtaking 3-acre homesite with a beautiful pond setting, this property offers the perfect balance of privacy, space, and modern convenience—just minutes from Waterside Place and the vibrant amenities of Lakewood Ranch. Enjoy daily encounters with Florida’s natural wildlife, creating a serene and ever-changing backdrop right in your own backyard. From the moment you arrive, the stately presence of the home with hurricane impact windows and doors and 3-car garage set the tone for what’s inside. Step through the double front doors into a light-filled foyer, where beautiful luxury vinyl flooring flows throughout the thoughtfully designed open floor plan. To the right, a sophisticated dining room showcases a tray ceiling, grasscloth wallpaper, and custom lighting—perfect for hosting elegant dinners. To the left, a private office with double doors offers a quiet workspace with serene front yard views. At the heart of the home, the gourmet kitchen is both stylish and functional, featuring light cabinetry, quartz countertops, a subway tile backsplash, double ovens, an induction cooktop, and an area that serves as a breakfast bar in the beautiful kitchen. Nearby, a spacious laundry room with an oversized mudroom and additional storage adds everyday convenience. Designed for seamless indoor-outdoor living, the main living areas are filled with natural light and open effortlessly to the lanai through sliding glass doors. Enjoy tranquil water views from nearly every angle, including the inviting living room with an aquarium window. The expansive bonus room at the rear of the home offers endless possibilities, complete with high ceilings and pocketing sliders that fully open to the outdoor living space—ideal for entertaining or relaxing. Step outside to your private retreat, where the pool/spa and lanai overlook the picturesque pond and surrounding nature, offering a peaceful setting for gatherings or quiet evenings at home. The outdoor kitchen was newly installed in 2025 with a new TV (2025) to enjoy while being in the Spa! The luxurious primary suite is a true escape, featuring a tray ceiling, custom closets, and a spa-inspired bathroom with quartz countertops, dual vanities, and generous storage. Three additional bedrooms provide comfort and privacy for family and guests alike. This is more than a home—it’s a lifestyle. Experience the perfect blend of space, elegance, and tranquility at 3554 Recurve Circle.
Listing Agent: Sheryl Vanduren (720-384-4884)
1097 WILLIS AVE, SARASOTA, FL 34232
$434,90081 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.2%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: One or more photo(s) has been virtually staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing Agent: Rachel Tritschler (941-993-5892)
1408 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,895,000206 Days on yellowkey MLS ID: A4669875
REDUCED by $55,000 (2.8%) on 05/02/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4003 Built: 2016Monthly Fee: $100 Tax: $6,926 (2024)Community: Bern Creek The Ranches AtSpa: NoSingle Family
Taxes:$6,926
Remarks: Welcome to this 2016 custom-built modern farmhouse set on over 5 peaceful acres, offering the perfect blend of refined design and relaxed country living. Surrounded by natural beauty and frequent wildlife sightings, this private Sarasota retreat features 4 bedrooms, 4 baths, and thoughtfully crafted spaces throughout. A grand entry through Therma Tru double doors leads to an inviting foyer and a spacious great room with soaring ceilings and abundant natural light. The chef’s kitchen is a standout with gas cooktop, pot filler, oversized quartz island, custom B&B shaker cabinetry, reverse osmosis system, pantry, and built-in features. The dining area centers around a beautiful gas stone fireplace for warm, elegant gatherings. A dedicated office/media room with double doors and a versatile loft offer ideal spaces for work, entertainment, or relaxation. The primary suite includes French doors to the pool area, a luxurious bath with double vanity, and a private water closet. This split plan provides two additional bedrooms and a full bath downstairs, while the upstairs includes a spacious loft and a large fourth bedroom/bonus room for added privacy and flexibility. A well-appointed laundry room and full pool bath add convenience. Stylish polished concrete floors run throughout the home, blending modern design with rustic warmth. Property features include hurricane-impact windows and sliders, a 10-foot-plus two-car garage suitable for a lift, three AC units, whole-house generator, water softener, tankless water heater (NR980D), operational well, septic system with 1,350-gallon tank and 84 sq. ft. drain field, and a 500-gallon buried propane tank. Outdoor living is exceptional with a sparkling saltwater pool, expansive paver deck, covered patio, and plumbing in place for an outdoor kitchen. The acreage offers ample room for an additional structure or barn, making it suitable for a homestead, equestrian use, or quiet nature retreat. Enjoy peaceful mornings and sunsets on the charming covered front porch, and experience the serenity of this one-of-a-kind Sarasota property.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Dyrk Dahl (941-320-7373)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00068 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: One or more photo(s) has been virtually staged. Panoramic Lake View and Sunset Skies-Luxury Living Redefined Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.