Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
5019 STEVENS DR, SARASOTA, FL 34234
$635,000113 Days on yellowkey MLS ID: A4683765
1 Days Off yellowkey (back on 6/13/2026)
REDUCED by $5,000 (0.8%) on 06/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,172
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. 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)
266 OAK HILL DR #34, SARASOTA, FL 34232
$285,0005 Days on yellowkey MLS ID: A4696620
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,638 (2025)Community: Village Oaks Sec AVilla
Taxes:$2,638
Elementary School: Gocio Elementary
Remarks: Welcome to this beautifully maintained 2BR/2BA villa with a private single-car garage, offering comfort, updates, and peace of mind in a prime Sarasota location. Major improvements have already been done, including impact windows and sliding glass doors (2025), a new A/C system (2025), new roof and gutters (2024), and water heater (2020), updated master bathroom making this home truly move-in ready with lower maintenance costs for years to come Located in a quiet, established community surrounded by mature oak trees and lush green space, this villa offers a relaxed Florida lifestyle just minutes from everything: Downtown Sarasota, I-75, UTC Mall, St. Armands Circle, and the world-famous Lido Key beaches. Residents enjoy resort-style amenities including a lakeside heated pool, tennis courts, and pickleball—perfect for staying active or socializing with neighbors in a friendly, well-kept neighborhood.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Julianna Kovacs (941-518-6485)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00029 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
8084 SLIPWAY DR, SARASOTA, FL 34240
$1,099,90050 Days on yellowkey MLS ID: A4690649
REDUCED by $25,100 (2.2%) on 06/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2411 Built: 2023Monthly Fee: $418 Tax: $11,375 (2025)Community: Lakehouse Cove At Waterside Ph 5Single Family
Taxes:$11,375
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: A truly RARE OPPORTUNITY in Lakehouse Cove! Thoughtfully designed and CUSTOM BUILT for maximum use of space, comfort and everyday functionality, this exceptional 4-BEDROOM, 2.5 BATH, 3 CAR GARAGE offers over 2400 square feet of living space on an OVER-SIZED LOT that backs to a gorgeous, permanent preserve/conservation area for privacy, beauty and serene natural views. Designed with both elegance and livability in mind, this home features extensive upgrades, including HURRICANE IMPACT WINDOWS, upgraded tile flooring throughout, tray ceilings, detail custom trim work and ceiling beams, built-in closet systems, a beautiful custom fireplace in the great room and a WHOLE-H0USE WATER FILTRATION SYSTEM. The gourmet kitchen is equally impressive, offering upgraded quartz countertops, a gas cooktop, built-in wall ovens with convection microwave and refined touches that make the space as functional as it is beautiful. A spacious primary suite overlooks serene preserve views, and offers a large walk in closet with custom built-ins and a spa-like primary bath. This flexible floor plan includes a LARGE 4TH BEDROOM or bonus room, creating versatility for guests, home office or media room. Every detail was thoughtfully considered to create a home that is spacious, elegant, comfortable and highly efficient. Professionally decorated throughout, all furnishings are negotiable with a turn-key furnished option, making this a rare and effortless move-in opportunity in one of Lakewood Ranch's most desirable waterfront communities. Residents of Lakehouse Cove enjoy a 7-acre waterfront amenity site that includes six pickleball courts, club house, state of the art fitness center, resort style pool, boat house and kayak launch, event lawn, two dog parks and more. Just a short stroll is the extended community of Waterside Place with vibrant restaurants, shopping and a weekly farmer's market and street festival.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000301 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
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)
3360 RAMBLEWOOD DR S #8, SARASOTA, FL 34237
$169,50030 Days on yellowkey MLS ID: A4693442
REDUCED by $5,400 (3.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1974Monthly Fee: $605 Tax: $631 (2025)Community: Ramblewood AcresCondo
Taxes:$631
Elementary School: Tuttle Elementary
Remarks: Price Reduction + Seller Incentive! The seller is now offering 6 months of HOA fees paid upfront, adding even more value to this charming property. Welcome to this clean and inviting 2-bedroom, 2-bath detached villa that offers the privacy and feel of a single-family home with the convenience of maintenance-free villa living. Located in the desirable southeast corner of Ramblewood Acres, this home features a private garden area and peaceful backyard retreat—ideal for relaxing, entertaining, or creating your own tropical oasis. Move-in ready and comfortable as-is, this property also presents an excellent opportunity for buyers looking to customize and renovate to match today's design trends and personal style. Residents of Ramblewood Acres enjoy a wide range of community amenities, including: Three swimming pools, Tennis courts, Playground and a Clubhouse with fitness facilities Even more exciting, a new dog park and pickleball courts are planned for the community! Outstanding Sarasota Location! Conveniently located just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and Sarasota Bradenton International Airport, this home offers the perfect blend of comfort, recreation, and convenience. Some photos have been virtually staged to help illustrate the home's possibilities and showcase its full potential.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kimberly B. Wolf (941-302-0034)
144 THORNE LN, SARASOTA, FL 34240
$610,3025 Days on yellowkey MLS ID: G5113706
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2557 Built: 2026Monthly Fee: $200 Tax: $9,024 (2025)Community: Lakewood RanchSingle Family
Taxes:$9,024
Remarks: Virtually Staged. Under Construction. The Pemberly Model – your dream home at Bungalow Walk, Lakewood Ranch, FL. This beautiful 4-bedroom, 2.5-bathroom bungalow offers a spacious 2,557 sq. ft. living area with a 2-car garage and a charming front porch. On the first floor, you'll find a generous Great Room, perfect for entertaining or relaxing with family, and a Dining Area ideal for hosting dinner parties. The Primary Bedroom provides a serene retreat with a walk-in closet and a private bath. The floor also features a Covered Patio for enjoying outdoor living in comfort and a conveniently located Laundry Room near the garage. Upstairs, the second floor boasts a versatile Loft space that can be used as a home office, play area, or additional lounge. There are three additional bedrooms, with Bedroom 2 and Bedroom 3 offering spacious accommodations with walk-in closets, and Bedroom 4 providing ample room for guests or a growing family. Living in this community comes with fantastic perks, including lawn maintenance to keep your yard pristine without the hassle, and access to a community pool and dog park for relaxation and socializing with neighbors and pets. Located in the heart of Tampa Bay and Sarasota, Bungalow Walk at Lakewood Ranch offers the best of both worlds – modern living and timeless design. Spanning approximately 31,000 acres in Manatee and Sarasota counties, this planned community provides access to everything you need. Discover the perfect blend of comfort and convenience at The Pemberly. Welcome home! SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
776 ANEGADA LN, SARASOTA, FL 34234
$794,1705 Days on yellowkey MLS ID: A4696936
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2201 Built: 2025Monthly Fee: $250 Tax: $4,506 (2025)Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$4,506
Remarks: Pool home in the sought after Gracewater Community right in the heart of Sarasota. Our Waters Edge home offers generous living space for the whole family to enjoy. With 4 bedrooms, 2.5 bathrooms there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and pool area add even more excitement to this already impressive home. Gracewater is a maintenance free, gated community minutes to downtown and beaches.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
1306 GRANTHAM DR, SARASOTA, FL 34234
$330,00058 Days on yellowkey MLS ID: N6143979
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $268 Tax: $2,949 (2025)Community: Bradford Manor TwnhmsTownhouse
Taxes:$2,949
Remarks: FREE home warranty included. Located in the gated community of Bradford Manor, this home offers a LOW HOA fee of $268 per month with NO CDD FEES, covering exterior maintenance, community pool, basic cable, high-speed fiber internet, and trash removal for easy, low maintenance living. Recent enhancements thoughtfully elevate the home, bringing added comfort, efficiency, and peace of mind, including a DuroMax Dual Fuel XP4850EH hook up generator that will be included with the purchase, a water softener system installed in the garage, a UV (UVC) air purification system for the HVAC, a Level 2 EV charging (240V) outlet in the garage, and beautifully upgraded quartz countertops in all bathrooms. Step inside to discover a bright, open concept layout enhanced by high ceilings throughout. The main living areas feature tile flooring and a seamless flow ideal for both everyday living and entertaining. The kitchen is equipped with granite countertops, wood cabinetry, and an oversized breakfast bar that opens to the living and dining spaces. A first floor half bath and two entryway storage closets add convenience, while the screened lanai and paved patio offer a private outdoor retreat with no rear neighbors. The second level offers a well-designed layout with all three bedrooms and a conveniently placed laundry area enhancing everyday functionality. The spacious primary suite features a generous walk in closet and an ensuite bath with dual sinks and a walk in shower. The guest bathroom is designed with functionality in mind, offering a split layout with a dual sink vanity separate from the shower and toilet area, allowing for simultaneous use and enhanced privacy. Additional highlights include a spacious one car garage that not only accommodates a vehicle but also provides valuable extra storage space for tools, beach gear, and seasonal items, hurricane shutters for added protection and peace of mind during storm season, and ample guest parking conveniently located throughout the community, making it easy to host family and friends. Perfectly positioned in a prime Sarasota location, this home is just minutes from downtown, University Parkway, UTC shopping and dining, Sarasota Airport, top rated schools, and the area’s renowned beaches, offering the ideal combination of convenience and lifestyle. This home is perfect for a first time homeowner or as a vacation property, offering low maintenance living, strong lock and leave convenience, and proximity to key amenities, making it easy to enjoy full time living or seasonal escapes with ease. Schedule your private showing today and experience all this home has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,90019 Days on yellowkey MLS ID: A4694305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$230,00050 Days on yellowkey MLS ID: C7525442
REDUCED by $8,000 (3.4%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. New roof in 2025 and AC was replaced in November 2023 by Veteran Air (last service was 01/22/2026), according to permits and heirs. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
1778 SPREADER LN, SARASOTA, FL 34240
$500,00014 Days on yellowkey MLS ID: A4694835
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1912 Built: 2023Monthly Fee: $235 Tax: $5,714 (2025)Community: Nautique At WatersideTownhouse
Taxes:$5,714
Remarks: Live the Lakewood Ranch lifestyle with a Sarasota address — just one mile from Waterside Place. Built in 2023, this light-filled end-unit townhome in Nautique at Waterside offers a smart two-story design with a two-car garage and a private screened lanai made for warm Florida evenings. The end-unit position brings extra natural light and added privacy you won't find in interior homes. The open-concept layout connects the kitchen, dining, and living areas into one easy, social space, complemented by a flexible den/office, half bath, walk-in pantry, and abundant storage. The primary suite offers a true retreat with dual vanities, a walk-in shower, and an oversized walk-in closet, while two additional bedrooms and a full laundry room give family and guests comfort and privacy. Hurricane-rated windows and doors provide year-round peace of mind — and potential insurance savings. Better still, the sellers have thoughtfully updated the home beyond builder-grade finishes, delivering a polished, move-in-ready feel from the moment you walk in. Nautique residents enjoy resort-style amenities including a community pool, pickleball courts, dog park, playground, and a dock on Kingfisher Lake — plus water taxi service straight to Waterside Place. Spend Saturday mornings at the farmers market, evenings at waterfront restaurants, and weekends exploring seasonal festivals and live events, all minutes from your front door. University Town Center's premier shopping and dining is just a short drive away. All of this sits within Lakewood Ranch, the nation's #1 best-selling master-planned community for eight consecutive years. With a low $235 monthly HOA covering amenities, yard care, and exterior maintenance, this is true lock-and-leave Florida living — newer construction quality without the wait or the builder upgrade bill. Schedule your private showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Brendan Sullivan (941-567-7552)
5110 MANORWOOD DR #3D, SARASOTA, FL 34235
$399,50065 Days on yellowkey MLS ID: TB8496957
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $25,000 (5.9%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2004 Tax: $3,168 (2025)Community: Grande Oaks PreserveSpa: YesCondo
Taxes:$3,168
Remarks: Under contract-accepting backup offers. Luxury Meets Practicality in a Private Preserve Setting. This spacious 3BR/3BA former model residence has been meticulously maintained and offers high-end living without the burden of home maintenance. Featuring elegant 10-foot ceilings and refined finishes throughout, the home is anchored by an enclosed lanai with tranquil views of a bird-filled preserve and pond. An efficient eat-in kitchen, full laundry room with utility sink, and abundant closet space deliver both style and functionality. Convenience is unmatched, with a nearly private elevator just steps from your door—seamlessly connecting your third-floor retreat to an enclosed garage with two dedicated parking spaces and climate-controlled storage. Embrace a true lifestyle upgrade. Enjoy a short stroll to the community’s tennis and pickleball courts, along with a resort-style pool and spa. Ideally located just minutes from Benderson Park and University Town Center, you’ll find Whole Foods Market, premier shopping, and a wide array of dining options at your fingertips. Cultural attractions like Asolo Repertory Theatre and the future home of the Sarasota Orchestra are just moments away. For travel, easy access to I-75 and proximity to Sarasota-Bradenton International Airport make getting in and out effortless. Built in 2005 to high standards, this well-managed community offers strong reserves and a solid financial foundation. Association fees cover water, sewer, exterior maintenance, landscaping, and amenities—ensuring a low-maintenance lifestyle with predictable costs. Whether you’re a full-time resident or seasonal owner, this property delivers luxury, convenience, and peace of mind—all at an exceptional value.
Listing is courtesy of: PARKS GROUP (941-920-4138)
Listing Agent: Brad Parks (941-920-4138)
5450 LONGWOOD RUN BLVD #202, SARASOTA, FL 34243
$178,85098 Days on yellowkey MLS ID: A4685859
REDUCED by $1,000 (0.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1994Monthly Fee: $434 Tax: $2,087 (2025)Community: Magnolia PlaceCondo
Taxes:$2,087
Remarks: Beautiful condo in a well-maintained community — perfect as a primary residence, seasonal home, or investment property. Location, location, location! Come see this spacious condo located in the heart of Sarasota. You are just 2.5 miles from University Town Center, I-75, shopping and dining. Sarasota Bradenton International Airport, downtown Sarasota, and beautiful Sarasota Bay are within 15 minutes. Longwood Park is only 0.4 miles away and here where you can enjoy dog-friendly areas, tennis and pickleball courts, basketball courts, baseball fields, a playground, gymnasium, a recreational building and more. This well-maintained condo offers two bedrooms and two bathrooms. An inviting open floor plan features a spacious great room, kitchen and dining area. Beautiful, engineered wood floors cover the entire condo. No carpet in this property! New water heater was installed in February 2026. You can enjoy scenic view from the covered and screened lanai. The community only has 16 condos. HOA fees cover your water/sewer, cable TV, interior/exterior pest control, exterior power washing/maintenance, irrigation/landscaping maintenance, as well as common area taxes and insurance.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Delia Valente (571-236-7245)
200 COCOANUT AVE #7, SARASOTA, FL 34236
$975,000162 Days on yellowkey MLS ID: A4676689
REDUCED by $175,000 (15.2%) on 06/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 1999Monthly Fee: $950 Tax: $11,146 (2025)Community: Library MewsSpa: NoTownhouse
Taxes:$11,146
Remarks: A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990336 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Tax Year: 2024
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
2444 STAR APPLE WAY, SARASOTA, FL 34240
$745,990238 Days on yellowkey MLS ID: A4669338
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3244 Built: 2025Monthly Fee: $290 Tax: $888 (2024)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$888
Remarks: Stunning Laurel 2 by Neal Communities in Windward at Lakewood Ranch! This spacious 3,244 sq. ft. home features 3 bedrooms, 3.5 baths, a den, and a spacious bonus room. The open-concept great room flows to a covered lanai with pocket sliding doors and an outdoor kitchen rough-in—perfect for entertaining. The gourmet kitchen offers Timberlake cabinets in Harbor finish, quartz countertops, a tile backsplash, and GE stainless appliances with a gas range. Designer details include wood-look tile flooring, impact windows, coastal stair railing, and a spa-inspired primary bath. Foam wall insulation, recessed lighting, and a pool pre-wire package add comfort and convenience. Enjoy resort-style amenities in Windward—two pools, fitness center, pickleball, tennis, and scenic trails—just minutes from UTC and Gulf beaches.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
290 COCOANUT AVE #601, SARASOTA, FL 34236
$3,270,000366 Days on yellowkey MLS ID: A4655024
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3270 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Remarks: Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.
Listing Agent: Steven Moore (401-767-7180)
733 TAILWIND PL, SARASOTA, FL 34240
$1,325,00041 Days on yellowkey MLS ID: A4692495
1 Days Off yellowkey (back on 6/12/2026)
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: Under contract-accepting backup offers. 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)
3522 FERNDELL, SARASOTA, FL 34235
$499,000103 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $153 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Remarks: Virtually Staged. Sarasota’s most beloved communities — Location! Location! Motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable split floorplan layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available.Photos have been virtually stages to illustrate the property's potential
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
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