Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
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8055 SLIPWAY DR, SARASOTA, FL 34240
$885,000122 Days on yellowkey MLS ID: A4680223
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $393 Tax: $11,404 (2025)Community: Lakehouse Cove At WatersideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,404
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to the popular Halyard floor plan, thoughtfully designed with 2 bedrooms, a den, 2 bathrooms, and a 3-car tandem garage. Rich in custom detail, the home features shiplap accents, tray ceilings, and walk-in closets in both bedrooms, blending coastal elegance with everyday functionality. Bathed in natural light, the open-concept layout creates a bright and inviting atmosphere ideal for both daily living and entertaining. The spacious kitchen anchors the main living area with a large center island, abundant cabinetry, and a walk-in pantry, flowing seamlessly into the living and dining spaces. Enjoy effortless indoor-outdoor living with a south-facing pool and spa, expansive covered lanai, and peaceful water views that provide stunning sunset backdrops. The owner’s suite serves as a private retreat, highlighted by tranquil water views that offer a serene setting to begin and end each day. The outdoor living area is thoughtfully appointed with a built-in refrigerator, prep sink and counter space, and is plumbed for a gas grill, making it perfect for hosting or unwinding at home. Additional upgrades include custom shiplap detail, a water softener, and impact windows, enhancing safety and comfort throughout the residence. Located in Lakehouse Cove at Waterside, residents enjoy resort-style amenities including pickleball courts, dog parks, boathouse, clubhouse, resort pool, fitness center, and event lawn. All just a short stroll to Waterside Place, the hub of Lakewood Ranch, known for its dining, shopping, and vibrant community atmosphere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00095 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
3900 ROXANE BLVD #10A, SARASOTA, FL 34235
$180,00063 Days on yellowkey MLS ID: D6146777
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $756 (2025)Community: Strathmore Village GreenCondo
Taxes:$756
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. $180 000 A must see, beautiful first floor, move-in ready, totally renovated one bed/one bath, condominium. 55+ community complete with recreation center, regular senior living activities and heated swimming pool. HOA (only $472) takes care of the roof, all lawn maintenance, along with the building insurance, cable TV and water/sewer/trash, allowing you to focus on enjoying the sunshine. The assigned parking is few steps away, a big advantage with groceries. This building never had any kind of damage or water during hurricanes. You have solid block exterior walls. The house has a 3 years old AC (4.19.2023), water-proof luxury vinyl flooring throughout, 2 impact windows, totally renovated bathroom, new bathtub, new shower doors, new toilet and new built-in cabinet. The kitchen has also been upgraded with new countertops, stainless steel appliances, and tile backsplash. Stainless steel fridge and stove will stay. LOCATION, LOCATION, LOCATION. Only a couple of minutes from Bobby Jones golf course, 5 minutes away from shopping centers, 15 minutes from Lido Beach, 10 minutes from downtown Sarasota. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Art Museum, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the UTC Mall, a world class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
5647 SHEFFIELD GREENE CIR #29, SARASOTA, FL 34235
$299,999114 Days on yellowkey MLS ID: A4681514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1992 Tax: $2,053 (2025)Community: The MeadowsCondo
Taxes:$2,053
Remarks: First Floor Unit! Get ready for the ultimate Sarasota Lifestyle without the hassle. Enjoy peace and tranquility central to beaches, Nathan Benderson park, downtown, golf, shopping, restaurants, entertainment and more. This immaculate (first floor) well appointed 2 bedroom 2 Bath condominium is updated and ready for you complete with a new roof. This Abode offers an open spacious floor plan with dual open air patios, views and close proximity to the community pool. A work-in kitchen with a view lends itself to a dinning and living area perfect for you and your guest. You will love the spacious master bedroom with a walk-in closet and a convenient ensuite. A large guest room makes a great space for visitors or an office. Upgrades include a new community maintained roof, garage, tile, carpet, barn door, flooring, vanities, paint, kitchen and more. Plenty of storage with interior linen closets, laundry and a garage. Sheffield Greene is an active community with all the amenities on could desire. Enjoy included cable television golf, pickleball, swimming, tennis, community center, dinning, trails a state of the art exercise facility and more. Call today for a private showing.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Zachary Kaplan (941-321-6796)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,000132 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
2616 WATERFRONT CIR, SARASOTA, FL 34240
$1,274,00065 Days on yellowkey MLS ID: A4687928
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3416 Built: 2026Monthly Fee: $353 Tax: $2,479 (2025)Community: Monterey At Lakewood RanchSingle Family
Taxes:$2,479
Remarks: Under Construction. The Bearadise’s expansive open floor plan offers an exceptional blend of spaces for gathering and quiet retreats. An elegant foyer flows past a secondary bedroom with a walk-in closet and a shared full hall bath. The impressive great room is enhanced by a tray ceiling and access to the expansive covered lanai—perfect for entertaining or relaxing. Overlooking the casual dining area and great room, a well-equipped kitchen features a large center island with breakfast bar, ample counter and cabinet space, and a walk-in pantry. Highlighting the primary bedroom suite is a tray ceiling, a generous walk-in closet, and a luxurious primary bath showcasing a dual-sink vanity, a luxe shower, linen storage, and a private water closet. Adjacent to a versatile loft on the second floor are three secondary bedrooms featuring walk-in closets. Two of the bedrooms share a full hall bath, and one features a private bath. Future water views and a pool, spa, and convenient cabana bath complete this home. The kitchen layout is reimagined with an extended center island and additional storage. Modern open rail detail at the loft creates an airy second-level connection. Your upgraded primary bath features a luxe shower, freestanding tub, and dual-sink vanity. Schedule a visit today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,000137 Days on yellowkey MLS ID: A4678479
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $702 Tax: $2,970 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,970
Elementary School: Tuttle Elementary
Remarks: Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
5667 SHEFFIELD GREENE CIR #59, SARASOTA, FL 34235
$270,000235 Days on yellowkey MLS ID: A4667845
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1993 Tax: $2,098 (2024)Community: Sheffield GreeneCondo
Taxes:$2,098
Tax Year: 2024
Remarks: Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Christine Glassburn (941-545-5658)
2170 ROBINHOOD ST #C1406, SARASOTA, FL 34231
$1,095,000112 Days on yellowkey MLS ID: A4681719
0 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1465 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under Construction. Pre-construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This spacious three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and serene views overlooking the beautifully landscaped courtyard. A separate laundry room is one of the many thoughtful design elements enhancing everyday comfort. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 panel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
550 46TH ST, SARASOTA, FL 34234
$999,000221 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$374,900143 Days on yellowkey MLS ID: A4677541
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
130 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$3,800,000154 Days on yellowkey MLS ID: A4675644
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4335 Built: 2026 Tax: $18,800 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$18,800
Elementary School: Southside Elementary
Remarks: Pre-Construction. To be built. A rare new construction opportunity in one of Sarasota’s most iconic and walkable island neighborhoods. Located just steps from St. Armands Circle, this to-be-built luxury residence by Walsh Design & Build offers the chance to create a custom coastal home in the heart of one of Florida’s most sought-after destinations. The proposed residence features 4 bedrooms, 4.5 bathrooms, and approximately 4,335 square feet under air (5,650 total square feet), thoughtfully designed to embrace refined island living. Open-concept interiors, expansive living spaces, and abundant natural light create a seamless balance between sophistication and comfort, ideal for both everyday living and entertaining. Generously sized en-suite bedrooms and a private primary retreat provide flexibility for family, guests, or seasonal living. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, and galleries are just outside your door, while the sugar-white sands of Lido Beach are moments away by foot or bike. Downtown Sarasota’s cultural attractions, marina, and waterfront dining are a short drive over the Ringling Bridge, offering easy access to theaters, museums, and year-round events. Nearby destinations include the Sarasota Yacht Club, Longboat Key Club, and the area’s finest resorts, further enhancing the appeal of this exceptional address. Designed with Florida living in mind, the home plan allows for seamless indoor-outdoor living, with opportunities for a resort-style pool, covered lanai, and outdoor entertaining spaces. Here is your opportunity to collaborate with the builder, allowing buyers to tailor the residence to their personal vision and lifestyle. New construction opportunities of this scale and caliber in St. Armands are increasingly rare. Whether envisioned as a primary residence, seasonal retreat, or long-term investment, this offering presents a unique opportunity to build a home in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$272,500196 Days on yellowkey MLS ID: A4672260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
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