Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1104 WATERLINE CT, SARASOTA, FL 34240
$945,00059 Days on yellowkey MLS ID: A4689875
REDUCED by $29,500 (3.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $422 Tax: $2,785 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,785
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Expansive WATER VIEWS from the spacious lanai set the tone for this beautifully designed home in Lakehouse Cove at Waterside, ideally positioned along the expansive, private setting of Lake Ibis and close to scenic walking trails. From the moment you arrive, the welcoming FRONT PORCH and clean architectural lines create a warm, polished first impression. Inside, natural light fills the home, highlighting MARBLE-LOOK PLANK TILE FLOORING throughout—no carpet anywhere—and creating a seamless, luxurious living environment. The open-concept design offers effortless flow, anchored by a stunning GOURMET KITCHEN featuring upgraded quartz countertops with full-height quartz backsplash, wall oven (convection) and microwave, expanded cabinetry, wine bar area with refrigerator, roll-out shelves in cabients and a spacious walk-in pantry with wood shelving, and a large center island ideal for gathering and entertaining. The living and dining areas are thoughtfully oriented to capture the home’s sweeping water views, enhancing the BRIGHT AND AIRY feel throughout. The primary suite provides a peaceful retreat with a generous walk-in closet and a beautifully appointed bath with dual vanities and a spacious walk-in shower. A well-appointed guest bedroom and a second full bath extends comfort and privacy, while details like wood shelving in all closets and pantry add both quality and function. The large FLEX ROOM WITH GLASS DOORS can be used as a den, office, exercise or hobby room. Most rooms have PLANTATION SHUTTERS and ceiling fans. Step outside and experience true indoor-outdoor living. The screened EAST-FACING lanai showcases a BEAUTIFUL SALT WATER POOL AND SPA set against a backdrop of wide, uninterrupted lake views across Lake Ibis—offering a sense of openness, privacy, and calm that is hard to find. The pre-plumbed area for an outdoor kitchen is ready for you to customize the outdoor space exactly the way you want it. Additional highlights include a spacious laundry room with utility sink and extra cabinetry, security system, along with a highly-valued 3-CAR TANDEM GARAGE (2 car garage with expanded storage area) providing flexibility for storage, hobbies, or a golf cart. HURRICANE IMPACT WINDOWS AND DOORS. Internet access and LAWN AND LANDSCAPE MAINTENANCE included in HOA Fee. Residents of Lakehouse Cove enjoy a lakeside clubhouse, resort-style pool and spa, fitness center, pickleball courts, dog parks, scenic walking trails, and water taxi access to Waterside Place for dining, shopping, and events—all just minutes from UTC, Lakewood Ranch Main Street, Sarasota Polo Club, and the Gulf beaches. Open. Light-filled. Exceptional views. A beautifully designed home centered around space, comfort, and effortless Florida living.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
7221 SUTTON LN, SARASOTA, FL 34240
$545,00075 Days on yellowkey MLS ID: A4688964
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1757 Built: 2024Monthly Fee: $264 Tax: $7,433 (2025)Community: Emerald Lndg/WatersideTownhouse
Taxes:$7,433
Remarks: Better than new and beautifully upgraded, this stunning townhouse offers the perfect blend of style, comfort, and location. Featuring wide-open living spaces and sophisticated designer finishes throughout, this home is truly moved-in ready. The gourmet kitchen is the heart of the home, showcasing elegant quartz countertops, solid wood white cabinetry, stainless steel appliances, and a butler’s pantry complete with a wine refrigerator. Beachwood laminate flooring flows throughout the main living areas, complemented by custom wood accent walls that add warmth and character. The two and a half garage is fully finished and thoughtfully designed with custom built-in cabinets and benches for added storage and functionality. Upstairs, the spacious Owner’s Retreat features an expansive and natural light walk-in closet and a spa-inspired bathroom with a luxurious Super Shower. A versatile loft and two additional bedrooms with walking closets provide flexible space for guests. Emera Landing offers resort-style living with amenities including a lakeside pool, fire pit, pickleball courts, and a waterfront dog park. Ideally located near the vibrant Waterside Place in Lakewood Ranch, you’ll love morning walks by the water, coffee at local cafés, boutique shopping, and year-round events; all just minutes from your doorstep.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,000100 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000111 Days on yellowkey MLS ID: TB8481018
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Elementary School: Emma E. Booker Elementary
Remarks: Price plummets, value increases. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,000142 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. HOA INCLUDES exterior maintenance, water, sewer, cable, and amenities This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
5836 HELEN WAY, SARASOTA, FL 34243
$500,0009 Days on yellowkey MLS ID: A4694666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990Monthly Fee: $67 Tax: $756 (2025)Community: Cedar CreekSingle Family
Taxes:$756
Remarks: POND VIEWS • SALTWATER POOL • NO CDD • LOW HOA Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Cedar Creek community of North Sarasota. Offering 2,043 sq. ft. of living space, this home combines comfort, functionality, and the Florida lifestyle buyers are looking for. Step inside to find an open-concept floor plan with vaulted ceilings, abundant natural light, and ceramic and porcelain tile flooring throughout. The spacious living and dining areas flow seamlessly into the family room, featuring a stunning stone wood-burning fireplace and custom built-in shelving. The kitchen is designed for both everyday living and entertaining, featuring shaker-style cabinetry, granite countertops, a center island, a pass-through window to the lanai, and a newer dark stainless-steel gas range. The spacious primary suite offers a custom walk-in closet and sliding glass doors leading directly to the lanai and pool area. All bedrooms feature walk-in closets, providing ample storage space. Enjoy year-round outdoor living in your private screened saltwater pool overlooking peaceful pond views. The large covered lanai is the perfect place to relax, entertain, or enjoy Florida's beautiful weather. The pool enclosure screen was replaced in 2024. Major updates provide peace of mind, including a new roof (2021), A/C (2022), and water heater (2022). Additional features include hurricane shutters, a 2-car garage, and an oversized 11,000+ sq. ft. lot. With a low HOA of just $200 per quarter and no CDD fees, this home offers exceptional value. Conveniently located approximately 4 miles from UTC Mall, Nathan Benderson Park, shopping, dining, and entertainment, with easy access to Sarasota's world-famous beaches. Don't miss this opportunity to own a move-in-ready home with a private pool, water views, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
2480 ALAMEDA AVE, SARASOTA, FL 34234
$1,450,00017 Days on yellowkey MLS ID: A4695803
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2421 Built: 1960 Tax: $8,192 (2025)Community: Sarasota Bay ParkSpa: NoSingle Family
Taxes:$8,192
Elementary School: Gocio Elementary
Remarks: Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Catherine Aganmayo (612-910-9915)
1750 BENJAMIN FRANKLIN DR #5F, SARASOTA, FL 34236
$850,00017 Days on yellowkey MLS ID: A4693130
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1781 Built: 1970 Tax: $8,633 (2025)Community: Key Tower SouthCondo
Taxes:$8,633
Remarks: Experience the best of beachfront living at Key Tower South on Lido Beach. The expansive beach views are nothing short of spectacular from the moment you enter the lobby. As your guests enter this spacious 1,781-square-foot residence, their first impression will be the lovely hospitality bar in the large foyer area. This well-appointed unit features a large open living and dining area bordered by a 23 foot long sunroom. * * * There are two generous bedrooms plus a versatile den with a built-in Murphy bed concealed within attractive custom wood cabinetry. Large travertine stone tile flooring flows throughout the main living areas, while the primary suite offers brand-new carpeting, two large walk-in closets, a dual sink vanity, a comfort-height toilet, a walk-in shower and its own private sunroom. Abundant storage throughout the entire residence adds to its everyday convenience and the recessed lighting creates a contemporary feel. The kitchen is well laid out with lots of counter space and areas for admirers or critics to pull up a bar stool and watch the chef work their magic. * * * Enjoy the peaceful eastern exposure on the private terraces off both the living room and primary bedroom, providing inviting sunlit spaces to relax and take in views of the Sarasota skyline, which sparkles beautifully after sunset. One of the home's two air-conditioning systems is brand new and the other was installed in 2022. * * * Key Tower South has undergone extensive renovations, including a complete transformation of the lobby and common areas in 2025. The building also features its own perimeter hurricane and storm-surge protection system for added peace of mind. Residents enjoy 220 feet of private Gulf-front beach, direct beach access, a heated beachfront pool, expansive sun deck, fitness center, saunas, library, bike storage, and on-site management. This exceptional residence offers the comfort, convenience, and lifestyle that make Lido Beach one of Sarasota's most desirable waterfront destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$425,00017 Days on yellowkey MLS ID: A4695432
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Monthly Fee: $250 Tax: $4,580 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Taxes:$4,580
Remarks: Welcome to 3092 Via Sienna Circle, a light, bright, and beautifully designed end unit townhome in the gated community of Sienna Park at University. With 3 bedrooms, 2.5 baths, a 2-car garage, 2 separate living spaces, and peaceful permanent conservation views, this home offers the space, privacy, and feel of a single family home with the low-maintenance convenience of townhome living. From the moment you arrive, you will notice the extra breathing room this end unit provides. The pavered driveway easily fits up to 4 cars, and guest parking is conveniently located right across the street. Inside, the home feels open and inviting, with natural light pouring in and private views that make you forget you are in a townhome. The well-appointed kitchen is both beautiful and functional, featuring plenty of workspace, great storage, and a huge Costco-sized pantry that everyone dreams about. The layout offers flexibility for everyday living, entertaining, working from home, or creating separate spaces for relaxing and gathering. Upstairs, all 3 bedrooms are generously sized and feature large walk-in closets, giving everyone the storage they need. The spacious laundry room adds even more convenience, while the epoxy-coated garage floor gives the garage a clean, finished feel. Sienna Park at University is a quaint, gated community with a community pool and a charming neighborhood feel. The location is hard to beat, just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, entertainment, and some of Florida’s most beautiful world-class beaches. If you have been looking for a townhome that truly lives more like a single family home, with privacy, space, storage, and an unbeatable Sarasota location, this is the one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Jennifer Young (484-560-0809)
5655 BENTGRASS DR #9-116, SARASOTA, FL 34235
$299,00050 Days on yellowkey MLS ID: A4691878
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $3,278 (2025)Community: Las Palmas Of SarasotaTownhouse
Taxes:$3,278
Remarks: One of the most spectacular renovations in all of Las Palmas is now available. This unit has been meticulously and professionally redone in 2024; designed to appeal to the discerning buyer. Beautiful tile floors throughout greet you when you first enter this three-story townhouse. Up one flight of stairs brings you to the heart of the home. A beautiful and tasteful kitchen with solid wood cabinets, granite counter tops, stainless appliances and a tile backsplash. The kitchen has an open feel and flows seamlessly into the family room. A generous dining area completes this special space. From the family room, you can step out onto your private balcony, recently sealed and rescreened with screening meant to keep out the bugs. The view of the serene lake is a sight to behold. On this level there is also a bedroom, and full bath which underwent a total renovation. Up another flight of stairs brings you to the main bedroom, with a spa like renovated main bathroom and walk in closet. Another bedroom on this level can be utilized with endless possibilities. The closet contains custom shelving. The washer and dryer are also on this level making laundry day a breeze. All the doors have been replaced and repainted, all the railings have been repainted as well. Add these to the total interior painting and this wonderful unit is move in ready. A private one car garage, new impact windows on the third floor and a NEW ROOF make this unit a must see. Come live the dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00058 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
630 CORWOOD DR, SARASOTA, FL 34234
$799,00062 Days on yellowkey MLS ID: A4690643
REDUCED by $25,500 (3.1%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Remarks: Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00035 Days on yellowkey MLS ID: A4693884
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
1079 WATERLINE CT, SARASOTA, FL 34240
$599,0009 Days on yellowkey MLS ID: A4696172
0 Days Off yellowkey (back on 6/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $397 Tax: $7,154 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,154
Remarks: Under contract-accepting backup offers. Nearly new and beautifully upgraded, this exceptional Tiller floor plan is nestled within the upscale and highly sought-after LakeHouse Cove at Waterside, one of the premier neighborhoods in Lakewood Ranch. Thoughtfully designed and impeccably maintained, this residence offers three bedrooms, two bathrooms, and a two-car garage with professionally finished flooring, all positioned on a desirable preserve homesite that provides a peaceful backdrop and enhanced privacy. From the moment you enter, the home's elevated design and attention to detail are evident. Elegant tile flooring extends throughout the entire residence, creating a seamless and sophisticated look. The open-concept layout is enhanced by custom built-in cabinetry, a striking feature wall, designer wallpaper, upgraded light fixtures, stylish ceiling fans, and custom window coverings that add warmth, character, and refinement to every room. At the heart of the home, the kitchen is both functional and beautiful, featuring an upgraded designer backsplash, abundant cabinetry, and a spacious island that overlooks the dining area and great room, making it ideal for entertaining and everyday living. Sliding glass doors open to the screened lanai where tranquil preserve views create a serene outdoor setting perfect for morning coffee or evening relaxation. Additional upgrades include a whole-house water purification system, providing enhanced comfort and peace of mind. Every detail has been carefully selected to create a move-in-ready residence that blends luxury with everyday convenience. Residents of LakeHouse Cove enjoy an exceptional lifestyle surrounded by stunning natural beauty and world-class amenities. The community features a resort-style pool and spa, state-of-the-art fitness center, elegant clubhouse, pickleball courts, kayak launch, boathouse, scenic walking trails, and vibrant social activities. Just a short stroll from Waterside Place and minutes from Lakewood Ranch Main Street, University Town Center, downtown Sarasota, and the area's renowned Gulf Coast beaches, the location offers unparalleled access to shopping, dining, entertainment, and recreation. This is an outstanding opportunity to own a highly upgraded home in one of the region's most desirable and upscale communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Joe Suarez (941-799-9397)
6544 CALYPSO CORAL LN, SARASOTA, FL 34240
$395,00050 Days on yellowkey MLS ID: TB8501819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $171 Tax: $3,743 (2025)Community: Bay LandingTownhouse
Taxes:$3,743
Remarks: Welcome to the highly desirable Bay Landing community, where modern design meets effortless Florida living. Built in 2022, this beautifully maintained townhome with designer touches throughout features 3 bedrooms, 2.5 bathrooms, and an attached one-car garage—ideal for full-time residents or seasonal enjoyment. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, a generous pantry, and a stainless appliances. The living and dining areas flow seamlessly to a screened-in lanai—where this home truly shines—overlooking a private, wooded backdrop that offers a rare sense of peace and privacy not often found in the community. It’s the perfect setting for relaxing mornings or quiet evenings. Upstairs, the oversized primary suite serves as a peaceful retreat with a large walk-in closet and en-suite bath. Two additional bedrooms and a full bath offer flexibility for family, guests, or a home office. Built for durability and peace of mind, this home features all concrete block construction with quality craftsmanship. Bay Landing is a maintenance-free community with no CDD fees and low HOA fees, offering resort-style amenities including a clubhouse, sparkling swimming pool, fitness center, tot-lot, and dog park. Ideally located just minutes to I-75 for easy commutes along with close convenience to UTC, Waterside, downtown Sarasota, and world-renowned Gulf Coast beaches, this home delivers the perfect combination of comfort, great location and the ultimate Florida lifestyle—enhanced by one of the most private and serene settings in the neighborhood.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Denise Antonewitz (727-204-3138)
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,0009 Days on yellowkey MLS ID: A4695756
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,892 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,892
Remarks: GORGEOUS AND PRICED TO SELL! Impressive upgrades, stylish, and great location! Step into the largest three-bedroom, two-bath floor plan in Las Palmas, where thoughtful design meets exceptional updates. This unique residence offers peaceful water views, lush mature landscaping, and a layout that truly stands out. From the moment you enter, you'll be captivated by the second story soaring ceilings, enhanced by an impressive catwalk feature that allows natural light to flood the space. The beautifully updated kitchen, modern laminate flooring, and meticulous upkeep make this home move-in ready. Newer AC system, a newer hot water heater, upgrades kitchen floors, and modern updates throughout. Las Palmas is a highly sought-after gated community offering an unparalleled lifestyle. Enjoy direct access to Benderson Park through a private gate, making morning walks, bike rides, or trips to UTC effortless. No need to worry about parking for special events ... simply stroll or cycle to Sarasota's premier shopping and dining destination. Residents also have access to resort-style amenities, including two heated swimming pools, tennis courts, two clubhouses with a TV room, two fitness centers , a car wash station, a dog park, and even extra storage for RVs and large trucks. This home is a rare find and beautifully maintained, thoughtfully updated, and priced to sell. Don't miss your chance to own one of the best values in Sarasota. This condo is not only exciting to view but it's also priced below well below it's value, and incredibly well taken care of by it's current owners. Schedule your showing today!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00036 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
5071 BARRINGTON CIR #1602, SARASOTA, FL 34234
$149,90056 Days on yellowkey MLS ID: A4691290
0 Days Off yellowkey (back on 5/19/2026)
REDUCED by $15,000 (9.1%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982 Tax: $497 (2025)Community: Barrington WoodsVilla
Taxes:$497
Remarks: Spectacular Sarasota end-unit villa offering 2 bedrooms and 2 bathrooms, perfectly positioned with a 1-car carport conveniently located near the unit entry. Enjoy serene pond views from the primary bedroom, living room, and glass-enclosed lanai, creating a peaceful and private retreat. Features include a screened front entry leading into a welcoming foyer, a spacious kitchen with eat-in area and breakfast bar, and an in-unit laundry closet with full-size washer & dryer. Additional highlights include a large exterior storage closet, security system, central vacuum, impact glass windows, and major updates with a new AC (October 2023) and hot water heater (February 2022). Offered as an estate sale and sold with all contents in the unit and storage closet. Residents also enjoy access to a community pool and a prime location just minutes from Gulf beaches, the Ringling Museum, Sarasota-Bradenton International Airport, and vibrant downtown Sarasota.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
5019 STEVENS DR, SARASOTA, FL 34234
$635,000116 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
Taxes:$5,172
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
$285,0008 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
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)
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