Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2387 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$374,50011 Days on yellowkey MLS ID: A4695912
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2019Monthly Fee: $180 Tax: $4,058 (2025)Community: Bay LandingTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,058
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to Bay Landing, a beautifully maintained community in Sarasota, where comfort, convenience, and carefree living come together. Built in 2019, this spacious 3 bedroom, 2.5 bath townhome offers modern finishes and a peaceful setting overlooking a serene preserve. Step inside to discover an inviting floor plan featuring ceramic tile flooring throughout the foyer, kitchen, and bathrooms. The well appointed kitchen showcases granite countertops, crown molding cabinetry, stainless steel appliances, an electric range, over the range microwave, built in dishwasher, side-by-side refrigerator, and garbage disposal. The open living and dining areas flow seamlessly to the screened lanai, where you can relax and enjoy tranquil preserve views and Florida’s beautiful weather year round. The spacious primary suite serves as a private retreat, complete with a large walk in closet, an extra storage closet, and an en-suite bathroom. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office. All bathrooms are thoughtfully appointed with granite countertops and raised vanities. Additional highlights include storm-rated windows and sliding glass doors, hurricane shutters with dedicated storage space in the garage, and an in home washer and dryer. The one car garage features durable epoxy flooring, while the extended two car driveway provides ample parking convenience. Enjoy maintenance-free living with lawn care included, allowing you more time to take advantage of community’s exceptional amenities, including a clubhouse, fitness center, resort style pool, dog park, and tot lot. Ideally located just minutes away from fine dining, entertainment, shopping, and the stunning Gulf Coast beaches. This move in ready home offers the perfect blend of modern living and an unbeatable Sarasota lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jenn Augustin (941-473-6286)
4711 CEDRON CT, SARASOTA, FL 34240
$959,000444 Days on yellowkey MLS ID: A4646513
REDUCED by $21,000 (2.1%) on 06/11/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3098 Built: 2024Monthly Fee: $434 Tax: $8,847 (2025)Community: ArtistrySpa: NoSingle Family
Taxes:$8,847
Remarks: One or more photo(s) has been virtually staged. Wide, open lake views from one of the largest lots in Artistry — the sellers selected this oversized homesite intentionally, positioned across from an easement so you look out over open space and water, never into a neighbor's home. $959,000 | 3,009 SF | 3 Bedrooms + Double-Door Den | Tandem 3-Car Garage Tucked on a quiet interior street, this upgraded Van Gogh model is clean, bright, and intentionally finished: high ceilings, crisp architectural lines, and a soft neutral palette that feels elevated without forcing a specific style. The kitchen is built for real living and entertaining — quartzite backsplash, 36" gas cooktop, wall oven, oversized island, and generous storage. The expanded primary suite is a standout, framed by panoramic bay windows that bring the lake into the room and flood the space with natural light. Two guest bedrooms are positioned for privacy, and the double-door den offers true flexibility — office, media room, or optional fourth bedroom. Outside, the extended lanai overlooks the water, and the oversized, uniquely shaped lot adds width and depth — room to create the outdoor setup you actually want. A detail most buyers miss: the builder prep for a future pool is already done, with gas, water, and drainage pre-installed, so if you ever add a custom pool, you're not starting from scratch. The tandem 3-car garage adds rare versatility — extra vehicle space, golf cart storage, a workshop, a gym corner, or simply the storage everyone wishes they had. Artistry sits near Lorraine Road and Palmer Boulevard with quick access to downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, and the Gulf beaches — and the soon-to-open Lorraine Road entrance will give residents direct access to Lakewood Ranch, putting Waterside just a short drive away. With no CDD fees, a reasonable HOA, and amenities including pickleball and tennis courts, a state-of-the-art fitness center, resort-style pool, community center, and playground, the lifestyle and long-term ownership costs align.
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Robert Hildreth (941-326-0278)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$220,000125 Days on yellowkey MLS ID: A4680583
REDUCED by $10,000 (4.3%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
Middle School: Booker Middle
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00027 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Elementary School: Gocio Elementary
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
4668 OAK HILL LN #40, SARASOTA, FL 34232
$280,000109 Days on yellowkey MLS ID: A4683176
REDUCED by $10,000 (3.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $3,287 (2025)Community: Village Oaks Sec ASpa: NoVilla
Taxes:$3,287
Remarks: Your Private Sarasota Sanctuary Awaits! Discover true Florida living in this beautiful end unit villa situated on a quiet street. This 2 BR/2BA gem located in the Village Oaks Community is a breath of fresh air. Enjoy morning coffee on your screened front porch or sunsets drinks on the large rear lanai. Inside, the home features vaulted ceilings in living/dining areas and luxury vinyl plank flooring flowing throughout the main living space and bedrooms. The split-bedroom floor plan ensures maximum privacy for owners and visitors alike. The bright kitchen features stainless appliances and an eat-in nook filled with natural light. Best of all, the community pool and tennis court are just steps away from your front door! Perfectly located near UTC shopping and beautiful beaches nearby - this is the Florida lifestyle you've been searching for!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
1104 WATERLINE CT, SARASOTA, FL 34240
$945,00054 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
Taxes:$2,785
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)
401 QUAY COMMONS #1501, SARASOTA, FL 34236
$7,250,000149 Days on yellowkey MLS ID: A4678497
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3798 Built: 2021 Tax: $70,210 (2025)Community: Ritz Carlton ResidencesCondo
Taxes:$70,210
Elementary School: Alta Vista Elementary
Remarks: This fully bespoke designer corner residence at the Ritz-Carlton Residences Sarasota offers enduring, world-class luxury for buyers accustomed to the best. A clean, modern interior hand-finished by local artisans, panoramic bay-to-Gulf views, fully integrated home automation and legendary Ritz service sets the highest standard for an urban resort lifestyle. In downtown Sarasota’s flourishing Quay District, life here is centered on ease and access. It’s an easy distance to The Bay, Bayfront Park and Marina Jack. Downtown restaurants, boutiques, galleries, groceries, cinemas and farmers market are within a mile, while SRQ International Airport, Sarasota Memorial Hospital, St. Armands Circle and Lido Beach are all within three miles. A flow-through layout is framed by floor-to-ceiling glass and luminous vistas. Wake up each day to this amazing view when the shades automatically go up at the appointed time. Three balconies extend the sunny disposition, highlighted by a 31-by-12-foot main terrace with a built-in electric grill. Distinctive details include a built-in lounge bench with automated pop-up table, an elegant wet bar with leather-clad cabinetry, custom textured metal accent walls, Aku wood-slat acoustic panels and genuine crushed-pearl textured paint. A standout feature of this three-bedroom, three-and-a-half-bath residence is the expansive primary bath. Wrapped in marble stone, it features dual vanities, a micro-jetted soaking tub and a double shower with ceiling rain showers, adjustable sprays and in-wall body sprays. Dual walk-in closets are equally considered, with integrated lighting and custom wardrobe organizers designed to keep everything neatly within reach. Amenities reflect the Ritz-Carlton gold standard of care, led by 24-hour dedicated staff and concierge service, along with room service from Jack Dusty's. On-site property management, waterfront pool, lap pool, fitness room, game room and gathering spaces complete the lifestyle. This is The Ritz-Carlton at its most personal, bespoke, beautifully finished and fully integrated, with clear bay-to-Gulf views and three-balcony outdoor living. For buyers accustomed to the best, it’s a rare chance to claim a signature residence in downtown Sarasota’s Quay District.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2702 HIDDEN LAKE DR S #A, SARASOTA, FL 34237
$189,0007 Days on yellowkey MLS ID: C7527047
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1189 Built: 1974 Tax: $2,214 (2025)Community: Hidden Lake VillageCondo
Taxes:$2,214
Remarks: Spacious 3-bedroom, 2-bath first-floor end-unit condo in Hidden Lake Village! Featuring nearly 1,200 sq. ft. of living space, ceramic tile flooring, walk-in closets, ceiling fans, and a screened patio. Enjoy resort-style amenities including 2 community pools, fitness center, clubhouse, sauna, tennis courts, billiards room, picnic areas, and playgrounds. Conveniently located near Downtown Sarasota, Ed Smith Stadium, Lido Beach, St. Armands Circle, shopping, dining, and public transportation. A fantastic opportunity to own in one of Sarasota's most convenient locations!
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Chun-Yi Bittner (941-380-0422)
401 QUAY #1004, SARASOTA, FL 34236
$4,900,0006 Days on yellowkey MLS ID: A4696417
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2984 Built: 2021 Tax: $50,751 (2025)Community: Block 6 CondoSpa: YesCondo
Taxes:$50,751
Remarks: Seldomly available impeccable condominium residence in Sarasota’s most desirable building, The Ritz Carlton Residences, Sarasota. Offering all the quality and impeccable 24-hour service that the Ritz name evokes, along with great public spaces/amenities (two pools, gym, morning room, etc.) and gated private access to The Ritz Carlton Hotel and services. This 10th-floor residence seamlessly combines a sleek modern aesthetic with a comfortable design conducive to relaxed living or stylish entertaining. Enjoy direct water views from inside or while relaxing on the large, covered terrace with a grill. Recharge in the spa-like primary bath, prepare your favorite recipes in the chef's kitchen or settle down in the light-filled great room with a good book. Two en-suite guest suites make it easy to accommodate family or friends. Conveniently moments from most of Sarasota’s many cultural venues, fine restaurants, beaches, museums, galleries and airport. An exciting opportunity for the discerning.
Listing Agent: Steve Wexler (941-586-1124)
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,0007 Days on yellowkey MLS ID: A4695665
Bed: 3 Bath: 3.0 Gar: 12 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSpa: NoSingle Family
Taxes:$8,764
Remarks: Welcome to 3467 Compound Court — an extraordinary custom residence where luxury, scale, and versatility come together in a way that is rarely available. Designed for those who expect more from their home, this exceptional property offers refined living paired with one of its most impressive features: an expansive additional garage with six doors and the capacity to accommodate an extensive vehicle collection and so much more. Whether you are a car enthusiast, collector, business owner, RV owner, or simply value exceptional storage and flexibility, the massive secondary garage delivers endless possibilities. With room for multiple vehicles, recreational equipment, boats, workshop space, and oversized storage, this is a true estate-style amenity that sets the property apart. Inside, the home continues to impress with spacious interiors, thoughtfully designed gathering spaces, and elevated finishes throughout. Open-concept living areas create effortless flow for entertaining and everyday comfort, while generous windows invite natural light and showcase the surrounding setting. 3467 Compound Court is more than a luxury home—it’s a destination property built for those who need exceptional garage capacity without sacrificing elegance, comfort, or style.Rarely does a property offer this level of sophistication combined with such remarkable utility. A one-of-a-kind opportunity to own a residence where your lifestyle—and your collection—finally have room to grow.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000210 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing Agent: Dennis Girard (941-809-0041)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000125 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing Agent: Peter Laughlin (941-356-8428)
1669 35TH ST, SARASOTA, FL 34234
$399,9009 Days on yellowkey MLS ID: A4696081
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1782 Built: 1963 Tax: $2,470 (2025)Community: Amaryllis ParkSpa: NoSingle Family
Taxes:$2,470
Elementary School: Emma E. Booker Elementary
Middle School: Brookside Middle
Remarks: Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Elaine Graczyk (941-320-9910)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,795,000243 Days on yellowkey MLS ID: A4667626
REDUCED by $55,000 (3.0%) on 06/10/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Taxes:$3,873
Tax Year: 2024
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,000133 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Elementary School: Southside Elementary
Remarks: Experience luxury island living in this beautifully appointed 5-bedroom, 5.5-bath retreat located just moments from the world-famous St. Armands Circle and Lido Beach. Designed for both relaxation and entertaining, this spacious home offers an exceptional blend of elegant interiors and resort-style outdoor living. The heart of the home is the stunning gourmet kitchen, featuring premium appliances, custom cabinetry, expansive quartz countertops, a gas cooktop, wine refrigeration, and 2 large center islands perfect for gathering with family and friends. The open-concept living area boasts soaring ceilings, abundant natural light, and walls of sliding glass doors that seamlessly connect indoor and outdoor spaces. Step outside to your private tropical oasis, complete with a heated screened pool and spa, covered lanai, comfortable outdoor lounge seating, dining area, and a fully equipped outdoor kitchen and grill station. Whether you're enjoying morning coffee poolside, hosting an evening barbecue, or unwinding after a day at the beach, this home is designed to make every moment memorable. Located near the shops, restaurants, and vibrant atmosphere of St. Armands Circle, and just minutes from the white sand beaches of Lido Key, this exceptional property offers the perfect Sarasota vacation experience.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
7915 KAVANAGH CT, SARASOTA, FL 34240
$859,0007 Days on yellowkey MLS ID: A4696393
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2910 Built: 2002Monthly Fee: $310 Tax: $3,946 (2025)Community: Tatum RidgeSpa: YesSingle Family
Taxes:$3,946
Remarks: Welcome to this stunning, impeccably maintained two-story single-family home that has the potential to create a 4th bedroom (12’ x 13’9”) with a full bathroom in lieu of the large flex room upstairs. It offers luxury living in a serene, resort-style setting. Nestled on a private, oversized homesite with breathtaking views of the Tatum Ridge Golf Course and framed by majestic oak trees, this residence exudes tranquility and elegance at every turn. From the moment you arrive, you’re greeted by a grand entryway with soaring ceilings that set the tone for the spacious and open layout. The formal living and dining areas seamlessly flow into a large family room and gourmet kitchen, making this home ideal for entertaining guests or enjoying quiet family moments. The first-floor primary suite is a true retreat, boasting two generous walk-in closets and a luxurious en-suite bath. Upstairs, you’ll find two additional bedrooms, including a guest suite with a private bath and a third bedroom with a Jack-and-Jill bath connecting to a versatile large flex room with a wet bar and loft area—perfect for an additional 4th bedroom, game room or home theater. Key features and upgrades include: 3-car garage, Newer roof (2020), Newer Carrier 16 SEER A/C 2 units (2019), Whole-home water softener and filtration system (2021), Upgraded stainless steel appliances including double ovens, refrigerator, microwave, and dishwasher (2021), Saltwater sports pool and spa (14’ x 28’) with volleyball net, basketball hoop, and newer heater (2021), Screened pool enclosure with titanium screws (2018), Luxon exterior paint by Sherwin-Williams (2022), High-end Benjamin Moore interior paint (2022), Reinforced upstairs flooring with sound insulation, Bose surround sound system in family room, Reverse osmosis water system for kitchen sink and refrigerator. Step outside to your private backyard paradise, complete with a paver walkway leading to a charming pergola, ideal for sipping morning coffee or enjoying an evening glass of wine. The wrought-iron and wood railing staircase, crown molding, and custom touches throughout make this home a rare find. Located in a gated community known for its oversized lots, natural preserves, and scenic lakes, this home combines luxurious living with the peace and privacy of nature. Don’t miss the opportunity to experience this exceptional property for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
4018 PRADO DR, SARASOTA, FL 34235
$454,00073 Days on yellowkey MLS ID: A4688500
REDUCED by $5,000 (1.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1842 Built: 1969 Tax: $2,873 (2025)Community: De Soto LakesSingle Family
Taxes:$2,873
Remarks: PRICE IMPROVEMENT! Welcome to this spacious 4-bedroom, 2-bath home featuring an open floor plan that seamlessly connects the kitchen, dining, and living areas—perfect for entertaining or relaxing with family. The large kitchen offers plenty of workspace and storage, while the bonus/family room adds flexibility for a playroom, home office, or media space. The primary suite includes a walk-in shower and an upgraded closet system for extra organization. Throughout the home, you’ll find ceiling fans, ceramic tile and vinyl floors (no carpet), and an inside laundry room. Major updates bring peace of mind: HVAC (2024), water heater (2019), roof (2015), and a new garbage disposal. Step outside to a fully fenced, oversized backyard—ideal for pets, outdoor living, or adding a pool. A large storage shed provides additional space for tools and toys. With no HOA restrictions, you’ll have the freedom to make this property truly your own. Conveniently located near shops, restaurants, the airport, and Sarasota’s world-famous beaches, this move-in-ready home offers comfort, functionality, and a prime location for your Florida lifestyle.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lynda Ellinger, Pa (941-228-2430)
8023 SANDSTAR WAY, SARASOTA, FL 34240
$637,000152 Days on yellowkey MLS ID: A4678376
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $40,000 (5.9%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2019Monthly Fee: $371 Tax: $8,510 (2024)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$8,510
Remarks: Under contract-accepting backup offers. Now positioned approximately $150K below recent comparable sales, this is one of the most compelling value opportunities in Lakehouse Cove. Bring your vision and make this your own! With strong curb appeal, a beautiful homesite and a newer, well-built floor plan this is a great opportunity to personalize this home and make it your own- just bring your paint brush and design ideas! This 2-bedroom plus den, 2-bath home Craftsman Style home, built in 2019, features a large great room with stone fireplace, tray ceilings with custom detail, and sliders to outdoor living area. The kitchen is the heart of this home, featuring large island, upgraded cabinets, extensive counterspace and a spacious dining area - perfect for entertaining or for comfortable everyday living. The private owner’s suite includes a spa like bath with dual sinks, a walk-in shower and a large walk-in closet. The charming second bedroom overlooks a welcoming front porch, while the den provides flexible space for an office or flex room. Step out to the spacious lanai overlooking a beautifully landscaped yard and tranquil pond. Both the lanai and owner’s suite enjoy peaceful water views. Thoughtful touches and quality finishes are found throughout the home. Living in Lakehouse Cove means enjoying a lifestyle beyond your home, with six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, boathouse and kayak launch, two dog parks, a community clubhouse, and fire pits where neighbors gather to enjoy stunning sunsets. Just a short stroll to Waterside Place, offering shopping, dining, a Sunday farmers market, and year-round events. This is a fantastic opportunity to purchase below market in one of Lakewood Ranch's premier neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000161 Days on yellowkey MLS ID: A4673669
0 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Remarks: Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
4178 CHISHOLM DR, SARASOTA, FL 34235
$405,00010 Days on yellowkey MLS ID: A4696034
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1986Monthly Fee: $36 Tax: $3,211 (2025)Community: Kensington WoodsSingle Family
Taxes:$3,211
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks in Kensington Woods, this updated Sarasota home offers the kind of space, privacy, and character that buyers rarely find in newer construction. Set on an oversized corner lot, the property welcomes you with a wide driveway, beautiful shade trees, and a fully fenced backyard designed for everyday living. Inside, warm wood-look flooring, custom built-ins, recessed lighting, and an open gathering space create a comfortable flow throughout the home. The kitchen has been thoughtfully updated with painted cabinetry, butcher block countertops, a farmhouse sink, subway tile backsplash, stainless steel appliances, and an oversized island that naturally becomes the heart of the home. The split-bedroom layout offers privacy for family and guests, while the expansive enclosed flex space provides endless possibilities as a home office, gym, playroom, media room, or second living area. Outside, the oversized screened lanai creates a true extension of the living space, perfect for morning coffee, weekend gatherings, or simply enjoying the peaceful backyard setting. Major improvements include a 2021 roof, Trane HVAC replacement, and updated electrical panel, offering peace of mind for years to come. Located in the established Kensington Woods neighborhood, residents enjoy a central Sarasota location just minutes from downtown Sarasota, University Town Center, Nathan Benderson Park, shopping, dining, and Gulf Coast beaches. Nathan Benderson Park features over 600 acres with walking trails, biking paths, kayaking, playgrounds, community events, and a world-class rowing venue. UTC offers more than 200 shops and nearly 100 restaurants, making this one of Sarasota's most convenient locations.
Listing Agent: Liz Vasconcelos Roos (985-789-0512)
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