Location: Sarasota
Do Not Show Listings
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000204 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$109,050
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
4860 CEDAR OAK WAY, SARASOTA, FL 34233
$725,0005 Days on yellowkey MLS ID: A4696764
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2527 Built: 2000Monthly Fee: $48 Tax: $5,264 (2025)Community: Three OaksSpa: NoSingle Family
Taxes:$5,264
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Some homes are well-built, some have vibrant personalities. This stunning four-bedroom-plus-office retreat in Three Oaks has both; a quality-built home with warmth, and interiors that carry an energy that's vivid, layered, and genuinely inviting. The heart of the home is a spacious chef's kitchen that would turn heads in any price range. Paneled SubZero refrigerator, a touch cooktop with double ovens, and granite counters with breakfast bar set the stage. The kitchen opens to both the living room and the pool beyond; conversation flows naturally here. A split floor plan gives the primary suite its own quiet wing, complete with a generous walk-in closet, and ensuite bath with jetted garden tub and generously sized shower. Three additional bedrooms and a full bath, plus pool bath extend along the other side. An office, family room, foyer, and dining room provide plenty of space for work, reading, and hobbies. This home was purposefully designed with outdoor living in mind with direct access to the screened pool enclosure from the primary suite, dining room, living room and pool bath. Open the expansive sliding glass doors for a seamless transition to the pool deck where you’ll enjoy a heated saltwater swimming pool and an outdoor kitchen with Wolf grill, refrigerator, and sink. The setting is beautifully framed by mature tropical landscaping that creates a sense of calm and privacy. Among the flourishing foliage are papaya and banana trees, hibiscus, agave, bougainvillea and desert rose. A koi pond with waterfall adds a quiet, meditative note to the backyard setting, and the neighborhood lake view stretches beyond, with stunning sunrises visible from throughout the home. Insurance is a breeze with a brand-new tile roof in June 2026 and no flood insurance required. Ideally located in an A-rated school corridor (Ashton Elementary, Sarasota Middle, Riverview High), and just minutes from the white quartz sands of Siesta Key. Three Oaks is a neighborhood of 280 homes with low HOA fees of just $575 per year. Three Oaks is located west of I-75 near the corner of Proctor Road and Honore Avenue. Three Oaks. 2,527 square feet. One of a kind. Schedule your private showing today.
Listing Agent: Christine Pope (941-685-5565)
5073 HIGEL AVE, SARASOTA, FL 34242
$2,400,00032 Days on yellowkey MLS ID: A4693713
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2965 Built: 1958 Tax: $10,432 (2025)Community: Sara SandsSingle Family
Taxes:$10,432
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Abraham Ruth (832-529-7370)
1989 SPLASHRAIL LN, SARASOTA, FL 34240
$499,0005 Days on yellowkey MLS ID: A4695313
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2024Monthly Fee: $211 Tax: $6,619 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,619
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Welcome to an exceptional lakefront-inspired retreat in Nautique at Waterside, where luxury, comfort, and an unmatched lifestyle come together in one of Sarasota's most sought-after communities. This beautifully designed 3-bedroom, 2-bath residence with a versatile flex room offers partial views of scenic Kingfisher Lake and showcases thoughtful upgrades throughout. The open-concept living space is both elegant and inviting, featuring a gourmet kitchen with quartz countertops and a custom quartz backsplash that creates a seamless, sophisticated design. Every room, except the kitchen, is enhanced by premium Big Ass Haiku smart ceiling fans (52" and 60"), controlled by remote or smartphone app, providing exceptional comfort and modern convenience. Impact-resistant windows offer added security, energy efficiency, and peace of mind. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a welcoming front porch and a private side patio, ideal for enjoying morning coffee, evening cocktails, or entertaining guests. The flexible bonus room can easily serve as a home office, media room, fitness studio, or additional guest space to suit your needs. Residents of Nautique enjoy resort-style amenities including a lakeside pool and cabana overlooking Kingfisher Lake, pickleball courts, a dog park, and a playground. A standout feature of this community is the private dock with water taxi service to Waterside Place, providing effortless access to waterfront restaurants, boutique shopping, live entertainment, yoga on the lawn, and the popular weekly farmers market. Perfectly positioned within the vibrant Waterside district of Lakewood Ranch, this exceptional residence offers a rare opportunity to enjoy luxury living, modern technology, and a true resort-inspired lifestyle in one of the Gulf Coast's most desirable destinations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Francine Fields (561-704-8644)
8326 MISTY WOOD CT, SARASOTA, FL 34241
$725,000102 Days on yellowkey MLS ID: A4685058
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $20,000 (2.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 2000Monthly Fee: $188 Tax: $4,836 (2025)Community: The Preserve At Misty Creek UnSingle Family
Taxes:$4,836
Elementary School: Lakeview Elementary
Remarks: Welcome to this bright and beautifully updated home in a private guard-gated Golf community in Sarasota. Featuring three bedrooms, plus an office/den, two bathrooms, a full size laundry room, and a spacious three car garage, this residence offers comfort, style, and privacy. Step inside to soaring high ceilings and an open, light-filled layout designed for effortless living and entertaining. The custom chef's kitchen is the centerpiece of the home, showcasing elegant quartz countertops with plenty of space for cooking and gathering. KitchenAid appliances including two convection ovens, induction cooktop, professional series full size refrigerator and freezer and so much more. Throughout this split-plan home you'll find luxury vinyl flooring, combining durability with a sleek, contemporary look. Large windows and sliding doors invite natural light while offering partial lake views and a peaceful setting. Enjoy the Florida lifestyle outdoors with your private pool perfect for relaxing or entertaining in a tranquil, secluded backyard. Located within a secure guard-gated neighborhood, this home provides both privacy and convenience, with easy access to Sarasota's beaches, dining, shopping and Rothenbach Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Fernanda Girard (941-504-4327)
5262 ASHER CT, SARASOTA, FL 34232
$595,00020 Days on yellowkey MLS ID: L4962236
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2307 Built: 2018Monthly Fee: $267 Tax: $6,736 (2025)Community: Palmer ParkSingle Family
Taxes:$6,736
Remarks: Welcome to this stunning modern home located at 5262 Asher Ct, Sarasota, FL. Built in 2018, this single-family home boasts a sleek and contemporary design with high-end finishes throughout. With 4 bedrooms, 3 bathrooms, an attached two car garage, and a spacious 2,307 sq.ft. of finished living space, this property located on street ending in a cul de sac offers plenty of room for comfortable living. Upon entering the home, you are greeted by an open-concept layout that is ideal for entertaining and everyday living. The main living area features high ceilings, large windows that allow for plenty of natural light, and stylish tile flooring. The gourmet kitchen is a chef's dream, with stainless steel appliances, quartz counter tops, and a large center island for meal prep and casual dining. The house is fully equipped with recently purchased upscale furnishings including but not limited to two elegant leather couches, a full office set, a grand dinning table, and four large, high quality flat screens. The master suite is a true retreat, with a spacious bedroom, walk-in closet, and a luxurious en-suite bathroom featuring a dual vanity, soaking tub, and separate shower. Outside, a covered lanai provides the perfect spot for al fresco dining or relaxing with a morning cup of coffee. The lanai presents an immaculately landscaped expansive back yard featuring native plants such as bougainvillea, banana trees, lady finger, sable, coconut, paurotis, and fan palms, as well as a high end privacy fence and underground irrigation system. The property sits on a sizable lot with a total of 7,822 sq.ft., offering plenty of outdoor space for gardening, playing, or simply enjoying the Florida sunshine.Located only 6 miles from the heart of downtown Sarasota and 4 miles from the famous Bobby Jones golf course this house is advantageously positioned to take advantage of Sarasota’s most desired beaches, restaurants, shopping and cultural attractions.Palmer Park HOA features 35 homes in a neighborhood located in a peaceful nook west of Honore Avenue just north of the western end of Palmer Boulevard. It is flanked north by the older, 255-home community of Cedar Hollow and south by Sunnyside Village, a senior Christian living community of some 200 residences off Bahia Street. The HOA services include lawn and shrub maintenance. Don't miss your chance to own this exquisite home in Sarasota, FL. Schedule a showing today and experience the beauty and elegance of 5262 Asher Ct for yourself.The parcel has recently been surveyed, a title commit completed, and an Estoppel Certificate performed.
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
742 SHORECREST DR, SARASOTA, FL 34232
$550,000102 Days on yellowkey MLS ID: A4684004
REDUCED by $25,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Elementary School: Fruitville Elementary
Remarks: ***3 Bed 2 bath with Flex Room, living room and den*** Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000188 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately inquire for details.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
7807 38TH CT E, SARASOTA, FL 34243
$389,00030 Days on yellowkey MLS ID: A4693933
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1408 Built: 1989Monthly Fee: $27 Tax: $4,468 (2025)Community: CopperfieldSpa: NoSingle Family
Taxes:$4,468
Remarks: Virtually Staged. Nestled in a quiet section of the desirable Copperfield community, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed split floor plan provides privacy and functionality, while multiple living spaces allow you to customize the home to fit your lifestyle — whether you need a formal dining room, home office, additional living area, or flex space. The centrally located, low-fee HOA community offers easy access to the University Parkway corridor, placing you just minutes from a wide variety of shopping, dining, entertainment, and everyday conveniences. Commuting are travel are a breeze with I-75 less than 5 miles away and the Sarasota Bradenton International Airport only 4 miles. Best of all, you can have your toes in the sand on the beautiful Gulf beaches in less than 30 minutes. Inside, the spacious primary suite features an updated en-suite bathroom with stylish shower tile and a relaxing, modern feel. The two guest bedrooms are light-filled, well-proportioned, and share a conveniently located guest bathroom. Multiple sliding glass doors lead to a generously sized screened-in patio overlooking a tranquil pond, creating the perfect setting for morning coffee, outdoor dining, or simply unwinding in a peaceful environment. Major updates have already been completed for added peace of mind, including a new roof in 2018 and HVAC system in 2022. With Copperfield’s low HOA fees and light deed restrictions, this property checks multiple boxes for a wide range of buyers. Whether you are a first-time homebuyer, seasonal resident, or investor seeking a strong income-producing opportunity, this home is a fantastic value and one you will not want to miss.
Listing Agent: Heather Gehan (941-893-0213)
2830 BAY SHORE CIR, SARASOTA, FL 34234
$1,750,000259 Days on yellowkey MLS ID: A4665647
REDUCED by $50,000 (2.8%) on 06/12/2026
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4512 Built: 1925 Tax: $6,588 (2024)Community: Bay HavenSingle Family
Taxes:$6,588
Tax Year: 2024
Remarks: HISTORICAL HANDYMAN SPECIAL!!! -MAKE AN OFFER!!! PRICED $250,000 BELOW RECENT APPRAISAL!!! HOUSE IS IN GOOD STRUCTURAL CONDITION BUT NEEDS COSMETIC REPAIRS AND UPDATING-RESTORE A PIECE OF HISTORY-Introducing “La Hacienda del Puesta Sol”, one of Sarasota’s most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920’s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate "La Hacienda del Puesta Sol" - The Estate of the Setting Sun- was officially designated a historical structure by the city of Sarasota, Florida in 1987. It may possibly qualify for National designation. The estate reflects the craftsmanship of its original owner, Albert Roehr, a celebrated artisan whose ornamental ironwork graces the gates of the John Ringling Mansion and landmarks throughout Sarasota and St. Armands. Written history and biography available upon request. The main residence features 3 bedrooms and 3 full baths, filled with original hardwood floors, a grand hardwood staircase, Italian-style tile, ornate crown molding and original chandeliers. A grand wrap-around screened porch captures breathtaking sunsets and sea breezes, accessible through French doors from the formal living room. The parlor and dining room showcase large sunny windows that keep the home bright and inviting. The kitchen includes natural gas, porcelain tile, Brazilian wood cabinetry with glass display, and stone countertops. The expansive primary suite offers abundant windows, original wood floors, a masonry fireplace, and an en-suite bath. A private third-floor widow’s peak provides a secluded hideaway overlooking the bay, perfect for reflection or inspiration. The second bedroom opens to a rooftop sitting area overlooking Sarasota Bay’s private sunset moments. The property includes a historic carriage house with two rental opportunities: a downstairs studio and an upstairs 2-bed/1-bath apartment, each with separate entries. Short-term rentals (7-day minimum) are allowed, creating three potential income-producing residences on one property. The artistic courtyard is a sanctuary—designed by the current owner, well-known commercial artist Norton Rock—resembles an old-world Italian street with a fountain, reflecting pool, concrete arches, and mosaics. It has hosted lavish events for ambassadors, business leaders, artists, and dignitaries and was often used as a creative setting for Ringling art students. Set in the desirable Ringling neighborhood near the John & Mabel Ringling Museum and Mansion, this estate is minutes from downtown Sarasota, SRQ Airport, beaches, restaurants, and cultural attractions. With a legacy of distinguished owners and residents—including Roehr himself, Herald-Tribune Editor George Lindsay, and well known historian and author Karl H. Grismer—this residence is more than a home. It is an irreplaceable piece of Sarasota history. For those who feel drawn to authenticity, craftsmanship, and story—this isn’t just a home. This is your invitation to become part of Sarasota’s history. PLEASE VIEW VIRTUAL TOUR VIDEO
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Donna Palm, Pa (941-270-6575)
7555 HAWKSTONE DR, SARASOTA, FL 34241
$829,999102 Days on yellowkey MLS ID: R4910835
REDUCED by $78,000 (8.6%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3521 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a flex room, upstairs bonus room, and a three-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990335 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
4471 TRAILS DR, SARASOTA, FL 34232
$525,000109 Days on yellowkey MLS ID: A4683777
REDUCED by $25,000 (4.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
2097 WASATCH DR, SARASOTA, FL 34235
$360,00061 Days on yellowkey MLS ID: TB8498286
REDUCED by $40,000 (10.0%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1997Monthly Fee: $173 Tax: $4,639 (2025)Community: WyndhamSingle Family
Taxes:$4,639
Remarks: Located in the desirable Wyndham community with low HOA fees, this home offers a prime central location in Sarasota. Featuring an open floor plan with high ceilings and abundant natural light, the kitchen flows into a dining area, with sliding doors leading to a private screened lanai. Currently configured as a 2-bedroom, 2-bath with a den (tax records reflect a 3-bedroom), the layout offers flexible living space. The primary suite includes an ensuite bath and walk-in closet. Conveniently located just minutes from downtown Sarasota, UTC Mall, and University Parkway, and approximately 10 minutes to Siesta Key and Lido Key beaches. HUD-owned home, sold As-Is.
Listing is courtesy of: STATEWIDE PREMIER PROPERTIES (727-591-4039)
Listing Agent: Chad Crookes (727-591-4039)
8335 NICE WAY, SARASOTA, FL 34238
$499,000110 Days on yellowkey MLS ID: A4680729
REDUCED by $16,000 (3.1%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2032 Built: 1999Monthly Fee: $275 Tax: $3,316 (2025)Community: Turtle Rock Prcl GSingle Family
Taxes:$3,316
Remarks: Under contract-accepting backup offers. Virtually Staged. PROBABLY ONE OF THE LEAST EXPENSIVE 3 BEDROOM PLUS 2 BATH PLUS 2 CAR GARAGE HOME WITH A PRIVATE POOL WITH WATER VIEW IN PALMER RANCH!!!! Come live the Florida lifestyle to the fullest in this beautifully appointed 3-bedroom, 2-bath residence, located behind the gates of the highly sought-after Turtle Rock community in Palmer Ranch, within the maintenance-free Somerset section. Designed and built by renowned local builder Lee Wetherington, this well-crafted home features several generously sized rooms that were thoughtfully customized at the original owners’ request, offering comfort, functionality, and long-term livability. The smart, open floor plan welcomes you through elegant double entry doors into an inviting foyer, immediately showcasing the quality construction and timeless architectural character for which Lee Wetherington homes are known. Classic design elements include soaring double tray ceilings, crown molding, and refined millwork, creating an elegant and versatile backdrop that complements a wide range of design styles. Abundant natural light fills the home, enhanced by an array of windows and sliding glass doors that highlight pleasant lake views and a strong connection to the surrounding landscape. A bay window in the kitchen nook frames the water view, adding character and visual interest without overwhelming the living spaces. The kitchen is well positioned within the home, making it ideal for entertaining and everyday living alike. Featuring solid countertops, ample cabinetry, stainless steel appliances, and a natural gas stove, (Turtle Rock is a natural gas community.) The kitchen easily accommodates gatherings of family and friends throughout the year. Its convenient proximity to the garage via the well positioned laundry room with its washer and dryer and laundry sink to boot, is especially appreciated on grocery days, adding to the home’s thoughtful and functional layout. The extended primary bedroom offers exceptional flexibility, providing ample space for a reading/sitting area, home office, or workout space. The primary suite also includes generous size walk-in closet AND a built-in closets and a well-proportioned ensuite bath. Two additional bedrooms and a full guest bath offer comfortable accommodations for family and guests or additional workspace options. Step outside to the screened-in lanai overloking your very own private pool and enjoy attractive lake views while embracing Florida’s indoor-outdoor lifestyle. The outdoor area provides a welcoming space for casual entertaining or quiet enjoyment. Additional peace-of-mind features include complete home repiping, reflecting the care and attention given to the property over the years. Residents of Turtle Rock enjoy a resort-style lifestyle with access to a community pool, tennis courts, pickleball and basketball courts, and miles of scenic walking and biking trails throughout preserved natural areas. Ideally located just minutes from shopping, dining, and cultural attractions, the home is also close to the Legacy Trail and a short drive to the world-famous sugar-sand beaches of Siesta Key. Lovingly maintained and thoughtfully priced, this residence presents an excellent opportunity to own a quality-built home in one of Palmer Ranch’s most desirable gated communities. Schedule your private showing today and experience the lifestyle Turtle Rock has to offer.
Listing is courtesy of: CP REALTY INTERNATIONAL (941-685-8441)
Listing Agent: Claude Pierre (941-685-8441)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$749,999180 Days on yellowkey MLS ID: A4675587
REDUCED by $50,001 (6.3%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
6735 KEYSTONE DR, SARASOTA, FL 34231
$510,000120 Days on yellowkey MLS ID: TB8475997
REDUCED by $5,000 (1.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1969 Tax: $2,026 (2025)Community: Gulf GateSingle Family
Taxes:$2,026
Remarks: Prepare to be impressed. This fully remodeled Gulf Gate gem is a rare opportunity, offering 1,659 square feet of beautifully reimagined living space where luxury meets everyday comfort. From the moment you step inside, you’re welcomed by a bright, open-concept layout designed for modern living and effortless entertaining. Expansive sliding glass doors lead to a spacious screened-in lanai, seamlessly blending indoor and outdoor living — the perfect setting for morning coffee, weekend gatherings, or relaxing evenings. The brand-new custom kitchen is truly the heart of the home, featuring two-tone solid wood cabinetry, elegant quartz countertops, a marble backsplash, and new GE stainless-steel appliances. Every finish was thoughtfully selected to create a refined yet inviting space. The primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bathroom complete with a new double vanity, designer tile shower, and upgraded fixtures as well as a dedicated recirc pump for near instant hot water. Throughout the home, new luxury vinyl plank flooring, fresh interior paint, modern lighting, ceiling fans, and new interior doors create a clean, contemporary coastal feel. Major upgrades provide peace of mind for years to come, including a new shingle roof (2026), new HVAC system (2026), new electric panel (2026), new insulation (2026), Water Heater(2026) and fully replumbed drains and supply lines. Additional highlights include a large indoor laundry room with a custom boot bench, a two-car garage, and a triple-wide driveway offering ample parking. Outside, you’ll appreciate one of the home’s most unique and practical features — a beautifully landscaped, low-maintenance front yard with no grass to mow. As one of the only homes in the neighborhood designed this way, it offers enhanced curb appeal while significantly reducing upkeep and water usage. Just moments to Siesta Key’s sugar-white sands, this Gulf Gate home offers unmatched convenience — walk to A-rated Gulf Gate Elementary, 5 min to Costco, and a dynamic redevelopment of the former Sarasota Square Mall into a vibrant new retail, dining, and residential hub. This is modern coastal living at its finest — move-in ready and designed to impress. Currently the backyard is st augustine sod. The final image is a rendering of what the backyard could be ( at 37 foot deep and 80 feet wide ) there is plenty of room to add a pool/outdoor kitchen. Buyer’s agent to verify all MLS information including room sizes, utilities, and HOA (if applicable).
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph Trupiano, Iii (813-765-6970)
2444 STAR APPLE WAY, SARASOTA, FL 34240
$745,990237 Days on yellowkey MLS ID: A4669338
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3244 Built: 2025Monthly Fee: $290 Tax: $888 (2024)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$888
Remarks: Stunning Laurel 2 by Neal Communities in Windward at Lakewood Ranch! This spacious 3,244 sq. ft. home features 3 bedrooms, 3.5 baths, a den, and a spacious bonus room. The open-concept great room flows to a covered lanai with pocket sliding doors and an outdoor kitchen rough-in—perfect for entertaining. The gourmet kitchen offers Timberlake cabinets in Harbor finish, quartz countertops, a tile backsplash, and GE stainless appliances with a gas range. Designer details include wood-look tile flooring, impact windows, coastal stair railing, and a spa-inspired primary bath. Foam wall insulation, recessed lighting, and a pool pre-wire package add comfort and convenience. Enjoy resort-style amenities in Windward—two pools, fitness center, pickleball, tennis, and scenic trails—just minutes from UTC and Gulf beaches.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
4420 OAK VIEW DR, SARASOTA, FL 34232
$790,00081 Days on yellowkey MLS ID: A4687864
REDUCED by $9,900 (1.2%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1988Monthly Fee: $172 Tax: $2,990 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$2,990
Remarks: Under contract-accepting backup offers. Don’t miss this rare opportunity to own a BEAUTIFULLY RENOVATED AND PROFESSIONALLY DESIGNED HOME in the highly desirable Lakes Estates community of Sarasota. Ideally situated on a quiet street, this home offers stunning curb appeal, thoughtful design, and an exceptional blend of modern upgrades and timeless character. From the moment you arrive, you’ll be impressed by the attention to detail, high-end finishes, and inviting indoor/outdoor living spaces that make this property truly special.This spacious 2,253 sq ft home features 3 BEDROOMS, 2 BATHROOMS, and a 2-CAR GARAGE (with a BONUS 4TH BEDROOM not reflected in county records). At the heart of the home is an ALL NEW HIGH-END KITCHEN featuring MARBLE COUNTERTOPS AND BACKSPLASH, NEW DESIGNER APPLIANCES, a CUSTOM RANGE HOOD, breakfast nook, soft-close cabinetry, and HIGH-END DESIGNER LIGHTING AND FIXTURES—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find an OVERSIZED LAUNDRY ROOM WITH CUSTOM CABINETS and a utility sink, providing both convenience and ample storage. The home’s SPLIT FLOOR PLAN offers privacy, with the master suite located off the great room, with two bedrooms and a bath tucked away on the opposite side of the home. The ALL NEW SPA-LIKE MASTER SUITE is a true retreat, featuring a CUSTOM GLASS-ENCLOSED SHOWER, DUAL SINKS, sleek cabinetry, designer lighting and fixtures, skylight, and a LARGE WALK-IN CLOSET WITH BUILT-IN STORAGE. Enjoy direct access to the lanai through a POCKET SLIDING DOOR, as well as a unique private outdoor seating area accessible from the master bath—perfect for quiet mornings or evening relaxation. The GREAT ROOM showcases VAULTED CEILINGS WITH AN EXPOSED BEAM, creating a bright and open atmosphere. A stunning ELECTRIC FIREPLACE WITH CUSTOM STONE FACADE AND WOOD MANTLE serves as the focal point, flanked by MATCHING ARCHED BUILT-IN BOOKSHELVES with custom cabinetry and marble countertops. Seamlessly blend indoor and outdoor living with TWO SETS OF OVERSIZED POCKET SLIDING DOORS that open to the covered and fully screened lanai—ideal for entertaining or enjoying Florida’s beautiful weather year-round. The LARGE, OPEN BACKYARD offers plenty of room to design your dream pool and outdoor oasis, while the front yard features NEW SOD and mature landscaping that enhances the home’s curb appeal. Additional upgrades include NEW FLOORS, NEW LIGHTING, CUSTOM TILE, and FRESH PAINT (interior and exterior), along with a FIVE ZONE IRRIGATION SYSTEM, NEW WINDOWS (2026), NEW ROOF (2023), AC (2012), and a 2-CAR GARAGE WITH NEW EPOXY FLOOR COATING. Residents enjoy access to community amenities including a CLUBHOUSE, FITNESS CENTER, POOL, AND TENNIS COURTS. Conveniently located just a short drive to downtown Sarasota, top-rated schools, dining, shopping, and the area’s WORLD-FAMOUS GULF BEACHES, this home offers the perfect combination of comfort, style, and location. Don’t miss your chance to own this MOVE-IN READY, ONE-OF-A-KIND PROPERTY in one of Sarasota’s most convenient and sought-after areas. Schedule your private showing today!
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Tori Krebs (360-719-0781)
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,0006 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing Agent: Krisztina Juhasz (571-423-8772)
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