Location: Sarasota
Do Not Show Listings
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000108 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$28,823
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000114 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSingle Family
Taxes:$31,490
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900120 Days on yellowkey MLS ID: A4675503
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Marina Paige (941-263-9545)
6600 SILVERSTAR DR, SARASOTA, FL 34240
$509,900162 Days on yellowkey MLS ID: A4670858
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1591 Built: 2024Monthly Fee: $172 Tax: $2,467 (2024)Community: Avanti At WatersideSingle Family
Taxes:$2,467
Elementary School: None
High School: None
Middle School: None
Remarks: From the moment you step into this newly built home, you’ll be captivated by its expansive and peaceful lake views. Natural light fills the open and airy spaces, creating a bright and inviting atmosphere. Designed for comfort, style, and easy living, the heart of this home features a spacious open floor plan with thoughtful upgrades throughout the kitchen and baths. The chef-inspired kitchen offers stainless steel appliances, generous counter space, a pantry, and plenty of room for both a dining table and island—perfect for cooking, entertaining, or casual meals. Just beyond the kitchen, a screened lanai with portrait no-see-um screening provides unobstructed views of the lake. It’s the ideal spot to enjoy morning coffee, evening grilling, or stunning sunsets in total tranquility. The primary suite also enjoys outstanding lake views, complete with an en suite bath and walk-in closet. With four bedrooms in total, there’s plenty of flexibility—use one as an office, library, or guest room to suit your lifestyle. Engineered wood floors run throughout the home, creating a warm and cohesive flow. Stylish new light fixtures inside add a fresh, modern touch. Built with impact-resistant windows and a sliding glass door, this home offers peace of mind, along with full-perimeter gutters, a smart home system, alarm system, and an oversized two-car garage. Avanti at Waterside is one of Lakewood Ranch’s most desirable communities, offering a low HOA fee and a prime location. You’re just minutes from Waterside’s dining, shopping, weekly farmer’s markets, and year-round community events—and only a short drive to UTC Mall, Lido and Siesta Key beaches, downtown Sarasota, and the Sarasota-Bradenton International Airport.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Shannon Rogers (941-920-5454)
1275 42ND ST, SARASOTA, FL 34234
$445,000162 Days on yellowkey MLS ID: A4670391
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
550 46TH ST, SARASOTA, FL 34234
$999,000174 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing Agent: Carol-Ann Warr (941-780-0665)
192 EAGLESTON LN, SARASOTA, FL 34240
$399,00028 Days on yellowkey MLS ID: A4686766
0 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1696 Built: 2025Monthly Fee: $190Community: Lakewood RanchSingle Family
Taxes:$0
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Priced to sell an exceptional opportunity in the heart of Lakewood Ranch, offering style, comfort, and value in one of the area’s most sought-after communities. Welcome to Bungalow Walk, where re sidents enjoy a vibrant lifestyle with convenient access to Waterside Place, UTC, Sarasota-Bradenton International Airport, downtown Sarasota, and the Gulf beaches. This beautifully designed two-story home features 3 bedrooms, 2.5 bathrooms, and a 2-car garage, with a functional and airy floor plan ideal for both everyday living and entertaining. The main level includes a primary suite, laundry room, powder bath, and a covered patio perfect for outdoor enjoyment. Upstairs, a spacious loft provides flexibility for a home office, media room, or additional living space, along with generously sized secondary bedrooms. The home has been thoughtfully upgraded with luxury vinyl flooring throughout (no carpet), along with the addition of a refrigerator, washer and dryer, and window blinds throughout, making this home truly move-in ready. Residents enjoy maintenance-free living and access to resort-style amenities, including a community pool designed for relaxation and social connection. Clubhouse, Dog park. , Firepit, playground and activities park. A rare opportunity to own in Lakewood Ranch at an attractive price schedule your private showing today.
Listing Agent: Selina Bacigalupo (941-893-7267)
3538 65TH AVENUE CIR E, SARASOTA, FL 34243
$339,900257 Days on yellowkey MLS ID: TB8391530
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1217 Built: 1988Monthly Fee: $29 Tax: $4,150 (2024)Community: Centre LakeSingle Family
Taxes:$4,150
Remarks: Check out this 3 bedroom 2 bath 2 car garage home in Centre Lake. Great water views from nearly every room as to the quiet enjoyment of this home A large living room and an open kitchen as well a split plan layout and a master bedroom/master bath. A 2 car garage and many updates enhance this home. There is still a bit of work to be done to complete the update but here is the chance to build your own equity. Close to all the activities of Sarasota and Bradenton. Come chek it out.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Dave Liddle (727-422-2564)
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00032 Days on yellowkey MLS ID: A4685791
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This beautifully crafted custom home blends modern farmhouse design with thoughtful details and quality finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open floor plan, the home is designed for comfortable living and effortless entertaining. From the moment you arrive, the exterior showcases distinctive character with a cypress wood garage door, cypress porch accents, and a striking glass entryway. Inside, the two-story layout is filled with natural light, European oak flooring, and recessed lighting throughout, creating a warm and inviting atmosphere. The main living space features a dramatic 12-foot vaulted ceiling highlighted by a decorative cypress beam and an electric fireplace, making the great room a welcoming focal point of the home. The open-concept design flows seamlessly into the chef’s kitchen, which is both stylish and functional. It features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom wood cabinetry with soft-close drawers, and a large waterfall-edge island. Floating cypress wood shelves, brass light fixtures, and a spacious walk-in pantry add both character and practicality. The primary suite provides a relaxing retreat with a spacious bedroom, walk-in closet with custom shelving, and a thoughtfully designed bathroom featuring dual showers, double vanities, and cypress shelving. Additional highlights include beautiful wood stairs with a wrought iron railing leading to a second-story bonus room, along with a large laundry and mudroom combination offering abundant storage and counter space. Outside, the spacious backyard offers ample room for a future pool and is enclosed by a six-foot cypress shadowbox fence, creating a private setting ideal for pets, gatherings, and outdoor enjoyment. Ideally located east of the Trail in Sarasota, the home is just a few blocks from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, and cultural scene — along with the area’s world-renowned Gulf beaches — are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00034 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSingle Family
Taxes:$32,419
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Steve Hagan (941-900-4126)
5649 LONG SHORE LOOP, SARASOTA, FL 34238
$1,045,00047 Days on yellowkey MLS ID: A4683665
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2622 Built: 2020Monthly Fee: $396 Tax: $8,602 (2025)Community: Sunrise Preserve Ph 2Single Family
Taxes:$8,602
Remarks: This 3 bedroom, 3 bath home, built in 2020, offers a blend of luxury, functionality, and peace of mind through its thoughtful upgrades and features. Beautiful inside and out, the interior was freshly painted in 2025 and features fresh wallpaper, crown moldings in all rooms, and board and batten trim on the walls. Impact windows, a whole-house generator, whole-house water filtration system, and professionally installed landscape lighting further enhance the home’s comfort, safety, and efficiency. Incredibly well maintained, this home is spacious with an open floor plan that encompasses the kitchen with stainless steel appliances, a gas cooktop, breakfast bar, Cambria quartz countertops, and white cabinetry with Shelf Genie pull-out wooden upgrades, along with the family room and formal dining area. The huge master suite features a large bathroom and a walk-in closet with custom built-ins. The lanai has been updated with retractable storm-resistant screens and upgraded no-see-um screens, and the property is ideally positioned next to a preserved lot, providing extra privacy and a beautiful Oak tree. Lawn maintenance and landscaping are covered in the HOA fees. There are so many other enhancements that you must see this home in person to truly appreciate it. (A feature sheet is available.) Sunrise Preserve is situated in the heart of Palmer Ranch. This location is ideal due to its proximity to major roadways, including I-75, a vast variety of shopping and dining venues, and a short drive to area beaches and recreational offerings. Residents can take advantage of resort-style amenities including a heated community pool, clubhouse, fitness center, bocce, pickleball and tennis courts, and scenic walking paths.
Listing Agent: Steve Abbe (941-400-3969)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000118 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The 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)
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,00067 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSingle Family
Taxes:$18,068
Elementary School: K-8 At Clark And Lorriane
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00069 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSingle Family
Taxes:$5,399
Elementary School: Gulf Gate Elementary
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
7300 COVE TER, SARASOTA, FL 34231
$2,395,00077 Days on yellowkey MLS ID: A4680113
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3686 Built: 1974Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSingle Family
Taxes:$18,405
Remarks: Situated in the highly sought-after Coral Cove community, this renovated two-story grand residence offers flexible and refined living space, including two spacious primary suites. A double-door entry opens to a grand foyer, spacious great room with volume ceilings and a wall of sliding glass doors, drawing the eye to the saltwater pool and tranquil water views beyond. The home features four bedrooms and three and one-half baths with marble, granite, and Egyptian limestone surfaces throughout. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. The first-floor primary suite overlooks the pool and spa and includes a marble bath accented with onyx lighting. The second-floor primary suite showcases bamboo flooring and a custom en-suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. Enjoy sunset views and elevated outdoor living with a covered lanai featuring a wood-inset ceiling, a summer kitchen with granite countertops and a built-in grill, and granite-tiled decking that surrounds an exquisite pool and spa. Hop on your boat from the composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. Surrounded by tropical landscaping and exterior lighting, this residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities of Sarasota.
Listing Agent: Liz Arme (941-266-4003)
8075 SLIPWAY DR, SARASOTA, FL 34240
$879,90083 Days on yellowkey MLS ID: A4679530
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2276 Built: 2024Monthly Fee: $393 Tax: $10,702 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$10,702
Remarks: Exquisite residence in Lakehouse Cove, offering water views and an exceptional level of finish detail throughout. This thoughtfully designed home provides outstanding flexibility with two bedrooms, a spacious den/flex room and an additional den/study, creating ideal spaces for a home office, guest retreat or secondary living area. Attention to detail is evident at every turn with custom millwork throughout, hand-stained ceiling beams in the great room, and a striking floor-to-ceiling stone fireplace that anchors the main living space. The large den with double doors offers a versatile and private setting. The owner's suite is positioned to capture peaceful water views and features accent details, a tray ceiling with decorative molding, custom lighting and a walk-in closet with professionally designed built-in shelving. The bright, well appointed kitchen includes a generous breakfast bar, gas stove and glass-front cabinetry. The mudroom and laundry room have been custom finished with built-in bench seating, shelving, stacked cabinets, upgraded sink with tile backsplash and abundant storage. Additional upgrades that further elevate the home are custom designed closets and electric window treatments throughout (excluding laundry room). Designer lighting fixtures thoughtfully enhance each space, complimenting the home's architectural details and millwork. Built in 2024 and occupied only part-time, this home is in immaculate condition. Neighborhood amenities include a resort-style pool and spa, club house, fitness center, pickle ball courts, boat house and kayak ramp, event lawn and two dog parks. Located just a short stroll to vibrant Waterside Place, offering a variety of restaurants, shops, a weekly farmer’s market, block parties and concerts and more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000126 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$11,879
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$490,000129 Days on yellowkey MLS ID: A4674495
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Elementary School: Wilkinson Elementary
Remarks: BRAND NEW VINYL PRIVACY FENCE JUST INSTALLED IN BACK YARD! THIS IS THE ONE! Welcome to your Sarasota dream home in the highly sought-after Village Green Estates! This stunning, fully renovated, 3-bedroom 2-bathroom residence offers luxurious living on a premium oversized lot that sits high and dry! Step inside to discover a home where every detail has been carefully curated. The brand-new kitchen is a chef's delight, featuring sleek waterfall quartz countertops, modern soft close cabinetry, and top-of-the-line finishes. Enjoy the seamless flow of brand-new luxury vinyl plank flooring throughout the entire home, complemented by chic matte black hardware and light fixtures that add a touch of contemporary elegance. Both bathrooms have been completely transformed into spa-like retreats with exquisite tile work and designer vanities. The living space extends outdoors to a screened-in covered lanai, perfect for enjoying the Florida weather in comfort and style. The exterior is just as impressive as the interior. The property boasts new landscaping and paint that enhances its curb appeal, and significant updates ensure the home is move-in ready and low maintenance. Other key features include new impact windows/doors, newer tile roof, new HVAC duct work, and new water heater! Village Green Estates is well maintained and established community that offers the nearby golf clubhouse and no CDD fees, for only a low $100 annual fee! Join the optional golf membership at Village Green Golf Club to enjoy a day out on the course right in your back yard! This is a fabulous location close to everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota, I-75, UTC Mall, and Siesta Key!
Listing Agent: Brent Martin, Llc (941-231-4662)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000130 Days on yellowkey MLS ID: A4673529
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$15,011
Remarks: A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.
Listing Agent: Judie Berger (941-928-3424)
10238 MORNING MIST LN, SARASOTA, FL 34241
$715,000153 Days on yellowkey MLS ID: N6141387
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2433 Built: 2021Monthly Fee: $442 Tax: $10,477 (2025)Community: Skye Ranch Nbrhd Four NorthSingle Family
Taxes:$10,477
Middle School: K-8 At Clark And Lorriane
Remarks: Make this highly sought-after 2,433 sq. ft. Lazio floor plan your own, perfectly situated in ESPLANADE AT SKYE RANCH. This exquisite THREE-BEDROOM PLUS BONUS ROOM, THREE-BATH residence with a THREE-CAR TANDEM GARAGE blends architectural elegance with modern comfort—an inspired retreat where every detail has been thoughtfully curated. From the moment you step inside, soaring 10-FOOT CEILINGS and abundant natural light create an immediate sense of openness and serenity. Rich, wood-toned LUXURY VINYL PLANK FLOORING flows throughout the main living areas, complementing the home’s warm and inviting palette. FRESHLY PAINTED INTERIORS elevate the space with a refined, move-in-ready appeal. The open-concept great room seamlessly connects the living, dining, and kitchen areas—perfect for both intimate evenings and entertaining on a grand scale. The GOURMET KITCHEN is a showpiece, featuring upgraded Shaker-style SOFT-CLOSE CABINETRY, premium GE stainless steel appliances, a GAS COOKTOP, and a stunning QUARTZ island with seating for five. A spacious walk-in pantry and kitchen WATER FILTRATION SYSTEM add both convenience and luxury. Step outside to the expansive eastern-facing lanai, designed for year-round enjoyment and unforgettable gatherings. The BRAND NEW OUTDOOR KITCHEN, retractable motorized screens, dual ceiling fans, wall-mounted TV, and tranquil pond views create an exceptional indoor-outdoor living experience. Each of the three spacious bedrooms offers privacy and its own en-suite bath, designed for comfort and style. The primary suite is a serene sanctuary, featuring a charming bay window ideal for a sitting area, elegant tray ceilings, and a spa-inspired bath with dual vanities, large-format tile flooring, an oversized frameless glass walk-in shower, and a custom-designed walk-in closet with soft-close drawers. A versatile bonus room provides endless possibilities—perfect as a fourth bedroom, refined home office, or private media retreat. Completing the offering, lightly lived-in furnishings are available under a separate bill of sale, allowing for a seamless, move-right-in experience. This exceptional home delivers luxury, lifestyle, and location—an opportunity not to be missed. Just steps from your door, Rendezvous Park invites you into a residents-only resort experience, complete with a sparkling pool and spa, private cabanas, fireside seating, a bark park, bocce and pickleball courts, and an event lawn designed for memorable gatherings. Elevating the lifestyle even further is The Hub, an impressive 25,000-square-foot clubhouse offering a state-of-the-art fitness center, indoor basketball courts, rock-climbing wall, café, stylish social lounges, Kidz Zone, and a family-friendly pool complex with lap lanes and a splash pad. Surrounded by 387 acres of preserved natural beauty, Skye Ranch blends luxury living with an active outdoor lifestyle, featuring more than 25 miles of scenic trails for walking, running, and cycling. A dedicated lifestyle manager curates a vibrant calendar of events, wellness programs, and community experiences that make every day feel thoughtfully elevated. Perfectly positioned near A-rated Sarasota County schools, pristine Gulf Coast beaches, championship golf courses, the arts and dining of downtown Sarasota, upscale shopping at University Town Center, and premier medical facilities—this is not just a place to live, but a lifestyle defined by connection, convenience, and refined relaxation.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Heidi Lionetti (651-246-9641)
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