Location: Sarasota
Do Not Show Listings
2171 ORCHID ST, SARASOTA, FL 34239
$370,000268 Days on yellowkey MLS ID: A4670904
0 Days Off yellowkey (back on 7/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1952 Tax: $4,111 (2024)Community: Washington Heights/ SouthgateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,111
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. FIXER UPPER WITH LOCATION, LOCATION, LOCATION, SOUTHGATE Location - 1 block North of Siesta Drive on East side of Trail. This rare dead end street has a walking trail and is very private. Area is undergoing redevelopment with many homes in area being totally renovated or torn down and new homes being built. Walk to shopping center, restaurants & Brookside school and so much more. Sought after Southside Elementary is 5 minutes away. You can be at world famous Siesta Key beach in about 10 minutes. The home has 3 bedrooms, 2 baths, a nice back yard with stately trees. Bring your creativity, vision and love of the area or bring your building plans and have the home of your dreams in the neighborhood you love. This is either a redo or rebuild.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Kris Niehaus (941-376-4950)
4390 WOODVIEW DR, SARASOTA, FL 34232
$600,000309 Days on yellowkey MLS ID: A4666171
1 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2568 Built: 1985Monthly Fee: $64 Tax: $3,276 (2024)Community: Woodland ParkSpa: YesSingle Family
Taxes:$3,276
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to Woodland Park – the charm of Old Florida in the heart of Sarasota! Set on an expansive 16,400+ sq. ft. lot with lush, mature landscaping, this spacious custom home offers privacy, character, and a warm community atmosphere along tree-canopied streets. Just 5 miles from downtown Sarasota, Woodland Park blends timeless “Old Florida” charm with everyday convenience. The home features a versatile split floor plan with generously sized rooms. The primary suite is thoughtfully separated from the guest bedrooms, offering comfort and retreat. Two fireplaces bring cozy charm—one anchoring the living room as a central gathering place, the other enhancing a flexible den/office space that could easily serve as a fourth bedroom. The living room is designed for entertaining, complete with a wet bar and open flow to the kitchen and dining area. Outside, a caged swimming pool invites year-round enjoyment, while a detached oversized two-car garage provides ample space for vehicles, storage, or a workshop. Recent updates include fresh exterior paint and a new roof, adding peace of mind to this already special property. With its unique floor plan, lush grounds, and community character, this home is a rare find in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
5645 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$1,225,000569 Days on yellowkey MLS ID: A4634600
REDUCED by $70,000 (5.4%) on 06/30/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2541 Built: 1973 Tax: $5,153 (2023)Community: Sarasota PlantationsSingle Family
Taxes:$5,153
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Private compound ~ almost 4000 SF of living area! House & Guest House on 5 acres. Not in flood zone ! Serene oasis tucked at the end of a quiet country lane. 5000 SF outbuilding with successful Pet Resort business, perfect for home-based businesses. The charming, established neighborhood is conveniently located to beautiful beaches and vibrant downtown city life. It is also very HORSE FRIENDLY! The main house (3 Bed/2.1 Bath) & guest house (2 Bed/1.1 Bath) are updated. Buildings have new/newer roofs & windows! Feels far away, yet so close to Siesta Key beaches, downtown Sarasota and SRQ airport. Tons of updates throughout the property. The main house features a modern kitchen and bath updates with a new roof in 2023. The open floor plan and soaring ceilings perfectly frame the lovely views of the L-shaped pond. Thoughtfully designed, this home offers ample storage with a large pantry and separate laundry room with half bath. The large decks provide expansive views of the pond and garden area. The guesthouse, situated well away from the main home, was nicely renovated in 2020. The two-bedroom, one-and-a-half-bath cottage with vaulted ceiling and open floor plan feels and lives much larger than its 1,500 square feet. The living room sliders opening to a walled patio/garden space create a private, serene retreat. The freestanding kennel building, measuring about 5,000 square feet, includes reception and grooming areas, plus a half bath. The kennel includes 30 dog runs, nine cat rooms and three isolation areas for flexible accommodations. The proximity to population centers and easy highway access offers so much potential for pet boarding, doggie daycare, professional dog trainers or show handlers. This well-maintained property is truly an unexpected find and a rare opportunity that blends privacy and convenience. If you've been searching for a family compound, home-based business, dog property or horse property, schedule your private tour today. Check out the tour links, and don't miss the drone tour in link 2! More photos available upon request.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Bill Blume (941-525-6257)
6154 MIDNIGHT PASS RD #A-05, SARASOTA, FL 34242
$595,000122 Days on yellowkey MLS ID: A4687809
REDUCED by $30,000 (4.8%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,422 (2025)Community: Casa Blanca VillasVilla
Taxes:$4,422
Tax Year: 2025
Remarks: PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
258 CRYSTAL WATERS DR, SARASOTA, FL 34240
$5,244,00032 Days on yellowkey MLS ID: A4698383
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4575 Built: 2026Monthly Fee: $661 Tax: $1,900 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$1,900
Remarks: Anchor Builders, Sarasota's premier luxury custom home builder proudly presents The Martinique III, an extraordinary furnished model home in Wild Blue at Waterside. Perfectly positioned on an expansive half-acre Lapis homesite overlooking tranquil water and nature preserve views, this remarkable modern farmhouse was thoughtfully designed by acclaimed residential designer Paul Fletcher to capture breathtaking vistas from nearly every living space. A grand arrival begins with authentic white brick architecture, soaring columns, lush tropical landscaping, and an impressive auto court leading to opposing dual oversized garages, offering a four-car garage space with exceptional convenience and curb appeal. Inside, custom-crafted double entry doors open to a stunning arched foyer where timeless architecture and refined finishes immediately create a sense of warmth, elegance, and serenity. Vaulted ceilings adorned with stained wood beams, expansive walls of glass, and an abundance of natural light define the home's open-concept living spaces while seamlessly connecting the great room, dining area, and chef's kitchen. Designed for both entertaining and everyday living, the gourmet kitchen features premium appliances, custom cabinetry, luxurious countertops, and a fully equipped pantry kitchen. Every detail has been thoughtfully designed to create the perfect setting for intimate dinners or effortless entertaining while enjoying spectacular water views. Throughout the home, wide gallery hallways, rich chevron-pattern white oak flooring, bespoke millwork, designer lighting, and architectural details showcase the exceptional craftsmanship for which Anchor Builders is known. Every finish has been selected to create an inviting atmosphere. The private owner's retreat is a sanctuary unto itself, offering a peaceful sitting area, expansive dual walk-in closets, and an exquisite spa-inspired bath designed for ultimate relaxation. Three beautifully appointed ensuite guest bedrooms provide exceptional comfort and privacy, while a private study, flexible bonus room, powder bath, spacious utility room, and climate-controlled storage complete the thoughtfully designed floor plan. Outdoor living is equally extraordinary. Expansive covered living and dining areas flow effortlessly from the interior to create the ultimate Florida lifestyle. Enjoy a resort-style pool and spa, outdoor kitchen, fireplace, fire pit, and multiple gathering spaces, all perfectly positioned to embrace the serene waterfront setting. Residents of Wild Blue at Waterside enjoy an unparalleled lifestyle with convenient access by foot, bicycle, or golf cart to the future clubhouse featuring fine and casual dining, social events, a state-of-the-art fitness center, wellness classes, personal training, a golf simulator, movie theater, and more. The community also offers the Midway Sports Center with 13 acres of recreational amenities, scenic walking and biking trails, six tennis courts, eight pickleball courts, a sports pro shop, kayak launch, playground, and two dog parks. Professionally curated by acclaimed interior designer Carrie Riley of Riley Interior Design, this residence is offered fully furnished, including all designer furnishings, televisions, artwork, accessories, and décor. Pricing reflects the furnishings and is net of the builder's leaseback. Please contact the builder's representative for complete details.
Listing is courtesy of: ANCHOR REALTY OF S W FL INC (941-379-4405)
Listing Agent: Paul Dupuis (941-379-4405)
10612 ORBIT TER, SARASOTA, FL 34241
$284,359177 Days on yellowkey MLS ID: A4681031
1 Days Off yellowkey (back on 3/14/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1219 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Close to Park | No Rear Neighbors | Close to Trails | Convenient First Floor Living. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ivy at 10612 Orbit Terrace in the Towns at Skye Ranch. This thoughtfully designed townhome offers approximately well designed living space with two bedrooms and two and a half bathrooms. Designed to maximize every inch, the Ivy includes sought after features and smart storage throughout. Step inside the foyer to find the kitchen at the front of the home, complete with a spacious pantry and a convenient half bathroom nearby. Continue into the open dining area and great room, creating an easy flow for everyday living. Just off the great room, enjoy your private outdoor patio, perfect for relaxing or entertaining. Upstairs, the primary suite provides a quiet retreat, while the second floor also includes an additional bedroom, a full bathroom, and a conveniently located laundry area. Set behind the gates in the master planned community of Skye Ranch, these modern townhomes reflect Taylor Morrison’s quality craftsmanship in the heart of Sarasota, Florida. Located at the intersection of Clark Road and Lorraine Road, Skye Ranch offers a lifestyle designed for exploration, connection, and everyday enjoyment. The community thoughtfully preserves the natural beauty of the land, featuring grand oak trees, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: upgraded cabinets and quartz countertops, upgraded luxury vinyl in living areas on first floor, upgraded carpet on 2nd floor, and 2" faux wood blinds. Photos are for representative purposes only. MLS#A4681031
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
10741 ECLIPSE ST, SARASOTA, FL 34241
$342,329296 Days on yellowkey MLS ID: A4667600
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1373 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | 2nd Floor Laundry Room. New Construction – May Completion! Built by America’s Most Trusted Homebuilder. Welcome to the Jasmine at 10741 Eclipse Street in The Towns at Skye Ranch! Enter from the front porch into the heart of this charming townhome, where the great room flows into an open kitchen with a large island—perfect for everyday meals and entertaining. The first level also includes a powder bath, one-car garage, and spacious outdoor patio. Upstairs, two secondary bedrooms share a full bath, while the private primary suite offers a walk-in closet and double vanity bath. Laundry is conveniently located on this floor. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Whole house blinds. Photos are for representative purposes only. MLS#A4667600
2316 BLUE MAHOE LN, SARASOTA, FL 34240
$423,99099 Days on yellowkey MLS ID: A4691035
REDUCED by $65,000 (13.3%) on 07/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 2026Monthly Fee: $245 Tax: $848 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoVilla
Taxes:$848
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: The Tidewater 2B twin villa by Neal Communities offers two bedrooms, two baths, and a spacious open layout designed for comfortable living. The main living area seamlessly connects the great room, dining space, and kitchen with an island, creating an inviting setting for gathering and entertaining. A private den adds flexibility for a home office, hobby room, or additional living space. The covered lanai provides a comfortable outdoor area for relaxing or enjoying fresh air. Inside, tile and wood flooring enhance the home’s stylish appeal, complemented by a neutral color palette that creates a timeless and cohesive design throughout. The owner’s suite features dual closets and a well-appointed bath with double vanities, a walk-in shower, and private water closet. A secondary bedroom with a walk-in closet and nearby full bath provides comfort and convenience for guests or family members.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
4140 EASTWOOD DR, SARASOTA, FL 34232
$495,00031 Days on yellowkey MLS ID: A4698022
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1981Monthly Fee: $18 Tax: $4,267 (2025)Community: TamaronSingle Family
Taxes:$4,267
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to 4140 Eastwood Drive, a beautifully maintained 3-bedroom, 2-bath pool home in the established Tamaron community of Sarasota. Offering 1,668 square feet of living space, this residence combines comfort, functionality, and recent improvements that make it move-in ready. Enjoy Florida living year-round in the private screened lanai overlooking the resurfaced pool, complemented by refreshed landscaping that enhances the home's curb appeal. Inside, the split-bedroom floor plan provides privacy and flexibility, while the spacious living areas are perfect for both everyday living and entertaining. Situated on a generously sized lot in a centrally located neighborhood, you'll enjoy convenient access to downtown Sarasota, I-75, shopping, dining, parks, and Gulf Coast beaches. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home offers exceptional value in one of Sarasota's most desirable.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
6056 DRY TORTUGAS DR, SARASOTA, FL 34241
$379,990111 Days on yellowkey MLS ID: A4689596
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1790 Built: 2026Monthly Fee: $191 Tax: $926 (2025)Community: Grand Park Phase 3A & 3BTownhouse
Taxes:$926
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: This bright end-unit Avery model showcases a light, airy interior that beautifully reflects the lush green hues of the western-facing preserve, especially at sunset, as seen through the triple sliding glass doors and the pavered, screened-in lanai. Built with durability and efficiency in mind, the townhome features all-block construction and impact-resistant glass windows. Additional highlights include a spacious storage unit off the lanai and dual closets in the primary suite. Situated near a private cul-de-sac, this building offers a quiet setting with minimal through traffic. Plus, the neighborhood pool is just an easy eight-minute walk away. Residents enjoy full access to Grand Park’s exceptional amenities, including over six miles of scenic walking trails, all with low HOA fees. Ideally located, this home is just a short 20-minute drive to America’s #1 beach. A truly exceptional opportunity!
9882 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$639,990115 Days on yellowkey MLS ID: A4688971
REDUCED by $37,000 (5.5%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2956 Built: 2026Monthly Fee: $308 Tax: $1,244 (2025)Community: Grand Park Phase 3A & 3BSpa: NoSingle Family
Taxes:$1,244
Remarks: Under Construction. This nearly 3,000 sq. ft., two-story home features a bright, open layout with a grand foyer entry. With 4 bedrooms plus a den, it offers plenty of space along with generous storage and large closets throughout. Upstairs, the private primary suite overlooks a peaceful, west-facing pond—perfect for enjoying beautiful sunset views. The main living area centers around a spacious kitchen with an oversized island, ideal for everyday living and entertaining. The open design creates an easy flow between the kitchen and living spaces. The Vision floor plan offers a comfortable and functional layout, well-suited for modern living.
6568 BIG BAYOU DR, SARASOTA, FL 34241
$589,990324 Days on yellowkey MLS ID: A4664560
REDUCED by $10,000 (1.7%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2025Monthly Fee: $330 Tax: $1,276 (2024)Community: Grand Park Phase 2Single Family
Taxes:$1,276
Remarks: Competitively priced, this stunning White Star farmhouse-style home in Grand Park offers the perfect blend of comfort and design. The north-facing backyard keeps the home cool while providing sunshine on the lanai, which includes a gas hook-up for grilling. Tall privacy hedges line the paved walking trail just beyond the backyard, creating a peaceful, custom-landscaped feel. Enjoy quick, walking-distance access to the Grand Park clubhouse and community amenities directly from the trail. Interior highlights include impact glass windows, 8-foot interior doors, a double-door den, walk-in pantry, recessed ceilings, wood cabinetry, quartz countertops, and wood-look tile flooring throughout. This home combines high-quality finishes, energy efficiency, and a desirable location—all at a great value in Grand Park.
6336 LAKE WOODRUFF CT, SARASOTA, FL 34241
$1,140,990268 Days on yellowkey MLS ID: A4670870
REDUCED by $6,000 (0.5%) on 07/02/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2868 Built: 2026Monthly Fee: $428 Tax: $2,194 (2024)Community: Grand Park Phase 2Spa: YesSingle Family
Taxes:$2,194
Remarks: Under Construction. This stunning Island-elevation home offers a perfect blend of luxury, comfort, and Florida living. Step onto the welcoming front porch and into a spacious foyer that opens to an extra-long living room seamlessly connected to the dining area. Pocketed sliding doors lead to the lanai, where serene pond and preserve views create the ultimate backdrop for relaxing or entertaining. Enjoy the sparkling pool and spa surrounded by pavered decking for effortless indoor-outdoor living. Inside, a club room with its own lanai access provides a versatile retreat, while the front den with French doors is ideal for a home office. The mudroom and utility space off the garage add everyday convenience. Guests will appreciate a private suite, and the primary bedroom features an impressive spa-style bath with a soaking tub. Designed for gathering, the gourmet kitchen and outdoor living spaces are truly the heart of this home. This home truly must be seen to be believed.
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000519 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Elementary School: Phillippi Shores Elementary
Remarks: Virtually Staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1035 SEASIDE DR #503, SARASOTA, FL 34242
$4,650,000196 Days on yellowkey MLS ID: A4677354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2518 Built: 2023 Tax: $48,319 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$48,319
Remarks: One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
8684 WOODBRIAR DR, SARASOTA, FL 34238
$639,000150 Days on yellowkey MLS ID: A4684548
REDUCED by $25,000 (3.8%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2329 Built: 1992Monthly Fee: $205 Tax: $4,830 (2025)Community: Deer CreekSpa: NoSingle Family
Taxes:$4,830
Elementary School: Gulf Gate Elementary
Remarks: Nestled within a gated community, this Lee Wetherington custom-built home offers a rare blend of privacy and comfort with all hurricane impact windows, refinished pool and private backyard. From the moment you enter the community, you'll appreciate the sense of tranquility and security that defines this neighborhood. The home features three bedrooms, one of them currently set up as an office, two full bathrooms, and one-half bath, thoughtfully arranged to provide both functionality and comfort. Natural light fills the living spaces, enhancing the warm and inviting layout that is ideal for everyday living as well as entertaining guests. The well-designed floor plan allows for seamless flow between living, dining, and gathering areas, creating a space that feels open yet cozy. Step outside to your own private backyard retreat, where a sparkling private pool is surrounded by mature greenery, offering exceptional privacy. Located within a gated community, residents enjoy an added level of security and exclusivity, along with a well-maintained environment that reflects pride of ownership. Roof was replaced in 2016, HVAC and water heater 2019, pool heater 2025, windows 2018-2020 and pool was resurfaced in 2022. In addition, Costco, YMCA, Legacy Trail and Siesta Key are only short drive away.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Williams (941-225-1520)
5655 WOODLAND SAGE DR, SARASOTA, FL 34238
$549,00076 Days on yellowkey MLS ID: TB8509031
REDUCED by $20,000 (3.5%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2631 Built: 2020Monthly Fee: $286 Tax: $4,315 (2025)Community: Promenade EstatesSingle Family
Taxes:$4,315
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: You will love this stunning newer home located on a cul-de-sac in popular Promenade Estates. This is a two-story home with five bedrooms, three bathrooms, and a bonus room. Open-concept floor plan flows seamlessly throughout the main level centering around the Chef's kitchen. There is also a guest suite on the main level. Upstairs, a spacious owner's suite and three additional guest bedrooms, a full bathroom, and a convenient laundry room complete the second floor. . The home features an abundance of desirable builder upgrades throughout. The expansive backyard is quiet and private. Low HOA fee of just $226/month includes a resort-style pool, splash pad, playground, volleyball court, dog park, basketball court, and fitness center. Located outside of the flood zone. Walking distance to the Legacy Trail and Oscar Scherer Park. A+ rated public schools. A short drive to award-winning beaches. Schedule a showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Michael Klanot (941-504-2345)
1010 CROSSWIND AVE, SARASOTA, FL 34240
$949,000147 Days on yellowkey MLS ID: A4684499
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2153 Built: 2021Monthly Fee: $419 Tax: $8,894 (2025)Community: Lakehouse Cove/Waterside Ph 4Spa: NoSingle Family
Taxes:$8,894
Remarks: Step inside and discover a residence that effortlessly blends refined comfort with the relaxed elegance of Florida living. 1010 Crosswind, located within Lakehouse Cove at Waterside, offers 2,153 square feet of living space, including three bedrooms, two full bathrooms, and a versatile flex room, complemented by a coastal-inspired front elevation, paver driveway, and a two-car garage with carriage-style doors. Notable enhancements include hurricane impact windows throughout, a whole-house generator, crown molding, window tinting, upgraded light fixtures, recently painted interior walls, a tankless water heater, a water softener, and a reverse osmosis system. The kitchen is bright and contemporary, featuring white shaker cabinetry with crown molding, quartz countertops, a large center island with shiplap detailing and bar seating, stainless steel appliances, a classic subway tile backsplash, and three glass pendant lights that add warmth and style above the workspace. The dining area is defined by a distinctive brick accent wall, statement chandelier, plantation-shuttered window, and seamless connection to the surrounding living spaces. The great room features a tray ceiling with crown molding, a contemporary ceiling fan, abundant natural light, and large sliding glass doors that open to the screened lanai. The primary suite offers a spacious layout with preserve and pool views, tray ceiling with crown molding, ceiling fan, brand-new carpeting, and a custom walk-in closet with built-in organization. The ensuite bath is finished with a dual-sink quartz vanity, oversized walk-in shower with frameless glass, open shelving, modern lighting, and tile flooring. Two guest bedrooms are positioned at the front of the home and include crown molding, ceiling fans, plantation shutters, and plush carpeting, while the shared guest bath features a quartz vanity, a walk-in shower with frameless glass, modern fixtures, display shelving, natural light, and tile flooring. Outdoor living amazes with a paver lanai featuring covered seating with a ceiling fan, a heated saltwater pool with a sun shelf, a motorized retractable awning, and lush tropical landscaping set against private preserve views. The two-car garage is equipped with ceiling-mounted storage racks. Ideally positioned, the home offers convenient access to Waterside Place, Lakewood Ranch Main Street, the UTC corridor, and the new Mote Science Education Aquarium, while Sarasota’s renowned Gulf beaches remain just a short drive away. Life in Lakehouse Cove extends well beyond the residence itself, offering a thoughtfully designed lifestyle centered around recreation and connection. Residents enjoy six pickleball courts, a resort-style pool and spa overlooking Lake Kingfisher, a state-of-the-art fitness center, a boathouse with a kayak launch, two dog parks, a community clubhouse, and a fire pit gathering space. A short stroll leads directly to Waterside Place, where shopping, dining, a weekly farmers market, and year-round community events create a vibrant and highly walkable setting.
Listing Agent: Donna Soda, Pllc (941-961-5857)
3182 HATTON ST, SARASOTA, FL 34237
$575,000148 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
5209 MANORWOOD DR #3A, SARASOTA, FL 34235
$449,900615 Days on yellowkey MLS ID: A4630203
REDUCED by $50,000 (10.0%) on 04/16/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2006 Tax: $3,320 (2023)Community: Grande Oaks PreserveCondo
Taxes:$3,320
Remarks: COMPARE PRICE, LOCATION and ASSOCIATION FEES of this LUXURY condo to any EQUIVALENT condo, you will be CONVINCED his condo should be your number ONE choice. This RARELY available FULLY FURNISHED, LARGE END UNIT, has 3-bedrooms, 3-full bathrooms, and nice open floor plan! ADD in the IMPACT GLASS sliders on the lanai overlooking the preserve and you have a total of 2727sq ft of living space! Kitchen is very bright with dining area with large windows overlooking the heated pool area and 2 hot tubs. Large inside laundry room has ample storage space, the ENTIRE home has so very much storage space which makes for great organization! Some of the upgrades in this lovely home include high tray ceiling, crown molding, arched openings with columns, neutral tile, engineered hardwood flooring, TILE floors in the living room and kitchen. The kitchen has granite countertops, a dine-in area and breakfast bar, custom wood cabinets with rollouts, built-in desk for convenient use such as cookbooks. The ensuite primary bedroom has a huge, customized, walk-in closet and a large bath with soaking tub, walk-in shower, dual sinks, and stone counters. There are two assigned parking spaces under the buildings' gated garage and an extra air-conditioned, secured storage area. LOCATION, LOCATION, LOCATION! This is a MUST SEE if you are looking for a lavish gated community with WALKING PATHS, MAJESTIC OAKS and a PRESERVE WITH WILDLIFE! GRANDE OAKS PRESERVE offers a fitness center, tennis courts and a clubhouse and resort style heated pool and spa! You could walk to the UTC Mall, or Benderson Park with International rowing facilities. SARASOTA S' INTERNATIONAL AIRPORT is only a short drive. Access to I75 is so close! Downtown Sarasota, St. Armands Circle, for fabulous shopping, world famous Siesta Key beach and Lido Key Beach, cultural activities, numerous golf courses, and medical facilities. Come see and don't miss this beautiful home!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Kathleen Dupont (941-350-4995)
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