Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Living Area Square Feet: 3000 to 3499
Do Not Show Listings
Sarasota - 182 properties found
860 S BENEVA RD, SARASOTA, FL 34232
$725,000223 Days on yellowkey MLS ID: A4665949
1 Days Off yellowkey (back on 4/30/2026)
REDUCED by $40,000 (5.2%) on 04/22/2026
Bed: 4 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3177 Built: 1950 Tax: $3,030 (2024)Community: Not Part Of A SubdivisionSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,030
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Rare waterfront footage on over 1.4 acres of tropical landscape.This unique property includes a 2 story, 3 bedroom/ 5 bath house, a 1 bed/1 bath guest house, and a 1900 square foot detached garage. It is ideal for storage, a workshop or recreational equipment. Legacy Trail less than 2 miles away. Bring your e bike business and set up shop here. ( Subject to zoning). The property is located on Phillippi Creek , offering direct access and a unique opportunity for a kayak or paddleboard business in a highly desirable recreational area. ( Subject to zoning) While the property has experienced flooding and requires major renovations, the potential returns make it best suited for investors, builders or buyers ready to undertake a significant project.Bring your vision and tools to transform this into a standout asset in a great location. Close to resturants & shopping.Property sold AS-IS.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Renee Tope (941-376-1472)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000137 Days on yellowkey MLS ID: A4675587
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
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
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)
244 N WASHINGTON DR, SARASOTA, FL 34236
$6,000,0005 Days on yellowkey MLS ID: A4691610
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3146 Built: 1953 Tax: $35,311 (2025)Community: John Ringling Estates St Armands Div 01Single Family
Taxes:$35,311
Elementary School: None
High School: None
Middle School: None
Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4668323). A rare opportunity to own a beautifully crafted custom waterfront home on St Armands Key. The 57 feet of pristine water frontage with unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. Located on the north side of world-famous St Armand Key and just minutes from famous beaches, as well as the vibrant shopping and dining options on the circle, this is a unique opportunity to personalize your dream home. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
2644 WATERFRONT CIR, SARASOTA, FL 34240
$1,539,0005 Days on yellowkey MLS ID: A4691429
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3492 Built: 2026Monthly Fee: $372 Tax: $2,667 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,667
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under Construction. Private preserve home site with an inviting private pool and spa. 16-foot impact multi-slide stacking great room door for seamless indoor-outdoor living. Primary bath with alternate layout featuring a luxe upgraded shower and soaking tub. Dedicated first-floor office in lieu of flex room for a refined, functional workspace. The Caladesi's welcoming covered entry and inviting foyer open onto the expansive great room and views to the large covered lanai beyond. The well-designed gourmet kitchen overlooks a bright casual dining area and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and sizable walk-in pantry. The private primary bedroom suite is enhanced by dual walk-in closets and primary bath with dual-sink vanity, large soaking tub, luxe shower, and private water closet. Secondary bedrooms feature generous closets, one with a private bath, the other with shared hall bath. Additional highlights include a versatile office space, convenient powder room, centrally located laundry, and additional storage. Schedule a tour today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
7738 CALLE FACIL, SARASOTA, FL 34238
$850,000194 Days on yellowkey MLS ID: A4669285
REDUCED by $15,000 (1.7%) on 04/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3485 Built: 1989Monthly Fee: $833 Tax: $8,808 (2025)Community: Prestancia - La VistaSpa: NoSingle Family
Taxes:$8,808
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Experience effortless Florida living in this beautifully La Vista villa style 2-story home, ideally located in one of Prestancia’ s most desirable maintenance-free communities—just a short walk to the TPC Clubhouse. Thoughtfully refreshed with new interior and exterior paint, along with brand-new carpeting, the home blends comfort, style, and convenience while offering a fresh, modern canvas for today’s buyer to make it their own and unlock its full potential. Light-filled interiors feature soaring vaulted ceilings and expansive windows, creating an open, airy feel that lives both comfortably and elegantly. The spacious living area flows seamlessly outdoors through pocketing sliding glass doors, opening to a covered, screened lanai—perfect for entertaining or simply enjoying indoor-outdoor living year-round. The kitchen is designed for both function and gathering, with a large center island, ample counter space, wall oven and microwave with warming drawer, dual sinks, and a bright breakfast nook. A formal dining room provides the perfect setting for hosting. The primary suite is a private retreat with direct lanai access, plantation shutters, a generous closet, and a well laid out bath with dual vanities, soaking tub, and separate shower. A guest suite with en-suite bath, powder room, and laundry room complete the main level. Upstairs, two additional bedrooms and a full bath offer flexible space for guests, family, or a home office. Enjoy peace of mind with hurricane-impact glass throughout. Outdoors, the lanai serves as your personal oasis, featuring covered and open seating areas, a solar-heated pool, and tranquil views of the preserve, water, and the 18th fairway of TPC Prestancia. Prestancia residents benefit from 24-hour guard-gated security, beautifully maintained grounds, and optional membership to TPC Prestancia Golf Club, offering two championship courses and an active social lifestyle. Conveniently located near Siesta Key’s renowned beaches, The Legacy Trail, and Sarasota’s top dining, shopping, and cultural attractions. A perfect blend of lifestyle, location, and low-maintenance living—this is the Florida home you’ve been waiting for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
3931 BAY SHORE RD, SARASOTA, FL 34234
$3,000,000369 Days on yellowkey MLS ID: A4649616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Remarks: One or more photo(s) has been virtually staged. Welcome to “Beyond the Gates,” a refined bayfront residence ideally located in the historic Indian Beach–Sapphire Shores neighborhood. Positioned just moments from The Ringling and approximately 1.5 miles to Sarasota-Bradenton International Airport, this property offers exceptional convenience paired with a private coastal setting. IMG Academy is within approximately 8 miles, and Lido Beach is just 6 miles away. Reimagined in 2010 and updated in 2025, this single-story residence features 4 bedrooms and 3 bathrooms with a modern coastal design that emphasizes clean architectural lines and abundant natural light. Interior living spaces are thoughtfully arranged to maximize comfort and functionality, with expansive windows framing panoramic views of Sarasota Bay. The open layout provides seamless flow between living, dining, and outdoor areas, creating an ideal setting for both everyday living and entertaining. Outdoor amenities include a private pool overlooking the bay, offering a tranquil environment with unobstructed water views. The property also presents potential for the addition of an accessory dwelling unit (ADU), providing flexibility for extended living, guest accommodations, or future value enhancement. Short-term rental potential may be available, subject to City of Sarasota regulations and zoning requirements. This property presents a rare opportunity to own a well-located waterfront home with close proximity to Sarasota’s cultural landmarks, transportation, IMG Academy, and Gulf beaches.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
4909 O BAR RD, SARASOTA, FL 34241
$1,239,000101 Days on yellowkey MLS ID: A4679206
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3382 Built: 1977Monthly Fee: $58 Tax: $11,164 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$11,164
Elementary School: Lakeview Elementary
Remarks: Welcome to Twisted Branch Ranch — Where Refined Living Meets Old Florida Charm Discover a rare opportunity to own a private ranch-style retreat in the heart of Myakka Valley Ranches. Set on 6.67 sprawling acres, this exceptional property offers the perfect blend of luxury, functionality, and serene rural living—ideal for equestrians, multi-generational families, or those seeking a peaceful escape with modern comforts. The 3,382 SF main residence features 4 bedrooms and 4 bathrooms, complemented by a 648 SF screened lanai overlooking the beautifully landscaped grounds. Inside, enjoy a remodeled gourmet kitchen showcasing Fulgor Milano appliances, including a combination microwave/convection oven, lower oven, and warming drawer. The living room boasts wood flooring and a wood-burning fireplace, adding warmth and character to this inviting ranch home. A caged, heated pool and spa (2021) create a resort-style outdoor experience, enhanced by extensive rear-yard hardscape, a firepit, koi pond, wooden tree swing, and outdoor smoker with sink—perfect for entertaining. Designed for versatility, the property includes a detached building with foam-insulated walls & ceiling that offers a 750 SF garage (garage cabinets, gladiator track shelfs & accessories in the garage & pole barn do not convey), plus an additional 750 SF game room or generational living space 1 Bedroom - 1 Bathroom, ideal for a guest suite, home office, or studio. Recent upgrades include a new metal roof and chimney flashing (2021), three AC systems, two of which are Carrier Infinity, along with new ductwork, ensure year-round comfort, full repipe with hot water recirculating system (2021), two separate irrigation systems, and a whole-house water filtration system with aerator and charcoal filtration. For the ranch enthusiast, this fully fenced and cross-fenced property features a 6-stall barn with electric and lighting, a pole barn, spring-fed pond, and ample space for livestock—animals are welcome. Enjoy abundant mature trees and your own citrus, lemon, avocado, grapefruit, and banana trees. The community offers privately maintained paved roads, designed to accommodate horses, with easements and miles of riding trails winding throughout the neighborhood. A paved driveway leads you home to this concrete block residence with brick exterior, ensuring both durability and timeless appeal. Select furnishings—including pool furniture, dining room set, game room couch, and guest house bedroom furniture—may remain, making this move-in-ready ranch even more enticing. Twisted Branch Ranch is more than a home—it’s a lifestyle. Experience secluded country living with unmatched access to nature, trails, and one of Florida’s most treasured state parks. Schedule your private showing today and embrace the ranch life you’ve been dreaming of.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000241 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
4416 CALLE SERENA, SARASOTA, FL 34238
$479,000175 Days on yellowkey MLS ID: A4671545
REDUCED by $20,000 (4.0%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3114 Built: 1988Monthly Fee: $833 Tax: $4,527 (2025)Community: PrestanciaSingle Family
Taxes:$4,527
Remarks: This sophisticated end-unit golf course villa in Prestancia offers sweeping views of the 14th green and 15th fairway of the TPC Stadium Course and a truly maintenance-free lifestyle in one of Sarasota’s premier gated communities. Located in the highly sought-after Villa Palmeras section, this spacious residence provides over 3,100 square feet of light-filled living space with soaring ceilings and panoramic golf course views. A generous two-story living room with skylight, plantation shutters, and expansive windows creates an open, airy feel rarely found in villa living. The formal dining room is framed by oversized windows, ideal for entertaining. The updated kitchen features wood cabinetry, granite countertops, stainless steel appliances, pantry storage, and a bright, casual dining area overlooking the fairway. The primary suite offers vaulted ceilings, engineered hardwood flooring, dual walk-in closets, and French doors opening to the enclosed, air-conditioned Florida room with tranquil golf course views. The en-suite bath includes dual vanities, a walk-in shower, and tile flooring. Two guest bedrooms provide generous accommodations with ample closet space and access to a full bath with a solid surface vanity and tub/shower combination. An upstairs flex space functions perfectly as a home office, den, or additional storage. A powder bath is conveniently located off the main living area. The enclosed Florida room extends the home’s footprint and showcases wall-to-wall sliders opening to the spacious yard, ideal for enjoying Sarasota’s year-round sunshine. Additional highlights include hurricane impact windows and doors, plantation shutters throughout, tile and engineered hardwood flooring in the main living areas, an interior utility room, and a two-car garage. Villa Palmeras residents enjoy two heated community pools and comprehensive HOA coverage, including building insurance, roof maintenance and repairs, exterior upkeep, landscaping, irrigation, pest control, and basic cable and internet, making this an ideal lock-and-leave or seasonal residence. Prestancia is a 24-hour gated golf community offering an optional TPC membership for championship golf and social amenities. Ideally located minutes to The Legacy Trail, Siesta Key Beach (ranked among America’s top beaches), downtown Sarasota, St. Armands Circle, and the UTC shopping and dining district, this home delivers the best of Sarasota luxury golf course living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
125 S BLVD OF PRESIDENTS, SARASOTA, FL 34236
$2,999,00091 Days on yellowkey MLS ID: A4680622
REDUCED by $101,000 (3.3%) on 04/15/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3043 Built: 1956 Tax: $37,828 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$37,828
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Welcome to this beautiful and fabulous 5 bedroom residence in one of Sarasota's most sought-after neighborhoods. Total renovation and additions done in 3 stages from 2019 to 2020 to adhere FEMA guidelines blends effortless style, thoughtful design and everyday functionality. Perfect for entertaining guests or simply enjoying relaxing Florida living, this home has been meticulously updated with high-end finishes and quality craftsmanship throughout. Open concept living area that flows seamlessly from the living room to the chef's kitchen. Large center island with seating-perfect for casual meals and entertaining. Designer Italian tile covers most living areas. 4 en-suite bedrooms and one bedroom with bath across the hall. One bedroom upstairs could be second private primary. St Armand's is steps from Lido Beach with its sugar-white sand, calm water and stunning sunsets. You have quick access to downtown Sarasota with arts, dining, and marina. A true European-style circle with upscale boutiques, galleries and locally owned shops. Excellent restaurants ranging from casual cafes to fine dining that are walkable and lively. With St Armand's Circle boasting upscale lifestyle, proximity to beaches, dining and boutique shopping keeps the circle very lively and vibrant.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
1794 CUNLIFF LN, SARASOTA, FL 34239
$3,095,00056 Days on yellowkey MLS ID: A4685523
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3377 Built: 2015 Tax: $39,491 (2025)Community: Bay View Heights AddSpa: YesSingle Family
Taxes:$39,491
Remarks: Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood. Serene and understated from the outside, the home opens to a breathtaking entry that reveals an extraordinary Great Room featuring soaring 21-foot beamed ceilings, a dramatic windowed rotunda, and an open-concept design bathed in natural light. Oversized 10-foot doors frame every room, while hurricane-impact sliding glass doors seamlessly connect the interior to a resort-style outdoor oasis. The expansive pool deck showcases a stunning lighted fountain spilling from the spa into the oversized pool, a rainfall pergola, and lush tropical landscaping surrounded by a six-foot privacy fence—creating the ultimate setting for both relaxation and entertaining. Built with the signature craftsmanship of Allegra Homes, the residence features exceptional custom millwork, striking feature walls, designer lighting, and distinctive ceiling details throughout. Spanning 3,582 square feet, this thoughtfully designed home offers four spacious bedrooms, three luxurious bathrooms, a private den/office with a turret ceiling, and a versatile bonus room. The gourmet kitchen—one of Allegra’s most beloved layouts—is a true culinary showpiece, appointed with Sub-Zero and Wolf professional-series stainless steel appliances, including a five-burner natural gas cooktop, a second Sub-Zero beverage refrigerator, custom luxury cabinetry, rich 3cm granite countertops, and a glass tile backsplash with hidden electrical outlets Adjacent to the kitchen, the elegant dining room features a dramatic aquarium glass window overlooking the pool and gardens, along with a built-in buffet accented by a mirrored feature wall. The home’s split floor plan provides exceptional privacy. The serene primary suite is a private retreat, offering a spa-inspired bath with a walk-through shower, dual vanities, and a private water closet. A custom walk-in closet features built-in shelving, drawers, and a hallway dressing mirror. The bedroom is highlighted by an intricate custom ceiling design, designer lighting, and private access to the pool deck. On the opposite side of the first floor, you’ll find a built-in desk alcove, a spacious laundry room, a secondary bedroom with a walk-in closet, a full hall bath, and the bonus room with disappearing sliding glass doors that open to the screened pool area. The first level features rich porcelain wood-style flooring, while the second level is comfortably carpeted and hosts the third and fourth bedrooms, along with a media closet and additional HVAC storage. Bahama shutters and custom blinds complete the bedrooms and bathrooms. Situated on a 0.28-acre elevated lot, built above the flood plain in 2015, this exceptional residence offers privacy, luxury, and an unbeatable central location. Just minutes away are Sarasota Memorial Hospital, Southside Village, and top-rated Southside Elementary, with Siesta Key Beach, downtown Sarasota, Westfield Siesta Key Mall, and St. Armands Circle only a short drive away. This remarkable property may be purchased turnkey furnished, including original artwork, bronze sculptures, designer furnishings, and custom rugs, available under a separate bill of sale. Schedule your private showing today. Proof of funds required with all offers.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jill Berg (941-315-1199)
4360 CAMINO MADERA, SARASOTA, FL 34238
$596,000103 Days on yellowkey MLS ID: A4676568
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3014 Built: 1988Monthly Fee: $833 Tax: $3,975 (2025)Community: PrestanciaSingle Family
Taxes:$3,975
Remarks: This stunning 3 bedroom, 2.5 bath home located in the Villa Palmeras section of Prestancia features unique water and golf course views that unfold throughout the home. From the moment you enter, the soaring great room creates an unforgettable first impression with natural light pouring in. Seamless indoor-outdoor living awaits as sliding doors open to the screened-in lanai, perfect for morning coffee or sunset gatherings overlooking the shimmering water, the 15th tee, and even an active Bald Eagle’s nest! The property is in pristine condition, maintenance-free, and just 50 yards from the community pool. If you seek a carefree Florida lifestyle, look no further. Situated in Palmer Ranch, you are close to everything – shopping, golf, tennis, restaurants, beaches and the interstate. Enjoy all the area has to offer, then return to relax in this beautiful home with true wow factor.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00011 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged.
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,657,625121 Days on yellowkey MLS ID: A4676707
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
8516 GOLDEN DAWN CT, SARASOTA, FL 34241
$698,00081 Days on yellowkey MLS ID: A4681838
REDUCED by $17,000 (2.4%) on 04/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 2025Monthly Fee: $251 Tax: $5,873 (2025)Community: Skye Ranch Neighborhood ThreeSingle Family
Taxes:$5,873
Remarks: Motivated Seller. Welcome to 8516 Golden Dawn Court in the highly desirable Skye Ranch community, featuring the popular Bermuda model and perfectly situated on a quiet cul-de-sac street. This thoughtfully designed home offers a spacious open-concept layout ideal for both everyday living and entertaining. The light-filled kitchen with updated appliances flows seamlessly into the dining and family room areas, creating a warm and inviting space for gatherings. Unlike new construction, this home is move-in ready and already includes a full appliance package, along with upgraded lighting and ceiling fans throughout—saving you time and additional expense. Upstairs, a large loft provides the perfect flex space for a media room, playroom, or second living area. A dedicated office with a closet offers the flexibility to be used as a fifth bedroom. Generously sized bedrooms throughout ensure comfort for family and guests alike. The primary suite is a true retreat, featuring a large walk-in closet, double vanity, and an oversized walk-in shower. Step outside to your private, screened-in lanai perfect for enjoying Florida evenings, morning coffee, or entertaining year-round, all with added privacy. Additional upgrades include an electric vehicle charger already installed in the garage, making this home ideal for modern living. Added peace of mind comes with the remaining builder warranty. Skye Ranch offers an exceptional lifestyle with resort-style amenities designed for all ages. Residents enjoy a stunning clubhouse, state-of-the-art fitness center, resort-style pool with lap lanes, splash pad, and interactive playground. There are basketball and pickleball courts, sports fields, and miles of scenic walking and biking trails that wind through natural preserves. Community events, social gatherings, and on-site lifestyle programming create a vibrant and connected neighborhood atmosphere. Located within close proximity to top-rated schools, shopping, dining, and Sarasota’s world-famous beaches, Skye Ranch offers not just a home but a lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
6700 SHETLAND WAY, SARASOTA, FL 34241
$975,000269 Days on yellowkey MLS ID: A4661308
1 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3022 Built: 1980Monthly Fee: $106 Tax: $5,454 (2024)Community: Gator Creek EstatesSpa: NoSingle Family
Taxes:$5,454
Remarks: Under contract-accepting backup offers. Stately English Tudor Home in Gator Creek! Nestled within the scenic Gator Creek neighborhood, this 3 bedroom, 2.5 bath English Tudor-inspired residence offers a rare combination of classic architecture and modern comforts. Encompassing nearly six acres on a secluded cul-de-sac, the property welcomes you with sweeping views of majestic oaks and whispering pines, creating a serene country retreat just moments from the heart of Sarasota. Set inside; gleaming wood floors create a warm and inviting atmosphere. The living room, with soaring beamed ceilings and a wood-burning brick fireplace, is the perfect area for gathering loved ones and friends for a cozy evening. The kitchen and family room create a comfortable gathering space, complete with a dry bar that can be converted into a wet bar. A separate dining room offers tranquil views of the spacious lanai and sparkling pool, ensuring memorable meals with family and friends. The roomy downstairs office enjoys similar vistas, making it an inspiring space for work or creativity. Upstairs you will find the master suite. Bathed in natural light it features newer carpeting two walk-in closets and a beautifully updated bathroom with dual sinks, a soaking tub, and a walk-in shower. Two additional guest bedrooms provide flexible accommodations—one with plush carpeting, the other boasting durable vinyl plank flooring and currently serving as a sewing/quilting studio. The owners have diligently maintained and improved the property. Notable updates include a 20 x 30 shed installed in 2020, a new pool cage and roof in 2023, newer appliances, and a repaved driveway in 2018. The home also has two-zone AC units, with the downstairs unit installed in 2017 and the upstairs in 2020. A charming pond enhances the acreage and can be made visible from the residence, adding to the estate’s appeal. Notably, the property is not in a flood zone . Privacy and tranquility abound, yet convenience remains at your doorstep. Esteemed educational institutions are close by, including The Classical Academy, New Gate Montessori, Prew Academy, Sarasota Suncoast Academy, Pine View School for gifted students, and Riverview High School. For recreation and leisure, Siesta Key Beach is a short 30-minute drive, UTC Mall is just 10 minutes, and vibrant downtown Sarasota is a mere 20 minutes away. With its harmonious blend of timeless style and thoughtful enhancements, this home is ready to shine with just a touch of care. Don’t miss the opportunity to experience its unique charm—schedule your personal showing today and discover the priceless combination of privacy, beauty, and convenience this property offers.
1731 CUNLIFF LN, SARASOTA, FL 34239
$2,795,00059 Days on yellowkey MLS ID: A4684577
REDUCED by $100,000 (3.5%) on 04/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3239 Built: 1948 Tax: $9,273 (2025)Community: Mcclellan ParkSpa: NoSingle Family
Taxes:$9,273
Remarks: Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
4541 MURCIA BLVD #11, SARASOTA, FL 34238
$585,000151 Days on yellowkey MLS ID: A4673824
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3241 Built: 1999Monthly Fee: $250 Tax: $4,750 (2024)Community: Valencia At PrestanciaSingle Family
Taxes:$4,750
Remarks: NEW PRICE! LOW,LOW PRICE!!!!PRICED to SELL!!!Move-in Ready!!! Nestled behind the private gates of the beautifully landscaped TPC PRESTANCIA, this maintenance-free, stand-alone two-story residence offers over 3200 sq. ft. of exceptional Florida living. Perfectly positioned on a quiet cul-de-sac, the home delivers privacy, elegance, and sweeping golf course views. "The thoughtfully designed floor plan centers around a serene courtyard-style pool with a tranquil water feature and recently redone pavers, accessible from multiple rooms and ideal for indoor-outdoor living." Step into the impressive living and dining area, where soaring ceilings, refine crown molding, and expansive picture windows frame a panoramic vista of the #7 green, #8 tee boxes ,fairway, and a picturesque lake on the TPC Stadium Course -- one of Prestancia's two championship courses and a haven for local birdlife. The spacious well-equipped kitchen features a center island with sink and disposal, generous storage, and seamless flow into the casual family room and breakfast nook. A charming bay window overlooks the pool, filling the space with natural light. The first-floor primary suite offers comfort and convenience with two custom walk-in closets (plus another large closet), a bright bathroom with dual sinks, and direct access to pool area. Upstairs, two large guest ensuite bedrooms provide privacy for visitors, each opening to a long, wide balcony with elevated golf course views. A versatile fourth bedroom/casita sits off the courtyard on the main level--complete with a full bathroom, built-in desk and Murphy bed --making it an ideal office, guest suite, or " man cave." Additional features include a half bath, laundry room, and an oversized two-car garage. Golf membership is optional, not required. Located just minutes from Siesta Key Beach, top-tier dining and shopping, and Sarasota's renowned art and culture scene, this home blends luxury, convenience, and lifestyle in oneof the area's most desirable communities.
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
7574 HAWKSTONE DR, SARASOTA, FL 34241
$971,0296 Days on yellowkey MLS ID: R4911160
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3116 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Pre-Construction. To be built. ****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**** The Crystal is an elegant, award-winning home. At over 3100 square feet, its layout includes four bedrooms, four full bathrooms, an enormous open-concept kitchen and great room, a second-floor bonus room, and a three-car garage. As you walk in the front door, you are greeted by two bedrooms with a full bath, perfect for guests who want their own space for privacy. Walk farther into the home and enter the large combination dining-great room area, which opens directly into the kitchen. The kitchen is equipped to meet the demand of your culinary adventures. The owner's suite sits on the far corner, giving you maximum peace and privacy with a spacious walk-in closet. An upscale owner's bath boasts an enclosed shower area, double sinks, and a separate water closet. Upstairs, you'll find a very large bonus room and full bathroom. Finishing off this plan is a three-car garage.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
5715 WOODLAND SAGE DR, SARASOTA, FL 34238
$749,00018 Days on yellowkey MLS ID: A4689452
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3377 Built: 2022Monthly Fee: $268 Tax: $6,935 (2025)Community: Promenade Estates Ph 2Spa: NoSingle Family
Taxes:$6,935
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Nestled within the gated community of Promenade Estates, this exceptional 4-bedroom, 3-bathroom, two-story home offers privacy, style, and 3,377 square feet of beautifully designed living space. Completed in 2022, the home welcomes you with a grand, extended foyer that sets the tone for this move-in-ready property. Clean lines, an open-concept layout, and abundant natural light create a seamless flow throughout. Designed for both comfort and functionality, the main level features a guest bedroom, full bathroom, kitchen, and spacious living area—ideal for everyday living and convenient single-level functionality. The gourmet chef’s kitchen anchors the home, featuring quartz countertops, stainless steel appliances, a walk-in pantry, and a large central island highlighted by stunning Patagonia quartzite—perfect for entertaining and gathering. Upstairs, you’ll find a versatile bonus living space, along with the primary bedroom and bathroom, two additional bedrooms and a third full bathroom, providing the perfect layout for guests, family, or flexible use. The primary suite is a true retreat, showcasing unobstructed views of a protected preserve, serene forest, and expansive native pond, along with a relaxing soaking tub. With its southern exposure from the rear of the home, the home enjoys a bright, tranquil atmosphere and exceptional privacy. Located within the nationally acclaimed Pine View School district, this home offers a rare blend of comfort, privacy, modern design, and beautifully maintained community amenities—all just minutes from area beaches and parks.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.