Location: Sarasota
Do Not Show Listings
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,397,500212 Days on yellowkey MLS ID: A4676707
REDUCED by $77,500 (2.2%) on 07/31/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,091
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,820,000252 Days on yellowkey MLS ID: A4664936
REDUCED by $10,000 (0.3%) on 07/31/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Elementary School: Southside Elementary
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,550,0003 Days on yellowkey MLS ID: A4701696
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSpa: NoSingle Family
Taxes:$13,058
Tax Year: 2025
Middle School: None
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
5715 WOODLAND SAGE DR, SARASOTA, FL 34238
$675,00012 Days on yellowkey MLS ID: C7528581
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3377 Built: 2022Monthly Fee: $268 Tax: $6,935 (2025)Community: Promenade Estates IiSingle Family
Taxes:$6,935
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Welcome to 5715 Woodland Sage Drive, an exceptional 2022-built residence in the sought-after gated community of Promenade Estates in Sarasota. Offering over 3,300 square feet of thoughtfully designed living space, this beautifully upgraded four-bedroom, three-bath home seamlessly blends modern elegance, functionality, and tranquility. From the moment you step through the impressive extended foyer, you'll appreciate the home's clean architectural lines, abundant natural light, and effortless flow inspired by modern principles. The desirable southern exposure fills the home with sunshine while providing a peaceful and private setting. At the heart of the home is a stunning chef's kitchen designed for both everyday living and entertaining. Featuring luxurious Brazilian Patagonia island countertop and quartz counters and backsplacsh, premium stainless steel appliances, an oversized center island, a spacious walk-in pantry, and an elegant butler's pantry leading to the formal dining room, this space is as beautiful as it is functional. Gorgeous porcelain wood-look tile flows throughout the main living areas, complementing the home's sophisticated finishes. The open-concept great room is bright and inviting, creating the perfect setting for family gatherings or hosting guests. A first-floor bedroom and full bath provide ideal accommodations for visitors, extended family, or a private home office. Upstairs, a spacious loft offers a versatile second living area perfect for a media room, playroom, or home office while showcasing picturesque views of the surrounding preserve. The luxurious primary suite serves as a private retreat, featuring tranquil pond and preserve views, an expansive walk-in closet, and a spa-inspired ensuite bath complete with dual vanities, an oversized walk-in shower, and a relaxing soaking tub. Two additional generously sized bedrooms, a shared full bath, and a conveniently located upstairs laundry room complete the second level. Designed with both style and practicality in mind, the home also offers abundant storage throughout and an attached two-car garage. Residents of Promenade Estates enjoy a beautifully maintained gated community with resort-style amenities while being ideally located within the highly acclaimed Pine View School district. Just minutes from I-75, the Legacy Trail, world-renowned Gulf Coast beaches, shopping, dining, golf, and Sarasota's vibrant cultural attractions, this exceptional home offers the perfect combination of luxury, privacy, convenience, and modern Florida living. This is a rare opportunity to own a meticulously maintained, move-in-ready home in one of Sarasota's most desirable communities.
Listing is courtesy of: HARBORSIDE REALTY (941-541-1001)
Listing Agent: Deborah Cordeiro-Guyette (401-640-1825)
3440 CHAPEL DR, SARASOTA, FL 34234
$429,00075 Days on yellowkey MLS ID: A4694145
REDUCED by $10,000 (2.3%) on 07/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1969 Tax: $4,830 (2025)Community: Desoto TerraceSingle Family
Taxes:$4,830
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
859 PATTERSON DR, SARASOTA, FL 34234
$739,00040 Days on yellowkey MLS ID: A4697956
REDUCED by $10,000 (1.3%) on 07/31/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2850 Built: 1951 Tax: $9,037 (2025)Community: Indian BeachSpa: NoSingle Family
Taxes:$9,037
Remarks: Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.
7389 S SERENOA DR, SARASOTA, FL 34241
$1,275,00015 Days on yellowkey MLS ID: A4700404
Bed: 6 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4429 Built: 1998Monthly Fee: $170 Tax: $9,855 (2025)Community: SerenoaSpa: NoSingle Family
Taxes:$9,855
Elementary School: Tatum Ridge Elementary
High School: Riverview High
Remarks: Welcome to 7389 Serenoa Drive, a spacious six-bedroom, three-bathroom residence offering 4,429 square feet of living space in the established Serenoa golf-course community. Situated on an oversized lot of just over half an acre, this thoughtfully updated 1988 home combines generous interior spaces, high ceilings, abundant natural light, and exceptional indoor-outdoor living. The expansive floor plan features multiple living and gathering areas, ceiling fans throughout, oversized closets with built-in shelving, and a combination of wood, porcelain tile, and laminate flooring. Sliding glass doors from nearly every main living area provide direct access to the pool and outdoor entertaining spaces, creating a seamless connection between the interior and private backyard. At the heart of the home is a newly remodeled chef’s kitchen featuring extensive floor-to-ceiling cabinetry, abundant storage and preparation space, new stainless-steel appliances, and beautiful wood flooring. The open layout connects naturally with the surrounding living and dining areas, making it ideal for everyday living and entertaining. Two full bedrooms are located upstairs with access to a private balcony overlooking the pool and peaceful pond. This elevated outdoor space is ideal for watching the sunrise with a morning cup of coffee or relaxing with a book in the afternoon while enjoying the tranquil views. The outdoor living area is designed to embrace the Florida lifestyle. A resort-sized saltwater pool is complemented by a spacious covered seating area, while the expansive backyard provides plenty of room for recreation, entertaining, pets, or simply enjoying the natural surroundings. A large private dog run is located along the side of the home, offering a dedicated outdoor space for pets. The oversized homesite provides exceptional separation and privacy from neighboring homes on both sides. Mature oak trees, established landscaping, and the generous width of the lot create a peaceful and private setting rarely found in traditional residential communities. Serenoa offers a welcoming, family-oriented atmosphere with holiday gatherings held throughout the year, along with monthly social events for adults. Beautiful walking pathways wind through the community, offering a shaded and peaceful setting for walking pets, spending time with family, or enjoying a relaxing morning or evening stroll beneath the canopy of mature oak trees. The property offers golf-course views from the front and a tranquil pond view from the backyard. Serenoa is also known for its natural preserves, established landscaping, mature trees, and abundant Florida wildlife. A three-car garage provides ample parking and storage. The home also includes a distinctive mother-in-law suite, offering valuable flexibility for multigenerational living, extended guests, a private workspace, or additional accommodations. With six bedrooms, multiple living areas, a remodeled chef’s kitchen, extensive storage, direct pool access from much of the home, an upstairs balcony, a resort-sized saltwater pool, a private dog run, and a rare multigenerational layout, this exceptional Serenoa residence offers remarkable space, privacy, versatility, and a strong sense of community.
Listing is courtesy of: LEGACY BAY PARTNERS (941-400-3808)
Listing Agent: Alandra Marfia (941-587-3605)
1551 GEORGETOWNE LN, SARASOTA, FL 34232
$440,0003 Days on yellowkey MLS ID: A4701647
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1980Monthly Fee: $8 Tax: $2,914 (2025)Community: GeorgetowneSingle Family
Taxes:$2,914
Elementary School: None
High School: None
Remarks: Beautifully remodeled and exceptionally well maintained, this move-in ready home is perfectly positioned in one of Sarasota's most convenient locations. Just minutes from UTC and Waterside Place, only 15 minutes to Downtown Sarasota, a short drive to the Gulf beaches, and with easy access to I-75, University Parkway, shopping, dining, and entertainment, this 3-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Thoughtfully renovated with meticulous attention to detail, the home features a stunning kitchen with white cabinetry, quartz countertops, a farmhouse sink, glass tile backsplash, stainless steel appliances, glass-front display cabinets, and a dry bar that opens to the inviting living room with a cozy fireplace. Beautiful porcelain tile flooring flows throughout, while both bathrooms have been tastefully updated, including a spa-inspired primary bath featuring a walk-in shower with a river rock floor. Enjoy Florida living year-round from the oversized screened lanai overlooking the fully fenced backyard, complete with a storage shed and plenty of space for pets, play, or gardening. A spacious two-car garage and the pride of ownership evident throughout complete this exceptional property. Located in an established neighborhood with low HOA fees and close to everything Sarasota has to offer, this home delivers the ideal combination of quality, location, and value. Move right in and start enjoying the Florida lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Christina Weger (941-773-4154)
3372 MAYFLOWER ST, SARASOTA, FL 34231
$300,000131 Days on yellowkey MLS ID: A4687594
REDUCED by $14,000 (4.5%) on 07/31/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1260 Built: 1963 Tax: $3,561 (2025)Community: Shadow LakesSingle Family
Taxes:$3,561
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Custom designed and designed and built in 1963, this concrete block home has stood the test of time and durability. The beach on Siesta Key is only 15 minutes away.. This is the lowest priced home listed in Shadow Lakes during the last two years. Shadow lakes is a neighborhood of upscale homes on oversize lots in the north end of Gulf Gate. Most of the homes in the neighborhood, including this one, are on the series of ponds/preserves separating backyards of the homes. Adding to peace of mind for the new owner is a new roof that was completed March 2026. The kitchen was recently remodeled to a high standard. The separate laundry room off the carport includes a half bath. The well-built storage shed measures approximately 10ft x 10ft. Among the pictures you can view the large fenced patio area that encompasses the shed as well as an outdoor shower area concealed between the laundry room and shed.
Listing is courtesy of: BAY VISION REALTY INC (813-598-7744)
Listing Agent: Brad Hodge (941-724-7744)
3781 COUNTRYSIDE RD, SARASOTA, FL 34233
$745,00018 Days on yellowkey MLS ID: A4700172
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2590 Built: 1981Monthly Fee: $50 Tax: $6,181 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$6,181
Elementary School: Wilkinson Elementary
Remarks: Say hello to a stunning four-bedroom, two-bath pool home with a 3-way split floor plan where flexibility is built right into the layout. Nestled in a friendly Sarasota neighborhood, this home delivers the perfect balance of everyday comfort and room to grow. The layout feels practical yet far from ordinary. Three bedrooms provide reliable space, while the fourth room adapts effortlessly to your needs—currently serving as a stylish den, it easily transforms into a guest room when company arrives. Step into your private backyard oasis, an ideal retreat for relaxing, entertaining, or soaking up the Florida sunshine. Beyond the front door, the location shines. When it’s time to hit the coast, Siesta Key’s famous powdery sands are a short drive from home. Everyday errands are equally convenient, with shopping and dining options scattered throughout the surrounding area. This home delivers major elevated living energy — a seamless blend of smart, multi-functional spaces in a prime, connected Sarasota location that just feels right. Whether you're leveling up your lifestyle, writing your next chapter, or curating that perfect flexible setup, this one belongs at the top of your list.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jeffrey Plekan (518-320-2989)
2210 BRIAR CREEK WAY, SARASOTA, FL 34235
$499,9004 Days on yellowkey MLS ID: A4701107
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 1998Monthly Fee: $173 Tax: $3,614 (2025)Community: WyndhamSingle Family
Taxes:$3,614
Elementary School: Gocio Elementary
Remarks: Imagine coming home to a beautifully maintained, maintenance-assisted community with low HOA fees and NO CDD, where charm, convenience, and an unbeatable location come together! Nestled in the heart of Sarasota, the highly sought-after Wyndham community is an intimate enclave of just 65 homes, puts you minutes from downtown vibrancy, world-class cultural venues, scenic Benderson Park and the pristine beaches of Lido and Siesta Key. Indulge in upscale shopping and dining options at St Armand's Circle, the UTC Mall and endless local hot spots- everything you need is right around the corner! This immaculate home offers an exceptional blend of style, comfort, and functionality. The updated kitchen is the heart of the home, featuring a large center island, elegant white quartz countertops and GE Profile stainless appliances including a double oven—perfect for both everyday living and entertaining. The spacious primary suite includes a beautifully renovated bathroom with marble countertops and plenty of cabinetry for added storage, creating a luxurious and functional retreat. A second en-suite bedroom is thoughtfully positioned at the front of the home and features a generously sized bathroom, double sinks and a private water closet, providing comfort and privacy for guests or family members. Offering three bedrooms, the flexible floor plan allows the middle bedroom to serve as either a guest bedroom or a den, complete with attractive double doors. The open-concept layout is filled with abundant natural light, creating a bright and welcoming atmosphere throughout the home. Step outside to enjoy the beautiful pool and serene pond views, providing the perfect setting for relaxation and outdoor entertainment. This home has been thoughtfully updated for peace of mind, including a new roof (2025), new A/C system (2025) with a transferable warranty, new hot water heater (2025), and new carpeting in all bedrooms (2025). Additional features include a hurricane-rated garage door and hurricane shutters, providing added protection and security. With its tasteful updates, versatile floor plan, exceptional improvements, and picturesque waterfront setting, this home truly has it all. Don't miss the opportunity to make this exceptional Sarasota gem your own!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tara Marano (941-323-2480)
4074 REDBIRD CIR, SARASOTA, FL 34231
$769,00052 Days on yellowkey MLS ID: A4696502
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2368 Built: 1990 Tax: $4,048 (2025)Community: Phillippi HiSpa: YesSingle Family
Taxes:$4,048
Remarks: Not every buyer is looking for a cookie cutter home. If you've been searching for a property with character, modern updates, and an unbeatable Sarasota location, welcome to 4074 Redbird Circle. Perfectly positioned on nearly a third of an acre, this fully renovated 4 bedroom, 2.5 bathroom home offers the space, privacy, and personality that's becoming harder to find in Sarasota. From the moment you arrive, the horseshoe driveway, mature landscaping, and welcoming front porch set the tone for what's inside. The heart of the home is a thoughtfully designed kitchen built for gathering. The oversized quartz waterfall island comfortably seats up to eight, complemented by brand new stainless steel appliances, abundant storage, and natural gas availability for future cooking options. Just beyond, the wood burning fireplace creates a warm focal point in the living room, while the adjacent dining nook overlooks the backyard through a charming bay window. The primary suite is privately tucked away on the first floor, offering vaulted ceilings, a custom walk in closet, dual vanities, and a spacious walk in shower. Upstairs, three additional bedrooms and a full bathroom provide flexibility for family, guests, or a home office. Step outside to the large screened lanai, an ideal space for morning coffee, weekend barbecues, or relaxing after a day at the beach. The expansive backyard offers room to play, entertain, garden, or even add a future pool. A fenced side yard provides a great space for pets, while the oversized two car garage includes built in cabinets and shelving for additional storage or workshop space. Beyond the cosmetic renovation, you'll appreciate the major improvements already completed, including a new roof, newer HVAC system, updated PVC plumbing, fresh interior and exterior paint, and move in ready condition throughout. Location is where this home truly shines. Nestled among established homes near Shady Creek, you'll enjoy convenient access to boating, kayaking, and paddleboarding while being just minutes from Siesta Key Beach, Downtown Sarasota, Sarasota Memorial Hospital, Trader Joe's, CineBistro, University Town Center, golf, dining, shopping, and some of Sarasota's highest rated public and private schools. Whether you're looking for a full time residence or a Florida retreat, 4074 Redbird Circle delivers something increasingly rare: a home with character, meaningful updates, and a location that puts the very best of Sarasota right at your doorstep.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
4378 MEADOWLAND CIR, SARASOTA, FL 34233
$400,00027 Days on yellowkey MLS ID: A4699165
0 Days Off yellowkey (back on 7/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1984Monthly Fee: $10 Tax: $2,088 (2025)Community: MeadowlandSingle Family
Taxes:$2,088
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully updated 3-bedroom, 2-bath home situated on a spacious corner lot directly next to the Legacy Trail. This one-story split floor plan offers privacy and comfort with luxury vinyl plank flooring, vaulted ceilings, updated trim including crown molding in every room, impact windows, and a stunning remodeled kitchen featuring soft-close cabinetry, abundant pantry storage, and GE Profile appliances. Additional highlights include a dedicated laundry/mudroom, central vacuum, water softener, water purification system, two walk-in closets, oversized patios, an outdoor storage shed, and extra concrete parking beside the garage. Major updates include a remodeled kitchen, a 30-year roof (2018), HVAC (2020), water heater (2021), septic system (2023), fencing, landscaping, and exterior improvements. The fully fenced backyard offers direct access to the Legacy Trail, creating the perfect setting for walking, running, or biking right from your own backyard. Conveniently located just minutes from I-75, shopping, dining, UTC Mall, and everyday conveniences, this move-in-ready home is zoned for highly rated schools and offers exceptionally low HOA dues of just $125 per year. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,000144 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Elementary School: Gulf Gate Elementary
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,150,0003 Days on yellowkey MLS ID: A4700902
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,710 (2025)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,710
Remarks: Set along a quiet bayou in Roberts Point, one of North Siesta Key’s most coveted and established neighborhoods, this well-cared-for waterfront residence offers an appealing combination of immediate livability, flexible space and exceptional future potential. Enjoy the home as it is, thoughtfully update it over time or create an entirely new island retreat among the neighborhood’s impressive luxury residences. The primary living spaces are positioned on the upper level, where vaulted ceilings and an open layout create a bright, comfortable setting for everyday living and entertaining. Multiple decks extend the living areas outdoors, offering peaceful views of the water and surrounding tropical landscape. A hot tub overlooking the bayou provides a relaxing place to unwind at the end of the day. The legal ground level (non-conforming) adds valuable versatility with a private bedroom and bath, bonus room, screened lanai and two-car garage—well suited for guests, extended family, a home office or recreational space. A new roof completed in August 2023, hurricane shutters and completed storm remediation provide added peace of mind. The property offers direct water access to Sarasota Bay for motorized craft, kayaks and paddleboards, making it easy to enjoy Siesta Key’s natural surroundings from your own backyard. Ideally located near Siesta Beach, Siesta Village, shopping, dining, and entertainment, and easy access to mainland Sarasota, this is a distinctive opportunity to live, renovate or rebuild in a coveted North Siesta Key setting.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
7181 RYEDALE CT, SARASOTA, FL 34241
$1,096,00076 Days on yellowkey MLS ID: O6403354
REDUCED by $53,000 (4.6%) on 07/31/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2904 Built: 2019Monthly Fee: $199 Tax: $9,102 (2025)Community: Waverly SubSingle Family
Taxes:$9,102
Elementary School: Lakeview Elementary
Remarks: PREMIUM CORNER LOT • SCREENED POOL • OVERSIZED 3-CAR GARAGE • OPEN-CONCEPT FLOOR PLAN • LOW HOA • NO CDD FEES Nestled on one of Waverley’s premier corner homesites within Sarasota’s exclusive gated community of just 100 homes, this beautifully maintained residence offers exceptional privacy, generous outdoor space, remarkably low HOA fees, and no CDD fees. This spacious 4-bedroom, 3-bath home features an oversized 3-car garage, a dedicated private office, and a thoughtfully designed single-story floor plan that perfectly balances open-concept living with everyday comfort and functionality. At the heart of the home, the bright and well-appointed kitchen offers a spacious center island, quartz countertops, abundant cabinetry, stainless steel appliances, and generous workspace creating an ideal gathering place for family and entertaining. Large windows and expansive sliding glass doors fill the home with natural light while creating a seamless connection between the interior living spaces and the private outdoor retreat. The intelligently designed layout provides excellent separation between the owner’s suite, guest bedrooms, and office, offering both privacy and flexibility for today’s lifestyle. The owner’s suite is spacious and inviting, complemented by a large ensuite bath and generous walk-in closets. Throughout the home, the exceptional level of maintenance and pride of ownership is immediately apparent, offering buyers a truly move-in-ready residence. Step outside to the screened lanai and sparkling pool, where covered and open-air living spaces create the perfect setting for year-round Florida living. Whether enjoying a quiet morning, relaxing by the pool, or entertaining guests, the outdoor living area offers comfort, privacy, and effortless indoor-outdoor living. Additional highlights include an oversized three-car garage with epoxy flooring, a spacious laundry room with abundant storage, and a smart irrigation system conveniently controlled from your phone. Built by Medallion Home, Waverley is known for its Mediterranean and Caribbean-inspired architecture, boutique atmosphere, low HOA dues, and convenient location just minutes from Sarasota’s award-winning beaches, UTC shopping and dining, Lakewood Ranch, top-rated schools, golf courses, and everyday conveniences. Beautifully maintained and ideally positioned on one of Waverley’s most desirable corner lots, this exceptional residence combines a highly functional floor plan, generous indoor and outdoor living spaces, outstanding privacy, and an unbeatable Sarasota location offering a rare opportunity to enjoy the very best of Florida living.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
2411 VALENCIA DR, SARASOTA, FL 34239
$795,000161 Days on yellowkey MLS ID: A4683111
REDUCED by $24,000 (2.9%) on 07/14/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1927 Built: 1958 Tax: $6,459 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,459
Remarks: Looking for an oversized garage and storage? At 781 sf, this one may have room for everything! Welcome to this beautiful redux in the desirable South Gate community of Sarasota. Originally constructed more than 60 years ago by exceptional craftsmen, this mid-century home has been meticulously updated with a modern interpretation of the classic South Gate style. Updated electric, completely re-piped, new HVAC, and new hurricane-rated impact windows and doors are the most important updates offered here. Three new baths and a completely reimagined kitchen and dining area bring everything and everyone together. Even the landscaping has been optimized for resilience and maintenance simplicity. With a generous two-bay garage, extra parking for entertaining, privacy fencing, and an oversized lot, this home will satisfy the needs and vision of many discerning buyers, and certainly its next fortunate owner. Positioned on an elevated lot well above any flood zone, owners will rest easily, no matter what the weather brings. This extraordinary home provides all this, quality, style, modernity and safety, while being only a few minutes from everything people desire in this area. Siesta Key and downtown Sarasota, wonderful beaches and vibrant lifestyle will be the daily experience for the next owner of this fine home. Find out what life could be like for you in this special place!
Listing Agent: Christopher Bush (941-404-9504)
8959 BAROQUE TER, SARASOTA, FL 34240
$979,00093 Days on yellowkey MLS ID: A4691618
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2024Monthly Fee: $439 Tax: $9,015 (2025)Community: Artistry Ph 3ASpa: NoSingle Family
Taxes:$9,015
Remarks: Virtually Staged. Welcome to Artistry–Sarasota, where you can experience luxurious resort-style amenities, maintenance-free living and easy access to Lakewood Ranch and Waterside, without the CDD fees. This beautifully designed Van Gogh model offers one of the most desirable floor plans available in Artistry. From the moment you enter through the large, double-door entry, you’re immediately welcomed by a spacious foyer with an architectural ceiling and views through the home to the tranquil water beyond. The 12-foot ceilings, generous living areas and abundant natural light will surround you with a sense of serene openness. Practically everything in this home has been upgraded with a focus on minimalist modernism. The large-format tile floors throughout provide elegant texture both physically and visually. The custom cabinetry provides a sleek, uncluttered environment in the spacious kitchen and pristine baths. Calacatta Izaro premium quartz countertops and Hansgrohe and Delta fixtures are featured in each of these areas. The open modern kitchen features a gas cooktop, dual wall ovens and Bosch appliances. Even the 7-inch baseboards, custom 8-foot doors and oversized interior trim are thoughtful upgrades by the homeowners. Reach out for the detailed feature sheet with the lengthy list of features and upgrades. This refined residence provides an optimized, split floor plan that maximizes function and privacy with three bedrooms and baths (two are en suites) located at the corners of the home. The primary suite, positioned at the back of the residence, offers a wonderful respite with water views and evening sunsets. The spacious spa-like bath invites with floor-to-ceiling tile, floating custom vanities, multi-control shower fixtures, a private lavatory and a large walk-in closet. The other baths are similarly appointed with luxury features and privacy. The large flex space adjacent to the great room and kitchen provides lifestyle options: a study for work-from-home, a potential theater/media room or even a large formal dining room, to name a few. The large great room is the center of the home and perfect for relaxing or entertaining family and friends. And, when it’s time for a bit of fresh air, the two sets of triple sliding glass doors will lead you to an extended lanai and beautiful backyard overlooking the water. Even this generously sized area was thoughtfully planned with plumbing and power for an outdoor kitchen and pool. Equally important to all that makes this residence special is what makes it exceptionally safe and energy efficient: impact windows and doors, concrete block construction, a concrete tile roof, spray foam insulation, natural gas utilities and new fiber-optic internet. Community features and amenities include two gated entrances, a huge pool, a clubhouse, tennis and pickleball courts, a playground area and a fitness center, all surrounded by tranquil, landscaped walking paths. Artistry is a maintenance-free, upscale community with no CDD fees, convenient to just about everything that makes Sarasota and Lakewood Ranch desirable, particularly the shopping, dining, entertainment, excellent schools and our destination beaches. There is an art to living well, and you’ll find it here in Artistry-Sarasota!
4839 SWEETMEADOW CIR, SARASOTA, FL 34238
$875,00081 Days on yellowkey MLS ID: A4691573
REDUCED by $24,000 (2.7%) on 07/31/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2930 Built: 1995Monthly Fee: $275 Tax: $5,380 (2025)Community: Turtle RockSingle Family
Taxes:$5,380
Remarks: BRAND NEW ROOF 7/8/2026. Welcome to this beautifully custom-built John Cannon home located in the sought-after gated community of Turtle Rock. This 4-bedroom, 3.5-bath pool home blends comfort, style, and functionality for everyday living. Offering over 2,900 square feet of thoughtfully designed living space. Inside you’ll find custom wood flooring, soaring cathedral ceilings, and an open-concept floor plan perfect for gathering with family and friends. The spacious first-floor primary suite provides convenience and privacy, while the generous secondary bedrooms offer plenty of room for family, guests, or home office space. Step outside to your private backyard retreat featuring a sparkling pool enclosed by a newer oversized pool cage—ideal for outdoor entertaining, play, and year-round Florida enjoyment. Additional highlights include a 3-car garage with abundant storage, a whole-house Culligan water system, and natural gas. Conveniently located near top-rated schools, shopping, dining, Siesta Key Beach, and everyday essentials including Costco Wholesale, this home offers the perfect combination of luxury, location, and family-friendly living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000228 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.