Location: Sarasota
Do Not Show Listings
6821 CHLOE CT, SARASOTA, FL 34241
$664,99043 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,217
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2485 WATERFRONT CIR, SARASOTA, FL 34240
$1,699,000181 Days on yellowkey MLS ID: A4669795
1 Days Off yellowkey (back on 4/22/2026)
REDUCED by $30,000 (1.7%) on 04/08/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4682 Built: 2026Monthly Fee: $373 Tax: $2,675 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,675
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under Construction. Expected completion February 2026. Take in the fresh air with this home's expanded lanai, plus pool, spa, and outdoor kitchen that enhance your outdoor living space. This beautifully crafted home offers 4,682 square feet, five bedrooms, five full baths, and one half bath. The striking two-story foyer offers sweeping views of the great room just beyond. A large center island in the kitchen overlooks the casual dining area and great room. As the centerpiece of the second floor, the generous loft space opens boundless opportunities for entertaining and relaxation. Discover what luxury living truly means and schedule a tour of this beautiful home.
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Brenee Solari, Llc (240-256-5955)
2513 WATERFRONT CIR, SARASOTA, FL 34240
$1,649,000182 Days on yellowkey MLS ID: A4669760
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4664 Built: 2026Monthly Fee: $373 Tax: $2,564 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,564
Remarks: Under Construction. Estimated completion February 2026. This beautiful home with pool, spa, and serene preserve views was perfectly crafted to fit your lifestyle. A soaring two-story foyer showcases the oak staircase and loft upstairs. The stylish kitchen features JennAir appliances, an alternate kitchen island, and quartz countertops. Take in the fresh air with the home's expanded, alternate covered lanai, including a pool/spa and outdoor kitchen to enhance your outdoor living space. Schedule an appointment today to see it for yourself! The two-story great room boasts views of your private pool and spa.
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000590 Days on yellowkey MLS ID: N6134516
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and a lanai with tranquil greenbelt views. Ideally positioned within the community, this home boasts a generous front yard and privacy with no direct-facing neighbors across the street. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include: HVAC (2021), water heater (2023), washing machine (2024), refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$405,00012 Days on yellowkey MLS ID: TB8493921
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1985 Tax: $3,867 (2025)Community: Lockwood MeadowsSpa: NoSingle Family
Taxes:$3,867
Elementary School: Emma E. Booker Elementary
Remarks: Best single family offering in Sarasota at an affordable price—-Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Leah King (813-957-8924)
3521 49TH ST, SARASOTA, FL 34235
$325,00032 Days on yellowkey MLS ID: A4687177
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Remarks: Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,590,00075 Days on yellowkey MLS ID: A4681866
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Taxes:$13,058
Elementary School: None
High School: None
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)
4313 MIDLAND RD, SARASOTA, FL 34231
$325,00031 Days on yellowkey MLS ID: GC538815
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1160 Built: 1957 Tax: $1,226 (2025)Community: Floral Park HomesteadsSingle Family
Taxes:$1,226
Remarks: Welcome to 4313 Midland Dr in beautiful Sarasota, a charming 3-bedroom, 1-bath home nestled in a **quiet, well-established community just minutes from the world-famous beaches of Siesta Key Beach. This beautifully updated home offers the perfect blend of comfort, style, and convenience. Step inside to find new tile flooring throughout, creating a clean and modern look while providing easy maintenance. The fully updated kitchen features elegant quartz countertops, offering both durability and a sleek contemporary feel—perfect for cooking and entertaining. The home has been freshly painted inside and out, giving it a bright and welcoming atmosphere. Outside, you’ll notice new landscaping that enhances the curb appeal and creates a relaxing outdoor space to enjoy Florida living. Located just minutes from shopping, dining, schools, and the white sands of Siesta Key Beach, this home is ideal as a primary residence, vacation getaway, or investment opportunity. Property Highlights3 Bedrooms / 1 Bathroom. Newly installed tile floors throughout. Updated kitchen with quartz countertops. Fresh interior and exterior paint. New landscaping and great curb appeal. Quiet neighborhood, Minutes to beaches, shopping, and dining. Don’t miss your opportunity to own a move-in ready home in one of Sarasota’s most desirable locations!
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
5755 BESSIE DR #8, SARASOTA, FL 34233
$550,00092 Days on yellowkey MLS ID: A4679485
Bed: Bath: 0.0 Liv Area Sq Ft: 1008 Built: 2026 Tax: $5,414 (2025)Community: Motorluxe Suites Siesta KeyGarage Condo
Taxes:$5,414
Remarks: Pre-Construction. To be built. Introducing MotorLuxe Suites Siesta Key—an owner-only private garage community designed for the high-end automotive lifestyle. The property features a private road with dual secured entry gates providing controlled access. There are 13 individually owned garage condominiums, including six estate units. The estate units offer approximately 1,008 square feet (24’ W × 42’ D) and feature front and rear garage doors measuring (12’ W × 14’ H) and (14’ W × 10’ H), both fully insulated and motorized, along with a separate pedestrian entry door, a private balcony, and 24-foot ceiling heights. The front-to-rear garage configuration provides convenient drive-through access and added flexibility for vehicle or trailer storage.A 24-hour security monitoring system provides continuous monitoring and added protection. Buildings are constructed with solid concrete tilt-wall construction designed to withstand up to 150-mph hurricane-force winds. Interior features include fully insulated walls, an efficient climate-controlled split HVAC system, a half bathroom, utility sink, quality concrete floors, a fire sprinkler system, high-speed internet wiring, multiple GFCI outlets, and wide driveways for easy vehicle maneuvering. The community is well-lit and enclosed with perimeter fencing. Owners can enjoy lake views from their private space, with the flexibility to include a private office within the garage suite, take advantage of kayak access, or relax and entertain family and friends in a beautiful environment. Each unit allows extensive customization, offering the flexibility to create a personalized retreat for vehicles, hobbies, or workspace use. Situated approximately 24 feet above sea level, the property provides an added advantage as a desirable hurricane evacuation location. Conveniently located just one-half block east of Beneva Road on Clark Road, the community is only minutes from Siesta Key. Discover the opportunity to create a space that fits your lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Debra Garrett (941-685-1086)
5755 BESSIE DR #1, SARASOTA, FL 34233
$650,00092 Days on yellowkey MLS ID: A4679275
Bed: Bath: 0.0 Liv Area Sq Ft: 1152 Built: 2026 Tax: $5,414 (2025)Community: Motorluxe Suites Siesta KeyGarage Condo
Remarks: Pre-Construction. To be built. Introducing MotorLuxe Suites Siesta Key—an owner-only private garage community designed for the high-end automotive lifestyle. The property features a private road with dual secured entry gates providing controlled access. There are 13 individually owned garage condominiums, including units with beautiful views of Clark Lake. The seven lakefront units offer approximately 1,152 square feet (24’ W × 48’ D) and feature a (14’ W × 10’ H) fully insulated, motorized garage door with a separate pedestrian entry door, along with two private balconies and 24-foot ceiling heights. A 24-hour security monitoring system provides continuous monitoring and added protection. Buildings are constructed with solid concrete tilt-wall construction designed to withstand up to 150-mph hurricane-force winds. Interior features include fully insulated walls, an efficient climate-controlled split HVAC system, a half bathroom, utility sink, quality concrete floors, a fire sprinkler system, high-speed internet wiring, multiple GFCI outlets, and wide driveways for easy vehicle maneuvering. The community is well-lit and secured with perimeter fencing. Owners can enjoy lake views from their private space, with the flexibility to include a private office within the garage suite, take advantage of kayak access, or relax and entertain family and friends in a beautiful environment. Each unit allows extensive customization, offering the flexibility to create a personalized retreat and secure haven for prized vehicles and collectibles. Situated approximately 24 feet above sea level, the property provides an added advantage as a desirable hurricane evacuation location. Conveniently located just one-half block east of Beneva Road on Clark Road, the community is only minutes from Siesta Key. Discover the opportunity to create a space that fits your lifestyle.
1845 VERA PL #29, SARASOTA, FL 34235
$250,00043 Days on yellowkey MLS ID: A4685049
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964 Tax: $2,290 (2025)Community: Strathmore Villa Sec 04Spa: YesVilla
Taxes:$2,290
Remarks: Ready for the new owners to move in. The private foyer leads into the living room, which has been updated with tile flooring. Turnkey furnishings will make your new Florida nest easy to enjoy. The updated kitchen with granite counters and wood cabinets is light and bright. It's open to the dining room, which has lots of windows to let in the light! It also has a door to the side patio, which makes it very convenient to dine al fresco! There's space for tables and chairs and umbrellas, as well as your grill. The bedrooms each have their own bathroom for the convenience or owners and guests. The updating and the walk-in closet on the primary bedroom will allow you to be organized quickly. A linen closet in the hallway is accessible to both bedrooms. There is a sperate laundry room with extra storage space. The carport serves as a spot to meet and greet your neighbors in addition to keeping your car shaded. This is very friendly and active over-55 community. The monthly calendar shows planned activities almost every day. The heated community pool has lots of deck space, tables and chairs for friendly card games around pool. The clubhouse has a full kitchen, providing great space for parties and meeting. There's a library wall and puzzle table, as well as space for meeting the manager to discuss future plans.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$395,00092 Days on yellowkey MLS ID: A4679350
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1398 Built: 1984Monthly Fee: $25 Tax: $3,977 (2025)Community: Cedar HammockSingle Family
Taxes:$3,977
Remarks: One or more photo(s) has been virtually staged. Welcome to 5211 Cedar Hammock Court, a well-maintained home tucked away on a quiet cul-de-sac in the heart of Sarasota. This property offers a comfortable layout with inviting living spaces, ideal for both everyday living and entertaining. The home sits in a peaceful neighborhood while still being conveniently located near shopping, dining, schools, and major roadways for easy access throughout the area. Recent seller updates provide peace of mind for the next owner, including a new roof installed in 2021, a septic system replaced in 2022, and an air conditioning system approximately 8 years old. These major improvements add long-term value and reduce future maintenance concerns. Step outside to a fully fenced backyard featuring a private pool, creating the perfect setting for outdoor relaxation, entertaining guests, or enjoying Florida living year-round. The backyard offers both privacy and versatility, ideal for pets, gatherings, or simply unwinding in your own outdoor oasis. With no HOA restrictions and a prime Sarasota location, this property is a fantastic opportunity for homeowners or investors alike. Don’t miss the chance to own a move-in-ready home with major updates already completed. This PRIME LOCATION is minutes to I-75, UTC shopping district, Siesta Key Beach, and Downtown Sarasota. Schedule your private showing today!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
8592 LUNAR SKYE ST, SARASOTA, FL 34241
$339,90056 Days on yellowkey MLS ID: A4684224
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1597 Built: 2022Monthly Fee: $167 Tax: $4,991 (2025)Community: Skye Ranch Nbrhd 2 TwnhmsTownhouse
Taxes:$4,991
High School: Riverview High
Remarks: Under contract-accepting backup offers. Welcome to the one you’ve been waiting for—an absolutely beautiful end-unit townhome that truly has it all. This stunning three-bedroom, 2.5-bath Marigold model with a one-car garage offers 1,597 square feet of stylish, thoughtfully designed living space that feels both bright and inviting from the moment you walk in. Enjoy peaceful water views and soft morning sunrises from your private backyard patio, spacious great room, and serene primary suite. The main living area showcases elegant tile flooring, while brand-new carpet upstairs and fresh interior paint throughout make this home completely move-in ready. The modern kitchen is a showstopper, featuring new stainless steel appliances, sleek gray cabinetry, quartz countertops, a center island perfect for gathering, and a generous walk-in pantry. A convenient half bath is located on the main level for guests, while the upstairs laundry room adds everyday ease. Double-pane windows throughout enhance energy efficiency and year-round comfort. The primary bedroom offers water views, a spacious walk-in closet, and an en-suite bathroom featuring dual sinks and a walk-in shower. A well-appointed guest bathroom, complete with a tub and shower, is conveniently situated to serve the two secondary bedrooms. Experience elevated living in Skye Ranch, where resort-inspired amenities and outdoor recreation are right outside your door. Residents enjoy a beautifully designed community pool with lounge areas and grilling stations, perfect for relaxing afternoons or evening gatherings. The community features more than 25 miles of scenic trails winding through picturesque lakes and natural preserves. Just minutes away, Turner Park features an outstanding variety of recreational amenities, including baseball and soccer fields, lacrosse areas, basketball and tennis courts, sand volleyball, playgrounds, dog parks, and a scenic catch-and-release fishing pier. Just minutes away, Turner Park offers an impressive array of recreational options including sand volleyball, tennis court/basketball court, playground, baseball and soccer fields, lacrosse areas, two dog parks, and a catch-and-release fishing pier. Skye Ranch Elementary is conveniently located within the community, and the home is zoned for highly rated schools. Ideally situated just off Clark Road, Skye Ranch offers convenient access to shopping, dining, and daily essentials, while placing you approximately 10 miles from the world-renowned beaches of Siesta Key. Whether you’re a full-time resident, seasonal owner, or busy professional, this exceptional townhome offers the perfect blend of lifestyle, location, and convenience. Beautiful, bright, and perfectly positioned—this is the townhome that checks every box. Schedule your private tour today and fall in love.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1484 DORGALI DR, SARASOTA, FL 34238
$558,00071 Days on yellowkey MLS ID: A4680802
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 2012Monthly Fee: $443 Tax: $3,988 (2025)Community: Isles Of Sarasota Ph 1BSpa: NoSingle Family
Taxes:$3,988
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: PRICE IMPROVEMENT! Palmer Ranch | Private Pool | Screened Lanai | Updated HVAC | Light moves easily through the main living spaces of this well maintained residence in the Isles of Sarasota. The living and dining areas open directly to the screened lanai and private pool, creating a natural connection between indoor comfort and outdoor living. Ten foot ceilings, crown molding, and ceramic tile flooring give the interior a clean and open feel without unnecessary ornamentation. The kitchen offers breakfast bar seating and an adjoining dining nook, positioned to remain connected to the main living areas while maintaining its own defined space. The split bedroom layout provides separation for guests, while the primary suite includes a walk in closet and en suite bath designed for everyday ease. A complete HVAC replacement in 2021 supports quiet performance, consistent comfort, and exceptional humidity control. Impact glass at the front entry and lanai door, remote storm screens, and recent interior paint add to the sense of care and readiness throughout the home. The furniture is negotiable. Within the Isles of Sarasota, daily life unfolds in a well maintained neighborhood setting with mature landscaping and an active clubhouse. Residents gather at the pool, meet for tennis or pickleball, or enjoy the ease of living in a community that is carefully kept and thoughtfully managed. Set within Palmer Ranch, the location offers convenient access to shopping, dining, the Legacy Trail, and Gulf Coast beaches, balancing neighborhood privacy with everyday accessibility. A home designed for comfort, connection, and ease within one of Palmer Ranch’s most established communities.
Listing is courtesy of: FIRST LIGHT REAL ESTATE (941-650-2256)
Listing Agent: Cathy Rustin (941-650-2256)
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000173 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$68,556
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with a 20,000-pound boat lift, dual jet ski lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
749 SIESTA DR, SARASOTA, FL 34242
$750,0006 Days on yellowkey MLS ID: O6399340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1952 Tax: $11,062 (2025)Community: Bay IslandSingle Family
Taxes:$11,062
Remarks: Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.
Listing Agent: Yisbel Bera Damiron (239-265-5102)
5500 MERRIMAC DR, SARASOTA, FL 34231
$1,685,00052 Days on yellowkey MLS ID: A4684914
REDUCED by $85,000 (4.8%) on 04/17/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1974 Tax: $6,537 (2025)Community: Phillippi Gardens 08Spa: YesSingle Family
Taxes:$6,537
Elementary School: Phillippi Shores Elementary
Remarks: Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000106 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
121 OAK HILL DR #1, SARASOTA, FL 34232
$180,000155 Days on yellowkey MLS ID: A4672922
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1080 Built: 1985Monthly Fee: $520 Tax: $1,493 (2024)Community: Village Oaks Sec ACondo
Taxes:$1,493
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 2-bedroom, 2-bath villa, ideally located in the heart of Sarasota. This light-filled residence features an open-concept layout with a spacious living area, sliding doors leading to the enclosed sunroom, and an effortless flow perfect for both seasonal and full-time living. The kitchen offers ample cabinetry and counter space, and all kitchen appliances, along with the washer and dryer, stay with the unit for added convenience. Water Heater-12/28/2018, A/C-2018, Roof-2023 Both bedrooms are generously sized, with the primary suite also offering slider access to the sunroom, an en-suite bath-Remodeled in July 2024, and great closet space. An attached garage (new garage door in 2023) provides additional storage and everyday practicality. Located in a well-kept community with a heated pool, tennis courts w/pickleball overlay, and beautifully landscaped grounds, this villa offers peaceful living just minutes from Siesta Key Beach, shopping, dining, Legacy Trail, and top medical facilities. Whether you’re seeking a full-time residence, winter getaway, or investment opportunity, this villa delivers comfort, convenience, and an unbeatable Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kendall Rodesiler (419-344-6711)
2571 RIVERBLUFF PKWY #V158, SARASOTA, FL 34231
$199,00092 Days on yellowkey MLS ID: A4678648
REDUCED by $16,000 (7.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1569 Built: 1971Monthly Fee: $725 Tax: $2,815 (2025)Community: Strathmore Riverside IiVilla
Taxes:$2,815
Remarks: VALUE PRICED! Villa 158 is a large C Model, originally built with a 12x30 screened porch/lanai, but professionally remodeled with screens, glass windows and air conditioned. This makes the square feet 1569 according to the Builder, the Paver Brothers. This villa has a new roof as of 2022. Tile floors throughout except for living room and Florida room ( former lanai ). The furniture is comfortable and negotiable. Villa is open and great for entertaining. It's just 4 blocks to the Clubhouse, Heated Pool and Marina. Less than 1/2 mile to shopping and even closer to the convenience store with one of the best egg salad sandwiches in town. The Community is one of the most socially active communities in the area. The happy community life offered here centers around the Recreation Complex. In the main building, a huge party-game-meeting room is equipped with dining tables, card tables, pool table, ping pong table, shuffle board table and audiovisual equipment and it's own complete kitchen. Poolside parties are easily accommodating, with one whole wall of sliding glass doors in the principal room leading you out to a full terrace, the Heated pool and shuffle board courts. The Clubhouse also has a lending library, card rooms, male and female saunas and two exercise rooms. Office manager is available 5 days a week. Villa 158 comes with it's own personal attached utility room for washer, dryer & water heater, and great for hobbyist or handyman. Villa 158 has a great location, approximately 2 miles to Siesta Key and 7 miles to Bayfront at Marina Jack's, Downtown Sarasota's restaurants and theatres. This Villa is hidden from traffic views. Boat docks are available with a rental fee of $1,344-a year, with direct access to over 4,000 feet of protected sea wall and docking for residential boats with easy access to Intercoastal Waterway, Bay and Gulf. And last but not least there are 2 pets welcomed; not to exceed 15" at the shoulder. If you are looking for a Spacious Villa This One is for You!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
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