Location: Sarasota
Do Not Show Listings
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$849,99063 Days on yellowkey MLS ID: TB8478629
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,259
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, 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). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
6829 CHLOE CT, SARASOTA, FL 34241
$699,99039 Days on yellowkey MLS ID: TB8487039
REDUCED by $30,000 (4.1%) on 04/09/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2908 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Remarks: Under Construction. Imagine your future with the timeless comforts and top-quality construction you’ll experience in The Messner floor plan by David Weekley Homes brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. There’s a room for everyone in this 5 bedroom, 3.5 bath, 2 car garage luxury home. Expertly placed energy-efficient windows help the family and dining spaces shine with natural light. The streamlined designer kitchen creates an easy culinary layout for the resident chef while granting an open view of the adjacent living spaces. Head up stairs to find the Owner’s retreat, an en suite Owner’s Bath and sizable walk-in closet to contribute to the everyday getaway. You’ll also find a multipurpose loft for a family movie theater or game night HQ as well as 3 additional bedrooms, 1 full bath and your indoor laundry room conveniently located on the second floor. Finishing out the first floor is your guest bedroom with en-suite bath so your visitors have their own getaway, as well as a study and powder room. The generous back yard boasts plenty of room to build your outdoor, pool inspired oasis. How do you imagine your #LivingWeekley experience with this new home in 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) in the fully gated community of Lakeview Crossing.
1844 OAK VIEW DR, SARASOTA, FL 34232
$419,00017 Days on yellowkey MLS ID: A4688969
REDUCED by $31,000 (6.9%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1651 Built: 1979Monthly Fee: $18 Tax: $3,894 (2025)Community: TamaronSingle Family
Taxes:$3,894
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This 4-bedroom, 2.5-bath home offers a flexible split plan, ideal for a growing household, guests or work-from-home living in one of Sarasota's favorite neighborhoods. The kitchen and family room serve as the heart of the home, featuring a fireplace, breakfast bar, newer kitchen appliances and convenient interior laundry with a newer front-loading washer and dryer. Outside is a freeform pool with a covered lanai and generous overhang, perfect for entertaining, all within a fenced yard with room for pets or gardening. A private front courtyard offers a quiet spot for morning coffee. Thoughtful updates include a full interior re-pipe and A/C replacement completed in 2014, and a roof installed in July 2010 with a secondary water barrier and 30-year dimensional shingles with enhanced fastening, along with a resurfaced pool and newer pump. An oversized garage accommodates larger vehicles, and the location is hard to beat, approximately five minutes to Publix and shopping, 10 minutes to I-75, roughly 20 minutes to downtown Sarasota, and approximately 25 minutes to Siesta Key and area beaches, making this a well-cared-for home ready for its next owner’s personal touches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Nason (941-350-2243)
6821 CHLOE CT, SARASOTA, FL 34241
$664,99042 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
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.
2485 WATERFRONT CIR, SARASOTA, FL 34240
$1,699,000180 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
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
$1,649,000181 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.
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$405,00011 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
Middle School: Booker Middle
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
$325,00031 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
$1,590,00074 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
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
$325,00030 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)
5211 CEDAR HAMMOCK CT, SARASOTA, FL 34232
$395,00091 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
Elementary School: Gocio Elementary
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)
1484 DORGALI DR, SARASOTA, FL 34238
$558,00070 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
$7,995,000172 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
$750,0005 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
$1,685,00051 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
High School: Riverview High
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)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000165 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000107 Days on yellowkey MLS ID: A4676981
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
4127 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,925,00022 Days on yellowkey MLS ID: A4686487
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2017Monthly Fee: $655 Tax: $12,512 (2025)Community: Founders ClubSingle Family
Taxes:$12,512
Remarks: WHEN YOU SEE IT, YOU KNOW... From the moment you arrive, the grand entry sets the tone for this beautifully designed John Cannon residence, where elegance and intentional design create an immediate sense of arrival. Set on nearly two-thirds of an acre within the guard gated community of The Founders Club, the home captures sweeping golf and water views, creating a private and picturesque setting. The generous homesite provides a sense of space and privacy that is increasingly rare, adding to the overall experience of the home. Step inside and the home unfolds with refined architectural details, spacious living areas, and an atmosphere that feels both elegant and welcoming. Recent updates elevate both the interior and exterior, including fresh interior and exterior paint, newly installed quartz countertops in the kitchen and butler’s pantry, and a fully renovated outdoor kitchen designed for effortless entertaining. The kitchen showcases premium appliances, including a Sub-Zero refrigerator and Wolf range. The primary bath features a spacious Roman-style walk-in shower, thoughtfully positioned for privacy. A versatile guest suite offers generous proportions, ideal as a second primary suite, private office, or media retreat, with integrated audio enhancing the space. The floor plan flows naturally to the outdoor terrace, where indoor and outdoor living come together with ease. With its northeast exposure, the terrace offers a comfortable setting throughout the day while capturing the home’s sweeping views. Remote-controlled blinds in the main living areas provide both convenience and comfort while framing the scenery beyond. Interior and exterior lighting have been updated with recessed trim can lighting, creating a clean and cohesive ambiance throughout the home. Here, the experience comes together, with golf and water views providing a beautiful backdrop for relaxing evenings or entertaining. The home features a centralized multi-zone audio system, with surround sound in the great room and built-in speakers in the dining room, kitchen, guest suite, and outdoor terrace, creating a seamless sound experience throughout key living areas. A private entry casita offers a refined and versatile retreat, positioned to provide both separation and connection, ideal for visiting guests, extended family, or a secluded home office. Located within The Founders Club, a private golf community known for its natural beauty and championship course, this home offers convenient access to Sarasota’s dining, cultural venues, shopping, and Gulf Coast beaches. This is a rare opportunity to experience luxury living in one of Sarasota’s most sought-after communities. It is a home that reveals itself over time, where design, setting, and experience come together in a way that feels both immediate and lasting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Etta Carter (941-413-6175)
4939 COMMONWEALTH DR, SARASOTA, FL 34242
$1,390,00050 Days on yellowkey MLS ID: A4684397
REDUCED by $60,000 (4.1%) on 04/22/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2090 Built: 1982 Tax: $10,045 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$10,045
Remarks: You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
1884 SOUTHPOINTE DR, SARASOTA, FL 34231
$999,9009 Days on yellowkey MLS ID: A4689980
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 2808 Built: 1972 Tax: $9,540 (2025)Community: Southpointe ShoresSingle Family
Taxes:$9,540
Remarks: A rare West of the Trail gem in Southpointe Shores, this beautifully updated 2,808 sq. ft. duplex captures the very best of Sarasota living, sun-soaked, private, and filled with opportunity. Whether you’re an investor seeking strong income potential, a homeowner looking to live in one side while the other helps offset the mortgage, or someone envisioning a future single-family coastal retreat, this exceptional property offers endless flexibility and long-term value. Each residence has been thoughtfully designed for comfort, privacy, and effortless modern living. With two private entrances, separate fenced backyards, and charming brick-paver patios, the layout creates the perfect blend of independence and connection, ideal for enjoying morning coffee beneath the palms or hosting intimate evenings under the stars. The left side, unit 1886, spans 1,639 sq. ft. and features 4 bedrooms, 3 bathrooms, a screened lanai, gas range, stainless steel appliances, luxury quartz countertops, elegant tray ceilings, and a versatile floor plan perfectly suited for families, guests, or long-term rental income. The right side, unit 1884, offers 1,087 sq. ft. with 2 bedrooms, 2 bathrooms, a light-filled sunroom, stainless steel appliances, quartz countertops, tray ceilings, and its own private fenced backyard, delivering warm coastal charm and easy everyday living. Both units include private indoor laundry rooms, backyards, and hurricane-impact windows, making this property truly move-in or rent-ready from day one. Beyond the home, Southpointe Shores welcomes you with quiet, tree-lined streets and optional HOA access to a private boat ramp and kayak launch perfect for sunset cruises, paddleboarding, or spontaneous days exploring Sarasota Bay. Just minutes away, enjoy the world-renowned shores of Siesta Key, the vibrant arts, dining, and culture of Downtown Sarasota, plus the boutique shopping and neighborhood charm of The Landings and Gulf Gate Village. More than a duplex, this is a lifestyle investment where location, versatility, and coastal elegance come together. Live beautifully. Earn effortlessly. Expand when the time is right. Own your piece of Sarasota magic in Southpointe Shores.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
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