Location: Sarasota
Do Not Show Listings
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000578 Days on yellowkey MLS ID: A4630299
2 Days Off yellowkey (back on 5/31/2026)
REDUCED by $35,000 (5.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1373 Built: 1955 Tax: $6,363 (2025)Community: Siesta BeachSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,363
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
6535 CANARY ST, SARASOTA, FL 34241
$619,00066 Days on yellowkey MLS ID: A4690621
REDUCED by $10,000 (1.6%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1951 Built: 1993 Tax: $6,639 (2025)Community: LakewoodSpa: YesSingle Family
Taxes:$6,639
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to this beautifully maintained three-bedroom, two-bath home, perfectly positioned in a highly desirable location with NO CDD and NO HOA—offering both freedom and value. From the moment you arrive, you’ll notice the expansive concrete driveway extending alongside the garage, providing ample space for a boat, RV, or work vehicles—an uncommon and highly sought-after feature. Step inside to discover soaring high ceilings and an abundance of natural light pouring through large windows, creating an open, airy atmosphere that feels both inviting and spacious. The thoughtfully designed layout includes generously sized bedrooms, ideal for families, guests, or a comfortable home office setup. The oversized backyard features beautifully maintained flower bed areas and plenty of room to relax or entertain. Unwind on the large screened lanai, complete with a nearly new hot tub, all while enjoying peaceful pond views that add a sense of serenity to everyday living. This home offers true peace of mind with major updates already completed: A/C, roof, washer, dryer, and refrigerator—all replaced within the past two years. A generator with two propane tanks is also included, ensuring reliable backup power when you need it most. Ideally located with convenient access to the highway, commuting and daily travel are effortless. Move-in ready and meticulously cared for, this home combines comfort, functionality, and tranquility in one exceptional package. Simply bring your personal belongings and start enjoying everything it has to offer. Opportunities like this don’t come often—schedule your showing today and make it yours.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: Nancy Werner (941-587-3492)
8212 SHOOTING STAR RD, SARASOTA, FL 34241
$740,00026 Days on yellowkey MLS ID: A4695016
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2021Monthly Fee: $251 Tax: $3,417 (2025)Community: Skye RanchSingle Family
Taxes:$3,417
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: One or more photo(s) has been virtually staged. LOCATION, LIFESTYLE, AND LUXURY come together in this beautifully updated home in the highly sought-after Skye Ranch community. Convenient walking distance to K-8 school, amenities and park. This home features 4 bedrooms, 3.5 baths, flexible living spaces including an office, loft and media/game room, and outdoor living that defines Florida living. As you enter the home you notice the stunning tile in a herringbone pattern leading you to the gorgeous kitchen with quartz counters, subway tile backsplash, gas cooktop, a spacious pantry, and plenty of seating at the bar area. The dining and living spaces blend seamlessly creating an open and inviting atmosphere where a custom wood wall elevates the living room. Designed with entertaining in mind the outdoor living space features a perfectly positioned HEATED SALT-WATER POOL AND SPA, OUTDOOR KITCHEN, and generous covered lanai. The primary suite is bright with windows overlooking the lanai and pool area. The en-suite bath has split vanities, a walk-in closet and a linen closet, large walk-in shower, and a private water closet. Also on the first floor is an office with french doors, a half bath and the laundry room. On the impressive second floor you’ll find 3 more bedrooms and one with an en-suite bathroom. The other 2 bedrooms share a full bathroom with dual sinks, shower and tub. The media/game room and the loft both offer endless possibilities from movie nights, gaming, relaxing, or gathering with friends. Stylish lighting and neutral tones complement the home’s modern design. Added french drains on both sides of the house provide enhanced drainage. MAJOR RECENT ENHANCEMENTS include ALL NEW WINDOWS, new carpet, hvac ducts HEPA cleaned, air purifier and uv lights installed in both hvac units, new attic insulation, and SO MUCH MORE - THIS IS LIKE A NEW HOME! This property sits on a prime lot overlooking the pond with no rear neighbors. Enjoy the convenience of being a short walk or bike ride to The Hub, the main clubhouse in Skye Ranch. This amazing community is equipped with a cafe, resort-style pool, Junior Olympic pool, splash pad, fitness center, rock climbing, tennis, pickleball, bocce ball, indoor and outdoor basketball, sand volleyball, baseball fields, even a pond for fishing. The Lifestyle Team can assist you in joining an Interest Group or Social Club or help you create a new one. Concierge offers discounts to residents from local businesses. A new K-8 school is another fantastic community asset. Enjoy miles of walking trails with lush landscaping connecting you to all the exceptional amenities. Skye Ranch in its convenient location allows for an easy drive to Siesta Key Beach, I-75, UTC, downtown Sarasota and many restaurants, shops, banks and medical facilities. This is Florida living, done beautifully.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
5207 SAND LAKE CT, SARASOTA, FL 34238
$2,450,00055 Days on yellowkey MLS ID: A4690912
3 Days Off yellowkey (back on 5/31/2026)
REDUCED by $245,000 (9.1%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5653 Built: 2005Monthly Fee: $310 Tax: $13,619 (2025)Community: Silver OakSpa: YesSingle Family
Taxes:$13,619
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Set on a quiet cul-de-sac, this custom estate blends timeless design, modern systems & serene natural surroundings. Thoughtfully positioned to capture sweeping views of the protected 15-acre preserve, the home reflects refined Florida living where light, landscape and architecture work in harmony. A stately façade, 2023 concrete tile roof & lush landscaping introduce a residence built with enduring quality. Inside, exemplary craftmanship is evident throughout with attention to details that create a warm, inviting backdrop for everyday living & elegant entertaining. With 5,653 sq. ft. of interior space, the floor plan flows seamlessly, connecting indoor and outdoor environments. The main floor centers around a chef’s kitchen designed for gourmet preparation & effortless hosting. High-end, double appliances support large gatherings with ease. A generous prep island & custom millwork elevate both function and artistry. The adjacent morning room features aquarium-glass windows faming panoramic views, complimented by an entertainment wet bar. Also on the main level is a tranquil primary wing with a spa-like ensuite, a private guest ensuite and 2 dedicated offices ideal for work, creativity or quiet retreat. The expansive lanai offers 559 sq. ft. of covered outdoor living designed for year-round enjoyment. An outdoor kitchen, fireplace, custom pool/spa & generous seating areas extend the home’s interior comfort outdoors. A suite of premium mechanical upgrades enhances peace of mind, including a Rinnai instant hot water heater, Honeywell smart thermostats, integrated security systems, a PVE 2-person elevator, PGT ThermaTru impact-resistant windows, Lennox HVAC systems, whole-house in-wall vacuum, & a Guardian Elite 20kW standby generator. The 4-car garage features upgraded insulation for doors & ceiling & a Daikin split A/C – ideal for collectors, hobbyists, or climate-controlled storage. Located in the X-flood Zone & professionally pre-inspected with repairs completed, this home offers confidence & ease. More than a residence, it is a private retreat where architectural quality meets natural beauty & luxury is expressed through comfort, design & enduring value. The Silver Oak community is located on 115 acres of natural preserves & lakes. Conveniently located in Palmer Ranch, there is easy access to the Nationally Ranked Pine View School, famous Sarasota Beaches, Legacy Trail, outstanding Golf Courses, Downtown Sarasota & Venice.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Jennifer Putnam (941-539-6768)
831 40TH ST, SARASOTA, FL 34234
$549,00037 Days on yellowkey MLS ID: TB8510150
REDUCED by $26,000 (4.5%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1960 Tax: $4,880 (2025)Community: Indian Beach HighlandsSpa: NoSingle Family
Taxes:$4,880
Elementary School: None
High School: None
Middle School: None
Remarks: This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026
Listing is courtesy of: REGISTER REAL ESTATE SERVICE (813-382-7228)
Listing Agent: Vikki Wall (813-927-1181)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,00029 Days on yellowkey MLS ID: A4694853
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Elementary School: Southside Elementary
Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
8432 PALM LAKES CT, SARASOTA, FL 34243
$649,90037 Days on yellowkey MLS ID: A4694068
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 1991Monthly Fee: $42 Tax: $3,142 (2025)Community: Palm WestSpa: NoSingle Family
Taxes:$3,142
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Discover this beautiful home in the highly sought-after community of Palm Lakes! This pool home is bathed in natural light, thanks to its large arched windows and soaring vaulted ceilings in the main living areas and the primary bedroom. A split-bedroom floor plan for both privacy and functionality, making it perfect for families or entertaining guests. The spacious kitchen offers ample cabinet and counter space, and seamlessly opens to the inviting family room and cozy breakfast nook. The primary suite features elegant bamboo flooring, a generously sized walk-in closet, and a large En-Suite bathroom. Sliding glass doors from the primary bedroom provide direct access to the pool area, creating a harmonious indoor-outdoor flow. The pool area boasts a large covered patio ideal for lounging or dining alfresco, with plenty of additional space for hosting outdoor gatherings. The oversized two-car garage offers extra room for a golf cart or additional storage. Plus, with a nearly brand-new AC system and ducting, a recently resurfaced pool, newer pool pump and much more, you'll enjoy peace of mind and year-round comfort. All of this comes with the perks of low HOA fees and no CDD, making this exceptional home in Palm Lakes even more appealing. About 2 miles from University Town Center, this home offers unbeatable convenience with trendy shops, great dining, and everyday essentials practically at your doorstep.Don't miss this opportunity to live in a gorgeous community that offers style, convenience, and the Florida lifestyle you've been dreaming of!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Pierre Shaheen (954-907-7648)
1704 FORTUNA ST, SARASOTA, FL 34239
$1,475,00069 Days on yellowkey MLS ID: A4689929
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2000 Tax: $12,085 (2025)Community: GranadaSingle Family
Taxes:$12,085
Remarks: Tucked away on one of the most charming, oak-lined streets in the coveted Granada neighborhood, this home offers a rare blend of privacy, elegance, and effortless Florida living in the heart of Sarasota. This beautifully maintained single-family residence lives like a maintenance-free home, yet delivers the space, independence, and serenity of a private retreat. Surrounded by lush, manicured landscaping and a fully fenced yard, the property creates a tranquil oasis just minutes from everything that makes Sarasota so desirable. Inside, thoughtful upgrades and timeless finishes elevate every space. Engineered wood floors, crown molding, plantation shutters, and custom built-ins add warmth and sophistication throughout, while exterior and landscape lighting enhance the home’s ambiance day and night. The recently renovated kitchen is a standout feature, designed for both everyday living and entertaining. It boasts sleek quartz countertops and top-of-the-line SubZero, Thermador, and Bosch appliances. The bright, open kitchen accommodates six seats at the oversized island and seamlessly connects to a separate dining room and an inviting great room with a tray ceiling and new custom built-ins. French doors from both spaces open effortlessly to the pool and patio, creating a true indoor-outdoor lifestyle. Upstairs, you’ll find three spacious bedrooms and two full baths, offering comfort and privacy for family or guests. Downstairs, a versatile den and half bath provide the perfect space for a home office, media room, or additional living area. Step outside to your own private backyard retreat—complete with a sparkling pool, lush landscaping, and multiple areas for relaxing or entertaining. It’s a setting designed to enjoy Florida’s year-round sunshine in complete privacy. The location is simply unmatched. Just moments from Red Rock Park, the boutiques and dining of Southside Village, the scenic Sarasota Bay, and the world-renowned shores of Siesta Key, this home places you at the center of Sarasota’s most sought-after lifestyle. This is more than a home—it’s a private sanctuary in one of Sarasota’s most picturesque and convenient neighborhoods, where comfort, style, and location come together seamlessly.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Baldwin (941-404-9396)
4650 WOODBROOK DR, SARASOTA, FL 34243
$485,00071 Days on yellowkey MLS ID: A4689681
REDUCED by $10,000 (2.0%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2012Monthly Fee: $194Community: Woodbrook Ph ISpa: NoSingle Family
Taxes:$0
Elementary School: Robert E Willis Elementary
Remarks: Welcome to the sought-after Woodbrook community in this gated development with private access and resort-style amenities. Just a short walk from the community pool sits this charming traditional Florida home built by Neal Communities. Step inside to a bright, open floor plan with high ceilings and a spacious kitchen island perfect for morning coffee and family meals. The generous living room provides an ideal space for entertaining and gatherings. Outside, the backyard has been transformed into a private oasis with vinyl fencing, offering a safe play area for pets. The home backs to a natural preserve that stretches nearly 0.4 miles, delivering peaceful views and added privacy. Conveniently located, University Town Center is just a 10-minute drive, sandy beaches are approximately 25 minutes away, and downtown Sarasota or Bradenton are about 15 minutes. Easy I-75 access is only 7 minutes away. This is a wonderful opportunity in a prime location. Come see this lovely home today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,495,000179 Days on yellowkey MLS ID: A4676310
REDUCED by $205,000 (5.5%) on 04/30/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSpa: YesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance & fenced yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000353 Days on yellowkey MLS ID: A4657794
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Tax Year: 2024
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
6515 BIG BAYOU DR, SARASOTA, FL 34241
$548,000111 Days on yellowkey MLS ID: A4685060
REDUCED by $10,499 (1.9%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1775 Built: 2024Monthly Fee: $312 Tax: $6,281 (2025)Community: Grand Park Ph 2Single Family
Taxes:$6,281
Remarks: Welcome to this beautiful, almost-new home built in 2024, offering 3 bedrooms, 2 bathrooms, a versatile den, and 1,775 square feet of thoughtfully designed living space filled with natural light. The open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. This home is loaded with upgrades, including elegant crown molding, tray ceilings, custom woodwork, impact windows, and many additional designer touches that elevate the space throughout. Large sliders showcase peaceful lake views, bringing a sense of tranquility into the home. Located in the highly desirable Grand Park community, residents enjoy resort-style amenities including a luxury clubhouse, sparkling pool, pickleball courts, and a vibrant calendar of social events. Grand Park also offers a prime location with convenient access to shopping, dining, I75, and the world-famous Siesta Key beach, making this home the perfect combination of comfort, style, and lifestyle. This is a wonderful opportunity to enjoy modern luxury living in one of the area’s most sought-after communities.
Listing Agent: Enrique Coletti (941-952-8164)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000122 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000155 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000185 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Middle School: Booker Middle
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000206 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Elementary School: Gocio Elementary
High School: Booker High
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000316 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
5908 BRIAR ROSE WAY, SARASOTA, FL 34232
$435,00037 Days on yellowkey MLS ID: A4693050
REDUCED by $33,900 (7.2%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2019Monthly Fee: $81 Tax: $2,999 (2025)Community: Garden Village Ph 1Single Family
Taxes:$2,999
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome home! This beautifully updated 3-bedroom, 2-bath home with a 2-car garage checks all the boxes. It is located in one of the most affordable gated communities in the area. The main living area flows effortlessly from room to room, perfect for everyday living and entertaining. You will find thoughtful upgrades throughout including crown moulding in the common areas, electrical upgrades and fresh interior paint. The kitchen has been upgraded for you with granite countertops, all appliances and even a new kitchen sink. Step into the master suite with an ensuite bathroom with granite countertops, upgraded toilet and new shower enclosure. The guest bathroom also features the same granite countertops, upgraded toilet and new shower enclosure as well. Comfort is covered with a whole-home water softener, carpet lain over tile, that could easily be removed, for cozy underfoot warmth. Continue through the home and step outside to your private backyard retreat featuring stunning paver and stonework — low maintenance with a drip irrigation system in the backyard keeping things lush without the work yet designed to impress. Located 2 mins away from I75 for easy commuting and 15 min to Siesta Key Beaches and 10 min from downtown, so conveniently located to everything! This home is truly a move-in ready gem. Come see it before it's gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Gary Turner (941-914-2500)
9085 LUNA LN, SARASOTA, FL 34241
$940,00049 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
7125 WESTMORELAND DR, SARASOTA, FL 34243
$3,595,000189 Days on yellowkey MLS ID: A4675672
REDUCED by $30,000 (0.8%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4343 Built: 2025 Tax: $4,490 (2024)Community: North IslesSingle Family
Taxes:$4,490
Elementary School: Bayshore Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.
Listing Agent: Lauren Holt, Pllc (941-928-7211)
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