Location: Sarasota
Do Not Show Listings
2551 WILKINSON RD, SARASOTA, FL 34231
$379,90076 Days on yellowkey MLS ID: A4691540
2 Days Off yellowkey (back on 7/19/2026)
REDUCED by $10,000 (2.6%) on 07/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,559
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
319 BEARDED OAKS CIR, SARASOTA, FL 34232
$595,00020 Days on yellowkey MLS ID: A4699157
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992Monthly Fee: $190 Tax: $1,432 (2025)Community: Bearded OaksSingle Family
Taxes:$1,432
Elementary School: None
High School: None
Middle School: None
Remarks: Designer-Owned. Completely Updated. Perfectly Located. Welcome to Bearded Oaks, one of Sarasota's best-kept secrets—a quiet enclave of just 57 homes offering low-maintenance living in the heart of the city. Whether you're a young professional, a physician or healthcare worker at nearby Sarasota Memorial Hospital, a growing family, or a seasonal resident looking for a turnkey Florida retreat, this home delivers the perfect combination of style, convenience, and peace of mind. Ideally situated within Sarasota city limits, you're less than 10 minutes from vibrant Downtown Sarasota and University Town Center (UTC), only a few miles from Sarasota Memorial Hospital, and just a short drive to world-renowned beaches, waterfront dining, shopping, arts, and entertainment. This beautifully renovated 3-bedroom, 2-bath residence has been thoughtfully transformed over the years, with nearly every major system and finish updated—allowing the next owner to simply move in and enjoy. Inside, you'll find a bright, open floor plan highlighted by designer finishes, luxury flooring throughout, custom built-ins, and a striking faux fireplace that anchors the living space. The beautifully redesigned kitchen features premium KitchenAid appliances, updated cabinetry, and an inviting layout ideal for both everyday living and entertaining. Both bathrooms have been completely remodeled, including a reconfigured primary bath that creates a true spa-like retreat. Additional upgrades include a whole-home water filtration system, updated water heater and HVAC, and a spacious two-car garage complete with built-in cabinetry for exceptional organization and storage. The improvements continue outside. Hardie® siding, insulated double-pane windows, hurricane shutters, and extensive exterior renovations were completed during the home's comprehensive remodel. In 2023, a new roof with hurricane-rated skylights was installed, while 2024 brought professionally refreshed landscaping, additional trees and plantings with dedicated irrigation, and elegant landscape lighting that enhances the home's curb appeal long after sunset. Beyond the home itself, Bearded Oaks offers an easy, low-maintenance lifestyle with HOA dues of only $190 monthly, covering lawn maintenance, community irrigation, and access to the neighborhood pool. It's the perfect setting for full-time residents and seasonal homeowners alike. Homes where the major improvements have already been completed are becoming increasingly difficult to find in Sarasota. Combining thoughtful design, extensive updates, an unbeatable central location, and exceptional pride of ownership, this designer-owned residence offers a rare opportunity to enjoy the very best of Sarasota living. Furniture is available under a separate bill of sale, creating the opportunity for a truly turnkey purchase
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Douglas Clark (941-928-2108)
5215 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,675,00021 Days on yellowkey MLS ID: A4699085
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4337 Built: 2026Monthly Fee: $247 Tax: $16,827 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$16,827
High School: Sarasota High
Remarks: Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
9920 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$649,90024 Days on yellowkey MLS ID: A4699110
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 2024Monthly Fee: $307 Tax: $5,639 (2025)Community: Grand ParkSpa: NoSingle Family
Taxes:$5,639
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Embrace the incredible opportunity to own a nearly new 3 bedroom plus den home, complete with a delightful heated saltwater pool, all beautifully situated on a spacious lakefront lot. Imagine yourself taking in the stunning Florida sunsets from the comfort of your own backyard, what a perfect way to unwind after a long day! The generous wide homesite ensures privacy from neighboring properties and even features a fenced side-yard dog run, perfect for your furry friends to enjoy. Step inside this extraordinary residence, where you’ll be greeted by elegant luxury vinyl plank flooring in a rich honey hue that adds warmth and sophistication while requiring minimal upkeep, say goodbye to carpets! Marvel at the soaring ceilings, large baseboards, and intricate crown molding, all enhanced by plantation shutters on the windows, creating a bright and inviting atmosphere that feels just like home. At the heart of this home lies a beautiful kitchen that flows effortlessly into a spacious dining area. It boasts upgraded wood cabinetry with soft-close and pull-out features, stunning quartz countertops, a chic designer backsplash, and top-of-the-line stainless steel appliances, including a reverse osmosis system for your convenience, what more could a chef want? The expansive primary suite, conveniently located at the back of the house, offers serene views of the pool and tranquil lake, creating a perfect retreat. With a custom walk-in closet and a luxurious en-suite bathroom designed for relaxation, complete with a walk-in shower, dual sinks, and stylish mirrors and lighting, you'll feel pampered every day. The secondary bedrooms are equally impressive, featuring spacious walk-in closets and a shared bathroom that is perfect for family or guests. Efficiency meets practicality in the thoughtfully designed laundry room, equipped with built-in cabinets and a sink, convenience at its finest, strategically placed near the front of the home. The garage is an added bonus, designed with a 2-foot extension to comfortably fit larger vehicles or provide additional storage, and it includes a dedicated generator connection on the electrical panel for peace of mind. Nestled in the picturesque Grand Park neighborhood of Sarasota, Florida, developed by Neal Communities, this home beautifully celebrates the natural surroundings with lush, mature landscaping and ample outdoor spaces. Enjoy a wealth of resort-style amenities, including pools, a clubhouse, a fitness center, pickleball and tennis courts, dog parks, walking trails, and parks, everything you need to enrich your lifestyle! Plus, you’ll be just a stone's throw away from the gorgeous Suncoast beaches, shopping, dining, and the vibrant culture of downtown Sarasota. Don't forget that the recently opened Skye Ranch School, which offers a STEM curriculum, is nearby, making this an ideal location. This is more than just a house; it’s a dream lifestyle waiting for you! Call today to schedule your private showing and take the exciting first step toward making this amazing home yours!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ron Suponcic, Jr (941-320-2682)
2600 CAMBRIDGE DR, SARASOTA, FL 34232
$515,00028 Days on yellowkey MLS ID: A4698789
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1817 Built: 1973 Tax: $791 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$791
Elementary School: Brentwood Elementary
Remarks: Move-in ready, fully renovated pool home in Sarasota Springs with NO HOA, NO CDD fees, and located in desirable Flood Zone X! This beautifully updated 3-bedroom, 2-bathroom home offers 1,817 square feet of living space on a fully fenced 0.17-acre lot and features extensive renovations completed throughout 2023–2026. The open living spaces showcase a completely remodeled kitchen with new cabinetry, countertops, sink, and stainless steel appliances (excluding refrigerator), along with fully renovated bathrooms, new flooring, smooth ceilings with popcorn removal, fresh interior paint, new trim, doors, baseboards, LED lighting, ceiling fans, and a custom primary closet system. Major capital improvements provide exceptional peace of mind, including a 2024 metal roof, 2025 solar panels, updated electrical brought to code, hurricane-rated sliding glass door, water purification system, French drains, irrigation system, Nest thermostat, and new vinyl privacy fence. Enjoy year-round Florida living from the screened lanai overlooking the private swimming pool and spacious backyard. Recent exterior updates include fresh exterior paint, stucco repairs, new front porch details, refinished pool deck, updated lighting, gutters, and pool enclosure improvements. Ideally located in central Sarasota, you'll enjoy quick access to Downtown Sarasota, Siesta Key Beach, I-75, Sarasota Memorial Hospital, shopping, restaurants, golf, parks, and everything Florida's Gulf Coast has to offer. If you're looking for an updated Sarasota pool home with major mechanical improvements already completed, this home is one you won't want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Celestine Soto (702-249-3623)
4020 VIA SIENNA CIR, SARASOTA, FL 34243
$365,00034 Days on yellowkey MLS ID: A4698258
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $250 Tax: $1,021 (2025)Community: Sienna Park Townhomes At UniversityTownhouse
Taxes:$1,021
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome home to this beautifully maintained two-story townhome offering the perfect combination of style, comfort, and convenience. As you step inside, you'll immediately notice the abundance of natural light pouring through the sliding glass doors, creating a bright and inviting living space that's perfect for both everyday living and entertaining. The open-concept kitchen features crisp shaker-style cabinetry, stainless steel appliances, ample counter space, and a spacious walk-in pantry that provides exceptional storage. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or everyday living. A convenient half bath and attached garage complete the first floor. Upstairs, retreat to the generously sized primary suite with a spacious en-suite bathroom, while two additional bedrooms, a full guest bathroom, and a centrally located laundry room provide an ideal layout for family or guests. Brand-new luxury vinyl plank flooring has been installed on the staircase and throughout the entire second floor, adding a fresh, modern touch with lasting durability and easy maintenance. Enjoy Florida living year-round from the fully enclosed screened lanai, overlooking a private preserve backdrop that offers peaceful views and added privacy with no rear neighbors. Just across the street, a tranquil pond enhances the neighborhood's scenic charm. Residents also enjoy access to the community pool with an outdoor dining area, perfect for relaxing or gathering with friends and neighbors. The location is hard to beat—just 10 minutes (4.3 miles) to University Town Center (UTC) for premier shopping, dining, and entertainment, 10 minutes (3.4 miles) to Sarasota-Bradenton International Airport, and only 20 minutes (5.4 miles) to vibrant Downtown Sarasota and the waterfront, where you'll enjoy award-winning restaurants, boutique shopping, arts, cultural attractions, and the beautiful Gulf Coast lifestyle. With quick access to I-75, commuting throughout the area is effortless.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Renne' Rupp, Pllc (941-447-8251)
4174 HEARTHSTONE DR, SARASOTA, FL 34238
$630,00048 Days on yellowkey MLS ID: A4696500
REDUCED by $5,000 (0.8%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 1994Monthly Fee: $177 Tax: $5,609 (2025)Community: Huntington PointeSingle Family
Taxes:$5,609
Remarks: WATERFRONT POOL HOME in a gated community just minutes from Siesta Key Beach! This TURNKEY move-in-ready 3-bedroom, 2-bath residence offers the Florida lifestyle buyers are searching for, with tranquil water views, a private screened pool, hurricane-impact windows, and low HOA fees. Situated on a cul-de-sac in sought-after Huntington Pointe, this beautifully maintained home features soaring ceilings, abundant natural light, luxury vinyl plank flooring throughout, and an open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen features newer appliances and flows seamlessly into multiple living and dining areas, all oriented toward the screened lanai and peaceful waterfront setting. The primary living spaces capture beautiful pool and water views, creating a bright and inviting atmosphere throughout the home. Outside, enjoy your private screened lanai and pool overlooking the water—perfect for morning coffee, outdoor dining, or relaxing Florida evenings. Additional features include hurricane-impact windows, a paver driveway, low-maintenance finishes, and a well-kept community setting. Conveniently located near shopping, dining, medical facilities, Publix, Costco, Target, and Lowe's, with world-famous Siesta Key Beach just 7 miles away. HVAC 2016, roof 2015, impact windows 2014, repipe 2004, pool cage 2020 ( Seller may use as a 1031 exchange )
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
1743 8TH STREET, SARASOTA, FL 34236
$750,00056 Days on yellowkey MLS ID: A4695550
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1925 Tax: $7,391 (2025)Community: SchindlersSingle Family
Taxes:$7,391
Remarks: Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
4322 PASADENA CT, SARASOTA, FL 34233
$510,00070 Days on yellowkey MLS ID: A4694489
REDUCED by $15,000 (2.9%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2237 Built: 1983 Tax: $2,564 (2025)Community: Forest Lakes SouthSingle Family
Taxes:$2,564
Elementary School: Wilkinson Elementary
Middle School: Sarasota Middle
Remarks: $15,000 Price Reduction - Fabulous highly desirable location west of 75 and in top notch school district! This is a very spacious home, loved by the original owner and very well maintained. Very comfortable great room and separate formal living - additional space for privacy and relaxation. Three oversized bedrooms, two bedrooms of which are located at the rear of the property and with easy pocket door, can be closed off to main area of home. Separate interior laundry room with mud sink. Spacious kitchen with lots of cabinets and plenty of counter space, overlooking dining area and beautiful park like view. Owner upgraded and added on a 31x16 covered and screened lanai in the rear of the home. Lovely cul-de-sac location, perfect for little ones learning to ride their first bicycles out of busy traffic. Literally two minutes to grocery stores, multiple choices for dining nearby and a mere 5 miles to downtown Sarasota and 6 miles to the beautiful sugar sand beaches of Siesta Key. It's tough to beat this location - so get in now and make the home yours. Located within the Wilkinson, Sarasota Middle and Riverview High boundaries - and Pine View School for the Gifted.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00072 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Elementary School: Gocio Elementary
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
350 S SHORE DR, SARASOTA, FL 34234
$7,480,00075 Days on yellowkey MLS ID: A4693355
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5099 Built: 1996 Tax: $39,074 (2026)Community: Sapphire Shores ResubSpa: YesSingle Family
Taxes:$39,074
Tax Year: 2026
Remarks: Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$679,00084 Days on yellowkey MLS ID: A4691686
REDUCED by $11,000 (1.6%) on 07/14/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
Remarks: PRICE IMPROVEMENT!!! Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
9330 CLUBSIDE CIR #3202, SARASOTA, FL 34238
$275,00089 Days on yellowkey MLS ID: A4692256
REDUCED by $10,000 (3.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $605 Tax: $2,785 (2025)Community: Stoneybrook Clubside 3Condo
Taxes:$2,785
Remarks: lovely and updated, turn-key furnished condominium with excellent third fairway and lake views. It's your ideal Sarasota getaway! Upgraded luxury vinyl flooring throughout the living spaces and tile floors in the kitchen and baths, neutral décor and paint throughout and plantation shutters. Updated kitchen with quartz counters, recently updated AC. Covered parking and storage space. Suitable for a vacation rental property or personal winter residence. Stoneybrook of Sarasota. a premier member-owned country club. is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024 and fully paid for by the owner, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
10187 MILKY WAY CIR, SARASOTA, FL 34241
$885,00098 Days on yellowkey MLS ID: A4690808
REDUCED by $15,000 (1.7%) on 07/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3525 Built: 2022Monthly Fee: $251 Tax: $11,066 (2025)Community: Skye Ranch Neighborhood Four North Phase 1Single Family
Taxes:$11,066
Elementary School: Lakeview Elementary
Remarks: Welcome to 10187 Milky Way, located in the highly sought-after Skye Ranch community, where charm, space, and thoughtful design come together on a private preserve lot. This home exudes character from the moment you step inside, featuring both a dedicated office with elegant French doors and a versatile bonus room located right off the entryway. The bonus room offers the flexibility to easily convert into a downstairs bedroom, making it ideal for guests or multi-generational living. The heart of the home is the beautifully designed kitchen, complete with a farmhouse sink, a gas cooktop with matching GE Cafe series appliances throughout, and an open layout that flows seamlessly into the living room. Here, you’ll find a cozy fireplace that adds warmth and style, creating the perfect space for entertaining or relaxing. Just off the garage, a functional mudroom adds everyday convenience and organization. Step outside to your private backyard oasis, already equipped with a fire pit and offering plenty of room to build your dream pool all while enjoying peaceful preserve views. Upstairs, a spacious loft provides additional living space, perfect for a media room, playroom, or second family area. The primary suite is a true retreat, featuring a private balcony, two walk-in closets, and a luxurious ensuite bath with a soaking tub and a rain shower. Three additional bedrooms are also upstairs, including a Jack-and-Jill bathroom between two of them, resulting in three full bathrooms on the second level. As a resident of Skye Ranch, you’ll enjoy access to resort-style amenities including a clubhouse, fitness center, pools, tennis and pickleball courts, scenic trails, and parks offering a true Florida lifestyle centered around comfort, community, and outdoor living. This Skye Ranch home blends functionality, flexibility, and distinctive style offering the perfect setting for both everyday living and entertaining.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,000110 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing Agent: Roger Pettingell (941-387-1840)
7221 SUTTON LN, SARASOTA, FL 34240
$545,000115 Days on yellowkey MLS ID: A4688964
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1757 Built: 2024Monthly Fee: $264 Tax: $7,433 (2025)Community: Emerald Lndg/WatersideTownhouse
Taxes:$7,433
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Better than new and beautifully upgraded, this stunning townhouse offers the perfect blend of style, comfort, and location. Featuring wide-open living spaces and sophisticated designer finishes throughout, this home is truly moved-in ready. The gourmet kitchen is the heart of the home, showcasing elegant quartz countertops, solid wood white cabinetry, stainless steel appliances, and a butler’s pantry complete with a wine refrigerator. Beachwood laminate flooring flows throughout the main living areas, complemented by custom wood accent walls that add warmth and character. The two and a half garage is fully finished and thoughtfully designed with custom built-in cabinets and benches for added storage and functionality. Upstairs, the spacious Owner’s Retreat features an expansive and natural light walk-in closet and a spa-inspired bathroom with a luxurious Super Shower. A versatile loft and two additional bedrooms with walking closets provide flexible space for guests. Emera Landing offers resort-style living with amenities including a lakeside pool, fire pit, pickleball courts, and a waterfront dog park. Ideally located near the vibrant Waterside Place in Lakewood Ranch, you’ll love morning walks by the water, coffee at local cafés, boutique shopping, and year-round events; all just minutes from your doorstep.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
7087 TAMWORTH PKWY, SARASOTA, FL 34241
$930,000129 Days on yellowkey MLS ID: A4687007
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $10,000 (1.1%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2797 Built: 2018Monthly Fee: $163 Tax: $9,330 (2025)Community: Waverley SubSpa: NoSingle Family
Taxes:$9,330
Remarks: Under contract-accepting backup offers. Nestled within the sought-after gated community of Waverley, this immaculate 4-bedroom + den, 3-bath, 3-car garage residence is the definition of move-in ready. From the moment you arrive, a beautifully paved walkway leads you to the front entry, where a covered patio invites you to pause and take it all in. Inside, every room impresses with generous proportions and refined finishes, including soaring tray ceilings in both the living room and primary suite. The primary bedroom is a true retreat, featuring a spa-inspired en-suite with a double shower and an oversized walk-in closet. The chef's kitchen delivers wide-open prep space, a spacious pantry, and the added convenience of a whole-home reverse osmosis water system. Thoughtful upgrades are found at every turn, a built-in drying rack in the dedicated laundry room, a custom wet room off the garage for easy shoe removal, and rich large-format tile flooring throughout. The extended lanai is an entertainer's dream, already plumbed with a sink and electric hookup for a future outdoor kitchen. Step outside to your heated pool, complete with a child safety fence for peace of mind. The home is outfitted with hurricane shutters plus electric drop-down shutters protecting the front entry and rear lanai. Smart home features include Wi-Fi-enabled thermostat, security security system with exterior cameras, a zoned irrigation system, and pre-wired sound system infrastructure. Plantation shutters adorn every window, providing style and privacy in equal measure. Located minutes from top-rated schools, premier shopping, and a vibrant restaurant scene, this exceptional home checks every box, and then some.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
8232 SUMMER NIGHT RD, SARASOTA, FL 34241
$1,950,000134 Days on yellowkey MLS ID: A4686481
REDUCED by $40,000 (2.0%) on 06/17/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4541 Built: 2020Monthly Fee: $220 Tax: $17,992 (2025)Community: Skye RanchSpa: YesSingle Family
Taxes:$17,992
Remarks: A showcase of craftsmanship, design, and lifestyle, this former builder model in Cassia at Skye Ranch represents one of the community’s most distinguished opportunities. Positioned on a private preserve homesite, this 4 bedroom, 4.5 bath residence offers 4,541 square feet of thoughtfully designed living space with soaring ceilings, crown molding, professionally designed custom wall treatments, and exceptional designer finishes throughout. The great room is anchored by custom built-ins and a fireplace, while the chef’s kitchen features an oversized island, built-in ovens, illuminated cabinetry, premium appliances, and a spacious walk-in pantry. The main level includes a private study, formal dining area, two en suite guest bedrooms, and a luxurious owner’s retreat with lanai access, dual custom closets, and a spa inspired bath with an oversized dual entry shower. Upstairs, a spacious game room with wet bar and full bath offers flexible space for guests, recreation, or multi generational living. Pocketing sliders open to a resort style outdoor retreat featuring a covered lanai, summer kitchen, pool, spa, and tranquil preserve views. Premium upgrades include impact windows and doors, motorized shades, integrated smart home technology, whole home audio, three zone HVAC, whole home surge protection, an on demand tankless water heater, tile roof, paver driveway, designer lighting, custom closet systems, and an oversized three car garage. Residents enjoy access to Skye Ranch’s resort style amenities, parks, trails, and recreational facilities, all just minutes from top rated schools, Waterside Place, downtown Sarasota, and world renowned Siesta Key Beach. One of the finest homes offered within Cassia at Skye Ranch, this exceptional residence delivers a level of design, privacy, and lifestyle rarely found in today’s market.
Listing Agent: Irma Scherer (941-279-3630)
3715 SHARONDALE DR, SARASOTA, FL 34232
$425,000144 Days on yellowkey MLS ID: A4685371
REDUCED by $25,000 (5.6%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $2,928 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,928
Remarks: BRAND NEW ROOF! NO DEED RESTRICTIONS and NO HOA! AWESOME Remodel in the HEART of SARASOTA COUNTY. Outstanding 3 Bedroom, 2 Bath, PLUS a Den. Bring your BOAT, RV, MOTORCYCLE, WORK TRUCK, TRAILER. Ample parking with a ONE Car Garage and a fenced in back yard for ALL your animals. Minutes from I-75 and the Gorgeous Siesta Key Beach! Call now for your private appointment.
Listing is courtesy of: MORTON REALTY LLC (941-373-0900)
Listing Agent: Kimberly Quintenz, Pllc (941-232-9166)
4360 CAMINO MADERA, SARASOTA, FL 34238
$538,000190 Days on yellowkey MLS ID: A4676568
REDUCED by $40,000 (6.9%) on 07/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3014 Built: 1988Monthly Fee: $833 Tax: $3,975 (2025)Community: PrestanciaSingle Family
Taxes:$3,975
Elementary School: Gulf Gate Elementary
Remarks: RECENTLY REDUCED AND READY FOR YOU! This stunning 3 bedroom, 2.5 bath home located in the Villa Palmeras section of Prestancia features unique water and golf course views that unfold throughout the home. From the moment you enter, the soaring great room creates an unforgettable first impression with natural light pouring in. Seamless indoor-outdoor living awaits as sliding doors open to the screened-in lanai, perfect for morning coffee or sunset gatherings overlooking the shimmering water, the 15th tee, and even an active Bald Eagle’s nest! The property is in pristine condition, maintenance-free, and just 50 yards from the community pool. If you seek a carefree Florida lifestyle, look no further. Situated in Palmer Ranch, you are close to everything – shopping, golf, tennis, restaurants, beaches and the interstate. Enjoy all the area has to offer, then return to relax in this beautiful home with true wow factor.
Listing Agent: Steve Abbe (941-400-3969)
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