Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
4509 STREAMSIDE CT #1901, SARASOTA, FL 34238
$374,900114 Days on yellowkey MLS ID: A4683448
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2005 Tax: $4,460 (2025)Community: Arielle On Palmer Ranch Sect 1 Phase 7Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,460
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Located in the highly desirable Palmer Ranch area and less than five miles to the world-famous beaches of Siesta Key, this spacious 3BR/2BA second-floor condo offers 2,045 sq ft and the largest floorplan in Arielle with peaceful southern preserve views from the screened lanai, living room, and gathering room. A private two-car garage with extra storage and interior staircase entry (plus convenient side entrance for guests) welcomes you into an open, light-filled layout featuring dual living areas, formal dining space, and a well-designed kitchen with ample cabinetry, counter space, café dining area, and adjoining gathering room. The generous primary suite includes a soaking tub, separate shower, dual vanities, private water closet, and dual walk-in closets, while the second suite offers a charming window bench seat and private access to a full bath; the third bedroom with double doors and closet functions beautifully as a study or flex space. Main living areas feature laminate flooring, bedrooms offer newer plush carpet, and tile accents the baths, entry, kitchen, and café area. Recent updates include AC (2018), washer, dryer, refrigerator, range, dishwasher, microwave, stainless steel kitchen sink, entry light fixture, all faucets and plumbing fixtures throughout, and updated door hardware, knobs, locks, and hinges. Arielle is a gated community with paver driveways and sidewalks, heated pool, gas grills, cable TV, and central mailboxes, with water and basic cable included in the HOA; the community pool is just a short walk away, and residents enjoy easy access to shopping, dining, YMCA, I-75, and the Legacy Trail’s miles of biking and walking paths. Furnished and ready for immediate occupancy!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stu Francis (763-438-3500)
6971 SCRUB JAY DR, SARASOTA, FL 34241
$1,049,50023 Days on yellowkey MLS ID: A4694165
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3847 Built: 2006Monthly Fee: $192 Tax: $6,732 (2025)Community: Red Hawk Reserve Ph 1Spa: YesSingle Family
Taxes:$6,732
Elementary School: Lakeview Elementary
Remarks: Elegant estate-style lakefront residence with breathtaking sunset and preserve views, offering exceptional indoor and outdoor living in the sought-after gated community of Red Hawk Reserve. Perfectly positioned on a premier lakefront homesite, this impressive two-story home features 5 bedrooms, 3 bathrooms, a bonus/game room, and over 3,800 square feet of living space, showcasing the highly desirable Grand Bristol LS V floor plan with timeless Mediterranean-inspired architecture, lush tropical landscaping, and a dramatic covered entry. The outdoor living experience is truly one of this home’s standout features, thoughtfully designed for both luxurious entertaining and everyday relaxation. Enjoy a outdoor kitchen and bar, expansive covered living areas, a retractable awning with lighting, and breathtaking lakefront sunset views that create the ultimate Florida lifestyle setting. For peace of mind hurricane resistant windows and doors on the front of the home and complete hurricane panels for the back of the home. Inside, soaring ceilings, crown moldings, and expansive living spaces are filled with natural light, creating a warm yet sophisticated atmosphere throughout. The open-concept kitchen is designed for both entertaining and everyday living, featuring granite countertops, rich wood cabinetry, built-in appliances, a large center island, breakfast bar, and a breakfast nook overlooking the main living areas. The flexible floor plan includes a full downstairs bedroom suite or office, while upstairs offers spacious guest bedrooms, a large bonus/game room, and a private sitting area adjoining the luxurious primary suite. The primary retreat also features access to a private second-story screened balcony overlooking the pool, lake, and preserve — the perfect place to unwind and enjoy peaceful sunset views. The versatile loft area provides the ideal space for a media lounge, secondary living area, or game room, while additional bedrooms offer exceptional comfort and privacy for family and guests. Designed to embrace Florida’s signature indoor-outdoor lifestyle, the expansive screened lanai features a resort-style heated pool and spa, covered outdoor living spaces, and tranquil water views framed by mature oak trees and tropical landscaping. The lush grounds are maintained by a four-zone irrigation system utilizing reclaimed water. Residents of Red Hawk Reserve enjoy a gated entrance, scenic lakes, and a premier Sarasota location within one of the area’s top-rated school districts. Ideally situated just seconds from Twin Lakes Park and only a short drive to award-winning Siesta Key Beach, UTC Town Center, premier shopping, dining, and everyday conveniences, this exceptional residence seamlessly blends luxury, comfort, and convenience. Be sure to experience the immersive 3D Matterport virtual walkthrough. Schedule your private showing today and discover everything this remarkable lakefront estate has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4817 POST POINTE DR, SARASOTA, FL 34233
$589,00023 Days on yellowkey MLS ID: A4694170
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 1999Monthly Fee: $46 Tax: $5,897 (2025)Community: Grove PointeSpa: NoSingle Family
Taxes:$5,897
Elementary School: Ashton Elementary
Remarks: Welcome to 4817 Post Pointe Drive, a beautifully updated pool home tucked within the desirable Grove Pointe community in Sarasota, located within an amazing A-rated school district. Offering 3 bedrooms, 2 bathrooms, and a thoughtfully designed split-bedroom floor plan, this home effortlessly blends comfort, functionality, and Florida living. From the moment you arrive, you’ll notice the pride of ownership and recent improvements throughout the property. Inside, the home features laminate flooring throughout, vaulted ceilings, and bright living spaces that create an open and inviting feel. The primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for guests, family, or a home office setup. Impact windows have been installed in the 2nd and 3rd bedrooms, along with impact sliders in the primary bedroom and nursery room, providing added peace of mind and efficiency. Step outside and enjoy your own private backyard oasis, complete with a screened-in pool, spacious lanai, and fully fenced yard — perfect for relaxing, entertaining, or enjoying Sarasota’s year-round sunshine. Additional updates include a newer roof, a widened driveway for additional parking, and refreshed exterior landscaping that enhances the home’s curb appeal. Conveniently located just minutes from shopping, dining, Siesta Key Beach, I-75, and everyday conveniences, this home offers the perfect balance of privacy, accessibility, and lifestyle. Whether you’re searching for a primary residence or seasonal retreat, 4817 Post Pointe Drive is ready to welcome you home.
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,000121 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
High School: Sarasota High
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
7755 WANING MOON WAY, SARASOTA, FL 34241
$399,678115 Days on yellowkey MLS ID: A4683307
1 Days Off yellowkey (back on 6/13/2026)
REDUCED by $50,000 (11.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7755 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout that feels warm and welcoming from the moment you enter. The gathering room opens gracefully to the large designer kitchen, creating a comfortable space for cooking, conversation, and everyday living. A flexible space near the entry provides the perfect spot for work, hobbies, or quiet moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and offer comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumbed for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, tile--plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683307 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7456 MOONBEAM AVE, SARASOTA, FL 34241
$429,14831 Days on yellowkey MLS ID: A4693652
REDUCED by $46,000 (9.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skyle RanchVilla
Remarks: Under Construction. What's Special: Corner Lot | Dedicated Study | Close to Amenities | Close to Trails. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7448 Moonbeam Avenue in Esplanade at Skye Ranch! Step into a warm and inviting home filled with natural light and an easy, open feel. The great room flows effortlessly into a beautifully designed kitchen, creating the perfect space for gathering and everyday living. Tucked at the back of the home, the primary suite offers a peaceful retreat with a spacious walk-in closet, dual sink vanity, and a relaxing shower. At the front, you will find a secondary bedroom, a full bath, and a private study that is perfect for working from home or quiet moments. Enjoy a thoughtfully designed community with nearby parks, convenient shopping, and dining options that make it easy to feel right at home. Additional Highlights Include: an extended lanai with a screened in patio, and a study in place of a flex room. Photos are for representative purposes only. MLS#A4693652 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,000103 Days on yellowkey MLS ID: A4683770
1 Days Off yellowkey (back on 5/30/2026)
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Remarks: Under contract-accepting backup offers. An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
5958 ANISE DR, SARASOTA, FL 34238
$535,000104 Days on yellowkey MLS ID: A4684465
REDUCED by $15,000 (2.7%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2017Monthly Fee: $192 Tax: $3,797 (2025)Community: Arbor Lakes On Palmer RanchSpa: NoSingle Family
Taxes:$3,797
Remarks: Meticulous home on Best Location on Lake with fully fenced back yard and sweeping views of the lake and the native water birds. The three-panel sliding glass doors open completely to the tiled Lanai. The Rotunda of the home offers something special in the home and is a great place for holiday tree decorating. Home Connect wi-fi. Easy-to-clean upgraded porcelain tile floor throughout the house. Enjoy all of the kitchen granite counter space with seating room for 4. BOSCH dishwasher is UNHEARD when running and cleans dishes completely.. High ceiling architectural designs give a pleasant open-air feeling throughout the house. Updated LED light fixtures and ceiling fans. Accent colors walls and subtly on ceilings create a dynamic, luxurious space. Gas tankless hot water heater for low utility bills (gas connection is available to support a gas range.) Primary Bedroom with tray ceiling and en-suite Bath walk-in shower, two walk-in closets. The location within Palmer Ranch makes for great accessibility to shopping, medical facilities, restaurants, and the #1 voted Best Beach in USA!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
2103 LUSITANIA DR, SARASOTA, FL 34231
$899,9001 Day on yellowkey MLS ID: A4696955
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1969 Tax: $6,524 (2025)Community: Phillippi GardensSpa: NoSingle Family
Taxes:$6,524
Elementary School: Phillippi Shores Elementary
Remarks: You won’t believe this waterfront opportunity in central Sarasota. With almost half an acre of land on a nice wide part of Phillippi Creek, this home offers the pairing of fantastic central location and tons of opportunity to expand. Upon entering the fenced driveway area to this home, you will notice a classic Sarasota ranch-style home. When you take one look into the back yard you might be amazed the abundant open space, trees, park-like setting and water views. This one story block home has been updated to include laminate floors throughout, a new 2024 metal roof, nice recessed can lighting, stainless steel kitchen appliances, and fresh exterior paint. The floor plan includes a dining room area as well as an oversized laundry area and two-car garage. This property could be ideal for boaters or water enthusiasts who, subject to permitting, could add a dock and boat lift. Just a short cruise to the mouth Phillippi Creek will allow access to Sarasota Bay and ultimately the Gulf! This body of water is often very tranquil and is great for paddle-boarding, fishing, kayaking, or just watching the water drift by. The location allows for easy access to US41 and is just minutes from Siesta Key, Downtown Sarasota, and all sorts of convenient dining and retail. There’s a lot to love about this slice of paradise, come and set up your private showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
SARASOTA, FL 34242
$2,895,0001 Day on yellowkey MLS ID: A4694972
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$24,633
Remarks: There Is Only One. Crescent Beach House was purpose-built for a different kind of ownership experience. One where beach days, family gatherings, and investment performance can coexist under the same roof. Positioned in one of Siesta Key's most enduring vacation corridors, this is the type of property people return to year after year, and increasingly, seek to own. Sited at the mouth of the Point of Rocks’ beach access located at the end of the street, Crescent Beach House is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, and expansive indoor-outdoor living spaces designed to accommodate large groups with ease. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment performance. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2317 S TUTTLE AVE, SARASOTA, FL 34239
$459,00011 Days on yellowkey MLS ID: N6144307
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1960 Tax: $906 (2025)Community: South GateSingle Family
Taxes:$906
Elementary School: Southside Elementary
Remarks: Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features a steel roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
1885 VAMO WAY, SARASOTA, FL 34231
$235,00060 Days on yellowkey MLS ID: A4689397
3 Days Off yellowkey (back on 5/4/2026)
REDUCED by $24,900 (9.6%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1961 Tax: $2,637 (2025)Community: Vamo 3Rd Add ToSingle Family
Taxes:$2,637
Remarks: Under contract-accepting backup offers. Price Improvement! Now listed at $235,000! Home appraised for $245,000 on 04/12/2026! Walk into instant equity! Charming cottage-style home in a highly sought-after Sarasota location, just minutes from world-famous Siesta Key Beach. This 2-bedroom, 1-bath residence offers a unique blend of character, functionality, and investment potential. Originally rebuilt in 2001, the home features updated appliances, including a newer refrigerator, range, microwave, and A/C unit, providing comfort and convenience for everyday living. The fully fenced yard offers exceptional privacy and space, perfect for pets, entertaining, or future expansion. Step into the spacious backyard and enjoy a covered gazebo deck complete with a sink—an ideal setup for outdoor dining, entertaining, or relaxing in your own private retreat. Additional highlights include a separate RV electric hookup and a versatile shed perfect for a workshop, storage, or hobby space. The expansive lot also presents an excellent opportunity to build a new home with a pool, maximizing the value of this prime location. Just one minute from Vamo Drive Park with kayak launch access, this property is perfect for outdoor enthusiasts. This home is also a fantastic income-producing opportunity, generating approximately $30,000–$50,000 annually while it was rented in 2023 Don’t miss this rare chance to own in one of Sarasota’s most desirable areas.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Michael Zuppardo (941-900-3400)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000282 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSpa: NoSingle Family
Taxes:$21,698
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing Agent: Tanner Tillung (727-479-4548)
5520 ROSEHILL RD #203, SARASOTA, FL 34233
$199,900152 Days on yellowkey MLS ID: A4677482
REDUCED by $20,000 (9.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1141 Built: 2002 Tax: $2,812 (2025)Community: Admirals WalkCondo
Taxes:$2,812
Remarks: $20,000 PRICE IMPROVEMENT! Live in a TREE HOUSE and park your car in a GARAGE. Lowest priced 2-bedroom in Admiral’s Walk with a garage! This second-floor corner condo has everything you are looking for: impact glass hurricane windows, newer roof & hardiboard siding, newer A/C system and newer washer/dryer! Plus, a 1-car oversized garage (12’ X 26’ long) for extra storage. The light and bright interior space has a great room floor plan featuring a vaulted ceiling with clerestory window and windows on two walls with water views. The open kitchen has a breakfast bar overlooking the dining area and a pantry. The two bedrooms have ensuite bathrooms with large walk-in closets. Admiral’s Walk is a New England style community with ponds, fountains and mature trees. There are plenty of amenities to suit everyone’s taste. Relax by the pool or soak in the spa, work out at the fitness center, visit the clubhouse and play pool, or cook dinner on the community grill. Your pets will be happy here too. Two pets up to 65 pounds each are allowed. Siesta Key beaches are a short drive away and there are plenty of shopping, dining and cultural destinations nearby. You’ll find easy access to I-75 for a quick drive to UTC Mall and Benderson Park. Come live the Florida lifestyle!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Barb Standish (941-504-9458)
4242 DRYDEN CIR, SARASOTA, FL 34241
$535,0007 Days on yellowkey MLS ID: A4696289
REDUCED by $14,000 (2.6%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Taxes:$2,992
Remarks: Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath and an oversized walk-in closet designed to accommodate even the most extensive wardrobe. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai, complete with durable epoxy flooring, offers the perfect space to relax or entertain year-round. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,00051 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
High School: Pine View School
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
7759 WANING MOON WAY, SARASOTA, FL 34241
$399,378131 Days on yellowkey MLS ID: A4681155
1 Days Off yellowkey (back on 6/12/2026)
Remarks: Under Construction. What's Special: Pond View | Single Level Living | Dedicated Study | Close to Amenities | Close to Trails | Gourmet Kitchen. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7759 Waning Moon Way in Esplanade at Skye Ranch! Explore this charming new home designed with comfort and thoughtful details throughout. As you enter, you’re welcomed into an open-concept gathering room filled with natural light from whole-house impact windows and connected to a screened-in lanai for relaxed indoor-outdoor living. The designer kitchen overlooks the space and features an apron-front sink, quartz countertops, and a spacious center layout that flows easily into the formal dining area. The primary suite serves as a peaceful retreat with a spacious walk-in closet and an en-suite bath with a dual vanity. On the opposite side of the home, you’ll find a secondary bedroom, full bathroom, dedicated study, laundry room, and garage entry, giving you the flexibility and convenience you need for everyday living. Additional Highlights Include: Study in place of flex, pocket doors at study, extended lanai with screened in patio, tray ceiling at primary suite, great room, dining and study, 8' interior doors, whole house impact windows, 42" kitchen cabinets, GE refrigerator, washer and dryer. Photos are for representative purposes only. MLS#A4681155 - Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
7701 BLUE MOON RUN, SARASOTA, FL 34241
$787,29419 Days on yellowkey MLS ID: A4694841
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Corner Lot | Pond View | Close to Amenities | Dedicated Study. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Lazio II at 7701 Blue Moon Run in Esplanade at Skye Ranch! This warm and inviting home opens to a welcoming foyer that flows into a bright great room, dining area, and gourmet kitchen with a spacious island and casual dining nook that is perfect for gathering. The private primary suite offers a peaceful retreat with a spa inspired bath, walk in closet, and convenient access to the laundry room. Two additional bedroom suites and a dedicated study provide flexible space for guests, work, or hobbies. Enjoy relaxed indoor and outdoor living with a generous lanai just off the main living areas. A two-car garage and smart storage throughout add comfort and ease to everyday living. Additional Highlights Include: 10' ceilings, outdoor kitchen rough-in, 8' interior doors, impact windows, and prewire for pool and spa. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! MLS#A4694841
6129 LUNGO LAGO DR, SARASOTA, FL 34241
$1,049,00055 Days on yellowkey MLS ID: A4690357
REDUCED by $50,000 (4.5%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3027 Built: 2022Monthly Fee: $197 Tax: $9,839 (2025)Community: Rivo Lakes Phase IiSpa: YesSingle Family
Taxes:$9,839
Remarks: Virtually Staged. Welcome to Rivo Lakes, a gated community in Sarasota where modern elegance and everyday comfort come together beautifully. Built in 2022, this exceptional residence offers over 3,000 square feet of thoughtfully designed living space with 4 bedrooms, 3 bathrooms, a versatile flex room ideal for a home office or den, and a highly sought-after open floorplan. Designed for both effortless entertaining and relaxed daily living, the expansive great room flows seamlessly into the kitchen and dining areas, creating a sophisticated yet inviting gathering space. High ceilings, refined finishes, and expansive living spaces enhance the home's polished, contemporary feel. The spacious primary suite provides a private retreat with spa-like comfort, while additional bedrooms and flexible living areas offer ideal space for guests, hobbies, or everyday living. Step outside to your own private Florida oasis featuring a beautiful pool and spa with inviting outdoor living space perfect for year-round enjoyment. Surrounded by the privacy and prestige of Rivo Lakes, residents enjoy a serene setting just moments from top-rated schools, premier shopping, dining, golf, and Sarasota's Gulf beaches. An exceptional opportunity to own a newer luxury home in one of Sarasota?s desirable gated communities.
Listing Agent: Denise Mei (941-685-3198)
2717 RIVERBLUFF PL #V49, SARASOTA, FL 34231
$270,000115 Days on yellowkey MLS ID: A4681632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $2,787 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,787
Remarks: Mrs. Clean Lives Here! Absolutely Charming 2 bed/2bath end-unit Villa! Stunning kitchen that gently flows into dining room area Thw Dining room area opens into large living room with another large family room area creating LOTS of living space A bonus room with the ability to make this your own game room, office space, or just your own oasis! Crown molding in living and dining room with gorgeous wood flooring. Separate storage and laundry room for your convenience Plenty of Guest parking and carport near your front door. This lovely community has a Clubhouse, community pool, fitness, activity calendars, and a Marina ( annual fee is approximatley $1344- annually ). Close to fabulous restaurnants and shops, Detweilers Famers Market and the South bridge to world famous Siesta Key! Freshly Painted within this last year! Active Community with clubhouse facility, community Pool and marina (CHECK)! This is a stunning villa with an exceptional location, just minutes to Siesta Key, shopping and fine dining! If you are looking to live the Sarasota lifestyle come checkjk on this breathtaking villa TODAY!!
Listing Agent: Marcia Morse (941-374-0442)
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