Location: Sarasota
Do Not Show Listings
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,468,000403 Days on yellowkey MLS ID: A4654953
REDUCED by $32,000 (2.1%) on 07/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,372
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
10594 ECLIPSE ST, SARASOTA, FL 34241
$1,292,61656 Days on yellowkey MLS ID: A4694193
REDUCED by $50,000 (3.7%) on 05/28/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2833 Built: 2026Monthly Fee: $453Community: Esplanade At Skye RanchSpa: YesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Tax Year: 2025
Remarks: What's Special: Pond View | Close to Trails | Close to Amenities. Model Leaseback - Available Now for Closing! This model home purchase includes our Model Leaseback Program.* This program is perfect for buyers who want to purchase now but aren’t ready to move. Contact seller for more term details on leasing your home back. When the lease is up, you move in! Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply. Welcome to the Pallazio II at 10594 Eclipse Street in Esplanade at Skye Ranch! Step into a beautifully open floor plan that blends comfort, style, and thoughtful design at every turn. The gourmet kitchen sits at the heart of the home, overlooking the dining area and great room so you can cook, gather, and stay connected with ease. Just beyond, an extended covered lanai opens to your private pool and outdoor kitchen, creating a bright, inviting space for relaxing afternoons or easy entertaining. The tucked-away primary suite offers a peaceful retreat with a spacious bath and walk-in closet that keeps everything organized. A private study and two additional bedrooms with en-suites give you flexible space for guests, hobbies, or quiet workdays at home. A 3-car garage and well-placed laundry room bring everyday convenience into this effortless layout. Additional highlights include: 10' ceiling, interior door upgrade 8'package, impact windows, tray ceiling package, upgraded quartz countertops, interior door primary closet to laundry. 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! Model Home Prices exclude furniture, decorative accessories, and closing costs and already include any lot premium, Seller installed options and upgrades; Buyer-selected options are no longer available. For financed buyers, lender restrictions on leasebacks for certain lenders may apply. Photos are for illustration only and do not necessarily represent actual available model home. No representation of any kind is made or implied regarding the Model Home’s future value or benefits, or availability of financing for a leaseback transaction. See Model Home Purchase Agreement, Model Home Addendum, Model Home Leaseback Agreement and, if applicable Non-Realty Bill of Sale Addendum (for furniture and any other non-realty personal property sold separately in select model homes) for details. Model homes subject to prior sale. MLS#A4694193
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
10577 ECLIPSE ST, SARASOTA, FL 34241
$674,45964 Days on yellowkey MLS ID: A4693195
REDUCED by $19,000 (2.7%) on 06/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSpa: NoSingle Family
Remarks: Under Construction. What's Special: Backs to Amenities | Close to Trails. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 10577 Eclipse Street in Esplanade at Skye Ranch This charming single-story home is designed for comfortable living and easy connection. The open great room sits at the heart of the home and flows seamlessly into the kitchen and dining area, creating a bright and welcoming space for everyday moments and casual gatherings. A private study offers flexibility for working from home, creative projects, or a quiet retreat. The primary suite is thoughtfully positioned for privacy and features a spacious bath and walk-in closet for everyday comfort. Two secondary bedrooms and an extended lanai provide space to unwind, host guests, or enjoy indoor outdoor living throughout the year, while a two-car garage and dedicated laundry add practical convenience. Additional Highlights Include: gourmet kitchen, 10' ceilings, outdoor kitchen rough-in, 8' interior doors throughout the whole house, impact windows throughout the whole house, apron front kitchen sink, extra flush mount lighting throughout, three kitchen pendant lights, upgraded quartz countertops, upgraded flooring throughout, upgraded cabinets throughout, and garage floor seal with flakes and clearcoat. Photos are for representative purposes only. MLS#A4693195 - 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!
10573 ECLIPSE ST, SARASOTA, FL 34241
$599,18967 Days on yellowkey MLS ID: A4693077
REDUCED by $63,000 (9.5%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1843 Built: 2026Monthly Fee: $442Community: Esplanade At Skye RanchSpa: NoSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | No Rear Neighbors. New Construction – July Completion! Built by America's Most Trusted Home Builder. Welcome to the Sereno at 10573 Eclipse Street in Esplanade at Skye Ranch! This thoughtfully designed new home offers a bright, open layout where the great room serves as the heart of the home, flowing seamlessly into the kitchen and dining area for easy everyday living and entertaining. The kitchen is beautifully finished with and apron front sink, quartz countertops and ample workspace, while the covered lanai just beyond the great room creates an inviting indoor-outdoor connection. The private primary suite is tucked away for comfort and features a spacious bath and walk-in closet, with two secondary bedrooms positioned to provide flexibility for guests or a home office. Whole-house impact windows provide added peace of mind and durability throughout the home. Additional Highlights Include: Powder room in place of storage closet, 10' ceilings, 8' interior doors, upgraded cabinets and flooring, pendant lights at kitchen, tray ceiling pkg, and outdoor kitchen rough-in. MLS#A4693077 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!
4068 WILSHIRE CIR E #145, SARASOTA, FL 34238
$290,00015 Days on yellowkey MLS ID: TB8524010
REDUCED by $5,000 (1.7%) on 07/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1988 Tax: $3,936 (2025)Community: Lakeshore VillageVilla
Taxes:$3,936
Remarks: Welcome home to this spacious end-unit villa nestled in a peaceful, park-like setting within one of Sarasota's desirable 55+ communities. Offering 2 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, this home features an open and airy layout filled with natural light. The expansive living and dining area is highlighted by two skylights and picturesque views of the lush green space beyond. The eat-in kitchen offers abundant cabinetry, a pantry, stainless steel appliances, and plenty of room for casual dining. A glass-enclosed lanai provides the perfect space for a home office, reading nook, or relaxing while enjoying the tranquil surroundings. The spacious primary suite features a walk-in closet, private access to the lanai, and an oversized en-suite bath complete with dual vanities, a soaking tub, separate shower, and generous storage. The guest bedroom also includes its own walk-in closet and is conveniently located near the second full bath. Additional highlights include a separate laundry room with washer and dryer and exceptional closet and storage space throughout. Bring your personal style and make this villa your own while enjoying an active, maintenance-free lifestyle. Community amenities include a heated pool, clubhouse, tennis and pickleball courts, along with a full calendar of social activities. Ideally located in the heart of Sarasota, you're just minutes from shopping, dining, medical facilities, cultural attractions, and houses of worship. This is Florida living at its best!
Listing is courtesy of: PALLADIUM INVESTMENTS INC (561-329-8702)
Listing Agent: Matthew Brown (678-283-7928)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000312 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
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
3983 MACEACHEN BLVD #434, SARASOTA, FL 34233
$169,9002 Days on yellowkey MLS ID: A4699600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1978 Tax: $2,266 (2025)Community: Tregate EastCondo
Taxes:$2,266
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this top- 3rd floor 3 Bedroom - 2 Bath condominium in the desirable 55+ affordable community of Tregate East, ideally located just minutes from the world-famous Siesta Key Beach. This spacious residence offers the flexibility of a three-bedroom floor plan that has been thoughtfully reconfigured to create an expansive bonus living area, perfect for entertaining, relaxing, or enjoying your favorite hobbies. The bright, open-concept layout is filled with natural light thanks to windows at both the front and rear of the home, creating an inviting atmosphere throughout. Updated flooring and newer interior doors add a fresh, modern feel, while the kitchen features white cabinetry, an oversized breakfast bar, and abundant storage. The kitchen flows seamlessly into the living and dining areas, making it ideal for everyday living and hosting family and friends. Appliances, Hot water heater and A/C all updated between 2019-2022 Residents of Tregate enjoy a welcoming, active lifestyle with exceptional amenities, including a heated community pool, clubhouse, beautifully landscaped grounds, elevators in every building, laundry facilities, assigned covered parking, and additional storage. Perfectly situated in the heart of Sarasota, you'll be just minutes from shopping, grocery stores, restaurants, golf courses, downtown Sarasota, and the sugar-white sands of Siesta Key Beach. Move-in ready and offering an unbeatable combination of comfort, convenience, and value, this exceptional condominium is the perfect place to enjoy the Florida lifestyle in one of Sarasota's most desirable 55+ communities.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jennifer Delbo (941-281-9940)
152 AUDUBON PL, SARASOTA, FL 34237
$949,000371 Days on yellowkey MLS ID: A4657909
REDUCED by $46,000 (4.6%) on 06/25/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$9,900
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
1646 STICKNEY POINT RD #101, SARASOTA, FL 34231
$373,7501 Day on yellowkey MLS ID: A4699325
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1036 Built: 1975 Tax: $3,529 (2025)Community: Castel Del MareTownhouse
Taxes:$3,529
Middle School: Brookside Middle
Remarks: Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Andrew Vac (941-350-6577)
8777 MILESTONE DR, SARASOTA, FL 34238
$370,0005 Days on yellowkey MLS ID: A4699582
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2023Monthly Fee: $350 Tax: $4,206 (2025)Community: Promenade EastTownhouse
Taxes:$4,206
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: 3 bedroom 2.5 bathroom Palmer Ranch Townhome - Water Views and Direct Legacy Trail Access. Beauty meets functionality in this two-story home with 3 bedrooms, 2.5 bathrooms, a 1-car garage, convenient split bedroom layout. It has just under 2,200 sq. ft. total with over 1,700 sq. ft. of living space, plenty of storage space, an extended driveway, and an expanded backyard. Enjoy peaceful direct pond views with a fountain from one side of the home and scenic Legacy Trail - preserve lot views from the other. Located in a gated community featuring a resort-style pool, pavilion, outdoor kitchen, entertaining area, fireplace, and sun loungers. Low HOA fee, no CDD and no flood insurance requirement make this home even more attractive to own. Residents also enjoy direct access to the Legacy Trail - Sarasota County’s premier paved trail for biking, running, and walking. Just minutes from Potter Park with tennis and pickleball courts, playgrounds, Sarasota Sharks swim team, YMCA, Detwiler’s Amish Farmers Market, Costco, Publix, dining and cultural experiences, I-75, Downtown Sarasota, and only 6 miles to Sarasota’s world-famous white crystal beaches. You may appreciate the A-rated school district and convenient access to legendary Pine View School, one of Florida’s top-ranked magnet schools. Single owner property, this home was built in 2022 and gently lived in. Now it's move-in-ready for you and offers the perfect combination of comfort, location, and lifestyle. Whether you're buying to live here or adding it to your investment portfolio, this property in its exceptional location will be a smart choice. Call me today to schedule your private showing and make your sunny Florida move happen!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Elena Mitchell (917-565-5106)
730 GOODRICH AVE, SARASOTA, FL 34236
$825,00049 Days on yellowkey MLS ID: A4694828
0 Days Off yellowkey (back on 7/10/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1368 Built: 2016 Tax: $8,918 (2025)Community: Gillespie ParkSingle Family
Taxes:$8,918
Remarks: Downtown Gillespie Park modern bungalow.
Listing Agent: Mike Warm, Llc (941-525-2740)
4745 VIGNETTE WAY, SARASOTA, FL 34240
$289,90088 Days on yellowkey MLS ID: C7525022
3 Days Off yellowkey (back on 7/13/2026)
REDUCED by $5,000 (1.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $130 Tax: $3,504 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$3,504
Remarks: Spacious 3BR/2.5BA townhome with 1,758 sq ft under air in desirable Sarasota location! This well-maintained home features an open-concept living and dining area, perfect for entertaining. The kitchen offers modern appliances, ample cabinetry, and a breakfast bar. Upstairs includes a generous primary suite with private bath, plus two additional bedrooms ideal for guests or office space. Enjoy natural light throughout with sliding glass doors leading to a peaceful outdoor area. Additional features include an attached garage, driveway parking, and interior laundry. Low-maintenance living with HOA convenience. Located just minutes from beaches, shopping, dining, and major roadways. Ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: ZWIERCAN REALTY INC (941-544-4060)
Listing Agent: Yoan Rosell (941-387-4004)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90089 Days on yellowkey MLS ID: A4690238
2 Days Off yellowkey (back on 7/13/2026)
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF was just installed in June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
4037 MAVERICK AVE, SARASOTA, FL 34233
$345,00095 Days on yellowkey MLS ID: O6397987
0 Days Off yellowkey (back on 7/13/2026)
INCREASED by $10,000 (3.0%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 1979 Tax: $3,303 (2025)Community: SouthridgeSingle Family
Taxes:$3,303
Remarks: Dive into the ultimate Florida lifestyle with this beautiful 3-bedroom, 2-bath pool home designed for both comfort and entertaining! Even better, a brand-new roof is currently being installed, offering added value and peace of mind for the future homeowner. Step inside to a bright and inviting layout featuring a well-appointed kitchen with stainless steel appliances, durable tile countertops, and a stylish backsplash—perfect for everyday living and hosting guests. Seamlessly transition to outdoor living through the screened-in patio, where you can relax in comfort before stepping out to your very own sparkling inground pool—an ideal setting for weekend gatherings, summer fun, or peaceful evenings under the stars. Additional highlights include a one-car garage, a functional floor plan, and plenty of space to make this home your own. With its private pool, inviting layout, the added benefit of a new roof, and move-in-ready appeal, this home is a standout opportunity. Don’t miss your chance—schedule your private showing today before this pool home is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00096 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
High School: Sarasota High
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$229,000409 Days on yellowkey MLS ID: A4654485
REDUCED by $10,000 (4.2%) on 07/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
132 TALL TREES CT, SARASOTA, FL 34232
$515,00096 Days on yellowkey MLS ID: A4689367
REDUCED by $5,000 (1.0%) on 07/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
4737 STONE RIDGE TRL, SARASOTA, FL 34232
$1,449,000285 Days on yellowkey MLS ID: A4663310
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3284 Built: 1980Monthly Fee: $58 Tax: $7,017 (2025)Community: Hidden Oaks EstatesSpa: YesSingle Family
Taxes:$7,017
Remarks: Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits!
Listing Agent: Larry Brzostek (941-993-3125)
3417 CLARK RD #117, SARASOTA, FL 34231
$145,0006 Days on yellowkey MLS ID: A4698715
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974 Tax: $1,811 (2025)Community: SiennaCondo
Taxes:$1,811
Remarks: Under contract-accepting backup offers. Location is Key! Bike to Siesta Key Beach and Walk to Local Shopping and Dining! Unbeatable location meets tremendous equity-building potential in this ground-floor, 1-bedroom, 1-bathroom condominium. Situated just minutes from the world-famous quartz sands of Siesta Key, this prime spot is a cyclist's dream for quick beach trips and sits within easy walking distance to an array of local stores, grocery options, and vibrant restaurants. Inside, the unit features a bright, seamless open floor plan highlighted by low-maintenance tile flooring throughout—perfect for effortless coastal living. The chef in you will love the beautifully updated kitchen, while the gorgeously renovated bathroom offers a fresh, modern aesthetic. Stepping outside, you will find your own private, fenced-in outdoor courtyard with a partially covered patio. This rare enclosed space offers a safe haven for your pets and the perfect backdrop for relaxing Florida evenings. The community features a heated pool and an exercise room, putting excellent amenities right at your doorstep. There is also a fenced in doggie run for your furry friend. Best of all, the association recently replaced the roof in 2023, giving you peace of mind. The monthly HOA fee offers true predictable living by conveniently including building insurance, trash, water, sewer and exterior maintenance. Whether you are searching for a personal winter escape from the freezing northern cold or a smart addition to your investment portfolio, this premium location delivers immense potential. The unit is being sold unfurnished and strictly As-Is. It has been priced aggressively to reflect the need for a new HVAC unit, offering a rare, affordable entry point into a phenomenal coastal area. Do not miss your chance to secure your slice of paradise!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cheryl Wiedwald (908-399-6122)
4841 HAWKSHEAD PARK, SARASOTA, FL 34241
$470,00018 Days on yellowkey MLS ID: A4697395
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2179 Built: 1980Monthly Fee: $29 Tax: $5,400 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$5,400
Remarks: Welcome to the sought -after and well-established community of Bent Tree! This spacious 4-bedroom, 2 1/2- bath home offers approximately 2,180 square feet of comfortable living space designed for both everyday living and entertaining. Enjoy Florida living at its finest with a screened lanai and private in-ground pool, perfect for relaxing or hosting family and friends. Inside, the home features a cozy fireplace, along with a formal dining room and a separate family room open to the well-appointed kitchen and providing plenty of space for gatherings. The primary suite is conveniently located on the first floor and features a private bath with a separated vanities and a walk-in shower. A half bath downstairs is so convenience for guests. Upstairs, you'll find three additional bedrooms although one may be considered for an office, exercise room or den which has a closet and open to the downstairs living room. The first floor showcases ceramic tile throughout while the staircase is carpeted and the second-floor features attractive engineered hardwood flooring. The well-designed home combines space and functionality. Bent Tree offers the convenience 18-hole public golf course right within the community. Golf enthusiasts will appreciate the beautifully designed course. Please don't miss this opportunity to live, laugh and love in your new home.
Listing Agent: Diane Mcdonald (941-356-9398)
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