Location: Sarasota
Do Not Show Listings
618 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,200,000148 Days on yellowkey MLS ID: A4680244
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2961 Built: 1948 Tax: $8,283 (2025)Community: Sarasota BeachApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,283
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to Old World Siesta Key...this 1940s Bungalow Home was converted approx 40 years ago into a Triplex and a Cottage was added at the rear of the property. Siesta Key is World Renown for it's White Powdery Sand Beaches and is so convenient to the Mainland and all the Attractions Sarasota has to offer such as the Arts, St Armands and Unbelievable Shopping. The Property is located approximately three blocks behind Siesta Key Village, the Hub of Restaurants, Nightlife, and Shops, and there you will find this Graceful Triplex and Cottage. There are several Private Patios as well as Open Areas for Outdoor Entertainment and Relaxation both in the Front and Rear of the Triplex. There are Storage Units for Each Rental and there is a Shared Laundry Area in the middle of the Backyard. Convenience is really key for this Property as you can Walk to the Beach or the Village in 15 Minutes. Island Life is Unique, Exciting, Colorful but can also be Quiet and Slow, it's the perspective of the Offering and it's a sought after way of living. For the past 20 years the units have been long term rentals. Some of the tenants have been there for years and all four would like to stay and continue their Florida Island Lifestyle. Rents shown are the Expected rents that could be charged as the Owner currently charges less... just his way of doing business. There is one option that could change the dynamics and that would be to keep the Triplex as long term rentals and use the rear Cottage as an AirBNB and Owners Use unit. This would drastically change the income stream. The water and internet/cable is currently paid for by the Owner and the Electric is split between the Tenants based on unit size, of course all of this is subject to change based on the New Owner's intentions. This is an Amazing Opportunity to have both Income and Personal Enjoyment all wrapped up with a Special Place we call Siesta Key Living!
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
7575 SEAHAWK AVE, SARASOTA, FL 34241
$669,999299 Days on yellowkey MLS ID: R4909846
REDUCED by $10,000 (1.5%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Remarks: Virtually Staged. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN!! Welcome to the Whitney, a thoughtfully designed home offering four bedrooms, two and a half bathrooms, and 2,851 square feet of living space. Upon entry, the foyer welcomes you with a private den—ideal for a home office or study—and a staircase leading to the second level. The home then opens into an expansive open-concept layout featuring the kitchen, great room, and dining area, creating an inviting space for both everyday living and entertaining. Sliding glass doors extend the living space outdoors to a large lanai, perfect for relaxing or hosting guests. The owner’s suite is conveniently located just off the great room and serves as a private retreat, complete with dual walk-in closets, dual vanities, a water closet, and a spacious walk-in shower. Upstairs, a versatile loft provides additional living space, along with three secondary bedrooms that share a full bathroom. The Whitney offers a well-balanced layout with comfortable gathering spaces and private retreats throughout.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
7571 HAWKSTONE DR, SARASOTA, FL 34241
$649,999392 Days on yellowkey MLS ID: R4909402
REDUCED by $20,000 (3.0%) on 06/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2809 Built: 2025Monthly Fee: $288 Tax: $500 (2024)Community: HawkstoneSingle Family
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Virtually Staged. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN! Welcome to the Estuary, a thoughtfully designed home offering three bedrooms, two and a half bathrooms, a versatile den, and a two-car garage. This unique floor plan makes a strong first impression from the moment you arrive. Step into the foyer, where a private den sits just off the entry—perfect for a home office or quiet retreat. Continuing inside, the staircase leads to the second level, while the hallway opens into an expansive open-concept living area featuring the great room, dining space, and kitchen. The kitchen is designed for both functionality and style, boasting a large center island with seating, abundant cabinetry and counter space, and a spacious walk-in pantry. Just beyond the great room, sliding glass doors open to a covered lanai, creating an effortless indoor-outdoor living experience. Upstairs, the open-to-below layout adds to the home’s light and airy feel. A generous loft sits at the top of the stairs, offering flexible space for a media room, play area, or lounge. The owner’s suite occupies one side of the second level, providing a private and relaxing retreat complete with a spa-inspired bath featuring dual vanities, an enclosed shower and separate tub, a water closet, and a large walk-in closet. The laundry room is conveniently located upstairs, along with two additional bedrooms that feature their own walk-in closets and share a well-appointed bathroom with dual vanities and a tub. Come experience the Estuary—a modern home designed for the way you live today.
7551 HAWKSTONE DR, SARASOTA, FL 34241
$737,99992 Days on yellowkey MLS ID: R4910940
INCREASED by $8,000 (1.1%) on 04/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Elementary School: K-8 At Clark And Lorriane
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** This well-appointed two-story home offers four bedrooms, two and a half bathrooms, den and a two-car garage, spanning 2,851 square feet of living space. The first floor is designed for convenience and comfort, featuring an open-concept layout that seamlessly blends the kitchen, dining area, and great room. The kitchen includes a walk-in pantry and plenty of counter space. The great room and dining area open to a covered lanai, perfect for relaxing or entertaining outdoors. The owner's suite is also located on the main level, offering a peaceful retreat with dual walk-in closets and a spa-inspired owner's bath with dual sinks, a soaking tub, and a separate shower. The first floor also includes a den near the entry—ideal for an office or hobby space—and a laundry room. Upstairs, the second floor features three secondary bedrooms, each with its own walk-in closet, and a shared full bath. A spacious loft serves as a versatile space, perfect for a game room, media area, or additional living space. With ample storage, thoughtful details, and plenty of space for both relaxation and entertaining, this home is perfect for those seeking a balance of style and functionality.
4123 BAY SHORE RD, SARASOTA, FL 34234
$10,888,00078 Days on yellowkey MLS ID: A4688729
REDUCED by $882,000 (7.5%) on 06/24/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5117 Built: 2021 Tax: $119,748 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$119,748
Remarks: A modern masterpiece on Sarasota Bay, this architectural landmark embodies contemporary design and sustainable luxury. Set on over an acre in the prestigious Indian Beach neighborhood—Sarasota’s renowned “Museum Area”—the gated estate boasts nearly 180 feet of waterfront with panoramic views that extend endlessly across the Bay. Conceived by acclaimed architect Mark Sultana of DSDG and expertly built by Voigt Brothers, the elevated residence rests gracefully on monumental columns, appearing to float above the landscape. Open-air colonnades below provide serene shaded spaces and complete storm protection, while the reinforced concrete structure—including the roof—ensures enduring strength. Elegant wood accents and striking architectural details bring warmth and balance to its modern aesthetic. A powerful solar array crowns the home’s concrete roof, allowing fully off-grid operation. Beyond the oversized glass pivot door, a suspended staircase with solid wood treads and an elevator ascends to the main living level. Inside, walls of floor-to-ceiling impact glass frame mesmerizing water views from every room. The expansive great room transitions seamlessly to a vast covered terrace, creating a breathtaking indoor-outdoor living experience. The sleek chef’s kitchen—enhanced by movable glass partitions—easily shifts from an open-concept entertainer’s dream to an intimate culinary retreat. The primary suite, privately positioned on the southern wing, offers inspiring views of the Ringling Bridge and includes a tranquil study. Along a sunlit gallery, four generous guest suites open to a full-length veranda overlooking Longboat Key and the Bay, with spa-like baths designed to let the water remain ever-present. On the ground level, a four-car garage, ample storage, bonus space, and a shaded lounge connect to the dramatic 60-foot heated wet-edge lap pool—its horizon line merging with the sparkling city skyline. Just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and celebrated cultural landmarks, this solar-powered sanctuary redefines coastal contemporary living, where architecture, innovation, and nature unite in perfect harmony.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
7660 SEAHAWK AVE, SARASOTA, FL 34241
$999,99991 Days on yellowkey MLS ID: R4910941
REDUCED by $69,978 (6.5%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3899 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Santa Fe is a beautifully designed two-story home offers 5 bedrooms, 3.5 baths, and a spacious 3-car garage, totaling 3,901 square feet of functional living space. The first floor features a flex room off the foyer. Step through the foyer to find an open-concept layout centered around the great room, which seamlessly connects to the café and kitchen. The kitchen includes a walk-in pantry, ample counter space, and optional upgraded cabinetry and appliances for added convenience. Adjacent to the main living area, a covered lanai extends your entertaining space outdoors. The first-floor owner’s suite is a private retreat, complete with a large walk-in closet and a spa-like owner’s bath with dual vanities, a soaking tub, and a separate shower. Additional main-level highlights include a flex room near the foyer—perfect for an office or playroom—and a convenient mudroom with access to the laundry area and garage. Upstairs, the home features 4 secondary bedrooms, each with a walk-in closet for plenty of storage. Two full baths, one shared and one private, provide convenience for family or guests. A spacious bonus room serves as a versatile space for a media room, game room, or additional lounge area. The second floor also includes an overlook to the great room below, adding a sense of openness to the layout. With abundant storage options, modern conveniences, and flexible spaces, this home is designed to fit the needs of growing families and those who love to entertain.
9669 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$599,999217 Days on yellowkey MLS ID: R4910290
REDUCED by $50,000 (7.7%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Remarks: Virtually Staged. MODEL NOW OPEN!!! ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Braden reflects quiet elegance and modern design. Its layout includes 1 story, 4 bedrooms, 2 bathrooms, den and an open-concept kitchen and great room. The home also features tray ceilings, gourmet kitchen, and a tankless water heater. When you enter the Braden, you walk straight into the heart of the home. A spacious and elegant kitchen area awaits with a large island for extra prep space. Tons of cabinet storage allows for decluttered and open sight lines through the dining space and into the great room. In the Braden, 3 additional bedrooms sit in their own wing of the house. The owner's suite is a tranquil oasis where a spacious walk-in closet, owner's bath with double sinks, and an enclosed shower await you. A cozy den allows for a quiet home office or play room. The Braden is perfect for those who need space, flexible living arrangements, and an elegant design.
4627 TRAILS DR, SARASOTA, FL 34232
$897,77734 Days on yellowkey MLS ID: TB8500816
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2407 Built: 1988Monthly Fee: $195 Tax: $5,886 (2025)Community: Lakes Estates 3 Of SarasotaSpa: NoSingle Family
Taxes:$5,886
Remarks: A Very Special Home with Full Renovation An elegant path leads to the charming front porch of this beautifully renovated family home, positioned on a large corner lot amid a peaceful and lush setting in the highly desirable Lakes Estates neighborhood of Sarasota. Built by Lee Wetherington and fully renovated, this one-story open-floor plan creates an ideal balance of private and gathering spaces, with three large bedrooms, an additional fourth bedroom/office, two full baths, one half bath, formal dining and vaulted living rooms with a lovely newly updated electric fireplace and mantle. Interior and exterior painting were included in the renovation. A neutral beachy/ocean color palette and volume ceilings create a feeling of openness, with new ceramic tile flooring throughout the home. Four sets of floor to ceiling sliding patio doors bring an abundance of light into the home. The newly renovated open kitchen is complete with stylish cabinetry and mother-of-pearl cabinet handles. Updates include a huge nine-by-five island, new natural stone counters, decorative tile backsplashes, and new stainless-steel appliances. The kitchen also boasts a large bar area with decorative upper and lower cabinets and a stainless-steel wine refrigerator. All bathrooms, laundry room, and kitchen include neutral matching natural stone countertops and new cabinetry. Decorative steel plantation shutters were added to the living room, bedrooms, laundry room, and primary bathroom. New light fixtures, chandeliers, and fans were replaced throughout the interior and exterior of the home. Step outside and you will find an oversized screened lanai and private pool, all enveloped by lush Floridian foliage. Complete repainting of the interior and exterior of the home was completed. A new pool deck and a saline system, pool pump, and pool heater were included in the recent renovation. A two-car, side-entry garage with new epoxy floor coating and extra storage space completes the picture of relaxed living. Extensive landscaping was included in the renovation of this home. The Lakes Estates is a highly desirable Sarasota community with a low monthly HOA fee, offering canopied sidewalks and rich landscaping. Residents enjoy a lakeside pool, fitness center, clubhouse, and tennis courts, all within easy reach of Gulf Coast beaches, restaurants, shopping, and cultural attractions. The house may be purchased as furnished and turn-key or unfurnished.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
4651 CHANDLERS FORDE #34, SARASOTA, FL 34235
$425,000167 Days on yellowkey MLS ID: A4677292
1 Days Off yellowkey (back on 6/24/2026)
REDUCED by $13,000 (3.0%) on 04/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1983Monthly Fee: $719 Tax: $3,617 (2025)Community: Chandlers FordeVilla
Taxes:$3,617
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Unique opportunity! Luxurious and tastefully renovated corner villa in the sought-after Meadows, a resort lifestyle community. Charming Chandlers Forde offers refined living in a canopied park-like setting minutes from downtown Sarasota. Inside, you will love the soaring cathedral ceilings, floor-to-ceiling double-sided gas fireplace, elegant newer engineered hardwood throughout, open and airy, featuring a wall of sliders to the Florida room showcasing a tropical yard and relaxing ambiance. The totally remodeled kitchen is a chef’s delight with newer top-of-the-line appliances, solid wood cabinetry, quartz countertops, glass tile backsplash and convenient to the private grilling patio. The generous primary suite offers a walk-in, closet and main bath with double vanities. The second bath totally remodeled with composite granite. Custom Hunter Douglas window treatments. Lanai has newer tile, screens and ceiling fans. All maintenance-free living, just around the corner from one of the two heated community pools. The Meadows, 1,600 park-like acres. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, golf, dining venues plus and a top-notch tennis complex. You’ll live near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, newly opened Mote Aquarium, Whole Foods, Trader Joe’s and The Mall at University Town Center, a world-class shopping, entertainment and dining destination. A fabulous Florida lifestyle with all conveniences. Newer 25-year dimensional shingle roof, new HVAC 2022. Spacious two-car garage with plenty of storage and above flood plain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Marci Carter (941-330-4226)
1289 42ND ST, SARASOTA, FL 34234
$277,50051 Days on yellowkey MLS ID: A4691601
REDUCED by $12,499 (4.3%) on 06/18/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1232 Built: 1997 Tax: $720 (2025)Community: SunnybrookSingle Family
Taxes:$720
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. **This is the One!** Welcome to this inviting Sarasota home, an ideal location that is growing and close to everything you need! Close proximity to Ringling College, Bayfront Park, SRQ International Airport, Downtown Sarasota and more! **New Roof in 2024** This property offers a comfortable layout with bright living spaces and plenty of natural light throughout. Recently remodeled kitchen with granite countertops and stainless steel appliances! Whether you're a first-time homebuyer, seasonal resident, or investor, this property presents a fantastic opportunity to own in an area with strong potential and continued growth. Located in city limits, weekly rentals are allowed with a 7-day minimum! Don’t miss your chance to make this Sarasota home your own! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
5495 CYNTHIA LN, SARASOTA, FL 34235
$595,00065 Days on yellowkey MLS ID: TB8498165
REDUCED by $16,000 (2.6%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
5715 WOODLAND SAGE DR, SARASOTA, FL 34238
$727,00070 Days on yellowkey MLS ID: A4689452
INCREASED by $28,000 (4.0%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3377 Built: 2022Monthly Fee: $268 Tax: $6,935 (2025)Community: Promenade Estates Ph 2Spa: NoSingle Family
Taxes:$6,935
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Welcome to Promenade Estates, where modern design, privacy, and convenience come together in this exceptional 2022 built home offering 4 bedrooms, 3 bathrooms, and 3,377 square feet of thoughtfully designed living space. Situated on a premium homesite with unobstructed views of a protected preserve, native pond, and natural forest, this residence provides a rare combination of scenic beauty and everyday functionality. Step inside through the grand extended foyer and discover an open concept floor plan filled with natural light, soaring spaces, and clean contemporary finishes. The gourmet kitchen serves as the centerpiece of the home, featuring quartz countertops, stainless steel appliances, a walk in pantry, and an oversized island showcasing stunning Patagonia quartzite, perfect for entertaining, meal preparation, and gathering with family and friends. The first floor offers a spacious living area, guest bedroom, and full bathroom, providing flexibility for visitors, multigenerational living, or a private home office setup. Upstairs, a versatile bonus room creates additional living space, while the primary suite serves as a peaceful retreat with breathtaking preserve and pond views, a spa inspired bathroom, and a relaxing soaking tub. Two additional bedrooms and a full bathroom complete the upper level. Enjoy desirable southern rear exposure, filling the home with natural light while creating a tranquil and private outdoor setting. Residents of Promenade Estates enjoy a gated community atmosphere, beautifully maintained amenities, and an outstanding location just minutes from Nokomis Beach, Oscar Scherer State Park, shopping, dining, and everyday conveniences. Located within the highly sought after Pine View School district, consistently ranked among Florida's top public schools, this move in ready home presents a rare opportunity to enjoy luxury living, exceptional privacy, and one of Sarasota County's most desirable locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
3224 ASPEN TER, SARASOTA, FL 34237
$219,900198 Days on yellowkey MLS ID: A4674518
1 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1973Monthly Fee: $210 Tax: $1,193 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,193
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER! Move-In Ready • Friendly Neighbors • Unbeatable Value Enjoy resort-style living in Oakwood Manor, a welcoming 55+ resident-owned community located within the Sarasota city limits. Set on 90 beautifully maintained acres, residents enjoy an active lifestyle with a low monthly fee of just $210. Community amenities include a spacious clubhouse with commercial kitchen and event stage, fitness center, and library. Relax by the heated pool and hot tub, or enjoy bocce ball, shuffleboard, ping-pong, and putt-putt. Pickleball enthusiasts will love the nearby courts along the Legacy Trail—just a short bike ride away. This beautifully updated 2-bedroom, 2-bath home offers 1,176 sq. ft. of bright, open living space filled with natural light. Recent updates include: ** Stainless steel kitchen appliances (2025) ** Fully remodeled kitchen & bathrooms ** New laminate flooring throughout ** Kitchen island with seating ** Recessed lighting ** New blinds, doors & baseboards ** Stylish tile backsplash in Kitchen ** Drywall ceilings & walls in main living area Located just steps from the pool and amenities, this home offers both convenience and a peaceful setting. You’re minutes from: ** Siesta Key Beach ** St. Armand's Circle ** Sarasota-Bradenton International Airport ** Downtown Sarasota, shopping, dining & hospitals Whether you're looking for a seasonal escape or full-time living, this home offers comfort, style, and exceptional value.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
4652 OAK HOLLOW DR #19, SARASOTA, FL 34241
$215,00019 Days on yellowkey MLS ID: A4696117
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980Monthly Fee: $60 Tax: $2,291 (2025)Community: HammocksVilla
Taxes:$2,291
Elementary School: Lakeview Elementary
High School: Sarasota High
Remarks: Rarely does a corner-unit villa with such an expansive yard become available. Offering a solid foundation and potential to make it your own, this 3 bedroom, 2 bath residence is located within Hammocks 1, a well-established subdivision in the gated community of Bent Tree that offers maintenance-free living with no age restrictions. With 1,679 square feet of living space, the home features a newer roof (2024), water heater (2023), and A/C system (2020), providing peace of mind for years to come. Offered furnished, this property presents a convenient opportunity for seasonal residents or year-round homeowners alike. The screened lanai provides the perfect setting for outdoor dining or enjoying a quiet morning coffee while taking in the peaceful natural surroundings. Frequent visits from birds and deer add to the charm of this unique homesite. Ideally positioned on a quiet, low-traffic street, this property enjoys one of the more desirable settings within Hammocks 1. Additional highlights include a two-car garage, indoor laundry, spacious primary suite with a walk-in closet, and beautifully tree-lined streets that add to the character of the community. Notably, the property is not located within a flood zone, offering added confidence for future owners. Conveniently located just minutes from everyday essentials, including Publix, Walmart, Home Depot, and University Town Center, with easy access to I-75 and a short drive to Sarasota's renowned beaches, dining, and entertainment. Opportunities to secure a corner-unit homesite with this much outdoor space in Bent Tree are few and far between. Schedule your showing today and discover why so many residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00051 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
8779 MIDNIGHT PASS RD #401H, SARASOTA, FL 34242
$595,000321 Days on yellowkey MLS ID: A4661131
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1485 Built: 1980 Tax: $4,969 (2025)Community: Island Reef Ii Ph 1 2 & 3Spa: NoCondo
Taxes:$4,969
Remarks: ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00043 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
5836 HELEN WAY, SARASOTA, FL 34243
$500,00014 Days on yellowkey MLS ID: A4694666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990Monthly Fee: $67 Tax: $756 (2025)Community: Cedar CreekSingle Family
Taxes:$756
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. POND VIEWS • SALTWATER POOL • NO CDD • LOW HOA Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the desirable Cedar Creek community of North Sarasota. Offering 2,043 sq. ft. of living space, this home combines comfort, functionality, and the Florida lifestyle buyers are looking for. Step inside to find an open-concept floor plan with vaulted ceilings, abundant natural light, and ceramic and porcelain tile flooring throughout. The spacious living and dining areas flow seamlessly into the family room, featuring a stunning stone wood-burning fireplace and custom built-in shelving. The kitchen is designed for both everyday living and entertaining, featuring shaker-style cabinetry, granite countertops, a center island, a pass-through window to the lanai, and a newer dark stainless-steel gas range. The spacious primary suite offers a custom walk-in closet and sliding glass doors leading directly to the lanai and pool area. All bedrooms feature walk-in closets, providing ample storage space. Enjoy year-round outdoor living in your private screened saltwater pool overlooking peaceful pond views. The large covered lanai is the perfect place to relax, entertain, or enjoy Florida's beautiful weather. The pool enclosure screen was replaced in 2024. Major updates provide peace of mind, including a new roof (2021), A/C (2022), and water heater (2022). Additional features include hurricane shutters, a 2-car garage, and an oversized 11,000+ sq. ft. lot. With a low HOA of just $200 per quarter and no CDD fees, this home offers exceptional value. Conveniently located approximately 4 miles from UTC Mall, Nathan Benderson Park, shopping, dining, and entertainment, with easy access to Sarasota's world-famous beaches. Don't miss this opportunity to own a move-in-ready home with a private pool, water views, and an unbeatable Sarasota location. Schedule your private showing today!
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
4033 CROCKERS LAKE BLVD #28, SARASOTA, FL 34238
$175,00051 Days on yellowkey MLS ID: A4691779
REDUCED by $5,000 (2.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1989Monthly Fee: $751 Tax: $2,071 (2025)Community: Vintage GrandCondo
Taxes:$2,071
Elementary School: Gulf Gate Elementary
Remarks: BEST BUY.... Second-floor condo offering tranquil views of the green space and lake. Inside, you’ll find 2 bedrooms, 2 baths, great room, dining room and kitchen—ideal for everyday living or welcoming family and friends. The primary suite features water view. Additional highlights include cathedral ceiling, walk-in closets in both bedrooms, an inside laundry area and exterior storage closet located on the lanai. Recent improvements include roof 2025, new microwave 2025, and water heater replaced 2021... Vintage Grand on Palmer Ranch has undergone building improvements, including roofs, impact-rated windows, exterior paint and stucco work. Residents enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and basketball courts, playground, picnic areas, and a scenic walking trail around the lake. The monthly association fee provides exterior maintenance, roof upkeep, building insurance, pest control, and landscaping. Ideally located just minutes from Siesta Key Beach, Legacy Trail, Potter Park, Sarasota Family YMCA, golf courses, Costco Wholesale, downtown Sarasota, Venice, and UTC Mall. Pickleball enthusiasts will love the nearby courts, and the exciting SARASOTA SQUARE MALL REDEVEOPMENT brings Whole Foods, HomeSense, new dining, shopping, and entertainment options to the area. This condo delivers a great opportunity for seasonal or year-round living in Sarasota. Schedule your showing today!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Gloria Waters (941-356-9386)
8757 DAYBREAK ST, SARASOTA, FL 34241
$230,000146 Days on yellowkey MLS ID: N6142679
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $4,900 (2.1%) on 06/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1200 Built: 2024Monthly Fee: $167 Tax: $5,073 (2025)Community: Skye Ranch Nbrhd 2 Twnhms NortTownhouse
Taxes:$5,073
Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED PRICE!!!!!! BEAUTIFUL & BEACHY No need to wait for new construction. This delightful 2 BEDROOM 2.5 BATHROOM TOWNHOME was built in 2024 and is MOVE-IN READY RIGHT NOW! Light, bright and airy – with 1200 sf this townhome lives large. As you enter in through the front door, you’ll find the main living space including an eat-in kitchen with timeless white cabinetry and gorgeous white quartz countertops. Past the kitchen, you’ll find the dining room and then on to the spacious living room with sliders overlooking the lush green landscaped outdoor space with lots of privacy. A half-bath downstairs completes this first-level space. Heading upstairs, you’ll be greeted by a nice sitting area, the laundry room and not one, but TWO PRIMARY ENSUITE BEDROOMS with gorgeous, spacious bathrooms. As you tour this beautiful townhome, don’t be surprised if you catch yourself saying “wow” at least once or twice! This PET-FRIENDLY community allows large pets and has wonderful amenities including 2 community pools, a park and trails. Skye Ranch offers the feel of being out in the country, yet the convenience of quick access to the white sandy beaches of Siesta Key, I75, Twin Lakes Park, University Town Center and all the wonders that living in Sarasota has to offer!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Michael Burke (941-345-3953)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.