Location: Sarasota
Do Not Show Listings
5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242
$2,299,00048 Days on yellowkey MLS ID: A4692674
REDUCED by $90,000 (3.8%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1970 Tax: $10,966 (2025)Community: Palm Bay Club ISpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,966
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,00015 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$500,000105 Days on yellowkey MLS ID: A4685783
REDUCED by $25,000 (4.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
High School: Riverview High
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,539,000173 Days on yellowkey MLS ID: A4676707
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Tax Year: 2024
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000161 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
3952 ASHWOOD LN #37, SARASOTA, FL 34232
$179,900267 Days on yellowkey MLS ID: A4663160
REDUCED by $20,000 (10.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1973 Tax: $2,584 (2024)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,584
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to easy Florida living in the heart of Sarasota. Tucked inside an active 55+ community, this beautifully updated 2-bedroom, 2-bath villa offers the perfect combination of comfort, style, and convenience for both seasonal escapes and full-time living. Partially furnished and truly move-in ready, this inviting home is designed for enjoying the relaxed Sarasota lifestyle from day one. Inside, you’ll immediately notice the light-filled open feel and thoughtful upgrades throughout. Luxury vinyl flooring with Air Guard underlayment flows seamlessly throughout the home, while Soft-Lite impact windows provide added peace of mind and energy efficiency. Recent improvements include a new A/C compressor (2025), upgraded laundry room with fresh drywall, painted flooring, utility sink, and tile backsplash, along with refreshed bathrooms featuring updated vanities and toilets. The screened front entry creates a welcoming and private outdoor space, complemented by added gutters and attractive paver details. The spacious primary suite features a walk-in closet and private en-suite bath with a wheelchair-accessible shower for added comfort and accessibility. A generous guest bedroom offers flexibility for visitors, hobbies, or a home office setup. Enjoy peaceful mornings and relaxing evenings in the enclosed lanai, or take advantage of the community’s outstanding amenities, including a heated pool, shuffleboard courts, fitness room, clubhouse, game room, and a full calendar of social events. From bingo nights to potluck dinners, this is a neighborhood where neighbors quickly become friends. Ideally located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, medical facilities, and the area’s renowned arts and cultural attractions, this charming villa delivers the best of low-maintenance Florida living in one exceptional location.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brooks Cundiff (941-374-6848)
4244 CENTRAL SARASOTA PKWY #716, SARASOTA, FL 34238
$275,00023 Days on yellowkey MLS ID: A4695148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1999 Tax: $3,120 (2025)Community: Plaza De FloresCondo
Taxes:$3,120
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to this immaculate, turnkey, rarely available first-floor corner unit in the highly sought-after, gated community of Plaza de Flores at Palmer Ranch. This 2-bedroom, 2-bathroom residence features a highly desirable split floor plan that offers the ultimate in privacy and maintenance-free Florida living. The spacious primary suite is a private retreat boasting an en-suite bathroom and two expansive walk-in closets. On the opposite side of the condo, the comfortable second bedroom features ample closet space with easy access to the adjacent second full bathroom, perfect for guests. Inside, you will find modern updates completed in 2025, including a brand-new HVAC system and beautifully updated countertops in both the kitchen and bathrooms. The community also features extensive recent exterior upgrades, including a brand-new roof, new carports, and newly installed pavers. Enjoy your morning coffee or evening breeze on the private, oversized screened-in lanai. Plaza de Flores boasts resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. The monthly condo fee provides excellent value, covering cable, water, sewer, and trash removal. Ideally situated just minutes from the world-renowned Siesta Key Beach, downtown Sarasota, The Legacy Trail, Oscar Scherer State Park, I-75, local marinas, and Gulf Gate. Everyday conveniences like Publix, Target, and Costco are right around the corner. Perfect as a primary residence, winter getaway, or investment property!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Ania Mcginty (786-512-1846)
2121 33RD ST, SARASOTA, FL 34234
$189,90048 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
8753 MERION AVE, SARASOTA, FL 34238
$895,00026 Days on yellowkey MLS ID: A4695410
REDUCED by $33,000 (3.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2405 Built: 1997Monthly Fee: $13 Tax: $7,828 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$7,828
Remarks: WONDERFUL OPPORTUNITY to own one of the most beautiful and largest homesite in the Estates of Stoneybrook Golf and Country Club. NOTICE HOA LIGHT $150 annually. This true split plan home has 4 bedrooms and 3 full baths including a pool bath convenient for the forth bedroom a nice suite away the main bedroom areas. You will love the vaulted ceilings in the family room kitchen combo lots of windows to catch the evening sunsets. Well maintained this home boasts a NEW ROOF 8/2022 and new A/C 10/2022 Fres Exterior PAINT 6/2026. You do NOT want to miss this home with this large Lucious green homesite 19k sq ft plus and serene lake views no golf balls in this yard. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally situated between Downtown Sarasota and Downtown Venice. A new shopping center is set to open later 2026 including a new WHOLE FOODS and TRADER JOES. A 26 acre new park filled with shopping and dining in the COSTCO location.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
20 WHISPERING SANDS DR #501, SARASOTA, FL 34242
$1,199,0003 Days on yellowkey MLS ID: A4697523
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $6,764 (2025)Community: Whispering SandsSpa: NoCondo
Taxes:$6,764
Remarks: Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Bush (941-404-9504)
SARASOTA, FL 34233
$269,90020 Days on yellowkey MLS ID: A4695930
1 Days Off yellowkey (back on 6/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1803 Built: 1989 Tax: $3,614 (2025)Community: Crestwood VillasVilla
Taxes:$3,614
Remarks: Priced for quick sale. This Villa is 1803 sq ft with 3 bedrooms and 2 baths. Crestwood Villas is located in the popular Centergate Area close to shopping and many other amenities. Master bath has new cabinets and granite counter tops, Kitchen has ample wood cabinet space with stainless steel appliances. Windows have plantation shutters or blinds. There is an alarm and exterior surveillance camera system which the new owner can have activated. The villa has a new Tile Roof. Outside screened patio is private and spacious for entertaining. Lanai has a remote electric hurricane role down shutter. The clubhouse offers year round social events. Play tennis or Pickleball then cool of int he shimmering pool which is geo thermal heated for those chilly days.
Listing is courtesy of: RAMPART HOMES INC (941-925-4835)
Listing Agent: Connie Belmont (941-228-9682)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95091 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to the backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1150 WILLIS AVE, SARASOTA, FL 34232
$799,000272 Days on yellowkey MLS ID: A4666350
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3045 Built: 1957 Tax: $4,178 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,178
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! LIVE, WORK & HOMESTEAD—JUST MINUTES FROM DOWNTOWN SARASOTA! Bring your animals, your toys, and your vision—this rare 1.5-acre property offers the space and flexibility you’ve been searching for. Whether you’re dreaming of a private homestead, family compound, or income-producing property, this one delivers. The main home features 3 bedrooms, 3 bathrooms, and a 2.5-car garage, while the detached 1-bedroom, 1-bath cottage with full kitchen opens the door to endless possibilities—perfect for multi-generational living, guests, rental income, or a private home office. Inside, the heart of the home is a chef-inspired kitchen with three ovens, two sinks, and generous prep space—ideal for entertaining or large family gatherings. Natural light pours in through floor-to-ceiling front windows, creating a warm and inviting atmosphere. The cozy living room with brick fireplace and built-ins adds charm, while French doors lead from the separate TV room to an expansive screened lanai—perfect for morning coffee and peaceful garden views. Step outside and experience true Florida living—room for animals, gardens, equipment, and more, all with the privacy of two separate entrances. This property is ideal for those looking to create a self-sustaining lifestyle without sacrificing convenience. Additional highlights include: Metal roof for durability Two A/C units (one brand new) Located in a non-flood zone Just minutes to shopping, dining, and I-75 Approximately 20 minutes to Gulf Coast beaches Located near Nathan Benderson Park, you’ll enjoy easy access to world-class recreation while still having your own private retreat. BONUS: The adjacent 1-acre parcel is also available—expand your footprint, increase privacy, or explore future opportunities. This is more than a home—it’s a lifestyle.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Becky Denny (941-914-1327)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$390,00091 Days on yellowkey MLS ID: A4687543
REDUCED by $9,900 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1997Monthly Fee: $35 Tax: $2,526 (2025)Community: Stoneybrook Veranda Greens North 02Spa: NoCondo
Taxes:$2,526
Remarks: Welcome to your dream condo in the highly sought-after Stoneybrook Golf & Country Club! This stunning, renovated 2-bedroom, 2-bath residence offers 1,333 square feet of light-filled living space with soaring cathedral ceilings and an open-concept design. The beautifully updated kitchen features wood cabinetry with crown molding, granite countertops, stainless steel appliances, and modern lighting—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, enhancing the home’s clean, contemporary feel. Retreat to the spacious owner’s suite, complete with a charming bay window, wood laminate flooring, and a luxurious ensuite bath featuring quartz countertops, dual storage, a sleek square sink, and a custom-tiled walk-in shower with subway tile and mosaic flooring. A split-bedroom layout ensures privacy, with a generously sized guest bedroom and a fully updated guest bath showcasing new cabinetry, quartz countertops, and stylish fixtures. Enjoy the best of Florida living with two private lanais—front and rear—both finished with new ceramic tile. Savor peaceful mornings and alfresco dining on the rear lanai overlooking the golf course and lake, or unwind in the evening on the front lanai with stunning sunset views. Additional highlights include an interior laundry room with ample storage, updated plumbing (re-piped), new AC (2022), and a new hot water heater making it move-in ready. Residents of Stoneybrook Golf & Country Club enjoy access to a premier gated community featuring an 18-hole championship golf course, clubhouse with dining and lounge, tennis and pickleball courts, fitness center, heated pools, scenic walking trails, and a vibrant social calendar. Ideally located just minutes from shopping, dining, and the world-renowned Siesta Key Beach, this exceptional condo offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
1001 POINT OF ROCKS RD #208, SARASOTA, FL 34242
$1,195,0003 Days on yellowkey MLS ID: A4697514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1988 Tax: $10,536 (2025)Community: Siesta Sands ResortCondo
Taxes:$10,536
Remarks: Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, two baths and two private balconies, has been completely renovated, tastefully decorated and furnished, with in-unit laundry, a reserved parking space and a nice view of the blue waters of the Gulf, as well as a good view of one of the resort’s pools. The resort-style condominium is on a beautiful private beach featuring what has been rated as the whitest sand, consisting of 99 percent pure quartz, which stays cool under your feet. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service for lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room and serene bamboo lounge. This boutique beachfront community offers a secluded, gated retreat with only 31 units and exclusive private beach access to Crescent Beach. The unbeatable location places you near Siesta Key's South Village. Siesta Sands allows weekly rentals and has an excellent on-site rental office to keep the condominium rented when not being utilized for personal use. The Point of Rocks is an area known for its coral formations and marine life, ideal for fishing or snorkeling. This resort condominium is offered turnkey furnished with solid rental history and further bookings in place. This is must-see. Don’t miss out.
Listing Agent: Ziad Sleit (941-928-5493)
4211 64TH AVE E, SARASOTA, FL 34243
$465,0003 Days on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing Agent: Dawn Merrill (941-915-7126)
4968 OARSMAN CT, SARASOTA, FL 34243
$399,0003 Days on yellowkey MLS ID: A4697605
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2014Monthly Fee: $364 Tax: $3,939 (2025)Community: Muirfield Village At HonoreTownhouse
Taxes:$3,939
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Location, location, location! Do you want to go to UTC and enjoy some of Sarasota’s best restaurants, shopping and entertainment? How about a visit to Nathan Benderson Park to watch the rowers or enjoy the scenic 3.5-mile recreational path? Or perhaps go over to Mote Marine Aquarium and take advantage of all the incredible outdoor activities just a short distance from your gated community. It’s all about the lifestyle, living where convenience, recreation, dining and entertainment are right outside your front door. Looking for another unicorn? Here’s one you don’t want to miss, an assumable mortgage at an incredible 3.75% interest rate for the first $203,000. This is must-see. Welcome to this beautifully maintained townhome offering a blend of comfort, style, and convenience in the desirable Muirfield Village at Honore. Built in 2014 and featuring approximately 1,910 square feet of living space, this spacious residence is designed for effortless Florida living. Go inside to discover an open and inviting floor plan with tile flooring throughout the main living areas, soaring ceilings and abundance of natural light. The spacious dining and living areas seamlessly flow to a private screened patio overlooking a tranquil preserve setting, ideal for enjoying your morning coffee or unwinding after a long day. The thoughtfully designed kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, a breakfast bar, and plenty of workspace for entertaining family and friends. Upstairs, you’ll find generously sized bedrooms along with a convenient full-size laundry room. The spacious primary suite offers a spa-like retreat complete with dual vanities, a large walk-in glass shower and a private water closet. A second full bath upstairs provides additional comfort and functionality for guests and family members. Additional highlights include an attached one-car garage, low HOA fees that include cable and internet, water, sewer and pest control, ground maintenance and building maintenance. Recent improvements include new internal components for air conditioner (2026), new roof (2025), fresh asphalt and new rain gutters. Ideally with easy access to Interstate 75, downtown Sarasota, SRQ Airport, world-renowned beaches, and countless dining and entertainment options, this home checks every box. Whether you’re looking for a primary residence, seasonal getaway or investment opportunity, this one is the total package. Schedule your private showing today and experience the Sarasota lifestyle you’ve been waiting for!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
5779 AARON CT, SARASOTA, FL 34232
$474,90092 Days on yellowkey MLS ID: A4687398
REDUCED by $15,000 (3.1%) on 05/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: ***PRICE REDUCTION - MOTIVATED SELLERS*** ***SELLER OFFERING 5K TOWARDS BUYERS CLOSING COSTS*** This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen with GAS STOVE, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
9540 HIGH GATE DR #1411, SARASOTA, FL 34238
$460,0006 Days on yellowkey MLS ID: A4696292
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1996 Tax: $2,993 (2025)Community: Stoneybrook Veranda Greens 1Spa: YesCondo
Taxes:$2,993
Remarks: Impressive 1ST floor ABBEY model, in sought after Stoneybrook Golf & Country Club in Palmer Ranch! Entire condo has been updated to today's designer tastes. And to make it even more desirable...all the windows and glass doors are HURRICANE IMPACT for extra peace of mind and energy efficiency. There are views from every window as this is an END unit, so you can see all of the #4 tee boxes from different windows of the home and amazing, and expansive views from the the back lanai of the 4th hole and lake, where nature abounds with birds, and wildlife. The impact glass secures peace and quiet inside, and brings in loads of natural light. Windows are adorned with classic plantation shutters and shades. The updated kitchen is stunning, showcasing all granite counters, tiled back splash, soft close drawers, SS appliances and an eat-on bar for entertaining guests or sit at the casual dinette overlooking yet another tiled and screened in lanai to relax and enjoy the fresh air all year round. Both bathrooms have been tastefully updated with walk-in, tiled glassed showers, and raised stone vanities. The thoughtful split-bedroom floor plan provides privacy for both owners and guests, while the DEN offers flexibility as a home office, reading room, or additional guest space, and enjoys a double door for more privacy. Additional highlights include a detached one-car garage with plenty of storage for your golf and beach gear. Veranda Greens has its own heated pool and grill area just steps out your front door, this is the ease of first-floor living with no stairs! Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, area Beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! Experience the perfect blend of comfort, style, and resort-style living—schedule your private showing today!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
4723 THOMAS HOBY PL, SARASOTA, FL 34241
$775,0003 Days on yellowkey MLS ID: A4697599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 1978Monthly Fee: $31 Tax: $7,543 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,543
Elementary School: Lakeview Elementary
Remarks: Welcome to an extraordinary golf course estate in the gated community of Bent Tree Village, where luxury, privacy, and design come together on an oversized cul-de-sac lot overlooking the 4th green. Completely reimagined through a renovation, this stunning residence offers the perfect blend of indoor living and resort-style outdoor amenities, creating a Sarasota lifestyle. Positioned on a rare pie-shaped homesite with no rear neighbors, the property enjoys breathtaking golf course views and an unparalleled sense of privacy. What sets this home apart is its two distinct outdoor living environments, offering the flexibility to entertain, relax, and enjoy Florida living year-round. One backyard retreat features a heated pool with a newer PebbleTec finish, expansive paver deck, covered lanai, cabana bath, green space, and panoramic fairway views. Multiple access points from the home create seamless indoor-outdoor flow, making it ideal for entertaining family and friends. The second outdoor sanctuary provides a more intimate setting with a screened lanai, electric fireplace, tongue-and-groove wood ceiling, ambient LED lighting, and golf course vistas, offering the feeling of having two private backyards in one exceptional property. Inside, the open-concept floor plan showcases designer finishes and meticulous craftsmanship throughout. The show-stopping kitchen serves as the heart of the home, featuring a large center island, custom soft-close cabinetry, Calacatta-inspired quartz countertops, porcelain backsplash, premium stainless steel appliances, and a custom recessed illuminated vent hood. The kitchen opens seamlessly to a spacious family room highlighted by soaring ceilings, a striking shiplap feature wall, built-in wet bar, designer lighting, and a modern fireplace that creates a warm yet elegant atmosphere. The thoughtfully designed split-bedroom layout offers privacy and flexibility, including two luxurious primary suites and two additional bedrooms, making it ideal for multigenerational living, guests, or growing families. Every bedroom features a walk-in closet, with custom built-ins and cedar-lined storage in several rooms. The primary owner's retreat delivers a spa-inspired experience with a marble walk-in shower, dual vanities, private water closet, and oversized cedar-lined walk-in closets. Virtually every major component of the home has been updated, providing true peace of mind for years to come. Recent improvements include a completely remodeled kitchen and all three bathrooms, luxury vinyl plank flooring throughout, new interior doors, dual HVAC systems and ductwork, PEX plumbing, updated electrical panels, enhanced insulation, two water heaters including a tankless system, impact-rated garage door, gutters, remodeled laundry room, impact-resistant windows and sliding doors, and extensive LED lighting throughout. The roof was replaced in 2016. Bent Tree Village offers a secure gated setting surrounded by mature landscaping, natural preserves, and abundant wildlife, all within one of Sarasota's most desirable school districts. Residents enjoy convenient access to UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, SRQ International Airport, and the world-renowned beaches of Siesta Key. This is more than a home—it is a private golf course retreat, an entertainer's dream, and a rare opportunity to own a renovated luxury property in one of Sarasota's most established and desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tiffany Hamilton, Pa (941-268-3920)
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