Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
4207 BOWLING GREEN CIR #35, SARASOTA, FL 34233
$285,000159 Days on yellowkey MLS ID: A4677864
REDUCED by $14,000 (4.7%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980 Tax: $3,520 (2025)Community: Center Gate Village 4Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,520
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Pride of ownership is evident the minute you walk into this two bedroom, two bath attached villa with a new roof in 2023. Located in the sought after neighborhood of Center Gate, this 55+ community offers something special for the both the full-time resident as well as the snowbird. This unit has been lovingly cared for; freshly painted, new window treatments and comes furnished. There is tile in the main living areas and cozy carpet in the bedrooms. The kitchen has quartz counter tops and solid wood cabinets. The spacious lanai looks over the tranquil green belt. A generous two car oversized garage completes this unit. The Center Gate community is close to all that Sarasota has to offer, shopping, beaches, downtown, healthcare and the Interstate. Time to join this welcoming community and make this special unit your own slice of paradise in the sun.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
6888 MYAKKA VALLEY TRL, SARASOTA, FL 34241
$949,00099 Days on yellowkey MLS ID: A4685475
REDUCED by $20,000 (2.1%) on 06/11/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2962 Built: 1994Monthly Fee: $58 Tax: $7,956 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$7,956
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: Looking for a Sarasota property where you can have horses, a guest cottage, a pool oasis, and 6 acres of privacy just 30 minutes from Siesta Key Beach? This private Sarasota acreage estate offers the perfect blend of country living, outdoor entertaining, and equestrian potential while still remaining convenient to Sarasota’s amenities and top-rated schools. Situated on 6 fully fenced acres, this unique property features a 4 bedroom, 2 bathroom custom home built in 1994 and a 1 Bedroom, 1 Bathroom guest cottage, surrounded by majestic oak trees, lush landscaping, and wide-open space to enjoy Florida’s natural beauty. Designed with solid wood construction and rustic country character, the home offers warmth, charm, and architectural details rarely found in newer homes, including high ceilings and a beautiful stained glass accent that add personality and craftsmanship throughout the interior. Inside, the layout offers flexibility with two bedrooms and two bathrooms downstairs, including the primary suite, and two additional bedrooms located upstairs. The primary bathroom has been recently updated with a mountain-lodge inspired shower featuring rock textures and marble-look walls, adding to the home's rustic character. Recent updates provide peace of mind for future owners, including all water plumbing lines replaced in 2023, a new hot water heater, new garbage disposal, new kitchen appliances, new ceiling fans, newly resurfaced pool (2026) and a recently serviced septic system. The outdoor living space is truly the highlight of this property. Step onto the back porch overlooking a tropical backyard oasis featuring a lagoon like pool and spa creating the perfect setting for relaxing or entertaining. The pool area is surrounded by extensive landscaping, large decorative rock accents, and even a poolside stage, making this home ideal for gatherings, celebrations, and outdoor entertaining. The property also features a private exterior guest cottage / mother-in-law suite with 1 bedroom, 1 bathroom, and a kitchenette, designed with a cozy country theme. This flexible space could serve as an Airbnb rental, guest house, private office, multigenerational living space, or retreat for visiting family and friends. For those seeking room for hobbies, vehicles, or animals, the property includes a large six-bay shed / barn structure that can be used for horse stalls, farm equipment, workshop space, car storage, or recreational vehicles. The land also features a pond and a separately fenced pasture, offering excellent potential for horses, hobby farming, or simply enjoying the peaceful country setting. Unlike many properties in the area, this home is located within the Voluntary Section of the HOA, allowing owners the freedom to bring boats, trailers, campers, work trucks, RVs, and recreational equipment onto the property. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, creating a unique outdoor lifestyle while remaining conveniently located approximately 30 minutes from Siesta Key Beach and about 45 minutes from downtown Sarasota. Properties like this are rare to find — a Myakka Valley Ranches horse property in Sarasota with acreage, guest cottage, pool, and barn, offering privacy and space while still being close to city amenities. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
9112 WILLOW BROOK DR, SARASOTA, FL 34238
$570,000193 Days on yellowkey MLS ID: A4675082
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (0.9%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2278 Built: 2001Monthly Fee: $402 Tax: $6,255 (2024)Community: WillowbrookSingle Family
Taxes:$6,255
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Remarks: ***SELLER MOTIVATED***NEW PRICE***EXCELLENT VALUE OPPORTUNITY***NEW quartz kitchen countertops***Welcome to Willowbrook in Palmer Ranch, a private haven of refined Florida living! This beautifully designed, custom-built home by renowned builder Lee Wetherington offers an open and inviting floor plan with 3 bedrooms, 2 full bathrooms, and a formal dining area, thoughtfully crafted to showcase quality and comfort. From the moment you enter through the elegant double glass entry doors, you’ll appreciate the attention to detail throughout. Soaring 10-foot tray ceilings, large windows, a frameless bay window in the breakfast nook, and 8-foot sliding glass doors fill the home with natural light and enhance the sense of openness. The kitchen is the heart of the home, blending style and functionality with renovated wood cabinets, stainless steel appliances, and a unique mosaic accent wall. It flows seamlessly into the formal dining area and a cozy breakfast nook overlooking the lanai. Step outside to a spacious, covered, and screened lanai with a peaceful view of a serene nature preserve. The private outdoor oasis features a pool with a waterfall, creating a sense of privacy and relaxation. The Primary Suite is a true retreat, offering direct lanai access, crown molding, and two walk-in closets. The en-suite bathroom includes a bathtub, a walk-in shower, dual vanities, and a dedicated makeup area. Willowbrook is an intimate, gated community of only 54 custom homes, known for its lush landscaping and quiet, upscale atmosphere. Residents and guests enjoy access to a heated community pool year-round. Ideally located near top-rated schools, dining, and shopping along Tamiami Trail, with easy access to the Legacy Trail. Downtown Sarasota, UTC Mall, and world-famous beaches are just minutes away. This exceptional home offers a seamless blend of indoor and outdoor living, emphasizing natural light, privacy, and timeless design. Video tour available.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Polina Iakovleva (941-320-1243)
1586 DORGALI DR, SARASOTA, FL 34238
$450,00058 Days on yellowkey MLS ID: A4691018
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2006 Tax: $3,394 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$3,394
Remarks: One of the most desirable and unique units in The Isles of Sarasota is available for your viewing pleasure. Nowhere will you find a unit as well appointed and tastefully done. Beautifully and thoughtfully renovated, this unit has everything a discerning buyer would want. The kitchen area has been reconfigured to add an island with seating, an area for a bistro table as well as an open concept into the living/dining area. An enormous pantry completes the space. Newer state of the art stainless appliances, quartz countertops and solid wood cabinetry add to the allure of this special area. Luxury vinyl flooring throughout, with new Berber carpet in the bedrooms add to the appeal. All three baths have been renovated and are a spa-like dream. The four bedrooms, each with walk in closets, are of a generous size with three of them upstairs and one on the first level. Two of the bedrooms which can both function as the main bedroom, have accessible balconies. A feature rarely found in the community. A large screened lanai off the family room is both private and serene. An oversized two car rear facing garage completes this special unit. The Isles of Sarasota is one of the premiere communities in the area. Access to world famous beaches, shopping, the Legacy Trail and so much more. Make this your new home. Live the dream.
5560 ROSEHILL RD #201, SARASOTA, FL 34233
$229,90075 Days on yellowkey MLS ID: A4689325
REDUCED by $20,000 (8.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,965 (2025)Community: Admirals WalkCondo
Taxes:$2,965
Remarks: Bright and spacious loft-style condo in the gated community of Admirals Walk. This two-story layout features cathedral ceilings, an open living area, and a flexible loft space suitable for an office, guest area, or media room. The kitchen includes a breakfast bar and pantry, and the split-bedroom design provides privacy for both bedrooms. Each bedroom offers a walk-in closet, and the interior laundry room provides additional storage. Community amenities include a resort-style pool, spa, fitness center, clubhouse, and on-site management. HOA fees include cable, internet, water, sewer, and trash. Conveniently located near I-75, shopping, dining, UTC, downtown Sarasota, and area beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
4817 POST POINTE DR, SARASOTA, FL 34233
$574,90033 Days on yellowkey MLS ID: A4694170
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $14,100 (2.4%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1811 Built: 1999Monthly Fee: $46 Tax: $5,897 (2025)Community: Grove PointeSpa: NoSingle Family
Taxes:$5,897
Remarks: Under contract-accepting backup offers. Welcome to 4817 Post Pointe Drive, a beautifully updated pool home tucked within the desirable Grove Pointe community in Sarasota, located within an amazing A-rated school district. Offering 3 bedrooms, 2 bathrooms, and a thoughtfully designed split-bedroom floor plan, this home effortlessly blends comfort, functionality, and Florida living. From the moment you arrive, you’ll notice the pride of ownership and recent improvements throughout the property. Inside, the home features laminate flooring throughout, vaulted ceilings, and bright living spaces that create an open and inviting feel. The primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for guests, family, or a home office setup. Impact windows have been installed in the 2nd and 3rd bedrooms, along with impact sliders in the primary bedroom and nursery room, providing added peace of mind and efficiency. Step outside and enjoy your own private backyard oasis, complete with a screened-in pool, spacious lanai, and fully fenced yard — perfect for relaxing, entertaining, or enjoying Sarasota’s year-round sunshine. Additional updates include a newer roof, a widened driveway for additional parking, and refreshed exterior landscaping that enhances the home’s curb appeal. Conveniently located just minutes from shopping, dining, Siesta Key Beach, I-75, and everyday conveniences, this home offers the perfect balance of privacy, accessibility, and lifestyle. Whether you’re searching for a primary residence or seasonal retreat, 4817 Post Pointe Drive is ready to welcome you home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4871 WINTERHAVEN DR, SARASOTA, FL 34233
$750,00014 Days on yellowkey MLS ID: A4693755
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2882 Built: 1988Monthly Fee: $125 Tax: $4,188 (2025)Community: AmberleaSpa: NoSingle Family
Taxes:$4,188
Remarks: Introducing a bright and spacious pool home in centrally located Amberlea, a gated community known for its mature landscaping, very generous lot sizes and highly sought after school district. This is a true 4 bedroom, 3 bathroom home built by Arthur Rutenberg renowned for quality and design. The home's east-west orientation is the one you want to have, you will enjoy a lot of natural sunlight during the day and beautiful sunset scenes in the evening from your patio. Spacious 12 foot ceilings greet you to the formal dining and living room, which is accentuated by panel pocket sliding glass doors that open onto a covered and screened lanai. From there step in to the spacious Kitchen with Breakfast Bar & Eat-in Dinette. Kitchen is open to the light and bright Family Room with vaulted ceilings and wood burning fireplace. The pocketing sliding glass doors from Family Room, Living Room, and Master Bedroom open to the lanai/pool area, a perfect design for Florida indoor-outdoor living. The well designed split floor plan ensures privacy for everyone. The owner’s suite is set apart with en-suite bathroom, separate toilet room, shower stall, double vanity, tub and walk in closet. On the opposite side of the house a hallway leads to bedrooms 2 & 3 and their bathroom and at the far end of the family room is the 4th bedroom, a private guest suite with its own en-suite bath which also opens up to the pool area. The home’s original condition has been well maintained but could use some updates. The next owner will have a fantastic, spacious canvas for future renovations/modernizations. Bonus: Freshly painted interior, new pool cage and screens, AC 2020, private well for irrigation, clear 4-point inspection. Ideal Location, just minutes from downtown Sarasota and famous Beaches, shopping, dining, a family friendly design, amazing possibilities, great investment opportunity, low HOA fees, unbeatable convenience. Schedule a showing today.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Annabel Serio (941-894-7929)
3851 VIRGA BLVD, SARASOTA, FL 34233
$270,000217 Days on yellowkey MLS ID: A4672280
REDUCED by $10,000 (3.6%) on 06/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1487 Built: 2003Monthly Fee: $375 Tax: $3,498 (2024)Community: ParkstoneTownhouse
Taxes:$3,498
Elementary School: Wilkinson Elementary
Remarks: Virtually Staged. Welcome to 3851 Virga Boulevard, a beautifully refreshed 3-bedroom, 2.5-bath townhome in the gated community of Parkstone in Sarasota. Offering 1,489 sq. ft. of comfortable living space, this bright and inviting home features a freshly painted interior that provides a clean, move-in-ready feel from the moment you step inside. The open main floor layout is perfect for everyday living and entertaining, with natural light flowing throughout. All three bedrooms are located upstairs, offering privacy and separation from the main living area. A convenient half bath is located on the first floor, with two full baths upstairs. Parkstone is a well-maintained community known for its low HOA fees and no CDD—a rare and valuable benefit in Sarasota. Residents also enjoy access to a sparkling community pool, perfect for relaxing or cooling off year-round. With a fantastic location near shopping, dining, parks, and Sarasota’s beautiful beaches, this townhome offers both comfort and convenience. This home can be leased from day one providing an added benefit to potential investors. It is also Ideal for full-time residents or seasonal living—don’t miss the opportunity to make this Parkstone gem your own! **Some photo's are virtually staged.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
10598 ECLIPSE ST, SARASOTA, FL 34241
$1,166,95936 Days on yellowkey MLS ID: A4694220
1 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2475 Built: 2026Monthly Fee: $453Community: Esplanade At Skye RanchSpa: YesSingle Family
Taxes:$0
Remarks: What's Special: Model Home | Pond View | Close to Amenities | Close to Trails. 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 Cresta at 10598 Eclipse Street in Esplanade at Skye Ranch! Step into a space where luxury meets leisure in the Cresta floor plan. This one-story home offers three bedrooms, three bathrooms, a three-car garage, and 2,475 square feet of bright, open living. A welcoming front porch leads into a grand foyer that flows effortlessly into the spacious great room, kitchen, dining area, and lanai, creating a beautiful setting to enjoy the Florida sunshine. The private primary suite is tucked away and features a generous walk-in closet and a spa inspired bathroom designed for relaxation. Near the front of the home, you will find a bedroom suite, an additional bedroom and bathroom, along with a versatile study. Thoughtfully designed and inviting, this home offers comfort and style in every space. When you live at Esplanade, it’s like you’re on vacation every day. Additional Highlights Include: gourmet kitchen, study, covered extended lanai, outdoor kitchen, and upgraded flooring/cabinets throughout. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! 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. 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#A4694220
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7365 S SERENOA DR, SARASOTA, FL 34241
$1,500,00040 Days on yellowkey MLS ID: A4693434
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4588 Built: 1999Monthly Fee: $170 Tax: $7,863 (2025)Community: Serenoa Ph 3Single Family
Taxes:$7,863
Remarks: Under contract-accepting backup offers. Relax in your own private resort style oasis in Paradise... This magnetic home is tucked inside the gated community of Serenoa, where lots are sized from half an acre to over an acre, streets are lined with trees, and there's a golf course right in the neighborhood (membership is optional). This 4-bedroom, 4-bath home with a private office, bonus room, loft, and fitness room has everything you could want under one roof and in a wonderful sought after gated community. Pull up and you'll immediately notice the brilliant curb appeal. A paved courtyard with a fountain and lush tropical landscaping gives it that "wow" moment before you even step inside. The front door is a custom steel door that was added in 2020, a lovely impression that leads to the welcoming foyer with designer tile, elegant archways, a chandelier, and a spiral staircase up to the loft. The layout is generous and smartly designed. Surround sound is throughout, inside and outside on the lanai. There's a private office with custom built-ins, a formal sitting room, formal dining room, gym, den and loft, offering plenty of room to work from home, host guests, or to simply spread out. Rich tile flooring runs through the main living areas, and the split-bedroom floor plan keeps things private where it counts. The kitchen is the real heart of the home, which was remodeled in 2020 with new wood cabinets, and quartz countertops. A sprawling island with bar seating and pendant lights, an electric range and hood, stainless appliances, a butler's pantry & a breakfast nook with pool views... it's the kind of kitchen that makes cooking (and entertaining) genuinely enjoyable. The family room right alongside it has a coffered ceiling, fireplace, custom built-ins, and pocketing sliding glass doors that open right up to the gorgeous lanai. The primary suite is where you'll want to start and end every day. It has direct access to the lanai and pool, a coffered ceiling, a cozy window seat, and a connected gym. The bathroom is well laid out: dual vanities, soaking tub, walk-in shower, and a large walk-in closet. The guest rooms are roomy and well-placed, and the den, with a wet bar and its own lanai access, is perfect for a secondary flex space. Head upstairs and the loft that offers a bathroom with walk-in shower and balcony overlooking the pool is ready for whatever you need: a guest suite, game room, or quiet retreat. The outdoor space, front and back is where this home truly shines. The screened lanai wraps around a resort-style walk-in pool and spa with a waterfall, covered lounge areas, three gas fire pits, and an outdoor kitchen with a grill, range hood, sink, fridge, and storage, all with peaceful lake views. Multiple pocketing glass doors make the inside-outside flow completely seamless. New pavers were installed in driveway, walkway and front landing...this is when the unique rounded step entry was added. The construction of this home is absolutely quality...the foundation was raised by 3 extra blocks, pool cage has 12" side beams & upper 12" beams, yet more additions to the quality and elegance of this home. The tile roof was covered with Perma-Seal and 2 coats of Uni-flex Paint...a complete list of home improvements is available upon request. This home is solidly built & very well-maintained. Don't miss clicking on the virtual tour or come visit in person. Come see, come sigh and make this home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4200 DES PLAINES DR, SARASOTA, FL 34233
$379,0005 Days on yellowkey MLS ID: A4697566
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1390 Built: 1959 Tax: $3,617 (2025)Community: South Gate Ridge 02Single Family
Taxes:$3,617
Remarks: Welcome to 4200 Des Plaines Drive, Sarasota, FL, where timeless Florida charm meets thoughtful modern updates in the highly desirable South Gate Ridge community. This 3-bedroom, 1-bath home offers comfortable living space and presents an exceptional opportunity for first-time homebuyers, seasonal residents, investors, or anyone seeking an updated Sarasota home with no HOA restrictions. Enhanced with numerous recent improvements, the home features a bright and inviting interior highlighted by durable tile flooring throughout, dark quartz kitchen countertops, and ceiling heights ranging from 8 to 10 feet that create an open, spacious feel. Stylish wood beam accents, recessed lighting, updated ceiling fans, and new sliding glass doors add character and functionality while maintaining the home's welcoming atmosphere. The kitchen serves as the heart of the home, offering ample workspace and contemporary finishes, while the updated bathroom features white quartz countertops that elevate the space. A BRAND-NEW ROOF provides valuable peace of mind for future ownership. Step outside to enjoy a fully fenced-in backyard designed for both relaxation and entertaining. The brick paver patio extension and continued tile flooring create a seamless indoor-outdoor flow, making the outdoor living space feel like a natural extension of the home. A spacious 13' x 7' x 8' storage shed offers excellent flexibility for tools, hobbies, lawn equipment, or additional storage needs. The updated landscaping brings the backyard to life with a vibrant collection of tropical and ornamental plantings, including Bird of Paradise, Crotons, Areca Palms, Hibiscus, Plumbago, Ti Plants, and other Florida-friendly greenery, creating a lush and colorful outdoor setting that can be enjoyed year-round. Conveniently located near shopping, dining, medical facilities, parks, and world-famous Gulf Coast beaches, this Sarasota property offers easy access to everything that makes the area one of Florida's most sought-after destinations. Whether you're looking for a primary residence, vacation home, or investment property, 4200 Des Plaines Drive combines location, updates, and value in one attractive package. Schedule your private showing today and discover the possibilities this Sarasota home has to offer.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
2110 PALM TER, SARASOTA, FL 34231
$469,7775 Days on yellowkey MLS ID: A4697614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1952 Tax: $3,664 (2025)Community: Harbor OaksApartment
Taxes:$3,664
Elementary School: Phillippi Shores Elementary
Remarks: Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
5650 CHURCHILL DOWNS RD, SARASOTA, FL 34241
$3,295,0005 Days on yellowkey MLS ID: O6418368
Bed: 7 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 5592 Built: 1981 Tax: $6,756 (2025)Community: Sarasota PlantationsSingle Family
Taxes:$6,756
Remarks: Rare opportunity to acquire an approximately 18.28-acre assemblage consisting of three contiguous parcels in one of Sarasota's most desirable locations. This is a true needle-in-a-haystack opportunity for a private equestrian estate, multi-generational family compound, hobby farm, long-term investment, or legacy property, all right in the heart of Sarasota. The assemblage includes three concrete block residences totaling approximately 5,592 square feet of living area, 10 garage spaces, a pool, approximately 22 horse stalls, five paddocks/pastures, multiple barns and utility/outbuildings, including a 4,000 square foot concrete block barn with attached four-car garage, two ponds, extensive fencing, and significant existing equestrian infrastructure. The residences require renovation, updating, or restoration, creating an exceptional opportunity to reimagine and transform this unique property into a premier estate or trophy compound. The entire property is located in Flood Zone X, and OUE zoning provides exceptional flexibility and the potential for multiple legal homesites. The property is currently serviced by well and septic; however, public water and sewer are available on site for future connection, which is exceptionally rare for acreage properties of this size. Recent land clearing and site improvements have been completed. Properties of this size, configuration, and location are nearly impossible to find in today's market. Seller's preference is to sell the assemblage as a single offering, although alternative proposals may be considered.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5265 CHASE OAKS DR, SARASOTA, FL 34241
$300,00044 Days on yellowkey MLS ID: A4692750
REDUCED by $29,900 (9.1%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 2000Monthly Fee: $333 Tax: $2,432 (2025)Community: Club Homes 7Villa
Taxes:$2,432
Remarks: Dramatically reduced! This is an unbelievable price. Welcome to one of the best values in the Sarasota–Manatee region, tucked behind the gates of the highly sought-after Heritage Oaks Golf & Country Club—a rare, debt-free golf community celebrated as much for its lifestyle and sense of community as its exceptional amenities. This Buttonwood model Club Home features 2 bedrooms and 2 full bathrooms. Also equipted with a hurricane shutter on the lanai for peace of mind! This move-in-ready residence offers a bright, efficient layout thoughtfully designed for comfortable everyday living. Luxury vinyl flooring welcomes you inside and leads to a spacious living area, while the screened lanai provides peaceful lake and golf course views—the perfect setting for morning coffee, afternoon tea, and daily entertainment from local wildlife and golfers passing by. Life at Heritage Oaks extends far beyond the golf course. Residents enjoy access to a fully private championship golf course with remarkably low entry fees, along with tennis, swimming pool, fitness facilities, fine and casual dining, and a vibrant social calendar. The recently renovated and expanded clubhouse serves as the heart of the community, bringing neighbors together for everything from casual gatherings to organized events. While Heritage Oaks has long been known as a premier seasonal destination, it also presents an outstanding opportunity for full-time living. With strong financial stability, exceptional amenities, and an unmatched lifestyle-to-price ratio, this home delivers first-class country club living, genuine community, and incredible value. At Heritage Oaks, the best part isn’t just the golf—it’s the people. Schedule your private tour today!
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Greg Martin (941-315-3567)
4576 BLISS RD, SARASOTA, FL 34233
$385,00099 Days on yellowkey MLS ID: A4685762
REDUCED by $10,000 (2.5%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Welcome to 4576 Bliss Road, a beautifully updated family home nestled in one of Sarasota’s most desirable neighborhoods, renowned for its top-rated schools and friendly community atmosphere. This spacious 3-bedroom, 2-bathroom residence is thoughtfully designed with a smart split floor plan that provides both privacy and comfort for every member of your family. Step inside to discover brand-new plumbing and elegant, durable luxury vinyl plank flooring that flows seamlessly throughout the home, combining style with practicality for busy family life. The bathrooms have been meticulously remodeled to create spa-like retreats, blending modern elegance with functionality, ensuring a relaxing and rejuvenating space for your family to unwind. Additional upgrades include impact-resistant windows that offer peace of mind and energy efficiency, along with a complete home repipe to ensure long-lasting reliability. Outside, you’ll find a fully fenced yard that offers a safe, private oasis for children and pets to play freely or for hosting unforgettable family gatherings and celebrations. Whether it’s a quiet evening on the patio or a lively weekend BBQ, this outdoor space is designed to accommodate all your family’s needs. This home perfectly marries the timeless charm of classic Sarasota updates that buyers desire—all within a highly sought-after school district that prioritizes education and community values. Don’t miss this rare opportunity to secure a comfortable, stylish, and welcoming home at 4576 Bliss Road, where your family’s new chapter awaits.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
4130 CENTRAL SARASOTA PKWY #1836, SARASOTA, FL 34238
$174,50062 Days on yellowkey MLS ID: N6144038
4 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 949 Built: 1998Monthly Fee: $705 Tax: $3,067 (2025)Community: Bella Villino IiiSpa: YesCondo
Taxes:$3,067
Remarks: Under contract-accepting backup offers. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Welcome to this beautifully updated 2-bedroom, 2-bath condo offering the perfect blend of comfort, convenience, and lifestyle. Step inside to find a bright, open layout with high end, modern finishes, an updated kitchen with quartz countertops, and well-appointed living spaces with beautiful and durable luxury vinyl floors designed for easy living and entertaining. No stone was left unturned when designing this space, including the impact windows for added peace of mind. This unit is perfectly suited for even the most discerning buyers! Enjoy resort-style amenities including a heated pool and spa, a well-equipped fitness center, and an inviting clubhouse—ideal for relaxing or socializing. This gated community provides both security and a serene atmosphere. Perfectly situated between downtown Venice and downtown Sarasota, you’ll have quick access to dining, shopping, entertainment, and cultural attractions. Plus, you’re just minutes from some of Southwest Florida’s most beautiful beaches, including Siesta Key, making every day feel like a vacation. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this condo checks all the boxes. Offers may be entered ONLINE through Friday, June 19, 2026 at 4:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing Agent: Holly Cunningham (619-651-5207)
6467 CARRINGTON CIR #43, SARASOTA, FL 34238
$285,00085 Days on yellowkey MLS ID: A4688055
REDUCED by $14,000 (4.7%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1388 Built: 1985Monthly Fee: $558 Tax: $3,545 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,545
Remarks: Welcome to 6467 Carrington Circle, Unit 43, nestled in the serene and highly sought-after 55+ community of Westwoods at Sunrise. This charming 2-bedroom, 2-bath condo offers 1,388 square feet of thoughtfully designed, maintenance-free living in a tranquil cul-de-sac setting. Step inside to discover a bright and airy open-concept floor plan with soaring ceilings and beautiful new tile flooring throughout. The custom kitchen, completely updated with new cabinets, butcher block countertops, and stainless steel appliances, features a cozy breakfast nook perfect for your morning coffee. The spacious primary ensuite boasts dual sinks, a walk-in shower, and sliding glass doors leading to an enclosed lanai where you can relax and soak in the serene Florida ambience. Recent updates include a new AC system (October 2024) and a new roof (2019). The meticulously maintained attached garage includes laundry facilities, while updated landscaping with native flora adds to the peaceful appeal. Westwoods offers a host of amenities, including two heated community pools, a clubhouse, shuffleboard, pickleball, tennis courts, and common outdoor spaces perfect for gathering or relaxing. Conveniently located near I-75, Siesta Key Beach, Downtown Sarasota, and top-tier shopping, dining, and medical facilities, this home offers the perfect blend of convenience and tranquility. Pets welcome (with restrictions). Schedule your private showing today and make this delightful condo your new sanctuary!
Listing Agent: Beth Harris (941-321-7148)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000375 Days on yellowkey MLS ID: A4655394
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982 Tax: $2,219 (2024)Community: Hammocks Iii,Bent TreeVilla
Taxes:$2,219
Remarks: Under contract-accepting backup offers. UNDER $300,000 Freshly Painted & updated 3BR/2BA Villa in Bent Tree Hammocks III – No Age Restrictions Tucked away on a quiet dead-end street, this spacious 3-bedroom, 2-bath villa offers privacy and a peaceful, park-like setting. The split floor plan includes formal living and dining rooms, an eat-in kitchen with in-unit laundry, and a 2-car attached garage. Enjoy indoor-outdoor living with a screened lanai that opens to an additional open patio—ideal for morning coffee or casual entertaining. Bent Tree Hammocks III is a well-kept, sought-after community just two miles east of I-75, putting shopping, dining, golf courses, and Sarasota’s beaches within easy reach. Priced below market for a quick sale and easy to show. Seller will consider offers. A great opportunity to own in a desirable community with no age restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,50098 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
Listing Agent: Rachel Tritschler (941-993-5892)
7505 WEEPING WILLOW BLVD, SARASOTA, FL 34241
$860,000273 Days on yellowkey MLS ID: O6346384
REDUCED by $15,000 (1.7%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3141 Built: 1987Monthly Fee: $119 Tax: $8,342 (2024)Community: Bent Tree VillageSingle Family
Taxes:$8,342
Remarks: Virtually Staged. Luxurious Lakefront Living in The Woodlands of Bent Tree! This beautiful home offers a private setting on over half an acre, backing onto a spring-fed lake in the gated Woodlands of Bent Tree. Nestled in an A-rated school district and surrounded by lush landscaping, this property combines elegance, comfort, and convenience in one perfect package. Featuring 4 bedrooms, 3 baths, a 2-car side-entry garage, and a brand new roof, the split plan design showcases both functionality and style. Enjoy formal living and dining rooms, a spacious family room with soaring ceilings, a fireplace, and a stylish wet bar. The chef’s eat-in kitchen is a showstopper with quartz countertops, stainless steel appliances, and direct access to the family room—ideal for gatherings and entertaining. Your expansive primary suite includes a spa-inspired bath with dual sinks, a jetted garden tub, large walk-in shower, and generous walk-in closet. Secondary bedrooms are equally spacious, offering flexibility for guests, family, or office space. Step outside to your private oasis: a screened pool and spa overlooking breathtaking lake views, with plenty of room to relax or entertain. The expansive backyard provides additional space to enjoy the outdoors. Just a short golf cart ride to Bent Tree Country Club or Laurel Oak Country Club, and minutes from Siesta Key Beach, UTC Mall, downtown Sarasota, shopping, and dining—this home has it all. Don’t miss this rare opportunity to own in The Woodlands of Bent Tree—schedule your private showing today and fall in love with the perfect blend of luxury, privacy, and natural beauty!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
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