Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
5551 BENTGRASS DR #11-117, SARASOTA, FL 34235
$305,0009 Days on yellowkey MLS ID: A4696165
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Monthly Fee: $656 Tax: $3,109 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,109
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Virtually Staged. Welcome to Las Palmas, a gated community where convenience meets resort-style living in one of Sarasota’s most desirable locations. Ideally situated just moments from Benderson Park, UTC Mall, I-75, and dining, with a short drive to world-famous Gulf beaches, downtown Sarasota, hospitals, and the airport. This beautifully updated second-floor end unit offers 3 bedrooms, 2 bathrooms, and an attached one-car garage. Additional windows fill the home with natural light, creating a bright and airy atmosphere. A private entrance and staircase lead to an inviting open-concept layout featuring a desirable split-bedroom floor plan, newly installed flooring, fresh interior paint, updated lighting, upgraded kitchen cabinetry, and elegant quartz countertops in both the kitchen and bathrooms. The screened lanai overlooks a tranquil nature preserve, providing exceptional privacy and peaceful views. A full-size laundry room and generous closet space add everyday convenience. Major updates include a new roof (2024), A/C (2020), and water heater (2022). Residents enjoy an impressive array of resort-style amenities, including two swimming pools, a hot tub, a fitness center, a clubhouse, tennis courts, a playground, a dog park, an outdoor grilling area, a car wash station, and more. Affordable on-site RV and boat storage is also available. Whether you're a first-time homebuyer, investor, or seasonal resident, this exceptional property offers the perfect blend of comfort, style, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
4316 CALLISTA LN, SARASOTA, FL 34243
$449,0003 Days on yellowkey MLS ID: A4696912
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1930 Built: 2005Monthly Fee: $243 Tax: $4,352 (2025)Community: Callista VillageVilla
Taxes:$4,352
Remarks: Welcome to Callista Village, an intimate community of just 32 homes ideally located west of UTC Mall, where shopping, dining, entertainment, and everyday conveniences are just minutes away. This light-filled residence offers an inviting open-concept floor plan with a spacious kitchen that flows seamlessly into the great room, creating the perfect setting for both everyday living and entertaining. Featuring 2 bedrooms, 2 bathrooms, a dedicated office/den, and an attached 2-car garage, this home offers the ideal blend of comfort, functionality, and low-maintenance living. The kitchen is equipped with newer stainless-steel appliances, while the spacious owner's suite serves as a relaxing retreat complete with an oversized walk-in closet. Low community fees enhance the value and include lawn and shrub maintenance, sprinkler and soaker systems, and front entrance upkeep. Just beyond Longwood Park, residents enjoy convenient access to an impressive array of recreational amenities including pickleball, tennis, basketball, baseball fields, a playground, picnic pavilion, recreation building, gymnasium, and dog-friendly areas—all within walking distance. Adding to the convenience, a local bus stop located just outside the community provides easy access to UTC, downtown Sarasota, Sarasota-Bradenton International Airport, shopping, and more. Whether you're looking for a full-time residence or seasonal retreat, this home offers exceptional value in one of Sarasota's most convenient locations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Brenda Wilson (941-321-8686)
1046 BLUE SHELL LOOP, SARASOTA, FL 34240
$3,350,00018 Days on yellowkey MLS ID: A4694923
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3754 Built: 2026Monthly Fee: $632 Tax: $12,666 (2025)Community: Wild Blue/Waterside Ph 1Spa: YesSingle Family
Taxes:$12,666
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Seize this opportunity to own a brand new, never-lived-in Sterling IV in one of Lakewood Ranch's most sought-after communities, Wild Blue, available now, and without the wait! Set on an oversized homesite with sweeping lake views & southern exposure over your pool & spa, this 2026-built home delivers over 3,700 sq ft of luxury where no upgrade was left behind. Arrive to impressive curb appeal: manicured landscaping frames a paver driveway leading to a modern entry with iron & glass impact doors, greeting you and your guests with a sweeping lake view visible from nearly every room. The open-concept floor plan features soaring volume ceilings with dropped soffits & trayed ceilings, large format tile, 12" baseboards, designer lighting, & abundant natural light. Impact pocket sliders connect seamlessly to the resort-style lanai & lakefront beyond. The gourmet kitchen stuns with custom cabinetry in Summit Bronze bases & island contrasted by Summit Glacial uppers. Cambria Berkshire Brass Smooth countertops wrap the oversized island with a 12" overhang & waterfall leg. IWT Vetri 24x24 Bronzo tile backsplash anchors the cooktop. Appliances include a JennAir 36" six-burner gas rangetop, 1,200 CFM Torino hood, paneled GE Monogram refrigerator & freezer columns, JennAir paneled dishwasher, & under-counter refrigerator drawers. The wet bar features a Nio black & gold faucet with instant hot dispenser. The primary suite offers direct lake views & a spa-inspired bath with freestanding soaking tub, oversized walk-in shower, split dual-sink vanity, & private water closet. Three guest bedrooms feature walk-in closets, two with en-suite baths, and one doubling as a pool bath. A study, lakeside bonus room, beautifully finished laundry room, & mudroom complete the interior. The covered lanai features a linear fireplace, ceiling fan, & plumbing for grill, exhaust & sink. The heated saltwater pool includes a raised spa, sun shelf, water fountains, water bowl features, & panoramic screen enclosure framing long lake views. Wild Blue at Waterside offers walking trails, yoga lawn, putting green, dog park, playground, basketball court, dock & kayak launch, & the Midway Sports Complex with eight pickleball & six tennis courts. The waterfront clubhouse with restaurant, fitness studio, golf simulator, theater, billiards & dual resort pools is on track for fall 2026. Minutes from Waterside Place, UTC, & Lakewood Ranch Main Street, 1046 Blue Shell Loop at Wild Blue is the pinnacle of luxury living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
3364 RAMBLEWOOD WAY #12, SARASOTA, FL 34237
$189,999125 Days on yellowkey MLS ID: A4682026
REDUCED by $9,901 (5.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1974 Tax: $1,412 (2025)Community: Ramblewood AcresSpa: NoCondo
Taxes:$1,412
Elementary School: Tuttle Elementary
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED! Don't miss this beautifully remodeled villa in the gated community of Ramblewood Acres, ideally located in the heart of Sarasota. This moving ready residence offers 2 bedrooms, 2 bathrooms, and 1,003 Sq Ft of living space, plus two assigned parking spaces. The home features a stunning updated kitchen with modern finishes, renovated bathrooms, and direct access to a spacious screened-in patio, perfect for relaxing or entertaining guests. Enjoy an exceptional lifestyle with access to three community pools, tennis courts, clubhouse, dog park, and playground areas, all within a secure and beautifully maintained community. Prime location! Conveniently situated near top-rated schools, shopping centers, restaurants, and major roadways. Just minutes from Downtown Sarasota, UTC Mall, Sarasota Memorial Hospital, and the area's world-famous beaches. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jason Coy Turner (205-612-4353)
1047 WATERLINE CT, SARASOTA, FL 34240
$729,000Listed 06/15/2026 6:48AM MLS ID: A4696353
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1977 Built: 2025Monthly Fee: $397 Tax: $2,711 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$2,711
Remarks: Experience luxury living in LakeHouse Cove at Waterside, one of the most sought-after communities in Lakewood Ranch. Situated on an oversized preserve lot with room for a future pool, this highly upgraded Regatta floor plan offers four bedrooms, two bathrooms, and a spacious three-car garage, combining modern design, privacy, and the ultimate Florida lifestyle. Built for today's buyers, this move-in ready home features an open-concept floor plan with designer finishes and thoughtful upgrades throughout. Elegant tray ceilings with T4 crown molding and LED accent lighting enhance the foyer, great room, and primary suite, while a custom illuminated feature wall creates a luxurious retreat in the owner's suite. Luxury vinyl plank flooring extends throughout the main living areas and bedrooms, with tile flooring in the bathrooms and laundry room for durability and easy maintenance. The chef-inspired kitchen overlooks the spacious dining and great room areas, creating the perfect space for entertaining family and friends. LED under-cabinet lighting, abundant workspace, and seamless flow to the outdoor living area make this home ideal for both everyday living and special gatherings. Ceiling fans throughout the home, including the screened lanai, provide year-round comfort. The primary suite offers a peaceful sanctuary with preserve views, while the secondary bathroom features an upgraded glass shower enclosure. Additional features include a spacious laundry room with upper and lower cabinetry, utility sink, tankless water heater with recirculating system, security system with three cameras, and a dedicated garage outlet for a refrigerator. Outdoor living is a standout feature of this property. The oversized homesite offers exceptional privacy, beautiful preserve views, and ample space to design a custom pool and outdoor entertaining area. Upgraded pavers on the screened lanai, custom paver borders along the driveway and walkway, and designer sand-finish stucco enhance the home's curb appeal and architectural elegance. The three-car garage features a durable floor coating and custom oversized storage shelving, providing abundant space for vehicles, golf carts, storage, and hobbies. Residents of LakeHouse Cove enjoy resort-style amenities including a state-of-the-art fitness center, clubhouse, resort pool and spa, pickleball courts, kayak launch, boathouse, scenic walking trails, event lawn, and an active social calendar. Conveniently located just minutes from Waterside Place, Lakewood Ranch Main Street, University Town Center, downtown Sarasota, SRQ Airport, and the Gulf Coast's award-winning beaches, this home offers the perfect combination of luxury, convenience, and lifestyle. If you have been searching for a newer construction home with preserve views, an oversized lot, room for a pool, extensive upgrades, and access to world-class amenities in Lakewood Ranch, this exceptional residence is a must-see.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Joe Suarez (941-799-9397)
6499 SILVERSTAR DR, SARASOTA, FL 34240
$365,0005 Days on yellowkey MLS ID: A4696304
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1455 Built: 2023Monthly Fee: $217 Tax: $4,962 (2025)Community: Avanti/WatersideVilla
Taxes:$4,962
Remarks: Welcome to Avanti at Waterside, where modern, maintenance-free living is paired with one of Sarasota’s most desirable lifestyle destinations. Located just minutes from Waterside Place, you’ll enjoy easy access to waterfront dining, boutique shopping, community events, farmers markets, live entertainment, and scenic walking paths in the heart of Lakewood Ranch’s Waterside district. This beautifully maintained home with a versatile flex room offers an open-concept floor plan designed for both everyday comfort and easy entertaining. The flex room provides the perfect space for a home office, den, hobby room, or guest retreat. Hurricane-impact windows provide added peace of mind, storm protection, energy efficiency, and noise reduction. Enjoy Florida living year-round from the screened rear lanai and private fenced outdoor space, a rare feature in the community. Additional highlights include an epoxy-coated garage floor and maintenance-free living with lawn care included. Whether you’re looking for a full-time residence or a seasonal retreat, this move-in ready home offers the perfect combination of comfort, convenience, and low-maintenance living in sought-after Avanti at Waterside.
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
136 GOLDEN GATE PT #502, SARASOTA, FL 34236
$2,600,000158 Days on yellowkey MLS ID: A4677212
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $200,000 (7.1%) on 04/14/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3785 Built: 2001 Tax: $890 (2025)Community: The PhoenixCondo
Taxes:$890
Elementary School: Southside Elementary
Remarks: We are pleased to present a rare opportunity to experience panoramic, unobstructed bayfront views from your fifth-floor residence at The Phoenix—one of Golden Gate Point’s most exclusive gated enclaves. This boutique community, comprised of just 13 residences with only two per floor, offers an exceptional level of privacy and sophistication for the most discerning buyer. Designed by acclaimed architect Brent Parker of BDG Architects, Residence 502 spans nearly 4,000 square feet under air and features a distinctive circular floor plan, thoughtfully designed so every principal living space captures sweeping, unobstructed views of Sarasota Bay and the iconic John Ringling Causeway. Floor-to-ceiling, hurricane-rated glass fills the home with natural light while framing ever-changing waterfront vistas. Two expansive bayfront terraces provide the perfect setting to take in breathtaking sunsets, passing boats, and sparkling water views. A private elevator opens directly into an elegant foyer, setting the tone for the residence’s refined interiors. The great room, with 10-foot ceilings, is designed for both relaxed living and entertaining, featuring a custom dry bar complete with ice maker and wine refrigerator. The chef’s kitchen and adjoining breakfast room overlook the bay and main terrace, appointed with textured cement countertops, a six-burner gas range, double ovens with warming drawer, full-size Sub-Zero refrigerator and separate freezer, and reverse osmosis at the island bar sink. Additional highlights include a private two-car garage, custom draperies and plantation shutters, and a layout meticulously crafted to maximize both privacy and panoramic water views throughout. Most furnishings are included, offering a seamless, move-in-ready opportunity. Residents of The Phoenix enjoy a private waterfront pool overlooking a sandy beach and Sarasota Bay, a well-appointed fitness center, club room, rooftop terrace, and the security of a gated community—all just moments from the vibrant dining, shopping, marina, and cultural attractions of Sarasota.
Listing Agent: Georgina Clamage (941-586-3789)
4111 SARASOTA AVE, SARASOTA, FL 34234
$435,00096 Days on yellowkey MLS ID: A4685876
REDUCED by $10,000 (2.2%) on 05/07/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1292 Built: 1947 Tax: $4,269 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$4,269
Remarks: Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020
Listing Agent: Edith Richman (941-855-0072)
2455 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$385,00012 Days on yellowkey MLS ID: A4695883
REDUCED by $14,000 (3.5%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1725 Built: 2021 Tax: $4,084 (2025)Community: Bay LandingTownhouse
Taxes:$4,084
Remarks: Stunning 3-Bedroom, 2 1/2 Bath Home in Bay Landing, Sarasota! Welcome to this beautifully maintained residence in the sought-after Bay Landing community. Boasting elegant curb appeal with lush landscaping and a grand entrance, this 1,725 sq ft home offers three spacious bedrooms and modern comforts throughout. Inside, you'll find crown molding on the first floor, granite countertops in the gourmet kitchen, and ceiling fans in every room. The open-concept living areas are bright and inviting, with new carpet upstairs and a smart-feature-ready setup for modern living. The primary suite is a true retreat, while the epoxy-coated lanai provides the perfect spot to relax and enjoy sweeping views of the nature preserve right behind the home.Residents enjoy access to the community’s large heated pool and resort-style amenities. Ideally located near UTC, Mote Marine Laboratory, and major roadways, this move-in ready gem delivers the ultimate Florida lifestyle. Don’t miss your opportunity to call this beauty home!
Listing is courtesy of: MITCHELL REAL ESTATE (941-400-2662)
Listing Agent: Michael Mitchell, Llc (941-400-2662)
100 CENTRAL AVE #H716, SARASOTA, FL 34236
$949,90018 Days on yellowkey MLS ID: A4694485
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2005 Tax: $12,497 (2025)Community: One Hundred CentralSpa: YesCondo
Taxes:$12,497
Elementary School: Alta Vista Elementary
Remarks: 100 Central Avenue — Where Downtown is Downstairs. Live in the center of Sarasota’s most vibrant luxury lifestyle from this beautifully updated and FULLY FURNISHED residence at one of downtown’s most iconic addresses. Residence H716 offers 1,725 square feet of refined living with 2 spacious en-suite bedrooms, 2.5 bathrooms, a versatile den, and an expansive private balcony showcasing captivating city and bay views. Inside, warm dark hardwood flooring, custom cabinetry, granite countertops, and thoughtfully designed living spaces create a residence that feels both elegant and comfortable. The open-concept layout flows effortlessly for entertaining, while floor-to-ceiling natural light enhances the home’s inviting atmosphere. Recent updates include a NEW 2025 washer and dryer, along with a NEW 2024 refrigerator and water heater. What truly separates 100 Central is the lifestyle. Step downstairs directly into the heart of downtown Sarasota — where Whole Foods, Starbucks, award-winning restaurants, boutique shopping, the Sarasota Opera House, Florida Studio Theatre, and vibrant nightlife are all just outside your door. Marina Jack, Bayfront Park, St. Armands Circle, and Lido Beach are only minutes away. Residents enjoy an impressive collection of resort-style amenities, including a 24-hour concierge and secured access, a heated pool and jacuzzi, a fitness center, a private movie theatre, a resident club room and art studio, guest suite accommodations for visitors, and pet-friendly living. A standout feature rarely found downtown is the inclusion of TWO secure under-building parking spaces located high and dry on the 4th floor, along with additional storage. Whether you’re searching for a full-time residence, seasonal retreat, or luxury lock-and-leave lifestyle, Residence H716 delivers exceptional convenience, privacy, and walkable city living in the cultural heart of Sarasota.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Don Uffinger, Iii (941-504-2014)
8085 SCARLETBUSH DR, SARASOTA, FL 34240
$497,99048 Days on yellowkey MLS ID: A4691768
2 Days Off yellowkey (back on 6/15/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 2026Monthly Fee: $245 Tax: $971 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoVilla
Taxes:$971
Remarks: The Tidewater 2 by Neal Communities is a thoughtfully designed twin villa offering two bedrooms, two baths, a spacious den, and an open-concept living area. The extended covered lanai at the rear of the home showcases desirable south-facing water views, creating a relaxing outdoor retreat. The primary suite features two closets and an en-suite bath with dual vanities, a walk-in shower, and a private water closet. A well-appointed guest bedroom includes its own walk-in closet and convenient access to a full secondary bath. Interior upgrades include tile flooring throughout the main living areas, quartz countertops, shaker-style cabinetry, and a gas range for added style and functionality.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
4096 GOLD DUST LN, SARASOTA, FL 34243
$349,000180 Days on yellowkey MLS ID: A4675766
REDUCED by $8,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
3629 LONGMEADOW #38, SARASOTA, FL 34235
$214,900203 Days on yellowkey MLS ID: A4672951
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (4.4%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 1979 Tax: $1,858 (2025)Community: BriarfieldCondo
Taxes:$1,858
Elementary School: Gocio Elementary
Remarks: Virtually Staged. *NEW AC & WATER HEATER 2025* NEW WASHER & DRYER 2024. Come live the Florida lifestyle to the fullest in this charming 2-bedroom, 2 bath, corner Villa Located in Briarfield at the Meadows. This spacious floorplan with high ceilings in the living and dining room give an open and airy feel that's sure to please. Large bedrooms boost beautiful golf course views. Granite counter tops in kitchen and baths and a beautiful screened in lanai for entertaining or enjoying a sunset. The Villa has a separate locked storage room and a deeded parking space in a covered garage. The Villa also comes equipped with a Hurricane fabric protection system by Astroguard. Briarfield residents enjoy a lifestyle like no other with access to all the amenities at the Meadows which include but is not limited to: Private heated pool, pickleball courts, 15 miles of scenic oak-canopied walking/biking trails and a community center. The Country Club Membership is optional offering 54 holes of golf, Har-Tru tennis courts, a junior Olympic pool, fitness center, restaurants and events. Conveniently located minutes from University Town Center/Benderson Park and close to downtown. Award winning Siesta Key Beach is only a short drive away. Don't miss this opportunity to call this beautiful villa your home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Rachel Angers (941-356-6537)
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$749,00070 Days on yellowkey MLS ID: A4689137
REDUCED by $20,000 (2.6%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Remarks: The best one-story value in Windward under $1M - on a coveted corner lot with room to add a pool— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
Listing Agent: Daniel Treiman (917-657-7495)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$285,00022 Days on yellowkey MLS ID: TB8511154
REDUCED by $14,000 (4.7%) on 06/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Taxes:$1,776
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
5023 VILLAGE GARDENS DR #29, SARASOTA, FL 34234
$230,00091 Days on yellowkey MLS ID: A4686540
REDUCED by $9,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1981Monthly Fee: $530 Tax: $1,942 (2025)Community: Village Gardens Ph 1Spa: NoVilla
Taxes:$1,942
Remarks: Move-in ready and not impacted by recent storms, according to the owner. In the desirable Village Gardens community, this beautifully updated home is set within a lush, park-like environment with mature tree canopy and exceptional recreational amenities. Residents enjoy access to a heated pool, pickleball and tennis courts, and an active clubhouse. Ideally just north of downtown Sarasota and minutes from the University Parkway corridor, providing convenient access to Sarasota-Bradenton International Airport, UTC Mall, Interstate 75, and renowned cultural destinations including Ringling Museum of Art & Design, Asolo Theatre, Sarasota Ballet, Ringling College of Art & Design and USF. This rare Palm model features a screened-in Florida room, making it one of the larger floor plans in the community. The home was extensively updated in 2023 with new electrical, renovated baths, an updated kitchen, new flooring, baseboards and fresh interior paint, creating a modern and inviting interior. Additional improvements include a paver patio added in 2025, ideal for outdoor relaxation. Inside, the home offers a welcoming foyer entry, a spacious great room with vaulted ceilings and clerestory windows. The kitchen has been renovated with beautiful cabinets, countertops and backsplash. The primary suite includes a walk-in shower, and direct access to the Florida room. The second bedroom has plenty of room and the guest bath includes a tub for soaking. An interior utility room offers additional storage along with a washer and dryer. Additional highlights include roof replaced in 2014 and air conditioner approximately 6–8 years old The HOA covers exterior maintenance and the roof, providing low-maintenance living in one of Sarasota’s charming and convenient communities. A rare opportunity to enjoy easy Florida living in a beautifully maintained neighborhood so move right in!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
5647 MONTE ROSSO RD, SARASOTA, FL 34243
$295,90045 Days on yellowkey MLS ID: A4692218
REDUCED by $2,000 (0.7%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1115 Built: 1994Monthly Fee: $332 Tax: $2,714 (2025)Community: Riviera Club Village At Longwood Run Ph 02Spa: NoVilla
Taxes:$2,714
Remarks: Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of the upgrades for a stress-free living. You will love the skylight-filled living space with cathedral ceilings, which cuts down the electricity bill. A sliding door leads to the Florida room in the rear. Both bedrooms have wood-looking laminate floors. Granite counters and an eating space in the kitchen add to the ease of living. Other features include new ceiling fans and modern lighting. The all-ages Riviera Club Village is a highly sought-after community with low HOA fees and NO CDD. Trash charges are part of the property tax. The monthly HOA fee ($331.67) is comparatively low considering that it covers the maintenance and repairs of the roof, driveway, sidewalks, gutters, exterior painting, landscaping, tree trimming and street lights. This area was not affected by any of the recent hurricanes. The Longwood Park Community Center, owned and maintained by Sarasota County, is just around the corner and offers plenty of recreation facilities and amenities for all ages. Therein are playgrounds and rides, a gymnasium, indoor rooms for meetings and celebrations, Pickleball courts, Tennis courts, a Basketball court, a Baseball field, and dog-walks. For a healthier lifestyle, you can become a member of Sarasota's well-known Palm-Aire Country Club across the University Pkwy, which has one of the best swimming pools, spa, and recreation facilities like tennis, pickleball, 18-hole Golf Club, etc. For beach-lovers, the world-famous Siesta Key Beach is about 13 miles away, and it is only 10 miles to the idyllic Lido Key Beach. Living near several breathtaking blue keys, busy marinas, and extensive waterways of Sarasota is a dream come true. Think of yet another attraction, the European-styled St. Armands Circle, famous for high-end outdoor shopping, galleries, restaurants and a central park with circus-themed statues. Just behind the Riviera Club Village sits the reputed Foundations Christian Montessori Academy for K-12 graders. It takes barely 5-8 minutes to the sprawling University Town Center (UTC) Mall, Sarasota's upscale shopping and dining destination. Located close to the Sarasota-Bradenton International Airport, downtown Sarasota, the University of South Florida, New Florida State College, Ringling College of Art, and the Ringling Museum of Art, this place is one of the best locations to enjoy Florida's endless summer. Come and make it yours, and don’t miss this rare opportunity!
Listing is courtesy of: NEXTHOME IN THE SUN (941-706-1717)
Listing Agent: George Raju (507-722-6331)
9039 DUANY LN, SARASOTA, FL 34240
$599,99063 Days on yellowkey MLS ID: G5111021
REDUCED by $46,000 (7.1%) on 04/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2557 Built: 2024Monthly Fee: $200 Tax: $9,024 (2025)Community: Lakewood RanchSingle Family
Taxes:$9,024
Remarks: The Pemberly Model – your dream home at Bungalow Walk, Lakewood Ranch, FL. This beautiful 4-bedroom, 2.5-bathroom bungalow offers a spacious 2,557 sq. ft. living area with a 2-car garage and a charming front porch. On the first floor, you'll find a generous Great Room, perfect for entertaining or relaxing with family, and a Dining Area ideal for hosting dinner parties. The Primary Bedroom provides a serene retreat with a walk-in closet and a private bath. The floor also features a Covered Patio for enjoying outdoor living in comfort and a conveniently located Laundry Room near the garage. Upstairs, the second floor boasts a versatile Loft space that can be used as a home office, play area, or additional lounge. There are three additional bedrooms, with Bedroom 2 and Bedroom 3 offering spacious accommodations with walk-in closets, and Bedroom 4 providing ample room for guests or a growing family. Living in this community comes with fantastic perks, including lawn maintenance to keep your yard pristine without the hassle, and access to a community pool and dog park for relaxation and socializing with neighbors and pets. Located in the heart of Tampa Bay and Sarasota, Bungalow Walk at Lakewood Ranch offers the best of both worlds – modern living and timeless design. Spanning approximately 31,000 acres in Manatee and Sarasota counties, this planned community provides access to everything you need. Discover the perfect blend of comfort and convenience at The Pemberly. Welcome home!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5176 CEDAR HAMMOCK LN, SARASOTA, FL 34232
$319,9005 Days on yellowkey MLS ID: A4696717
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 1984Monthly Fee: $33 Tax: $2,077 (2025)Community: Cedar HammockSpa: NoVilla
Taxes:$2,077
Remarks: Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2-bathroom home in the highly desirable Cedar Hammock community - offering exceptional value and move-in ready comfort. Step inside to an open, light-filled layout featuring newer luxury vinyl plank flooring, updated ceilings, recently painted inside and out, creating a clean, modern feel throughout. The kitchen has been tastefully upgraded with white shaker-style cabinetry, and stainless-steel appliances, making it both stylish and functional for everyday living. The lanai has been converted to a bonus room providing additional living space for your enjoyment. You will be able to enjoy the cool Florida winter evenings in front of your stone-faced wood burning fireplace in the great room. The bathrooms have been tastefully updated providing a clean and modern feeling. The Home provides flexible living space perfect for relaxing or entertaining. A one-car garage and inviting outdoor space with a fenced yard adds to the home’s overall appeal. Major systems are in solid condition, including a newer roof and HVAC system, providing added peace of mind. Located in a quiet neighborhood with ultra-low HOA fees, this home is just minutes from shopping, dining, downtown Sarasota, and world-famous Gulf beaches. Don’t miss this opportunity. Homes in Cedar Hammock rarely come available in this condition and price range. Schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Dave Clapp (941-376-1443)
800 N TAMIAMI TRL #312, SARASOTA, FL 34236
$690,000126 Days on yellowkey MLS ID: A4682076
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $7,012 (2025)Community: AlinariSpa: NoCondo
Taxes:$7,012
Remarks: All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peter Laughlin (941-356-8428)
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