Location: Sarasota
Do Not Show Listings
5649 WESTWIND LN, SARASOTA, FL 34231
$294,00043 Days on yellowkey MLS ID: A4693241
REDUCED by $5,000 (1.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1169 Built: 1980Monthly Fee: $560 Tax: $2,641 (2025)Community: Villa GardensVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,641
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to your hidden gem in the heart of Sarasota! This charming Westwind Lane home invites you in with a bright, open layout and tasteful updates that make it feel warm and move-in ready from day one. Step outside to your own private space—perfect for unwinding after a long day or hosting friends and family while enjoying the Florida lifestyle. Just minutes from Siesta Key and close to great shopping, dining, and daily conveniences, the location truly speaks for itself. It’s the kind of place you dream about when you think of living in Sarasota. Come see it for yourself—schedule your private showing today before it’s gone!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
3205 GOLDEN EAGLE LN, SARASOTA, FL 34231
$322,500164 Days on yellowkey MLS ID: A4677694
REDUCED by $2,500 (0.8%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 1984Monthly Fee: $333 Tax: $2,156 (2025)Community: Eagle ChaseVilla
Taxes:$2,156
Remarks: PRICE IMPROVEMENT! Eagle Chase Villa – Sarasota. Ideally positioned in the desirable Eagle Chase community, this impeccably upgraded 2-bedroom, 2-bath villa offers 1,268 square feet of thoughtfully enhanced living space just minutes from beaches, nature, shopping, and downtown Sarasota. Located within walking distance to the 84-acre Red Bug Slough Nature Preserve and only 2.1 miles to Crescent Beach and 3 miles to Siesta Key, this home delivers the perfect blend of location, quality, and peace of mind. Inside, the residence reflects years of careful investment and pride of ownership, with over $125,000 in renovations and improvements completed since 2020. The home has undergone extensive mechanical and structural upgrades, including a near full plumbing re-pipe with the removal of old cast iron and replacement with CPVC, new electrical breakers, all-new outlets, plate covers, and modern dimmable LED lighting throughout. HVAC systems have been replaced and professionally serviced twice yearly, the roof was replaced in 2022, and impact-rated windows and doors were installed for comfort, efficiency, and storm protection. The kitchen has been beautifully updated with quartz countertops, painted cabinetry with new hardware, tile backsplash, LED under-cabinet lighting, an upgraded oven range, undermount sink, and newer appliances, creating a bright and functional space that flows effortlessly into the living areas. Both bathrooms were fully remodeled down to the studs with waterproofing, new drain lines, Moen fixtures, custom tile, rain shower heads, quartz vanities, beveled window detail in the primary bath, and LED lighting with dimmers, offering a spa-like experience. Living space was thoughtfully expanded with the creation of a stunning Florida Room, replacing the former lanai and deck. This space features impact sliding doors and windows, reinforced flooring, custom Italian tile, fresh paint, updated electrical, and a ceiling fan with remote, seamlessly blending indoor and outdoor living. New composite decking was added on a reinforced foundation along the rear of the home, with additional composite decking on the side porch, while the exterior rear stucco wall was repainted for a polished finish. Additional enhancements include plantation shutter doors throughout the hallways, bedrooms, and primary bath, refreshed interior doors and hardware, updated flooring in the primary bedroom, attic flooring for storage, and a mounted 65" Sony flat-screen TV with in-wall wiring that will convey. The home has also been meticulously maintained with comprehensive termite prevention, Sentricon bait systems, and ongoing annual inspections showing zero termite activity. Outside, the property has been transformed into a serene, park-like setting with engineered paver stone retaining walls designed to enhance drainage, extensive hardscape and landscaping improvements, indigenous Florida plantings, fruit trees, pollinator-friendly gardens, and low-maintenance decorative stone features. The location offers exceptional convenience with nearby shopping, easy access to I-75, downtown Sarasota, Venice, St. Petersburg, Tampa, and Clearwater, making this home ideal as a primary residence or refined coastal retreat. This Eagle Chase villa stands apart for its depth of upgrades, quality craftsmanship, and unmatched proximity to Sarasota’s best natural and coastal amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Susan Hill (603-479-8368)
8228 SIMPSON FALLS CT, SARASOTA, FL 34243
$319,000351 Days on yellowkey MLS ID: A4658021
REDUCED by $30,000 (8.6%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 2004Monthly Fee: $367 Tax: $5,348 (2024)Community: Lakeridge Falls Ph 1CVilla
Taxes:$5,348
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: HUGE PRICE REDUCTION! Welcome to your dream home in the serene, gated 55+ community of Lakeridge Falls! This end unit villa perfectly blends comfort, elegance, and low-maintenance living, making it ideal for your next chapter. The updated kitchen features upgraded wood cabinets with soft close doors and drawers. Plenty of cabinet space, granite countertops and Italian porcelain floor tile. New refrigerator. Natural gas range. Open concept living, high ceilings, newly installed Bruce engineered hardwood flooring throughout great room and spacious den, creating a bright atmosphere. Since villa is on the end it allows extra windows for extra light. Brand new washer/dryer in dedicated laundry room. New gas water heater (2026). Split bedroom design. Home features spacious primary bedroom with newly installed carpet. Primary bath has new upgraded wood cabinets with soft close doors. Primary bath has dual sinks and walk-in shower. Primary bedroom has two closets, one being a large walk-in closet. Good size guest bedroom has new carpet, nearby bath with tub/shower combination, with new vanity and tile. Perfect place for working from home since den has solid double doors. Attached two car garage. Spacious enclosed lanai giving pleasant daytime and evening lake views and stunning sunset views. Newly remodeled and updated clubhouse with a heated pool, spa/hot tub, fitness center, community room, bocce ball, card room, yoga, and water aerobics. Active social calendar with many events and outings to choose from. Miles of walking/biking trails, lush landscaping, and pet-friendly sidewalks. 24-hour manned guard gate and excellent community management. HOA covers lawn maintenance, landscaping, lakes and sidewalks for stress-free living. Convenient location close to shopping, Publix, Walmart, Panera, Detweillers, Starbucks, dining, medical facilities, and the UTC Mall. Short drive to I-75, downtown Sarasota, Bradenton, SRQ airport, Lido Key, Siesta Key, and Anna Maria Island. Home is ready to add your own choice of interior paint colors. Come and enjoy the peaceful, active lifestyle you deserve!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Loren Hegge (941-518-3144)
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$285,00030 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
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
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)
4136 BOWLING GREEN CIR #23, SARASOTA, FL 34233
$349,90011 Days on yellowkey MLS ID: A4696926
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $463 Tax: $2,499 (2025)Community: Center Gate Village 5Villa
Taxes:$2,499
Elementary School: Ashton Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Discover the perfect blend of comfort, privacy, and convenience in this beautifully updated lakefront villa located in the highly sought-after Center Gate Village, a desirable 55+ community. A maintenance-free Sarasota lakefront community. This move-in ready, spacious 2-bedroom, 2-bathroom, 2-car garage villa features serene lake views from its private setting. Recent improvements in this updated home provide peace of mind and modern appeal, including updated kitchen appliances, A/C with heat pump, water heater, luxury flooring, LED track lighting, ceiling fans, bathroom fixtures and vanities, custom real wood cabinetry, and matching granite countertops in both the kitchen and bathrooms. Designed with comfort in mind, this home offers cathedral ceilings, generously sized rooms, and an inviting open floor plan that creates a bright and airy atmosphere. The spacious screened lanai is the perfect place to relax, enjoy your morning coffee, or watch the abundant wildlife on the picturesque lake. The thoughtful layout provides both privacy and functionality, making it ideal for everyday living as well as entertaining family and friends. Guests will feel right at home in this welcoming residence. Residents of Center Gate Village enjoy access to a heated community pool and a large lakeside observation deck, providing the perfect setting to socialize, relax, and enjoy Florida's year-round sunshine. Ideally located in the heart of Sarasota, this villa is just minutes from shopping, dining, medical facilities, houses of worship, Sarasota-Bradenton International Airport, world-class beaches, and spring training facilities for Major League Baseball teams. Nearby attractions include Nathan Benderson Park, renowned for world-class rowing events, and University Town Center (UTC), one of the area's premier shopping and entertainment destinations. Enjoy easy access to Tampa's professional sports venues, approximately one hour away, while Orlando's theme parks, including Disney, and the beautiful beaches and attractions of Naples are within a convenient 90-minute drive. Whether you're seeking a seasonal retreat or a year-round Florida residence, this move-in-ready lakefront villa offers the lifestyle you've been searching for.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Steve Zeris (941-518-6450)
10429 MORNING MIST LN, SARASOTA, FL 34241
$450,00043 Days on yellowkey MLS ID: A4692445
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 2022Monthly Fee: $448 Tax: $6,209 (2025)Community: Esplanade Sky RanchSpa: NoVilla
Taxes:$6,209
Elementary School: Lakeview Elementary
Remarks: Move-In Ready Luxury Upgraded Premium Waterfront End Unit Villa in Skye Ranch. Experience luxury living without the wait of construction. Located in the highly desirable gated Esplanade at Skye Ranch, this impeccably upgraded Taylor Morrison "Ibis" model sits on a premium waterfront lot. The open-concept design features tons of upgrades: Plantation shutters, tray ceilings in primary suite, dining room & study, 5" crown molding in living, dining and kitchen, 8' interior doors, 8' Crystalline Front Door that floods the entryway with natural light, 5" base, luxury vinyl floors, tile floors, ceiling fans through out, and sophisticated quartz countertops. Two spacious ensuite bedrooms offer ultimate privacy, while a versatile flex room easily serves as a home office, den, or third bedroom. A chef’s kitchen boasts stainless steel appliances including French Door refrigerator, gas stove, upgraded LED under counter lighting, stunning tiled backsplash, premium cabinetry, and an expansive quartz counter perfect for entertaining. You will have peace of mind knowing there is a high voltage serge protector on HVAC CAPTURA UVC Germicidal Air Purifier, hurricane shutters, kitchen sink water filtration system, tankless water heater, and it's a Smart Home. The indoor laundry room features upgraded 42" upper cabinetry, lower cabinetry, laundry sink, and GE Washer and Gas Dryer. The garage floor is even upgraded with acrylic stain and sealed floor plus there is a keyless pad for the garage door. Outside, enjoy serene water views on the extended paved screened patio with neighbors on one side, providing unparalleled comfort and privacy. Exclusive access to Esplanade’s resort-style amenities. "The Hub" offers state-of-the-art techno gym equipment, variety of classes including yoga flow, mat Pilates, and guided meditation. Grab a coffee at the on-site cafe', browse boutique style retail, or relax at the resort pool with cabanas. There is also pickleball, bocce and tennis courts, nature paths and trails, fireside seating, putting green, corn hole and a bark park. Situated just minutes from Sarasota’s world-class beaches, premier shopping, and dining, this home offers the ultimate Florida lifestyle. Schedule your private showing today and discover the epitome of Sarasota living.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900287 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Taxes:$1,196
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
7213 LAS CASAS DR, SARASOTA, FL 34243
$389,000523 Days on yellowkey MLS ID: A4636494
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2156 Built: 1973Monthly Fee: $292 Tax: $4,210 (2024)Community: Las Casas CondoVilla
Taxes:$4,210
Remarks: Welcome to Las Casas, a pet-friendly boutique 55+ community of just 22 detached villas, located 8 miles from downtown Sarasota and the Gulf Coast beaches. Nestled on a private cul-de-sac backing onto McArthur Park, this villa offers excellent curb appeal and a peaceful setting. Recently updated, the home features new luxury vinyl plank flooring and has been freshly painted inside and out. The open floor plan includes well-defined living spaces of living room, dining room and a versatile bonus room which leads to a newly paved back patio, where you can relax amid mature landscaping. The primary suite is generously sized, with a walk-in closet and an ensuite bathroom. The split floor plan places the second and third bedrooms on the opposite side of the home, providing privacy for guests or family members. Bedroom three includes built-ins and a Murphy bed, adding functionality to the space. Homes in this desirable community live like single-family residences but are maintained under a condominium model with modest monthly HOA fees. These fees include all lawn care and access to a community pool and clubhouse, conveniently located next door. The clubhouse offers a large social area and a kitchen, ideal for hosting gatherings and events. This quiet, well-maintained neighborhood is close to SRQ Airport, University Parkway, the Asolo Theatre, and the Ringling Museum, making it a prime location for enjoying Sarasota's cultural attractions. Don’t miss your chance to see this villa. (Some images have been virtually staged for ease of viewing.)
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900119 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Villa
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90048 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
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)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000222 Days on yellowkey MLS ID: A4671983
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
3924 ASHWOOD LN #59, SARASOTA, FL 34232
$169,00081 Days on yellowkey MLS ID: N6143712
REDUCED by $7,000 (4.0%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $685 Tax: $1,781 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,781
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. BEST PRICED, this 2-bedroom, 2-bath villa presents an outstanding opportunity in a highly desirable 55+ community, combining value, location, and low-maintenance living. This light and bright home features an open living and dining area plus a versatile den ideal for a home office, hobby room, or additional guest space. The enclosed Florida room provides year-round enjoyment and added living space, perfect for relaxing or entertaining. A private laundry room with utility sink and extra storage adds convenience. Recent updates provide peace of mind and enhance overall appeal. The spacious primary suite includes a walk-in closet and an en-suite bathroom with an accessible shower. The guest bedroom is well-suited for visitors while maintaining flexibility for everyday use. Residents enjoy resort-style amenities including a heated pool, fitness center, clubhouse, shuffleboard, library, and an active social calendar. This welcoming community offers a true Florida lifestyle with strong neighbor connections. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, hospitals, and arts and culture. Bobby Jones Golf Club is just blocks away, featuring a recently renovated course and modern facilities. Ideal as a full-time residence, seasonal home, or investment opportunity, this villa delivers exceptional value at its new price point in one of Sarasota’s most convenient locations.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Scott Swonger (941-600-3534)
4637 WILLOW WOOD CIR #44, SARASOTA, FL 34241
$299,000375 Days on yellowkey MLS ID: A4655394
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)
3896 WILSHIRE DR #11, SARASOTA, FL 34238
$379,00061 Days on yellowkey MLS ID: A4690837
REDUCED by $10,000 (2.6%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1982 Tax: $3,957 (2025)Community: Lakeshore Village SouthVilla
Taxes:$3,957
Remarks: Welcome to highly sought-after Lakeshore Village South, one of Sarasota's premier 55+ communities offering the perfect blend of comfort, convenience, and carefree living. This beautifully maintained 2-bedroom, 2-bath residence is ideally positioned to capture serene lake views and features a bright, open floorplan designed for easy everyday living and effortless entertaining. Sun-filled living spaces create a warm and inviting atmosphere, while peaceful water views provide the perfect backdrop for relaxing mornings or quiet evenings at home. The kitchen is appointed with new stainless steel appliances, while tile flooring throughout the main living areas adds style, durability, and easy maintenance. A spacious 2-car garage provides ample storage and convenience, and the pet-friendly community makes it easy to enjoy life with your furry companions. Recent updates include a brand-new tile roof, adding both value and peace of mind. Residents enjoy a vibrant lifestyle with outstanding amenities including a community pool, and for only $200 yearly, a clubhouse, tennis courts, and pickleball courts. Ideally located just minutes from world-famous Siesta Key, as well as shopping, dining, and everyday conveniences, this is your opportunity to enjoy the best of Sarasota living in a welcoming maintenance-free community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Denise Mei (941-685-3198)
4211 CASCADE FALLS DR, SARASOTA, FL 34243
$425,0006 Days on yellowkey MLS ID: A4697262
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1576 Built: 2003Monthly Fee: $371 Tax: $4,594 (2025)Community: Lakeridge Falls Ph 1CVilla
Taxes:$4,594
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Welcome to a beautifully maintained end-unit villa tucked behind the gates of Lakeridge Falls, a 55+ community where barrel tile roofs, mature palms, and meandering lakeside paths set a relaxed Sarasota tone. Built as part of an intimate four-villa building, this coveted end position wraps the home in extra windows, drawing natural light deep into the living spaces and giving it an airy, sunlit feel. Set on a premium waterfront lot with no rear neighbors, this two-bedroom, two-bath home with a separate den lives larger than its footprint, framing wide, tranquil water views from nearly every main room. Step inside through a private covered entry and the home opens to a bright, flowing layout finished in soft, soothing tones. The great room stretches toward a wall of sliding glass that frames the lake and opens to the covered, screened lanai, the kind of spot made for morning coffee and watching egrets wade along the shoreline. The kitchen sits at the heart of it all, dressed in crisp white shaker cabinetry, quartz counters, a gas range, and a breakfast bar that keeps the cook part of every conversation. A casual dining area and an adjacent den offer flexible room to work, gather, or unwind. Plantation shutters lend a polished, custom feel, while newer luxury vinyl plank flooring warms the bedrooms. The private primary suite faces the water, with its own slider to the lanai, a custom-built walk-in closet system, and a serene bath featuring a double quartz vanity and a roomy walk-in tiled shower. A comfortable guest bedroom and second full bath sit on the opposite side for privacy, and a dedicated interior laundry room with full-size washer and dryer adds everyday ease. With a two-car garage and a true move-in ready feel, this is a home you can simply settle into. Beyond your door, Lakeridge Falls delivers a resort-style lifestyle behind a manned gate. Residents enjoy a grand clubhouse, an expansive heated pool and spa, bocce courts, a sandy lakeside beach with a fire-pit and picnic area, and scenic walking trails that trace the community's lakes. Lawn care and exterior upkeep are handled for you, leaving more time to enjoy it all. The location is just as easy to love, minutes from University Town Center shopping and dining, with downtown Sarasota, St. Armands Circle, and the powdery sand of Lido and Siesta Key beaches a short drive away. Come experience the easy elegance of waterfront living on Florida's Gulf Coast. **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)
6479 POSITANO CT, SARASOTA, FL 34243
$425,00016 Days on yellowkey MLS ID: A4696150
2 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 2016Monthly Fee: $359 Tax: $3,398 (2025)Community: Villa AmalfiVilla
Taxes:$3,398
Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in the highly sought-after gated community of Villa Amalfi. This beautifully appointed 2-bedroom, 2-bathroom villa offers the perfect blend of elegance, comfort, and maintenance-free living. Built by Neal Communities and completed in 2016, this popular Tidewater model has been thoughtfully enhanced with numerous upgrades throughout. From the moment you enter, you'll appreciate the plantation shutters, crown molding in the foyer and den, elegant chandeliers, tray ceilings, designer fixtures, and rich hardwood flooring that create a warm and sophisticated atmosphere. The stunning kitchen is the heart of the home, featuring brand-new stainless steel appliances, beautiful shaker-style cabinetry, quartz countertops, an attractive tile backsplash, and a large center island perfect for entertaining or casual dining. Quartz countertops have also been added to the guest bathroom, providing a cohesive and updated look. The spacious primary suite and guest bedroom offer comfort and privacy, both featuring plush carpeting, while ceiling fans in the guest bedroom and screened lanai enhance year-round comfort. The washer and dryer are also included, and the home is being offered fully furnished, allowing for a truly turnkey, move-in-ready experience from day one. One of the most desirable features of this villa is its unique positioning within the community. Thoughtfully offset from neighboring homes, it provides an added level of privacy rarely found in villa living. Relax on the screened lanai while enjoying peaceful views of the lush green space, or take advantage of the community pool and spa just moments away. Ideally located near UTC, world-class shopping, exceptional dining, theaters, golf, and some of Florida's most beautiful Gulf Coast beaches, this home offers the perfect combination of convenience and resort-style living. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance lifestyle, this exceptional Villa Amalfi home is ready to impress. Simply bring your suitcase and start enjoying the Florida lifestyle.
Listing Agent: Charles Buky (941-228-6086)
2227 CIRCLEWOOD DR #52, SARASOTA, FL 34231
$289,90020 Days on yellowkey MLS ID: A4696035
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1974 Tax: $1,597 (2025)Community: Woodside VillageSpa: YesVilla
Taxes:$1,597
Remarks: Recently extensively remodeled villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
6099 BENEVENTO DR, SARASOTA, FL 34238
$414,90035 Days on yellowkey MLS ID: A4694160
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $5,000 (1.2%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $416 Tax: $3,119 (2025)Community: Isles Of SarasotaSpa: YesVilla
Taxes:$3,119
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Under contract-accepting backup offers. Welcome to your slice of paradise! This exceptional 3-bedroom, 2-bathroom waterfront villa perfectly blends maintenance-free living with the serene ambiance of coastal life. From the moment you step inside, you are greeted by an expansive, open-concept floor plan designed to maximize natural light. The "light and bright" interior features soaring ceilings, fresh neutral tones, and wall-to-wall windows that frame breathtaking, tranquil water views. The heart of the home flows seamlessly into a spacious living area, ideal for both quiet afternoons and vibrant entertaining. Step through the sliding glass doors onto your private lanai to enjoy morning coffee or evening sunsets over the water. The primary suite serves as a peaceful retreat, complete with an en-suite bath and generous closet space, while two additional bedrooms provide ultimate flexibility for family, guests, or a dedicated home office. Don't miss this rare opportunity to own a sunlit waterfront sanctuary! There are accordion shutters protecting the sliders and master bedroom windows and steel hurricane shutters for the remaining windows. The AC was replaced in 2021 and the water heater in 2023. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail, COSTCO and Publix, and all the cultural venues downtown Sarasota provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
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