Location: Sarasota
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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
Elementary School: Gocio Elementary
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
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
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
Tax Year: 2024
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
High School: Sarasota High
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
Elementary School: Ashton Elementary
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
Elementary School: Gulf Gate Elementary
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
Elementary School: None
High School: None
Middle School: None
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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
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)
1325 GLEN OAKS DR E #133, SARASOTA, FL 34232
$178,000246 Days on yellowkey MLS ID: A4668597
REDUCED by $6,000 (3.3%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1974 Tax: $946 (2024)Community: Glen Oaks Ridge Villas 2Villa
Taxes:$946
Remarks: THE BEST DEAL IN GLEN OAKS JUST GOT BETTER. Exceptional 2BR/2BA Villa in Glen Oaks Ridge Village (55+ Community) Don’t miss this beautifully maintained 2-bedroom, 2-bath villa located in the sought-after active adult community of Glen Oaks Ridge Village.This spacious home features a primary suite with an ensuite bath & walk-in closet, a formal living and dining room, and a large bonus room perfect for an office, den, or family space. Enjoy the enclosed lanai for relaxing year-round. Outside, you’ll find a covered carport with a long driveway—ample space for up to three vehicles—and an attached laundry room with plenty of extra storage. Main rooms feature Shaw oak style laminate flooring. Also, a pre-listing inspection was done & a few minor items found that are being addressed. This is a purchase you can make with peace of mind and then enjoy all the amenities of this active & well located +55 community. Community amenities include a clubhouse with a heated pool, kitchen, game room, and social activities, offering endless opportunities for connection and recreation. The neighborhood is golf-cart friendly and sits just across from the Bobby Jones Golf Course, minutes from downtown Sarasota, shopping, dining, and beaches. Property has been pre-inspected for buyers peace of mind. Updates include impact windows & Shaw oak laminate floors.
3618 MEDFORD LN #1538, SARASOTA, FL 34232
$255,00020 Days on yellowkey MLS ID: A4694975
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1651 Built: 1975 Tax: $2,660 (2025)Community: Village Green Sec 15Spa: NoVilla
Taxes:$2,660
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Experience easy, low-maintenance living in this beautifully updated 2-bedroom, 2-bath residence located in the desirable 55+ Village Green community. Offering 1,651 square feet of comfortable living space, recent improvements include impact windows (2022), a new HVAC system (2022), roof replacement (2024), updated flooring, and a recently replaced dishwasher. Designed for both everyday comfort and entertaining, the spacious living and dining areas flow seamlessly into a bright Florida Room overlooking tranquil park-like green space just beyond your back door. Enjoy peaceful mornings, relaxing afternoons, and scenic views from this inviting retreat. Village Green residents enjoy access to a heated community pool, walking paths, mature oak trees, and beautifully maintained landscaping. Conveniently located near award-winning beaches, shopping, dining, medical facilities, and public transportation, this home combines comfort, convenience, and an active Florida lifestyle in one exceptional package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
3444 EL RADO CT #8418, SARASOTA, FL 34232
$239,99990 Days on yellowkey MLS ID: A4685267
REDUCED by $10,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $1,434 (2025)Community: Village Plaza Sec 4Villa
Taxes:$1,434
Remarks: Welcome to 3444 El Rado Court, where peaceful cul-de-sac living meets the convenience of a prime Sarasota location. Tucked away in one of the area’s most convenient and well-established neighborhoods, this inviting 2-bedroom, 2-bath home offers solid bones and a smart, functional layout — ideal for full-time living or a warm-weather retreat. Located within a desirable 55+ maintenance-free community, residents enjoy access to a clubhouse with a large heated pool, grilling area, sauna, fitness center, shuffleboard, billiards room, and library. The community also hosts a wide variety of activities and social events, from pickleball and cards to water exercise, happy hours, and more. Situated in the heart of Sarasota, this home places you just minutes from award-winning Siesta Key and Lido beaches, downtown Sarasota’s dining, arts, and entertainment, as well as shopping, parks, and everyday conveniences. Whether you’re seeking the perfect year-round residence or a delightful seasonal getaway, this property offers an appealing blend of value, comfort, and location that suits any lifestyle. Don’t miss this well-priced opportunity — it’s one you won’t want to overlook. *Seller is offering a $2,500 flooring allowance at closing*
Listing Agent: Lori Smith (941-275-1955)
7751 WANING MOON WAY, SARASOTA, FL 34241
$399,678125 Days on yellowkey MLS ID: A4683274
REDUCED by $50,000 (11.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $448Community: Esplanade At Skye RanchVilla
Taxes:$0
Remarks: Under Construction. What's Special: Pond View | Close to Amenities | Close to Trails | Dedicated Study. New Construction – June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ibis at 7751 Waning Moon Way in Esplanade at Skye Ranch! The Ibis offers a bright and thoughtfully designed layout with open living spaces that feel welcoming from the moment you step inside. The gathering room flows easily into the designer kitchen, creating a comfortable place for cooking, relaxing, and spending time with others. A private study sits nearby and provides a quiet spot for work or cozy moments at home. The primary suite serves as a peaceful retreat with a spacious walk-in closet, dual vanity sinks, an expansive shower, and a private commode. A secondary bedroom and full bathroom complete the home and offer comfort for family or guests. Additional Highlights Include: tray ceiling package, study with pocket doors, extended patio cage with screened roof, 8' interior doors throughout, whole house impact windows, pre-plumb for laundry sink in laundry room, apron front kitchen sink, additional flush mount LED lights, vinyl plank, upgraded 42" kitchen cabinets and upgraded quartz countertops. Photos are for representative purposes only. MLS#A4683274 - 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!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5860 HELICON PL, SARASOTA, FL 34238
$409,00053 Days on yellowkey MLS ID: A4691516
REDUCED by $10,900 (2.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 2002Monthly Fee: $476 Tax: $3,143 (2025)Community: VillagewalkVilla
Taxes:$3,143
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained Capri III Extended Villa, built by DiVosta Homes and designed for both comfort and an active lifestyle. This thoughtfully upgraded residence features durable tile flooring throughout the main living areas and engineered wood flooring in the bedrooms, combining style with easy maintenance. The open-concept layout includes a spacious great room with soaring vaulted ceilings, a dedicated dining area, and an inviting open kitchen highlighted by granite countertops and stainless-steel appliances—including newer microwave, range, dishwasher, and refrigerator. Step outside to your oversized screened lanai, recently rescreened and finished with a stamped patio surface, where you can relax and enjoy tranquil water views year-round. A separate laundry room with utility sink and built-in cabinetry adds everyday convenience. Located within the highly sought-after, gated community of VillageWalk, residents enjoy lush, beautifully landscaped grounds perfect for walking, biking, or cruising by golf cart. The community offers an unmatched array of amenities, including a clubhouse with state-of-the-art fitness center, library, and event space, along with six Har-Tru lit tennis courts, pickleball courts, bocce ball, and basketball courts. Relax in the resort-style geothermally heated pool or swim laps in the dedicated lap pool. VillageWalk’s Town Center features a full-service restaurant, boutique, hair salon, gas station, and a poolside tiki bar—bringing sun and fun right to your doorstep. With an onsite HOA manager and activities director, there’s always something to enjoy. Ideally located near the world-renowned Siesta Key Beach and with easy access to the Legacy Trail, as well as shopping, dining, and entertainment, this home truly offers the best of Florida living.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231
$225,00012 Days on yellowkey MLS ID: TB8517647
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1974Monthly Fee: $695 Tax: $1,028 (2025)Community: Woodside Village EastVilla
Taxes:$1,028
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 2242 Circle Wood Drive, a beautifully maintained 2-bedroom, 2-bath villa offering the perfect blend of comfort, convenience, and maintenance-free living in one of Sarasota’s most desirable locations. Inside, you'll find spacious living areas filled with natural light, an inviting floor plan, and a beautiful sunroom/den that provides the perfect space for a home office, reading room, or additional living area. Covered parking adds everyday convenience, while the lush tropical landscaping creates a peaceful setting you'll love coming home to. The community amenities elevate the lifestyle even further with a heated pool, tennis and pickleball courts, and beautifully maintained grounds. Location is everything, and this villa delivers. You're just minutes from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, world-class dining, shopping, entertainment, and golf. Whether you're looking for a full-time residence, seasonal retreat, or low-maintenance Florida getaway, this villa offers the Sarasota lifestyle you've been dreaming of.
Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)
Listing Agent: Danielle Davis (813-526-5002)
5047 LAKESCENE PL, SARASOTA, FL 34243
$390,00040 Days on yellowkey MLS ID: A4691936
REDUCED by $5,000 (1.3%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1470 Built: 2000Monthly Fee: $308 Tax: $2,152 (2025)Community: Avalon At The Villages Of Palm-Aire 1Villa
Taxes:$2,152
Remarks: Looking for a move-in-ready villa in Sarasota with modern updates, low-maintenance living, and a prime location near golf, shopping, dining, and Gulf beaches? Welcome to one of the most desirable villa opportunities in Avalon at The Villages of Palm Aire, a gated Sarasota community known for its peaceful setting, mature landscaping, and convenient access to everything today’s buyers are searching for. This beautifully updated 2-bedroom, 2-bathroom villa with a 2-car garage offers the perfect combination of comfort, functionality, and Florida lifestyle living. Inside, you will immediately notice the fresh interior repaint completed in April 2026, creating a bright and neutral feel throughout the home. Major updates include a new roof installed in 2020 and a brand-new AC system installed in May 2026, providing valuable peace of mind and energy efficiency for years to come. The spacious floor plan offers comfortable everyday living with an open and connected layout ideal for entertaining guests or enjoying quiet evenings at home. The updated kitchen serves as the heart of the home, featuring generous workspace, ample cabinetry, and seamless flow into the dining and living areas. Both bathrooms have been tastefully renovated, allowing buyers to move right in without the expense or hassle of future renovations. One of the standout features of this Sarasota villa is the expansive screened-in lanai, offering peaceful outdoor living year-round. Whether you are sipping morning coffee, reading a book, entertaining friends, or enjoying the sounds of nature, this private outdoor retreat captures the relaxed Florida lifestyle buyers dream about. Located in the highly sought-after Palm Aire area of Sarasota, Avalon at The Villages of Palm Aire offers gated, maintenance-free living with convenient access to UTC shopping and dining, Lakewood Ranch, SRQ Airport, downtown Sarasota, championship golf courses, and the world-famous Gulf Coast beaches. This property is ideal as a full-time residence, seasonal home, winter retreat, or investment opportunity in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Cruse, Llc (727-459-8520)
7287 ELEANOR CIR #15, SARASOTA, FL 34243
$339,00075 Days on yellowkey MLS ID: A4689525
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1984Monthly Fee: $557 Tax: $1,957 (2025)Community: Pinehurst Sec IVilla
Taxes:$1,957
High School: Braden River High
Remarks: You won't want to miss this open and spacious 2/2 Maintenance Free Villa with a huge den/office (possible third bedroom). Located in desirable Pinehurst Village Community within the Palm Aire Country Club Neighborhood. This home is nestled in this lovely quiet serene neighborhood. You will find this home features a large open Living - Dining room concept with vaulted ceilings, A full sized eat in kitchen with Quartz Countertops and GE appliances. A very spacious master bedroom features a private bath and over sized 6'x 10' walk-in closet. Plenty of room for family and friends in the second bedroom which also features its own walk in closet. Huge glassed in, tiled lanai off the living room, master bedroom and den. Easy to maintain ceramic tile and luxury vinyl thru out this magnificent home. Spacious two car garage with storage cabinets, workbench and overhead an overhead rack to finish off some great storage options. A rather long driveway for off street parking. You'll also find a full size washer and dryer laundry room off the kitchen area. Community pool, Clubhouse for special events you might want to host along with tennis courts. Close to Rt 75, Downtown Sarasota, Bradenton and the Beautiful Gulf Beaches, Golf Courses, UTC Mall, the upcoming Mote Aquarium, shopping and dining. Minutes to SRQ Airport, and a short drive to TPA, RSW, PGD airports are 60-90 mins away. This is the perfect location to enjoy the Florida life style. Enjoy the mixture of Villa's, Condo's, Single Family Homes that make living amongst the many preserves and lakes within a golf course community a pleasure to live. This is the perfect location to enjoy the Florida life style. Located adjacent to Palm Aire Country Club, membership is not required but multiple membership levels are available through the country club. BETTER HURRY AT THIS PRICE AND IN THIS NEIGHBORHOOD, THIS HOME WILL NOT LAST!!!!!!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.