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$349,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Stunning golf course views and easy living await in The Meadows, a park-like oasis in a phenomenal location! A canopied street and quiet cul-de-sac welcome you to this sought-after maintenance-free enclave. Inside, natural light, an ideal floor plan and graceful arched hurricane-glass windows frame beautiful golf course views accented by majestic oaks. The spacious kitchen features Brazilian Giallo granite countertops, white cabinetry and appliances, plus convenient access to the grilling patio. You’ll especially enjoy the relaxing Florida room, where serene golf course views create a setting for morning coffee, curling up with a book or entertaining friends. Enjoy all this peace and tranquility while being just five minutes from 90-plus restaurants and all the fun that makes The Meadows such a special place to call home. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (recreational/bike) Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, dining and entertainment destination. Additional peace of mind comes with a 2025 shingle roof, hurricane-glass impact windows in Florida room and above flood plain in zone X.

5515 Chanteclaire Unit 41, Sarasota
$440,000
3 Beds ⋅ 2 Baths ⋅ De Soto Lakes SubDv. ⋅ 34235 Zip Code
SARASOTA POOL HOME! Rare 3/4-bedroom pool home opportunity just minutes from UTC Mall and right off University Parkway! Close to shopping, restaurants, Mote Marine Aquarium, and Sarasota-Bradenton International Airport, this charming 3-bedroom, 2-bath, 2-car garage pool home is ready for you and priced to sell. Well cared for and full of character, this Sarasota home offers a great mix of comfort, space, and outdoor living in a convenient location. The split floorplan offers 1,376 square feet with a spacious living room, dining room, central kitchen, bonus room that can be used as an office or 4th bedroom if needed, primary bedroom with a large walk-in closet, and two spacious guest bedrooms. Step outside and enjoy the 12x30 covered lanai with swing, stone patio, 10x10 storage shed, 15x30 in-ground caged pool, and fenced yard. There is plenty of room to relax, entertain, and enjoy Florida living right at home. This well-loved, family-owned home has been in the family for many years and has been carefully maintained. Inside, natural light and thoughtful details create a warm and inviting feel. Enjoy the light-filtering French windows in the cozy living room, crown molding, ceiling fans in most rooms, and tiled front foyer. As you enter the dining and kitchen area, glass double doors open directly to the pool patio, making indoor-outdoor living easy and enjoyable. A sparkling blue pool can be viewed from most rooms, adding a cheerful touch to the home. The kitchen features granite countertops, a newer refrigerator, stainless double sink, and a convenient pass-through window to the pool area. Most windows are double-pane for added comfort. Outside, enjoy the lovely wooded setting in a friendly neighborhood. This Sarasota pool home is also a short drive to Siesta Key Beach, Sarasota Memorial Hospital, the Ringling Museum, and more. With its pool, flexible floorplan, spacious outdoor areas, and prime Sarasota location, this home is a wonderful opportunity. Call us today for your private viewing!

3727 Prado Drive, Sarasota
$449,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Virtually Staged. Enjoy low-maintenance Florida living in The Meadows, a park-like oasis in a phenomenal location! A canopied street and a desirable corner lot welcome you home. Inside, natural light, walls of disappearing sliders and a private yard set the stage for seamless indoor-outdoor living. You will especially love the peaceful screened-in lanai, perfect for enjoying morning coffee, relaxing with a good book or entertaining friends. A thoughtfully designed split bedroom provides privacy for all with the spacious primary suite and den on one side and a guest en suite on the other. All this tranquility is just five minutes from 90+ restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (walk/bike) Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. Additional peace of mind comes with a 2025 A/C, 2023 shingle roof and above flood plain in zone X.

3522 Ferndell, Sarasota
$429,000
3 Beds ⋅ 2 Baths ⋅ Oakley Green SubDv. ⋅ 34235 Zip Code
Welcome to 4449 Oakley Greene, a spacious three-bedroom, two-bath end-unit villa in the desirable Meadows community of Sarasota. Offering added privacy and natural light, this inviting residence provides a wonderful opportunity to enjoy the relaxed Florida lifestyle in one of Sarasota’s most established and beautifully landscaped communities. The versatile three-bedroom floor plan offers plenty of space for guests, a home office or hobby room. The primary suite features an updated bath, creating a comfortable private retreat. As an end unit, the villa enjoys a more open feel and additional privacy, ideal for year-round living or a seasonal Sarasota getaway. Life in The Meadows is about so much more than your home. This vibrant community is known for its miles of recreational and biking trails, mature landscaping, lakes and natural surroundings, creating a peaceful setting for an active Florida lifestyle. Residents can enjoy the community’s many recreational and social opportunities, with golf, tennis, pickleball and additional amenities available through The Meadows Community. The location is exceptional. Just minutes from University Town Center (UTC), you'll have an impressive selection of shopping, restaurants and entertainment nearby. Downtown Sarasota, cultural attractions, medical facilities and the area's renowned Gulf Coast beaches are also within easy reach. Whether you're looking for a full-time residence or a Florida retreat, 4449 Oakley Greene offers the space, location and lifestyle that make The Meadows such a sought-after Sarasota community.

4449 Oakley Greene Unit 1, Sarasota
$669,900
3 Beds ⋅ 3 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
Welcome to this charming villa in The Meadows, one of Sarasota’s most sought-after communities! This beautifully maintained home offers comfortable Florida living with a bright, open layout and a relaxing atmosphere. Enjoy a peaceful setting surrounded by mature landscaping and the natural beauty The Meadows is known for. Residents enjoy an exceptional lifestyle with miles of walking and biking trails, lush green spaces, community amenities, and convenient access to shopping, dining, I-75, downtown Sarasota, and the beautiful Gulf Coast beaches. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this villa is a wonderful place to call home. Come experience the relaxed Sarasota lifestyle at The Meadows!

4044 Penshurst Park, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Villas Of Papillion SubDv. ⋅ 34235 Zip Code
Beautiful END-UNIT, one level VILLA in Papillon at The Meadows, where EASY Florida living meets an unbeatable Sarasota location! This 2-bedroom (split floorplan), 2-bath home features an updated kitchen, low-maintenance tile and hardwood flooring, a two-car garage, and a fabulous enclosed Florida SUNROOM wrapped in glass sliders overlooking peaceful greenspace. It is the kind of room you will actually use, whether you are enjoying morning coffee, reading a book, working from home, or simply watching the Florida landscape outside. UPDATES include a NEW A/C in 2022, plus the TILE ROOF was replaced by the association in 2012, and BOTH bathrooms have been tastefully updated, adding to the home's move-in ready appeal. The MAINTENANCE-FREE LIFESTYLE makes this an ideal lock-and-leave home for snowbirds, frequent travelers, or year-round residents. And then there is THE MEADOWS lifestyle. Miles of walking and biking trails wind throughout the neighborhood, with PICKLEBALL, TENNIS, GOLF and a JR. Olympic-size pool adding even more ways to enjoy the Florida sunshine. Papillon even has its own memorable amenity: the community POOL sits on an ISLAND, reached by a charming bridge. The LOCATION is hard to beat. You are minutes from UTC, Nathan Benderson PARK, MOTE SEA, LAKEWOOD RANCH, countless restaurants, shopping and entertainment, with easy access to I-75 and Tampa. Head to UTC for monthly Cars & Coffee, meet friends for dinner at one of the many nearby restaurants, or simply stay close to home and enjoy everything that makes life in The Meadows so appealing. This is not just an easy home to own. It is an easy Florida lifestyle to enjoy.

3252 Ringwood Meadow Unit 81, Sarasota
$435,000
2 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
Virtually Staged. **Waterfront Elegance in an Exclusive Enclave of Just 100 Homes** Tucked among mature trees and lush landscaping, this exceptional 2-bedroom, 2-bathroom residence offers a rare combination of privacy, space, and Gulf Coast sophistication. With 2,079 square feet of beautifully arranged living space, this waterfront pool home invites you to slow down and savor Florida living at its finest. Beyond the two-car garage lies a floor plan designed for both connection and quiet. A dedicated office/den provides the perfect work-from-home retreat, while the family room, anchored by a cozy fireplace, sets the stage for memorable gatherings. Formal living and dining rooms add a touch of grace, and the eat-in kitchen keeps mornings casual and convenient. Outside, glistening water views and a private pool create your own personal oasis. The interior as well as the exterior were freshly painted July 2026. A new roof was added in 2025. The setting is every bit as impressive as the home itself. Residing in one of the area's most coveted communities, you'll enjoy the serenity of tree-lined streets while remaining minutes from University Town Center — Sarasota's premier destination boasting 150-plus stores and restaurants. Culture seekers will love the short drive to downtown's vibrant arts district, home to the Sarasota Orchestra, Sarasota Ballet, and the iconic Van Wezel Performing Arts Hall. Everyday essentials are close, too. Whole Foods Market, Conservatory Park, and convenient bus access are all nearby, and families will appreciate Foundations Christian Montessori Academy just steps away. This is refined Sarasota living — schedule your private tour today.

4468 Ascot Circle N, Sarasota
$475,000
3 Beds ⋅ 2 Baths ⋅ Chimney Creek SubDv. ⋅ 34235 Zip Code
Charming and spacious, this 3-bedroom, 2-bath home offers 2,112 square feet of comfortable living space in the desirable Chimney Creek community. The thoughtfully designed layout features both a formal living room and a welcoming family room, providing plenty of space for everyday living and entertaining. The open kitchen showcases beautiful quartz countertops, stainless steel appliances, and a seamless connection to the main living areas. A large laundry room adds convenience and functionality. Outside, enjoy an expansive 0.3-acre yard with a serene private preserve view—offering a peaceful backdrop and added privacy. Located in Chimney Creek, this home is tucked within a well-established neighborhood known for its quiet residential setting and convenient location, while still being close to shopping, dining, parks, schools, and the many amenities of the surrounding area. With its generous lot, peaceful views, and versatile interior spaces, this home offers a wonderful blend of comfort, privacy, and location.

4537 Chimney Creek Drive, Sarasota
$499,900
4 Beds ⋅ 2 Baths ⋅ Beekman Estates SubDv. ⋅ 34235 Zip Code
Some homes earn a spot on my A-List because they bring the right things together, and this Sarasota home is one of them. 4 bedrooms • 2 bathrooms • 2,067 sq. ft. • 2-car garage • One-story living Offered at $499,900, this move-in-ready home gives you the space of four bedrooms with a comfortable open layout, high ceilings, a well-equipped kitchen, a private primary suite, and a lanai that extends everyday living outdoors. Recent updates add even more value, while the gated Beekman Estates community brings access to a pool, clubhouse, pickleball, tennis, and more. And when location matters, you're conveniently positioned for Downtown Sarasota, UTC, Lakewood Ranch, the airport, I-75, and the Gulf Coast. This one checks enough boxes to make THE A-List. I'll open the door. Contact me for a private tour. Room sizes are approximate. All information provided herein is believed to be true and accurate, but is not guaranteed. Buyers are responsible for verifying all information.

3333 Yonge Avenue Unit 13, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Virtually Staged. Enchanting opportunity in The Meadows, a park-like oasis in a phenomenal location! Cocooned in a lush Old Florida preserve, this very private pool home offers the ease of maintenance-free living and the seclusion of a remote forest retreat yet remains remarkably close to everything Sarasota has to offer. Inside, high ceilings and tall walls of glass fill the home with natural light and adorn it with serene, lush preserve views from nearly every room. The ideal great-room floor plan offers comfortable living with no wasted space. The open kitchen features white cabinetry, Silver Pearl granite countertops and stainless appliances. A split-bedroom design provides privacy, with the spacious primary suite on one side and two guest bedrooms on the other. Surrounded by mature trees and tropical vegetation, the home feels like a hidden treehouse in the forest. All this tranquility, yet just five minutes from 93 restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy (bike) Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. 2025 water heater, 2023 A/C, 2010 tile roof, maintenance-free, pool needs new surface ($10K), above flood plain in zone X.

2929 Sandringham Place, Sarasota
$425,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Soul-nurturing pond views framed by an Old Florida preserve create a serene setting in one of The Meadows desirable enclaves, a park-like oasis in a phenomenal location. Meandering, canopied streets, a paver driveway and gated courtyard welcome you home. Inside, high ceilings, abundant natural light, hardwood floors in the great room and a shimmering Marina glass-mosaic fireplace set the stage, while tranquil pond and preserve views provide a beautiful backdrop to everyday living. The primary suite is a relaxing retreat with a shaker-style dual vanity topped with Bianco Carrara quartz, a glass-enclosed step-in shower and a generous walk-in closet with a custom organizer system. The Florida room may quickly become your favorite spot, ideal for relaxing, entertaining or simply enjoying the peaceful views and daily parade of birds. Truly special! On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar, and at a reasonable fee, a fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2023 air-conditioning system, 2018 re-plumbing, 2007 tile roof, which is the condominium’s responsibility, and above flood plain in zone X.

3331 Hadfield Greene Unit 49, Sarasota
$599,000
4 Beds ⋅ 4 Baths ⋅ Maple Ridge SubDv. ⋅ 34235 Zip Code
Discover a rare opportunity to own a spacious, well-maintained 4-bedroom, 3½-bath home offering 3,269 square feet of living space on a large 19,526-square-foot lot—nearly half an acre. One of the property's most unique features is its private attached guest apartment, complete with its own separate entrance, bedroom, bathroom, kitchen, comfortable sitting area, and private back porch. Whether used for visiting friends, extended stays, a private retreat, or other needs, this flexible space offers a level of privacy and versatility that is hard to find. The main home provides plenty of room for comfortable everyday living and entertaining, while multiple covered outdoor areas extend the living space and provide inviting places to relax and enjoy the Florida lifestyle. The expansive side yard offers something increasingly difficult to find—room to create. There is ample space for the new owner to add features that suit their lifestyle, whether that's a pool, outdoor kitchen, additional entertaining space, garden, recreation area, or something entirely their own. With its generous lot, spacious interior, unique private guest apartment, abundant covered outdoor space, and room for future possibilities, this is a truly distinctive property offering space, privacy, flexibility, and opportunity.

4841 Sunday Court, Sarasota
$299,999
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
BRAND NEW ROOF, Completely freshly painted throughout, brand new carpet in the primary bedroom never lived on, this is a MUST SEE! Location Location Location want to be in the MEADOWS with a garage? Updated Kitchen with new appliances and flooring already done. Beautiful peaceful setting to enjoy year round or seasonally. Two bedroom and two bathroom with space for a potential 3rd bedroom or office. Great floorplan and flow with natural light. A short drive or bike ride to the Meadows Village Center and 15 miles of scenic walking/biking trails. Meadows residents also enjoy a new fitness/activities center with state-of-the-art equipment, an activities director, three golf courses (discounted rates to residents), roaming security throughout the community, a Junior Olympic pool, dining options, pickleball, and 17 Har-Tru tennis courts. (Membership plans for some of the amenities are required but totally optional.) There are many clubs, lectures, and social events scheduled through the Meadows Country Club. All residents receive The Meadoword, a monthly community publication which features general information as well as news and schedules of upcoming events. Conveniently located near the UTC corridor and its fabulous dining and retail options, the Meadows has easy access to the Sarasota airport, I-75, the area’s world-class beaches, and beautiful downtown Sarasota with its outstanding theatre, opera, ballet, museums, restaurants, and the award-winning Marie Selby Botanical Gardens! This villa is in a gorgeous, much-desired community. Make an appointment to tour it today! AC 2014

5273 Villa Majorca Court Unit 25, Sarasota
$309,900
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Beautiful 2-bedroom 2 bath, Villa in The Villas of Papillion IN the Meadows! The Lake View You've coveted! Close to everything, Downtown Sarasota, 7 miles, St. Armands Bridge 8 miles, AND the #1 rated beach in the world, Siesta Key beach only 10 miles. Enjoy the tranquil water views, walk the bridge to the most unique pool setting within The Meadows. Set on an island this pool beckons you to escape and enjoy the peace and privacy. Located just steps away from your back door makes it almost your very own. Read a book, watch the birds wade the shoreline and stalk their prey, or simply capture the picture-perfect reflection of clouds cast upon the calm waters. The Meadows, an oasis set in the best location in Sarasota. Take advantage of UTC if you want convenience to 5-star dining, shopping, entertainment and recreation, yet seek the ability to retreat in just minutes to the comfort and seclusion of The Meadows community. You may choose to never leave The Meadows with 1,650 park like acres. 14 miles of biking and hiking trails that wind through lush trees, gardens and shimmering lakes.

3130 Ringwood Meadow Unit 44, Sarasota
$334,900
2 Beds ⋅ 2 Baths ⋅ Chelmsford Close SubDv. ⋅ 34235 Zip Code
BEST VALUE in The Meadows for a 2/2/2 villa! This wonderfully situated villa with a fabulous golf course and water view is your chance to apply your decorating ideas to create a truly stand-out property. Enter your private courtyard through the iron gate and step into your villa through the 6ft wide hallway. The 10 foot ceilings are capped with classic crown molding and picture molding. Enjoy the view and fresh air with your morning coffee or favorite refreshment on the lanai. The master suite will pamper you with a dressing/makeup area, walk-in closet, walk-in shower and direct access to the lanai. Storm protection is provided by the electrically operated shutters and steel-reinforced garage door. Chelmsford Close is one of the most recently constructed communities in The Meadows- you’ll find no popcorn ceilings, or cast iron plumbing, and the property is outside of the flood zones. The villa is of solid block construction capped with barrel tile roofs and the very reasonable condo fees cover ALL exterior maintenance, and even include high speed Fiber-Optic internet service. The Meadows offers numerous recreational activities, including 16 miles of walking/biking trails, 3 Golf courses, tennis and pickleball courts, a fitness center and even a dog park. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. THIS is the Sarasota lifestyle!

3386 Chelmsford Court Unit 7, Sarasota
$300,000
3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
Virtually Staged. Looking for maintenance-free living? This home is it! Situated on a preserve lot, this 3-bedroom, 2-bath home is full of charm. Volume ceilings greet you upon entering and immediately reveal the peaceful preserve view. The enclosed lanai, with its broad sliding doors, offers birdwatching and a chance to enjoy nature at its best. Rich wood luxury laminate flooring and high ceilings accent the main living area. Your family’s cooking enthusiast will love the expansive granite counters for meal prep and the high breakfast bar for serving quick meals. In the main living area, there is plenty of room for a dining table by the tall arched window, which lets in natural light. The main living area is spacious enough to stretch out on sumptuous lounges. The enclosed lanai provides an additional space for dining, reading, or relaxing. The bedrooms are split, with the Primary bed and bath situated in the quietest corner of the home. The Primary closet is spacious and outfitted with shelves, providing ample storage. The 2nd bedroom is split from the Primary, with the 3rd bedroom in the middle. If you need an office space or craft room, the 3rd bedroom is perfect for this setup, with its large arched window, making it ideal for a flex bedroom, office, or craft area. An attached two-car garage containing storage for those extra items completes the home. The home was built as a standalone residence, nestled among mature foliage. This property is just minutes away from I-75, UTC Mall, great restaurants, the airport, all the amenities of Lakewood Ranch and Waterside, great beaches, and downtown Sarasota. Nature trails around the lakes allow residents to enjoy all the beauty and nature this community has to offer. A MUST SEE!

4461 Ascot Circle N, Sarasota
$332,000
3 Beds ⋅ 3 Baths ⋅ Kensington Park SubDv. ⋅ 34235 Zip Code
NEW ROOF 8.1.2026! This 3-bedroom, 3 bath home in Sarasota offers a split bedroom floorplan that creates flexibility for various uses. The layout separates the primary suite from the secondary bedrooms, a practical design for occupants seeking privacy or rental potential. Bedroom 3 includes an efficiency kitchen, providing a living setup ideal for multi-generational households or rental scenarios. The home requires updates and attention, but the bones and spatial layout provide a solid foundation to work from. This is an opportunity to acquire real estate in an established Sarasota location at a price that reflects the current condition. If you're ready to explore the potential here, schedule a showing today.

3234 Dante Drive, Sarasota
$512,900
3 Beds ⋅ 2 Baths ⋅ Swaan Acres SubDv. ⋅ 34235 Zip Code
Welcome home! This beautifully updated Sarasota retreat is nestled on a rare ½-acre homesite shaded by majestic oak trees and tucked away along a peaceful canopy road. Offering the perfect blend of privacy, space, and modern updates, this 3-bedroom, 2-bath home delivers a private, rural lifestyle that's close to all the everyday conveniences, culture and of course, world class beaches that Sarasota is known for. Step inside to discover a thoughtfully renovated, open floorplan with tile flooring throughout. The spacious kitchen is truly the heart of the home, featuring rich, maple cabinetry with soft close doors and dove tail drawers. Granite countertops, stainless steel appliances and a breakfast bar peninsula complete this modern kitchen that opens up to the main living spaces. Bedrooms and bathrooms are located down a private hallway just off the living room. Bedrooms are situated for maximum privacy. The primary ensuite and the guest bathroom have been tastefully updated with travertine tile, granite vanity tops, and quality finishes throughout. Recent major improvements provide peace of mind, including a new roof (2023) and new RUUD A/C system (2024) with transferable warranty, UV light system, and cleaned ductwork and a new garage door (2026) Outside, the oversized lot offers endless possibilities. With no deed restrictions, there's ample room for a pool, workshop, boat parking, RV storage, or future expansion. The expansive concrete patio spanning the rear of the home creates the perfect setting for outdoor entertaining, relaxing under the oaks, or designing your dream backyard oasis. Conveniently located near shopping, dining, downtown Sarasota, and the area's world-famous beaches, this property combines the freedom of country-style living with the convenience of city amenities. If you're searching for updated living, room to grow, and a truly unique lot, 3304 Swaan Lane is a must-see.

3304 Swaan Lane, Sarasota
$499,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
One of a kind! Welcome to this beautifully updated villa on the 14th fairway of the Meadows Golf Course. Enjoy stunning golf course views from the builder’s choice lot in Chanteclaire. Fully updated in 2023, the interior features luxury vinyl flooring, crown molding and abundant natural light. The open kitchen boasts stainless-steel appliances, Malibu quartz countertops, a new tile backsplash and Oxford Maple soft-close cabinetry with direct access to the grilling patio. Perfect for entertaining, the living room includes new custom cabinetry, a matching quartz countertop and a built-in wine fridge. The spacious primary suite serves as a true retreat, complete with a custom walk-in closet and a sliding door that opens to peaceful nature views. The present owners have added extensive premium updates for ultimate comfort and peace of mind. The home features full-height, custom PGT hurricane-rated windows and doors throughout, powered aluminum hurricane shutters and plantation shutters in the dining room and bedrooms. Mechanical and structural upgrades include a high-efficiency Trane variable-speed HVAC unit and a new shingle roof installed in 2025 with 71 additional joist clips for enhanced wind protection. This property sits at a 33-foot elevation in Flood Zone X, making it the perfect choice for a secure, lock-and-leave Florida lifestyle. Outside, a quiet cul-de-sac location, paver driveway and charming courtyard welcome you home. Mature shade trees, colorful sunsets and a daily parade of local birds frame the golf course views. The villa is also just a short distance from two heated community pools. The comprehensive HOA fee covers exterior insurance, maintenance-free yard care, irrigation, pest control, exterior cleaning and painting, roof maintenance, dryer vent cleaning, neighborhood pools and basic cable. Set within the 1,600 park-like acres of The Meadows, this resort-style community offers an active social calendar, 14 miles of scenic trails, championship golf courses, a junior Olympic pool, pickleball, Har-Tru tennis and a fitness center. You are just 15 minutes from downtown Sarasota, Bradenton, Lakewood Ranch and Sarasota International Airport and mere minutes from Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail and premier dining at University Town Center. Experience worry-free Florida living at its finest!

5475 Chanteclaire Unit 58, Sarasota
$749,000
3 Beds ⋅ 3 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Warm contemporary design, impact-windows peace of mind, tranquil golf course views and a phenomenal location come together in Penshurst Park, The Meadows’ premier maintenance-free enclave. A canopied street, paver driveway and charming courtyard welcome you home. Inside, this beautifully updated residence feels light and open, with high ceilings, abundant natural light, specialty LED lighting, tall windows and walls of sliders that frame deep golf course views and a daily parade of birds. The chef’s kitchen impresses with Greystone Cambria quartz countertops, KitchenAid and Bosch appliances, including a multi-mode wall oven and induction cooktop and soft-close cabinetry. Relax in the serene and spacious primary retreat, offering a custom-fitted walk-in closet and a spa-like bath with dual sinks, a soaking tub and a generous Roman shower. All just 300 feet from the heated community pool, near nature trails and all the fun The Meadows has to offer. The Meadows is a sought-after 1,600-acre park-like community just 15 minutes from downtown. Residents enjoy 14 miles of scenic trails and access to a fitness center, a junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center and University Town Center’s shopping, dining and entertainment. A fabulous Florida lifestyle awaits! The residence features 2021 PGT hurricane windows and doors, a 2015 16 SEER air conditioner with an air purifier, a 2005 tile roof, which is the HOA’s responsibility, a whole-house surge protector and is above flood plain in Zone X.

4004 Penshurst Park, Sarasota
$329,900
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Spectacular golf and lake views, plus hurricane glass for peace of mind, in a phenomenal location! Filled with natural light, this two-bedroom plus den end unit villa features high ceilings with crown molding and walls of glass that beautifully bring the outdoors in. The spacious primary suite offers a walk-in closet, dual vanities and a walk-in shower. Relax on the screened lanai and take in the gorgeous sunrise views over the lake and golf course, perfect for morning coffee, reading or entertaining friends. All just a short distance to the heated community pool and a quick ride to everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! 2019 A/C system, 2021 water heater, 2014 tile roof (condo's responsibility), above flood plain in zone X.

3374 W Chelmsford Court Unit 9, Sarasota
$1,190,000
3 Beds ⋅ 3 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
Welcome to 4908 Taywater Dell, an impeccable single-family home located on an oversized quiet Cul-De-Sac lot in the highly desirable Meadows Community. This grand residence features 3 bedrooms, 2.5 elegant baths, a designated home office, and a versatile den, which can easily be transformed to suit your needs. Thoughtfully reimagined from the ground up, this home delivers an unmatched level of craftsmanship and refined living. Every detail has been carefully curated - from the premium COREtec LVP flooring and solid hardwood baseboards to the beautifully restored ceiling trim - all anchored by a classic wood burning fireplace that brings warmth and character to the heart of the home. Once you step into the exceptional gourmet kitchen, you will never want to leave. Generous in size and rich in detail, it delivers on every level. Soft tonal cabinetry, stunning quartz countertops, a classic cast iron farmhouse sink, and a striking marble backsplash set the tone for premium Bosch appliances, an induction cooktop and double wall ovens . A custom cabinetry station with integrated charging and a built-in pantry with roll-out shelving make this kitchen as practical as it is beautiful. Seamlessly connected, the adjacent bar area - with its own quartz countertops and custom white oak shelving - is tailor made for gathering and entertaining with warmth and style. The primary bath feels like a true retreat — a cast iron soaking tub, custom white oak vanity, and Kohler rain shower ground the room in luxury, while large-format tiles, minimal grout lines, and a tankless water heater add refinement and practicality in equal measure. A generously sized walk-in closet is outfitted with a custom white oak modular system, beautifully crafted and wrapped in warm, natural elegance. Outside, the private pool area invites you to slow down. A Pebble Tec finish and marble travertine deck create an effortless backdrop for both quiet afternoons and easy entertaining, completed by an outdoor rain shower and freshly rescreened pool cage. This completely renovated home offers exceptional peace of mind through a comprehensive array of premium upgrades. A brand new double shingle roof installed in 2025 crowns the exterior, while PGT Hurricane Impact windows and recessed sliders, and hurricane rated exterior doors with built in privacy shutters, provide superior protection and security. Smart WiFi thermostats deliver effortless climate control and thoughtfully designed privacy landscaping paired with a dedicated irrigation system complete this stunning residence where every detail, inside and out, has been thoughtfully designed. Nestled just minutes from downtown Sarasota, the UTC Mall, Whole Foods, and Nathan Benderson Park, this home strikes a rare balance between peaceful living and easy access to shopping, dining, and outdoor recreation. Set within The Meadows Community — celebrated for its lush surroundings and warm, neighborly feel — 4908 Taywater Dell offers the kind of setting that's hard to come by. Residents enjoy 14 miles of scenic biking and walking trails and a vibrant social calendar. Live resort style every day with access to a top-tier fitness center, junior Olympic pool, 10 pickleball courts, a premier tennis complex, and beautiful 18 hole golf courses - all at a surprisingly low fee. For buyers who refuse to compromise, this is Sarasota living at its finest. Reimagined with care and crafted with purpose, this beautiful home is ready to be yours!

4908 Taywater Dell, Sarasota
$349,000
2 Beds ⋅ 2 Baths ⋅ Woodmans Chart SubDv. ⋅ 34235 Zip Code
Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.

4391 Woodmans Chart Unit 155, Sarasota
$289,000
2 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
PRICE IMPROVEMENT !!!!! Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely Preserve and this home is located on a Cul-De-Sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.

4779 Tivoli Place, Sarasota
$550,000
3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities

4424 Highland Park Unit 5, Sarasota
$420,000
3 Beds ⋅ 2 Baths ⋅ Meadows The SubDv. ⋅ 34235 Zip Code
Located in the highly desirable The Meadows community near University Town Center, this spacious 3BR/2BA home offers a functional split floor plan, soaring beamed vaulted ceilings, and abundant natural light throughout. Features include hurricane-impact windows, remodeled bathrooms, an updated kitchen with granite countertops and breakfast bar, courtyard entry, and a large enclosed bonus room that expands the living space year-round. Spacious front and back yards provide plenty of room for tropical landscaping or a private vegetable garden. Residents enjoy miles of scenic walking and biking trails, parks, lakes, a junior Olympic pool, fitness center, and a vibrant community social events calendar, along with access to additional optional amenities including golf, tennis, pickleball, and country club dining through available membership programs. Conveniently located near Nathan Benderson Park, The Mall at University Town Center, Sarasota-Bradenton International Airport, I-75, downtown Sarasota, dining, theaters, museums, colleges, shopping, and world-famous Gulf Coast beaches.

4892 Greencroft Road, Sarasota
$449,900
2 Beds ⋅ 2 Baths ⋅ Chanteclaire SubDv. ⋅ 34235 Zip Code
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 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.

5526 Chanteclaire Unit 31, Sarasota
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 34235 Zip Code
A RARE find in Sarasota or Manatee County! This property has an Open Use zoning classification, which allows for a variety of uses beyond residential, and has no deed restrictions. This 2,129 sq ft pool home sits on some of the most private acreage in the area. The fenced property also includes a separate concrete building with power and water, ready to be finished to your specifications. The property backs up to a 77-acre protected preserve, ensuring privacy for years to come. Ideally situated West of I-75 and just a short distance to both downtown Sarasota and the shops and restaurants of University Town Center.

4420 Greenwood Stables Road, Sarasota
$685,000
4 Beds ⋅ 3 Baths ⋅ Tobero Woods SubDv. ⋅ 34235 Zip Code
Virtually Staged. Welcome to your private country retreat—where comfort, charm, and space come together to create the perfect place to call home. Nestled on a quiet dead-end road and set on over half an acre, this inviting two-story residence offers the peace and privacy you’ve been searching for, surrounded by lush greenery and natural beauty. A warm and welcoming front porch sets the tone, ideal for morning coffee or unwinding at sunset. Inside, you’ll find a thoughtfully designed layout featuring three spacious bedrooms upstairs and the primary suite with separate rooms which could be converted to create an ideal private space for family. There is an additional office or den space on the first level which could easily accommodate a 4th bedroom with large closet and storage. The home is perfectly suited for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, showcasing granite countertops, stainless steel appliances, and crisp white cabinetry with convenient pull-out drawers. It flows seamlessly into the family and dining areas, highlighted by rich engineered oak wood flooring that adds both style and durability. Practical touches like an upstairs laundry chute leading to the lower-level laundry room make daily living effortless, while major updates—including a new roof (2023), hot water heater (2025), and dual A/C units (2019)—offer peace of mind for years to come. Step outside and discover your own fenced backyard oasis with ample space and lighting. Designed for entertaining, the expansive brick-paver patio and soaring screened lanai create the perfect setting for gatherings. The private heated pool—with a new heat pump, outdoor hot/cold shower, fire pit, and fully fenced yard—delivers a true resort-style experience right at home. Additional highlights include a spacious garage with a hurricane-rated door, ample storage, a whole-house attic fan, and on the opposite side of the home a private outdoor area complete with its own porch with dedicated power for future self-contained spa and shell deck. The well on the property has a new tank and services 6 water bibs around the exterior. Lovingly maintained by its original owners, this home combines tranquil country living with everyday convenience—just minutes from shopping, dining, an organic farm, and walking distance to Gocio Elementary School. Don’t miss the opportunity to experience this exceptional property—be sure to explore the 3D and aerial tours.

3328 Tobero Lane, Sarasota
$425,000
3 Beds ⋅ 2 Baths ⋅ Hamlets Grove SubDv. ⋅ 34235 Zip Code
Welcome to The Grove at Beekman Place, an inviting, deed-restricted community of just 98 homes known for its friendly, close knit atmosphere. This well-maintained 3 bedroom, 2 bath residence offers a thoughtfully designed split bedroom floor plan with vaulted ceilings and wide plank LVP flooring throughout the main living areas. The open-concept kitchen features granite countertops, stainless steel appliances, a breakfast bar, and stylish pendant lighting, seamlessly connecting to the living and dining spaces...perfect for everyday living and entertaining. Enjoy peaceful lake views from the Florida room overlooking the fenced backyard, or relax on the screened lanai just off the primary suite. The spacious primary bedroom includes sliding glass doors to the lanai, a walk-in closet, and an ensuite bath with double sink vanity, soaking tub, and separate shower. Additional highlights include a 2 car attached garage, roof replaced in 2018, new water heater, and updated A/C compressor for added peace of mind. Ideally located just minutes from world renowned beaches including Siesta Key Beach, as well as downtown Sarasota’s vibrant dining, arts, and cultural scene, featuring theaters, museums, the opera house, ballet, and the Florida Orchestra. Convenient access to I-75 allows for easy travel to Tampa, Orlando, Fort Myers, and Naples. Enjoy the perfect blend of comfort, convenience, and Florida lifestyle living in this charming Sarasota home.

4851 Hamlets Grove Drive, Sarasota