The Meadows Homes with Trail(s) Amenities

The Meadows Homes with Trail(s) Amenities

Welcome to The Meadows, a picturesque subdivision nestled in the heart of Sarasota, Florida, where the charm of suburban living meets the beauty of nature. Known for its lush landscapes and friendly community atmosphere, The Meadows offers an unparalleled lifestyle that combines comfort and convenience.

As you explore this vibrant neighborhood, you’ll discover a diverse selection of homes, each designed to cater to a variety of tastes and lifestyles. From cozy single-family residences to spacious townhomes, The Meadows provides an inviting environment for families, retirees, and everyone in between. One of the standout features of this community is its extensive trail system, perfect for those who enjoy outdoor activities. Whether you prefer leisurely strolls, invigorating runs, or cycling adventures, the trails wind through stunning natural scenery, allowing residents to connect with nature right outside their doorstep.

The Meadows is not just about beautiful homes; it’s also about fostering a sense of community. Residents can take advantage of numerous amenities, including community parks, playgrounds, and recreation areas, making it an ideal place for families to thrive. With an active homeowners association, events and activities are regularly organized, ensuring that neighbors become friends.

Located just a short drive from the stunning beaches of Sarasota and a wealth of shopping, dining, and entertainment options, The Meadows is the perfect blend of tranquility and accessibility. Come discover the charm of The Meadows, where your dream home awaits amidst a backdrop of serene trails and vibrant community life.

Newest The Meadows Homes with Trail(s) Amenities

$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
$424,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Welcome to this light and bright updated villa with garden views, paver driveway and a charming, private gated courtyard. This two bedroom, two full bathroom plus den home enjoys maintenance-free exteriors so you have time to enjoy the easy Florida lifestyle! Enjoy an open floor plan featuring gleaming bamboo flooring and plantation shutters, topped off with crown molding for a polished finish. Updates abound including kitchen with granite countertops, white cabinetry with pull-outs in each cupboard, glass backsplash, newer stainless steel appliances and a clever movable kitchen island for flexibility. The expanded kitchen flows to the den area for a cozy second living area. A spacious living room offers decorative details, built-in cabinetry with storage and a wood-burning fireplace with stacked stone surround. This is the perfect place to entertain or relax with family, with a wall of glass sliders leading to the lanai. A peaceful garden view offers privacy while being a short stroll to one of two heated community pools. The primary suite has sliders to the lanai, large walk-in closet, and an updated ensuite bathroom with granite dual vanities and step in shower. The guest bedroom allows plenty of room for the comfort of guests with an adjacent, updated bathroom just down the hall. A large laundry room with a new, full-size washer and dryer offers even more storage. All popcorn ceilings have been removed, including the garage. New roof 2025, HVAC 2023, water heater 2019, appliances 2023-2024. Loads of storage in the 2-car garage. Chanteclaire is a desirable, well-maintained, quiet neighborhood located within The Meadows, graced with shady oaks and towering pines. 24 hour vehicle safety patrol for peace of mind. Meadows homeowners enjoy pay to play golf, tennis complex with 15 Har-tru courts, 10 pickleball courts, a junior Olympic swimming pool with spa, new fitness center, private dog park, basketball, playground, lending library, and daily complementary coffee with the neighbors. An endless calendar of events, activities, fitness classes, yoga, tai chi, water aerobics, arts and crafts, speaker series, movie and comedy nights, food trucks, and friendly wine and cheese socials allows you to plug into whatever level of active lifestyle suits you! All located within 1,600 acres of mature landscaping with miles of trails, wildlife preserve and over 80 lakes, while convenient to downtown Sarasota for arts, culture and nightlife, and next door to University Town Center Mall for over 90 dining venues and luxury shopping. The best Gulf Coast beaches are easily reached within a short drive. A true oasis community in a sophisticated and vibrant city!

5435 Chanteclaire Unit 69, 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-window 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
$275,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
One or more photo(s) has been virtually staged. Yes, you can have it all, phenomenal location, enchanting views, quality upgrades and the peace of mind only hurricane windows can provide. In a park-like setting near UTC Mall and just 15 minutes from downtown, you will be pampered every day by soul-nurturing views of trees with a manicured golf course beyond, and $100,000 in upgrades including premium solid bamboo floors, 5-inch baseboards, crown molding, troweled ceilings without popcorn, custom storage and closet systems, soaking tub, a gorgeous kitchen with off-white cabinetry, Linen Cream quartz countertops, and stainless steel appliances including a slide-in stove and cabinet-depth refrigerator. Plus, you’ll enjoy the silence of no one above you, and the peace of mind knowing you’ll be secure with hurricane-impact windows and sliders. Imagine starting your morning on the private lanai, coffee in hand, immersed in the serene view, or ending the day curled up with a book or entertaining friends in effortless Florida style. All with ideal southern exposure, and just 400 feet to the community pool and one mile to all the fun The Meadows has to offer. 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 available 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, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A 2022 air-conditioning system, 2019 water heater, 2013 tile roof which is the condominium’s responsibility, one assigned parking spot plus ample guest parking, and above flood plain in Zone X.

4489 Longmeadow Unit 74, 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
$278,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Fabulous location and views! Tranquil pond and golf course views from this bright end-unit in The Meadows, a park-like oasis 15 minutes from downtown. In the desirable maintenance-free Hampstead Heath community, canopied streets and a private front patio welcome you home. Inside, vaulted ceilings, tall windows and walls of sliders bring in the outdoors, creating a bright and tranquil ambiance. You’ll enjoy the spacious great-room layout, ample kitchen with breakfast nook with access to grilling patio, and the relaxing glassed-in lanai showcasing a daily parade of bird life there just to entertain you! The primary suite features a walk-in closet, double vanities and walk-in shower. All just half a block to the heated pool and convenient to all 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 available 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, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. Furniture available separately, 2026 exterior paint, 2024 shingle roof, 2023 hot water heater, 2021 A/C system, and above flood plain in Zone X.

5456 Hampstead Heath Unit 20, Sarasota
$375,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Sweeping golf course views with ideal southeastern exposure in the desirable Highlands section of The Meadows, one of Sarasota’s sought-after and ideally located neighborhoods. Chatsworth Greene is the premier villa enclave of its kind. Mature landscaping, ample rooms, natural light, high ceilings with tray in the great room, and walls of windows bring in stunning golf course views. Retreat to the primary suite, featuring a walk-in closet, separate dual sinks and soaking tub. The relaxing lanai is ideal for enjoying quiet mornings and entertaining friends. All adorned by sweeping golf course views with ideal southeastern exposure, a block to the heated pool and spa, and a short ride to all the fun The Meadows has to offer. Set 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, a junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally located 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 2019 air-conditioning system, 2008 tile roof, above flood plain in zone X. Furniture optional.

3864 Chatsworth Greene Court Unit 10, Sarasota
$214,900
1 Beds ⋅ 1 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Enjoy a relaxed Florida lifestyle in this updated end unit condo in the heart of The Meadows, a calm oasis of acres of green space and nature preserves. This Quail Hollow home makes the perfect vacation getaway or a full-time residence in this maintenance-free community which enjoys some of the lowest HOA fees in the entire area! Surrounded by walking paths, mature trees, ponds, lakes and golf courses with all the exterior work taken care of for you. Entering this first-floor unit, you are greeted by the warmly updated space with wood-look flooring and gorgeous treed and green views from the living room sliding doors. The primary bedroom has a large closet and pocket door to the adjacent bathroom. The well-appointed bathroom enjoys a new quartz vanity, sink, lighting and step-in shower. Smartly designed, the shower has the water control located so you don’t have to reach through the spray to adjust. A fully updated kitchen which has been opened up to the living space makes for easy entertaining. The extended quartz counter creates a cozy breakfast bar including load of under counter storage, new white shaker cabinetry, white dimensional subway tile backsplash, and new appliances create a home cook’s happy place with an end unit window for extra natural light. Convenient interior laundry closet with stackable washer and dryer. HVAC with humidistat 2017, water heater 2017, roof 2014. Step into the spacious screened lanai with verdant green and towering tree vistas, with room for al fresco dining and lounging with beautiful sunsets and an added bonus of a locked storage closet. A private garden area allows for extension of the living area with lovely views. Quail Hollow has a heated neighborhood pool, for a cooling dip or a festive beverage with neighbors. Whether you are strolling across the street to pickleball, basketball, and fitness trails, or biking to the newer fitness center, additional pickle ball courts, top Har-Tru tennis facility, Jr. Olympic pool and spa or the golf courses, this condo provides the perfect Florida lifestyle, carefree and activity-filled. Private dog park and free lending library. The convenient Village Shops less than a mile away offers a charming collection of restaurants, neighborhood pub, bank, dentist, massage, salon, market and day spa. The Meadows is just minutes by car to The Mall at University Town Center, Nathan Benderson Park for water sports and outdoor festivals, a weekly Famer’s Market, and world-class athletic competitions, Mote SEA Aquarium, Whole Foods and Trader Joe’s for fun grocery shopping, and endless dining options. A short drive to the world class beaches of Siesta Key and Lido Key and the vibrant art, culture, dining and nightlife of downtown Sarasota. Flood zone X above flood plain for peace of mind.

3041 Quail Hollow Unit 27, Sarasota
$219,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Outstanding water views over lake and golf course. Turnkey furnished. The Meadows has a long history as one of the most desirable communities. Chartwell Green is conveniently located within walking distance to The Meadows Shopping Village with new restaurant offerings for sweet treats, adult beverages or tasty dining, shopping and entertainment venues can be quickly accessed at University Town Center.

2937 Taywood Meadows Unit 32, Sarasota
$594,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
A home you can truly feel good about. Welcome to this sustainable, tranquil pool home with sweeping golf course views, in The Meadows, a 1,600-acre park-like oasis in one of Sarasota’s most desirable locations. Major structural systems already upgraded, including fully owned solar system (no lease), professionally epoxy-lined sewer pipes (2022), newer HVAC (2019), and electrical panel replacement, providing rare long-term cost stability and peace of mind. Set on a quiet, tree-lined street, a circular drive and charming front porch invite you into this eco-conscious residence where solar panels provide abundant power, saving an estimated $3,000+/year, while Florida-friendly landscaping conserves water and minimizes environmental impact. Inside, you’ll find gorgeous matte Romana porcelain tile flooring throughout, soaring beamed cathedral ceilings in the family room, and spacious interiors filled with natural light. The heart of the home is the updated kitchen, featuring solid maple cabinetry, thick Baltic granite countertops, stainless steel appliances, and a convenient pass-through window to the pool deck perfect for effortless entertaining. Step outside to the inviting screened lanai and pool, ideal for relaxing, swimming, or gathering with friends and family, all framed by lush greenery and serene golf course vistas. Residents of The Meadows enjoy a true resort-style lifestyle set across 6,600 lush acres, just 15 minutes from downtown Sarasota. Community amenities include 14 miles of scenic walking and biking trails, a vibrant social calendar, fitness center, junior Olympic pool, 10 pickleball courts, three 18-hole golf courses, and a premier tennis complex all available at a very reasonable fee. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote Marine Aquarium, Whole Foods, Trader Joe’s, and The Mall at University Town Center: a world-class destination for shopping, dining, and entertainment. A fabulous Florida lifestyle awaits. Notable Updates: 2022 owned photovoltaic solar panels & electrical panel, 2022 epoxy-lined sewer pipes, 2019 HVAC system, 2016 Pool cage, 2004 Tile roof, above flood plain in Flood Zone X

4725 Greencroft Road, Sarasota
$510,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Absolute stunner and an exceptional value. This fully remodeled (2025) 3-bedroom, 2-bath, 2-car garage home in The Meadows offers 2,205 sq. ft. of beautifully updated living space on just under a 1/3 of an acre (0.30-acre) lot. The property features an open, split-bedroom floor plan with 10-foot ceilings and a soaring cathedral ceiling in the great room. The brand-new kitchen includes stainless steel appliances, quartz countertops, new cabinetry, and updated lighting. Both bathrooms have been fully renovated with new tile, faucets, finishes, and fixtures. Additional upgrades include new laminate wood flooring throughout and fresh interior paint. The home offers a large living room with a fireplace, a formal dining room, and a spacious primary suite with an oversized walk-in closet, dual sinks, a large walk-in shower, and a stand-alone soaking tub. A 252 sq. ft. air-conditioned Florida room, a generous utility room with a sink, and an oversized garage provide added versatility and convenience. Enjoy a maintenance-free lifestyle with an HOA that covers landscaping, lawn care, irrigation, power washing, tree trimming, and exterior paint. The property is located in Flood Zone X, meaning flood insurance is not required—an excellent advantage for buyers. The Meadows is a highly sought-after, park-like community featuring extensive amenities, including social activities, miles of nature trails, three golf courses, 15 lighted tennis courts, pickleball and basketball courts, a new Lifestyle and Wellness Center, a Jr. Olympic pool and spa, and protected nature preserves. A professional, 24-hour vehicle-based security patrol provides added peace of mind. Ideally situated just minutes from the University Town Center Mall, boutique shopping and dining, Nathan Benderson Park, downtown Sarasota, and world-class Gulf beaches.

2960 Sandringham Place, Sarasota
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