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. Known for its lush landscapes and serene environment, The Meadows offers a perfect blend of tranquility and convenience, making it an ideal community for families, retirees, and everyone in between.

As you explore this charming neighborhood, you'll find a variety of homes that cater to diverse tastes and preferences. From elegant single-family residences to modern villas, each property is designed with comfort and style in mind. Many homes feature stunning views of the surrounding natural beauty, providing a peaceful retreat from the hustle and bustle of daily life.

One of the standout features of The Meadows is its extensive trail system, which weaves through the community and connects residents to the great outdoors. With miles of scenic paths, you can enjoy leisurely walks, invigorating jogs, or peaceful bike rides while taking in the picturesque sights of the area. The trails are perfect for families looking to spend quality time together or for individuals seeking a serene escape in nature.

In addition to its beautiful homes and trails, The Meadows boasts a vibrant community atmosphere, with plenty of amenities to enhance your lifestyle. Residents can take advantage of well-maintained parks, recreational facilities, and nearby shopping and dining options. The community also hosts various events throughout the year, fostering connections among neighbors and creating a warm, welcoming environment.

Come discover The Meadows in Sarasota, where charming homes, scenic trails, and a strong sense of community await you!

Newest The Meadows Homes with Trail(s) Amenities

$850,000
3 Beds ⋅ 3 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Experience unrivaled luxury and views at Penshurst Park! Spacious elegance, exquisite finishes and breathtaking pond and golf views come together in The Meadows’ premier maintenance-free enclave, a park-like oasis in a phenomenal location. Ideally positioned on the developer’s choice lot, this exceptional residence welcomes you along a picturesque, tree-canopied street to a paver driveway and private courtyard. Inside, soaring ceilings, abundant natural light and expansive living spaces create an immediate sense of being home. A meticulous $300K top-to-bottom renovation blends timeless sophistication with modern comfort. The showstopping chef’s kitchen features solid-wood soft-close shaker cabinetry, gleaming Laguna quartz countertops, a striking hammered-copper sink, premium KitchenAid stainless-steel appliances and a dazzling stone-and-glass mosaic backsplash. Retreat to the sumptuous primary suite with a custom walk-in closet and spa-inspired bath with dual vanities, a luxurious Jacuzzi tub and a frameless walk-in shower clad in marble. Beyond the fabulous interior, mesmerizing lake and golf views steal the show, accompanied by spectacular sunsets and a daily parade of birds. All this beauty and 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. 2006 tile roof (HOA’s responsibility), above flood plain in zone X

4060 Penshurst Park, 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
$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-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
$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
$277,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and above flood plain in zone X.

4557 Kingsmere Unit 23, 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
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