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39 W Meadow Rd, Wilton
$1,550,000
8 Beds ⋅ 5 Baths ⋅ 24207928 MLS
A true New England Classic- 39 West Meadow Rd was built in 1931 in "The Meadows," a neighborhood of architecturally significant homes. Upon entering the foyer, you are greeted by a sweeping staircase with grand living and dining rooms on either side. Each room offers gracious space for gathering and entertaining, showcasing timeless original craftsmanship, including beautifully carved mantel, fireplace, built-in corner china cabinets, and elegant dentil molding. The kitchen features Viking & LG stainless steel appliances and an eat-in dining area with French doors to a private bluestone patio. A spacious family room/den off the living room is ideal for movie night, game days, or possible home office. Above the garage, an au-pair or in-law suite offers 2 bedrooms, a full bath, and a private entrance, as well as a mudroom and laundry area off the kitchen. Continue to the upper levels of the main house, and you will find 6 additional private bedrooms. The 2nd floor hosts 4 oversized bedrooms, including a Primary en-suite, as well as a hall bath, while the light and bright 3rd floor offers 2 more bedrooms and a full bath. Outside, mature trees and gardens with specimen plantings bloom with color throughout the seasons. Relax on the bluestone patio and enjoy your own private oasis- a rare opportunity to own this Classic Beauty in South Wilton!

39 W Meadow Rd, Wilton
21 Black Stallion Court, Middletown
$359,000
3 Beds ⋅ 2 Baths ⋅ 1037400 MLS
Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests outside~The second floor features 3 good size bedrooms-all freshly painted with brand new carpet and recently updated 1 full bathroom~The finished walk out basement has large extra space that could be an office, arts & crafts room or additional living space~There are sliders leading to the spacious fenced in backyard with endless possibilities, laundry and utility room with extra storage space~This home is truly commuters dream located just minutes from shopping, schools, dining, parks, major highways, transportation, Garnet Health Medical Center and other medical facilities~Low HOA fee with plenty amenities to offer-tennis, basketball, pool, clubhouse, playground~Call today to see this beautiful home~

21 Black Stallion Court, Middletown
48 Reynolds Road, Poughquag
$699,000
4 Beds ⋅ 5 Baths ⋅ 1029228 MLS
Welcome to The Meadows, one of the area's most sought-after neighborhoods! This exceptional Colonial offers the perfect blend of space, comfort, and versatility, making it an ideal home for both everyday living and entertaining. The main level features a spacious living room, formal dining room, and an eat-in kitchen that flows seamlessly into the inviting family room. An added bonus is the expansive first-floor suite with a full bath and direct access to the backyard deck, making it ideal as a primary suite, guest quarters, or private home office. The kitchen and family room open to a beautiful screened-in deck overlooking the backyard, creating the perfect space to relax or entertain. Upstairs, you'll find a spacious primary suite with cathedral ceilings, a walk-in closet, and a private en-suite bath, along with three additional generously sized bedrooms and a full hall bath. Step outside to your own backyard retreat featuring a spectacular multi-level deck, an above-ground pool, shed and peaceful views as the property backs directly to nature trails, offering privacy and a tranquil setting. The finished lower level provides exceptional flexibility with a second kitchen, living area, storage space, and a private entrance—ideal for extended family, guests, or multi-generational living. This home truly has it all—space, versatility, and an unbeatable location. Schedule your private showing today before this incredible opportunity is gone!

48 Reynolds Road, Poughquag
660 E Crooked Hill Road, Pearl River
$378,900
1 Beds ⋅ 2 Baths ⋅ 1034335 MLS
Welcome to The Meadows, a highly sought-after 55+ community in Pearl River, where comfort, convenience, and carefree living come together. This first-floor end-unit condo is ideally positioned within the community, offering a reserved parking space with direct sidewalk access just steps from the front door, plus additional visitor parking. Recently painted and thoughtfully designed, this inviting one-bedroom home features a versatile bonus room that can easily be used as a second bedroom, den, home office, or flex space to fit your lifestyle. The kitchen offers a convenient breakfast bar for casual dining, while the adjoining dining area provides the perfect setting for meals and entertaining. The spacious primary bedroom offers a peaceful retreat with a generous closet, while two full bathrooms provide added comfort and convenience. Sliding glass doors open to a private deck, creating a wonderful spot to enjoy your morning coffee, unwind, or simply enjoy the outdoors. Additional features include abundant closet space and a private basement storage bin. Ideally located near public transportation, shopping, restaurants, and major highways, The Meadows offers an exceptional opportunity to enjoy easy, low-maintenance living in a welcoming 55+ community.

660 E Crooked Hill Road, Pearl River
157 Jay Court, Cross River
$529,000
1 Beds ⋅ 2 Baths ⋅ 1005354 MLS
Welcome to this beautifully maintained townhouse in the highly desirable Meadows community. Ideally located near shopping, restaurants, and schools, this home offers affordable living, excellent amenities, and low taxes within the sought-after Katonah-Lewisboro School District. Situated in one of the most private locations in the development, the home is just a short walk to the community pool and tennis courts. The main level features a modern kitchen renovated in 2022, a spacious living and dining area, and a cozy wood-burning fireplace—perfect for relaxing or entertaining. Upstairs, you'll find a generous primary bedroom suite with two oversized closets and a convenient stackable washer and dryer. An adjoining loft provides flexible space that can be used as a nursery, home office, reading area, or guest space. Additional storage is plentiful, with a large attic and an unfinished basement offering endless possibilities. Step outside to enjoy peaceful evenings on your private deck overlooking the beautifully maintained grounds. Commuters will appreciate the home's proximity to the Katonah train station and Route I-684, providing easy access to New York City in just over an hour. The school bus stops at the clubhouse, and a Beeline bus offers convenient transportation to downtown Katonah. Don't miss this opportunity to enjoy low-maintenance, country-style living with exceptional convenience, low taxes and easy lifestyle.

157 Jay Court, Cross River

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