Section Image Section Image

Explore Similar Homes Within 10 Miles of New Preston, CT

  • /30

    $524,900

    • 3 Beds
    • 2.5 Baths
    • 2,261 Sq Ft

    18 Ohandley Dr, Amenia, NY 12501

    Set in a peaceful countryside location, this lovingly cared-for home has been in the same family for 29 years. Offering 3 spacious bedrooms and 2.5 bathrooms, the open floor plan blends casual elegance with comfort, making it ideal for family living. The kitchen is a standout feature with granite countertops, a tile floor, cherry wood cabinets, and high-quality appliances that make cooking a joy.

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 682-5629

    18 Ohandley Dr, Amenia, NY 12501
  • /29

    $599,900

    • 2 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    36 Byrds Hill Rd, Pawling, NY 12564

    The Perfect Weekend Escape or Full-Time Country Home, just 90 minutes from NYC. Set on a quiet, scenic road in the prestigious Quaker Hill area, you’re a short drive to the Village of Pawling with shopping, restaurants, highways, and Metro-North access. From the outside, it’s a classic farmhouse with rolling green acreage and space to breathe. Step inside, and you’re met with modern, yet cozy

    Agent Photo

    Colleen McGrath

    McGrath Realty Inc

    (845) 630-1049

    36 Byrds Hill Rd, Pawling, NY 12564
  • /47

    $479,000

    • 3 Beds
    • 4 Baths
    • 2,043 Sq Ft

    22 Depot Hill Rd, Amenia, NY 12501

    Enter a beautifully restored Arts and Crafts Victorian, where historical charm meets contemporary living. From the welcoming covered porch, step into a foyer that unveils a gourmet chef's kitchen. Pocket doors seamlessly connect the inviting living room to the formal dining room, creating a fluid and elegant space. This home features three bedrooms, two full and two half baths, a finished attic

    Agent Photo

    Brad Rebillard

    Dutchess Country Realty, Inc.

    (845) 957-8457

    22 Depot Hill Rd, Amenia, NY 12501
  • /48

    $799,999

    • 4 Beds
    • 3 Baths
    • 3,360 Sq Ft

    94 S Quaker Hill Rd, Pawling, NY 12564

    Welcome to Sunset View! Nestled on 3.24 acres of picturesque private land, this sprawling 4-bedroom split-level home offers a perfect blend of spacious living and expansive outdoor amenities including a 20 x 50 salt water inground pool. As you approach along the freshly paved driveway, you'll be welcomed into your very own private oasis. Upon entering through the front door, you’ll step into a

    Agent Photo

    Shannon Tully

    McGrath Realty Inc

    (845) 622-7595

    94 S Quaker Hill Rd, Pawling, NY 12564
  • /47

    $1,485,000

    • 5 Beds
    • 7.5 Baths
    • 5,470 Sq Ft

    604 N Quaker Hill Rd, Pawling, NY 12564

    Exceptional living awaits in this stately Georgian manor house sitting on 7 acres at the top of prestigious North Quaker Hill Road. This mostly original home offers 9’ ceilings, radiant heating and ownership that has changed hands only once. A Belgian cobblestone driveway has a center focal point awaiting your personal touch.The Living room opens to an elegant wraparound terrace, perfect for the

    Leigh Tripathi Ellis Sotheby's Intl Realty

    604 N Quaker Hill Rd, Pawling, NY 12564
  • /33

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 3,035 Sq Ft

    6 Byrds Hill Rd, Pawling, NY 12564

    Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

    Stephen Pener William Pitt Sothebys Int Rlty

    6 Byrds Hill Rd, Pawling, NY 12564
  • /50

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,683 Sq Ft

    21 Brady Brook Farm Rd, Pawling, NY 12564

    Nestled within the prestigious Brady Brook Falls subdivision on sought-after Quaker Hill, this exquisite colonial offers an unparalleled blend of elegance, privacy, and modern convenience. Situated at the end of a serene cul-de-sac, the home is surrounded by picturesque horse farms and country estates. A long, private driveway leads to this stunning 6.65-acre retreat, complete with a heated

    Brian McGrath McGrath Realty Inc

    21 Brady Brook Farm Rd, Pawling, NY 12564
  • /50

    $865,000

    • 4 Beds
    • 6 Baths
    • 4,788 Sq Ft

    211 Cricket Hill Rd, Dover Plains, NY 12522

    This is the one—an exceptional and truly special property offering the perfect blend of refined living, natural beauty, and flexibility. Set against a breathtaking countryside backdrop, this Colonial Farmhouse-style home is nestled on just over 5 private, picturesque acres—perfectly suited for horses, weekend escapes, or year-round living. With nearly 4,800 square feet of thoughtfully crafted

    Sherri Malone Coldwell Banker Realty

    211 Cricket Hill Rd, Dover Plains, NY 12522
  • /40

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    42 Lime Kiln Rd, Dover Plains, NY 12522

    Perfectly set back on beautiful park-like property showcasing spectacular panoramic mountain views and a small babbling brook at the back of the property that flows from the Ten Mile River. Bright spacious floor plan features hardwood floors through first floor, updated granite & maple kitchen with stainless steel appliances, and a recently remodeled bath with a custom tile & seamless glass

    Susan Todd BHHS Hudson Valley Properties

    42 Lime Kiln Rd, Dover Plains, NY 12522
  • /44

    $689,000

    • 4 Beds
    • 2.5 Baths
    • 3,016 Sq Ft

    10 May Knoll, Dover Plains, NY 12522

    Spectacular Waterfront Retreat on the Ten Mile River A rare opportunity to own a breathtaking waterfront property with over 400 feet of frontage on the scenic Ten Mile River — perfect for fishing, kayaking, and soaking in the serenity of nature. With water views from nearly every room, this is a place you’ll never want to leave. This unique 4-bedroom, 2.5-bath home is filled with character and

    Blake Michaud Serhant LLC

    10 May Knoll, Dover Plains, NY 12522
  • /39

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 1,610 Sq Ft

    22 Riverdale Dr, Wingdale, NY 12594

    Lovely raised ranch home. Large flat backyard for entertaining with a deck and an inground pool. Three bedroom, 1.5 bath. Living room has a lovely fireplace.Finished basement with pellet stove, family room and bar and laundry. Central A/C. Town water and sewer. Separate large shed for workshop/storage. NY Star savings $572.29 not included in taxes. A/O 6/18/25

    Dianna Ferrieri My Seasons Realty LLC

    22 Riverdale Dr, Wingdale, NY 12594
  • /33

    $599,000

    • 4 Beds
    • 4.5 Baths
    • 3,088 Sq Ft

    763 Old State Route 22, Dover Plains, NY 12522

    For those seeking the ultimate in charm and comfort, The Preston House, one of the accommodations at the renowned Old Drovers Inn Bed and Breakfast, is now available for sale. This beautifully renovated 3,088 SF colonial blends old-world elegance with modern conveniences, offering a truly unique living experience. Steeped in history, the home features period architectural details throughout,

    Brian McGrath McGrath Realty Inc

    763 Old State Route 22, Dover Plains, NY 12522
  • /50

    $5,199,000

    • 8 Beds
    • 11 Baths
    • 11,301 Sq Ft

    955 Old Quaker Hill Rd, Pawling, NY 12564

    Perched atop historic Quaker Hill, MAIN TOP, is a private oasis of 20 gated acres with a stately manor, heated saltwater pool, tennis court, and endless mountain vistas that reach across 5 states. The 11,301 sq. ft. residence blends timeless elegance with high ceilings, oak floors, and fine details. Inside, you’ll find stunning formal rooms including a dramatic 47 ft living room, an entertaining

    Gladys Disisto Christie's Int. Real Estate

    955 Old Quaker Hill Rd, Pawling, NY 12564
  • /36

    $8,000,000

    • 6 Beds
    • 8 Baths
    • 8,933 Sq Ft

    Unlisted Address

    Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389± acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two

    Joseph Lorino Brown Harris Stevens HV LLC

    Unlisted Address
  • /36

    $14,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    15 Kirby Hill Rd, Pawling, NY 12564

    Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, Grand Prix polo field, over 100 acres of fenced property, and 150 acres of riding trails

    Brian McGrath McGrath Realty Inc

    15 Kirby Hill Rd, Pawling, NY 12564
  • /32

    $10,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,170 Sq Ft

    292 Wood Duck Rd, Amenia, NY 12501

    In a coveted position on the lake, 292 Wood Duck Road presents an extraordinary opportunity to own a turnkey property just two hours from Manhattan. The pristine estate spans approximately 5,000+ square feet of interior space, complimented by more than 1,800+ square feet of outdoor terrace and covered porch.The home includes five beautifully appointed ensuite bedrooms and two half baths.

    Jonathan Stein Douglas Elliman Real Estate

    292 Wood Duck Rd, Amenia, NY 12501
  • /36

    $5,500,000

    • 17 Beds
    • 13 Baths
    • 15,000 Sq Ft

    618 Quaker Hill Rd, Pawling, NY 12564

    25.5-acre equestrian estate with a 43-room Elizabethan Style manor house, two caretaker homes, a carriage house with groom’s quarters, a yoga studio, a 12,000 sq. ft. stable, greenhouse and more. Situated on the crest of Quaker Hill, Elmwood Farm has stunning views and endless possibilities. The 3-story, 17-bedroom (7 of which are in the nursery wing and the caretakers' wing) 9-bath (plus 4

    Harriet Norris Douglas Elliman Real Estate

    618 Quaker Hill Rd, Pawling, NY 12564
  • /14

    $254,900

    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft

    9 Depot Hill Rd, Amenia, NY 12501

    Bring this 1900s Victorian farmhouse with lots of charm back to life. Brand new roof. Amazing wide board hardwood floors and original moldings in many rooms. Wraparound porch and detached garage. A quick cycle to the Harlem Valley Bike Trail. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash offers with proof of funds and rehab loans only **Please see agent remarks for access,

    Lee Raphael River Realty Services, Inc.

    9 Depot Hill Rd, Amenia, NY 12501

Home Trends in New Preston, CT

Housing Trends

Median Sale Price
$1,098,000
Median Single Family Sale Price
$1,050,000
Average Price Per Sq Ft
$663
Number of Homes for Sale
3
Last 12 months Home Sales
4
Months of Supply
9.00
Median List Price
$1,195,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
119%
How to Buy a Home How to Finance a Home How to Sell a Home