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William Pitt Sotheby's International Realty (page 2)

Listings of the agency

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Listings for sale: 21 to 40 / 54

  • 21

    House Roxbury (United States)

    Juniper Hill offers masterfully updated one level living in Roxbury, Connecticut. Dubbed a Little Gem on the Hill in Country Home, this unassuming ranch has been elevated with chic, yet family friendly styling. Modern comforts combine with country character in a home situated on compelling terrain. Kelly + Co Design awarded Best Interior Designer Small Home/Cottage, 2020, CT Cottage and Gardens for their work on this home. Primary bedroom en suite with stall shower and claw foot tub. Two guest bedrooms share full bath with wall to wall shower offering the choice of a traditional or rain shower head. Oversized living room windows face west and are opposite a grand wood burning fireplace. A bay window looking out to the pool lends charm to the dining area. Magnificent sunroom wrapped in windows that bring the outdoors in. Top of the range projection home theater. Chef's kitchen with fireplace has windows lined above the sink counter looking out to the large, level yard and play areas. Cooktop set in sizable island that has additional cabinet storage and breakfast bar. Whole house generator, Central air, brand new gas furnace heat and on-demand hot water. Two-bay, detached garage. Buried utility lines.

    … 
    $1,195,000
    3bedrooms
    2bathrooms
    land 1.3ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    40

    House with garden Roxbury (United States)

    Situated in Roxbury near the Washington border, this quintessential 1960's four bedroom Cape Cod with heated pool, serves as a private sanctuary, harmonizing classic New England architecture with modern refinements. The exterior is characterized by a handsome cedar wood shingle roof and landscape defined by mature trees, rock outcroppings, and vibrant perennial gardens. Outdoor living is central to the property's allure, featuring an inground pool, sprawling 19 x 22 raised deck and screened porch providing a serene, airy environment for three-season relaxation - a natural extension of the interior living space. The heart of the home is the kitchen, a chef's delight featuring high-end Sub-Zero refrigeration and finishes that overlook the lush grounds. The interior is defined by freshly painted walls and gleaming hardwood floors that lead to a coveted primary suite conveniently located on the main level. With a total of two full and two half baths, the home is thoughtfully configured for both privacy and guest convenience. Additional versatility is found in the finished lower level, which currently hosts a private gym and a spacious recreation room complete with its own half bath. This level provides the flexible space necessary for contemporary living, whether used for fitness, media, or a home office.

    … 
    $1,295,000
    4bedrooms
    4bathrooms
    land 3.5ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    40

    Property with garden Litchfield (United States)

    On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship. The Benjamin Tallmadge House is one of Connecticut's most historically significant residences and a rare opportunity to own a direct link to the founding of the American Republic. Built by Thomas Sheldon (possibly with builder Giles Kilbourn) and home, beginning in 1782, to Colonel Benjamin Tallmadge - George Washington's chief of military intelligence and the organizer of the legendary Culper Spy Ring - the house carries provenance that few American homes can claim. After Tallmadge's visit to Mount Vernon, he added the two elegant columned porches on the north and south facades, a personal architectural homage from one patriot to another that still defines the home's silhouette today.

    … 
    $2,750,000
    4bedrooms
    5bathrooms
    land 3,642

    By William Pitt Sotheby's International Realty

  • Contract pending
    37

    Farmhouse with garden Roxbury (United States)

    This cross gabled farmhouse was built in 2006 by its artisan craftsman owner, expanding upon the original foundation of a dwelling previously occupied by the caretaker of Arthur Miller's residence. The home was designed to leverage distant views east that stretch across thousands of acres of forested land to ridgelines in the towns of Woodbury and Bethlehem. The owner harvested and milled trees found locally to construct the flooring, stairs, cabinetry, interior doors and most of the finish moldings, creating exceptional detail and character rarely found at this price point. No less impressive is the handsome and considerable stonemasonry he crafted, surrounding the house and connecting its points of entry to exterior living spaces. All three bedrooms have windows facing the long views with both the primary suite and open kitchen/dining space featuring french doors to the outdoor stone terrace extending toward the panoramic scenery. Magnificent living room with granite framed wood burning fireplace and a flat screen TV cabinet above the mantle that is flanked by built-in bookshelves. Large main level den/office and dedicated pantry with sink, wine fridge and game freezer. Second floor office could also be used for overflow guests. Savor the secret lifestyle sauce located in Roxbury's coveted southeast hill country that has drawn luminaries past and present, including Miller, Monroe, Widmark, Matthau, Calder, McCourt, Hoffman, Rayburn, Reed, Bushnell, Leoni & Ecklund.

    … 
    $1,375,000
    3bedrooms
    3bathrooms
    land 3,966

    By William Pitt Sotheby's International Realty

  • Contract pending
    33

    House with garden and terrace Brookfield (United States)

    Welcome to Candlewood Shores and this lovely lake home in a prestigious private community. Candlewood Shores is one of many Candlewood Lake communities and one of the nicest! The community beach has a beautiful beach with an amazing view. There is a lovely playground, basketball court and tennis. Swimming, boating and fishing are just some of the summer activities to enjoy. 34 Skyline Dr is on a quiet road with a nice yard and beautiful perennial plantings. The main level has an open floor plan with the kitchen, dining and living room all flooded with light as you walk in the front door. The living room has a vaulted ceiling, a stone fireplace and sliders to a wrap around deck with lake views. One side of the main level has a primary bedroom suite. The primary bath has a large soaking tub and oversized standing shower. There is also a walk in closet. On the other side of the house are two additional bedrooms and a second full bath. The lower level offers a walk out to the rear yard with a garden shed. There is a fourth bedroom on the lower level, a third full bath, a family room and a study/office. The laundry room is on this level also. The rear yard is flat and has a fire pit. This is a fabulous vacation home as well as a wonderful full time home. Located 90 minutes from NYC.

    … 
    $750,000
    4bedrooms
    3bathrooms
    land 809

    By William Pitt Sotheby's International Realty

  • 12

    Land Roxbury (United States)

    If You are looking for land with views to build your dream home, this is it. This is truly an Estate Property. The 27 acres is cleared and open. There are several building sites at the top with 180 degree views. The land slopes gently down with a brook and 2 small ponds at the bottom. There is a fairly large barn and a smaller shop on the property in need of repairs. They are being sold AS IS! Bring your plans and build in a most beautiful part of the world in a sought after Connecticut town. Litchfield County is rural and beautiful. Enjoy farmers markets and country fairs. Visit any number of great restaurants in the area. There are many art shows, antique shops and boutiques to visit. As for outdoor activities, there are thousands of acres of land trust and hiking trails in Roxbury and surrounding towns. The Shepard River offers great fishing. There are ski areas close by as well as lakes for boating, fishing and swimming. Located under 2 hours from NYC! Taxes are based on 490 farming designation.

    … 
    $2,000,000
    107,161

    By William Pitt Sotheby's International Realty

  • 29

    House Cornwall (United States)

    The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills. Only 2 hours from NYC, 30 minutes to Metro-North, and moments to Mohawk Mountain. 117-118 Dibble Hill Road consists of 3 parcels totaling 19 acres. #117 features the main house on 5 acres and the rear lot on 12.13 acres; #118 across street is 1.6 acres.

    … 
    $1,945,000
    4bedrooms
    5bathrooms
    land 7.6ha

    By William Pitt Sotheby's International Realty

  • 35

    House with garden Thomaston (United States)

    Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of the home is the oversized sunlit kitchen complete with granite breakfast bar, 6 burner stove, wall oven, dishwasher and double refrigerators. Kitchen is open to dining room and huge family room with sliders to pool area. There is also a formal living room w/granite fireplace. Upstairs consists of 4 bedrooms including a PBR suite with Juliet balcony and stairs down to the pool. The lower level features a walkout in-law suite with a living area, bedroom, kitchen and a full bath. A studio apartment features a kitchen, living room, bedroom and full bath. The pool area boasts a gorgeous fountain, hot tub, shower, lighting and a cabana with deck. The property is lined with apple, peach and pear trees. Minutes to town center, Route 8, Litchfield and Bantam Lake. Great multigenerational or rental opportunity.

    … 
    $800,000
    4bedrooms
    5bathrooms
    land 1.5ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    34

    House with garden Southbury (United States)

    Lantern Park Lane: The Illuminated Estate. Tucked at the end of a peaceful cul-de-sac and set on 5.9 private acres, this striking contemporary offers a rare sense of seclusion but moments from the charm of town center. A long, lamp-lit drive welcomes you into a setting defined by quiet luxury, where nature surrounds and privacy is absolute. Inside, 3,925 square feet of light-filled living unfolds with soaring vaulted ceilings, skylights, and thoughtfully designed spaces that invite relaxation and entertaining. The home's architectural character is balanced by modern comfort featuring a spacious open kitchen, family room w/fireplace, sunken living room w/fireplace, office, a sun-drenched sitting room, and a seamless flow between formal and casual living areas. The main level offers the ease of a private primary suite complete with a full bath and walk-in closet, while the upper level reveals 3 bedrooms and a generous loft area. Beyond the interiors, the lifestyle truly comes to life. A heated saltwater pool, outdoor shower, and expansive deck create a resort-like setting. Additional highlights include a 3-car heated garage and a partially finished lower level with vinyl plank flooring and indoor turf, perfect for a home gym or wellness studio. Located within the highly regarded Region 15 School District, this offering represents a rare opportunity to experience refined country living with modern accessibility.

    … 
    $850,000
    4bedrooms
    4bathrooms
    land 2.4ha

    By William Pitt Sotheby's International Realty

  • 5

    Land Roxbury (United States)

    Private, Rural setting within a short walk to Roxbury Tennis courts, library and the Roxbury Market.This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best of Roxbury's natural beauty and recreational amenities, with the lot located just minutes from a variety of hiking trails. For those who love the outdoors, Apple Lane is just around the corner, offering direct access to the scenic Hurlburt Park. This special parcel offers a rare chance for a quiet escape while keeping you connected to the heart of this charming Litchfield County community. Build the home you've always envisioned and start living the Roxbury lifestyle.Private,

    … 
    $399,000
    16,228

    By William Pitt Sotheby's International Realty

  • 12

    Land Roxbury (United States)

    Welcome to Willow Brook Drive! If your dream has been to build your new home in what feels like a Monet painting, this property will make your dream a reality. Here is your chance to have two prime lots of land, together making 20+ acres of endless possibility! With year-round beautiful meadows and enchanting woods, you can have the best of both worlds. Originally cattle pasture, the vast fields offer easy building sites and 360 views of nature. If seclusion in the forest is more up your alley, this plentiful land will accommodate for that too. Let your imagination run wild. These approved building lots are ready to develop! Multiple flat & cleared building sites. Underground power and utilities, running up Willow Brook Dr. Feasibility map available upon request with original percolation/soil data. This listing is for both Lot 7 & Lot 8 Willow Brook Dr. Both lots are to convey with the sale. Tax figures and acreage shown on listing are the total sum of both lots combined.

    … 
    $949,000
    81,463

    By William Pitt Sotheby's International Realty

  • 40

    Property Woodbury (United States)

    Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep. While honoring its historic character, the home has also benefited from over $300,000 in thoughtful improvements that enhance comfort and preservation without compromising authenticity. Notable upgrades include the installation of central air conditioning for modern year-round comfort and elegant copper gutters that complement the home's historic architecture while providing lasting durability. These investments ensure the property is as functional as it is beautiful, blending 18th-century craftsmanship with the conveniences expected today. Beyond the historical significance, this home offers genuine livability with four full bathrooms, one half bath, and spacious rooms designed for both elegant entertaining and comfortable everyday living. The residential zoning ensures a peaceful setting that honors the home's timeless nature. The location is equally enchanting. Situated near Hollow Park in Woodbury - a town Reader's Digest once described as simply charming - you'll enjoy walkable access to local restaurants, unique shops, and the vibrant heart of this beloved New England community. Opportunities to own a property of this caliber, significance, and authenticity come along once in a lifetime. Don't let this extraordinary piece of American history pass you by. Schedule your private showing today.

    … 
    $1,495,000
    5bedrooms
    5bathrooms
    land 9,065

    By William Pitt Sotheby's International Realty

  • Contract pending
    27

    Property with pool Litchfield (United States)

    Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

    … 
    $795,000
    4bedrooms
    4bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    40

    House with garden and terrace Sherman (United States)

    Tucked away on a quiet cul-de-sac just 1/2 mile from the New York state line, this home offers an appealing blend of privacy and convenience on two level acres in a tranquil, natural setting. The main level features generously sized rooms, including an eat-in kitchen with sliders to an exterior deck - ideal for indoor-outdoor living. The dining room and family room flank the kitchen, with the family room offering a cozy fireplace and leading to an expansive 26' living room with a striking stone fireplace. Bright spacious interiors create inviting spaces for both everyday living and entertaining. A welcoming foyer, full bath, and combined laundry/mudroom complete the main level. Upstairs, the primary bedroom suite is accompanied by three additional bedrooms, providing ample space for family and guests. Hardwood floors and abundant natural light on the inside, and mature specimen trees and plantings on the outside, enhance the home's appeal. While the home might benefit from updates, its exceptional floor plan, peaceful setting, and prime location offer tremendous upside potential. Sherman residents enjoy access to a town park with tennis courts, jogging track, playground, and beach on Candlewood Lake. Conveniently located just 90 minutes from Manhattan and minutes to the train, this home offers the perfect balance of country charm and commuter accessibility. Subject to probate approval and offered in as is condition. A wonderful opportunity to make it your own.

    … 
    $695,000
    4bedrooms
    3bathrooms
    land 8,094

    By William Pitt Sotheby's International Realty

  • 31

    House with garden Roxbury (United States)

    Light-filled, modern living on a private nearly 3-acre corner lot - with room to grow. Set on a beautifully positioned corner parcel, this fully renovated home is defined by natural light and flexibility. Expansive windows and vaulted ceilings create a bright, open feel throughout the main living spaces, bringing in sunlight from multiple exposures and connecting the home to its surrounding landscape. Completely transformed with high-end finishes and energy-efficient upgrades, the home offers the ultimate floor plan, featuring two first-floor ensuite options and close proximity to Roxbury Market, town tennis courts and Hurlburt Park.Beyond what's already been thoughtfully updated, the property offers meaningful future potential. The grounds are well-suited for additional features creating an opportunity to further enhance the outdoor experience over time. Transition to outdoor living through the integrated open porch, featuring a dramatic black-vaulted ceiling and stone tile flooring-ideal for lounging or future screening. The finished lower level adds another layer of versatility, with walk-out access and the ability to evolve with your needs-whether as a pool house, gym, office, creative studio, or additional guest space. A rare combination of move-in-ready ease and long-term optionality, all set on a private and peaceful setting.

    … 
    $995,000
    3bedrooms
    4bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • 10

    Land Litchfield (United States)

    Discover the best of Litchfield County with this rare 7.55-acre dual-town land. Spanning 6.69 acres in Litchfield and .86 acres in Goshen, this property offers the perfect balance of sun-drenched open meadows and whispering woodlands. A babbling brook meanders through the landscape, providing a natural soundtrack for your future build. This lot is ready for your vision with a fresh survey and recently completed perk tests on file. Benefit from significant tax savings via the Farm 490 designation while enjoying a private canopy of mature hardwoods.

    … 
    $340,000
    30,554

    By William Pitt Sotheby's International Realty

  • 32

    Property Roxbury (United States)

    Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak beams, and a dramatic living room with soaring 27-foot ceilings, along with thoughtfully designed living spaces. The flexible layout includes a private in-law or studio space, ideal for guests, extended family, or a home office. Set on a serene, wooded 3-acre lot with mature landscaping, the property provides a tranquil retreat perfect for relaxing or entertaining. Despite its secluded feel, it's a short 15 minutes drive from fine-dining, shopping, and easy access to I-84, and ideally located just over 90 minutes to NYC and approximately 2 hours 20 minutes to Boston, offering both convenience and comfort in a truly special location.

    … 
    $1,155,000
    4bedrooms
    3bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • 25

    Land Washington (United States)

    Calling all nature lovers! Build your dream home on this amazing 8+ acre lot in an area of magnificent homes. This lot is surrounded on 3 sides with protected state land. The topography varies. It is fairly flat at the highest point which would be a great building site. Building site is cleared. Strategically placed you would have a view of Lake Waramaug and distant mountains. The property slopes downward on the southern side which could be a great sledding hill. This is a prime building site which are becoming harder and harder to find. You are minutes from the historic Village of New Preston and the Lake Waramaug town beach. Visit the local farmers markets and country fairs. Dine at great local restaurants. Under 2 hours to NYC!

    … 
    $900,000
    33,103

    By William Pitt Sotheby's International Realty

  • 31

    House with terrace Bridgewater (United States)

    Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

    … 
    $1,595,000
    4bedrooms
    4bathrooms
    land 4.1ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    25

    House Roxbury (United States)

    Nestled within one of Roxbury, Connecticut's most quiet and picturesque enclaves, this charming 3-bedroom, 2-bath Cape Cod home offers a rare opportunity to cultivate your dream country retreat. Built in the 1970s, this residence presents a wonderful canvas for those seeking to personalize and update a home within a highly sought-after area, celebrated for its exquisite properties and serene landscapes. The idyllic surroundings include a tranquil stream which meanders down through the property, while established mature plantings burst with color and life, providing a private oasis for relaxation and enjoyment. Imagine alfresco dining on the inviting stone terrace, or pursuing your gardening passions in the dedicated garden shed. This home is ready for its next chapter, offering a foundation of classic Cape Cod charm awaiting modern touches. It's an exceptional chance to invest in a lifestyle of peace and natural beauty, surrounded by the distinguished homes that define this desirable corner of rural Connecticut. *Town tax records - 3 bedrooms, health file has 2.

    … 
    $799,000
    3bedrooms
    2bathrooms
    land 2.5ha

    By William Pitt Sotheby's International Realty

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