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luxury houses for sale Chester, United States

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36

House with garden Chester (United States)

Majestic turn-key Georgian estate lovingly restored to perfection by current owners. Long sweeping driveway brings you to formal entrance of this brick beauty sited between Sugar Loaf Mountain and Glenmere Lake with panoramic views. Formal in its grandeur yet lending comfort in perfectly proportioned rooms. Grand center hall foyer leads to formal dining room, expansive sitting room with doors leading out to veranda enclosed by sparkling white railing with balusters. The den is a showpiece with a priceless series of original murals painted by John Ferguson Weir, the former director of fine arts at Yale. In the late 1800s, he was a frequent visitor to the estate. These one-of-a-kind paintings depict scenes of the natural surrounding land, the essence of beauty found in the Hudson Valley. This house has amazing flow for entertaining on a small scale or large gatherings. Outside walk up the hill to outbuilding and large enclosed garden for cutting flower beds or a victory garden. Expansive slate patio and separate fireplace beckons for evenings spent under the stars.

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$1,395,000
6bedrooms
5bathrooms
land  3.2ha

By Ellis Sotheby's International Realty

Contract pending
31

Farmhouse Chester (United States)

“WOODSIDE” - a legacy property for the ages. This expansive colonial farmhouse sits on 10 acres of sweeping emerald lawns backed up to forested lands. This cherished offering is a recently created parcel carved from one of the largest land preservation projects executed in the region, the intended preservation of iconic Sugar Loaf Mountain and some of its surrounding acreage. The home features many 19th century & 20th century period details including hardwood floors in the gorgeous front parlor rooms. Across its approximately 6,600 sq. ft. are 6 bedrooms and 3.2 bathrooms, including the spacious, contemporary c.1960’s addition that creates a desirable, open twist on this antique beauty. Here, vaulted, beamed wood ceilings, walls of windows, and fireplaces punctuate two large living / recreation rooms on the first and second level. The in-ground swimming pool, just off the back is complemented by a pool shed, and in the house - a locker/dressing room area. Across the large, paved driveway is “Woodside 1871”, the prominent red barn of approximately 8,000 sq. ft. with 5 bay garage; imagine the possibilities! Up a gentle rolling drive on the lawn is structure #3, the “lodge”, a fine post and steel shed building with an insulated room previously used as a hunting lodge. This building sits high where one can capture medium-distance scenic views over central Orange County as well as Woodside’s breathtaking expanse. Prior to its current acquisition Woodside was lovingly cared for by one owner for many decades. Woodside is perhaps one of the most inspiring real estate offerings to come available in recent times and is well-suited for connecting with nature, entertaining, pursuing hobbies and many imaginative uses with its abundant indoor / outdoor space and amenities. The property is highly centralized to the hamlets/villages of Sugar Loaf, Chester, Monroe and Warwick and major Orange County attractions/destinations such as orchards/vineyards, Sugar Loaf PAC, LegoLand, Woodbury Common, West Point, Goshen Historic Track and more! All just about 75 minutes to NYC in NY’s coveted Lower Hudson Valley.

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$1,250,000
6bedrooms
4bathrooms
land  4.1ha

By Ellis Sotheby's International Realty

13 listings near Chester

Nearby
Contract pending
34

House with garden Goshen (United States)

Welcome to your dream home at 29 Rolling Ridge, a charming residence nestled in the serene and picturesque town of Goshen, NY. This turnkey, beautifully maintained property offers one floor living with a perfect blend of modern comfort and classic elegance, set in a peaceful neighborhood with stunning views and easy access to local amenities. This inviting home features 4 generously sized bedrooms and 3 1/2 bathrooms, providing ample space for both relaxation and entertainment. The open-concept design ensures a seamless flow between the living, dining, and kitchen areas, ideal for hosting gatherings or enjoying quiet family time. The heart of the home is its well-appointed kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a large island with seating. Whether you're a culinary enthusiast or simply enjoy cooking for loved ones, this kitchen will exceed your expectations. High ceilings and large windows fill the home with natural light, highlighting the quality craftsmanship and attention to detail throughout. Cozy up by the fireplace in the living room or unwind in the luxurious primary suite, complete with a private en-suite bathroom and walk-in closet. The expansive backyard is perfect for outdoor entertaining, featuring a beautifully landscaped garden, a spacious patio for dining al fresco, and ample room for play and relaxation.

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$840,000
4bedrooms
4bathrooms
land  2ha

By Ellis Sotheby's International Realty

Nearby
34

Property Maybrook (United States)

Historic 1780's home in the village of Maybrook. Beautiful curb appeal with long driveway canopied by old established oak trees. Historic marker in front of home gives the history of the original inhabitant, John Nicholson, who served as colonel in the American Revolution. Center entrance colonial with symmetrical, well proportioned rooms flanking the center staircase. Five fireplaces, very large den. Hardwood floors as seen. Two bedrooms en suite on second story with another quaint bedroom, and sewing room (easily converted to home office). Eat-in kitchen with mudroom and laundry room adjacent for an efficient home. Amazing grouping of old barn (used as garage) and contiguous outbuildings create a beautiful look. Can see a garden center or antique barn, or intimate event venue in the home's future. The possibilities are endless and beckoning for the creative eye. Municipal water and sewer. Just minutes to Route 84.

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$585,000
4bedrooms
3bathrooms
land  1ha

By Ellis Sotheby's International Realty

Nearby
8

Property Woodbury (United States)

18 Acres Property Available Together For The First Time! Calling all builders, investors, and primary users. This sale is comprised of adjacent parcels totaling 18 acres in Woodbury, New York. Currently configured as an income-producing four-family property, and a newly constructed single-family structure with detached equipment/vehicle storage garage. Ideal for subdivision or use under current configuration. Approved variance for commercial usage for street-adjacent section of parcels allows for future mixed use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located within 1.5 miles from major throughways and Woodbury Common Premium Outlets.

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$3,500,000
8bedrooms
8bathrooms

By Annonceur International

Nearby
31

Property Middletown (United States)

This historic stone home is an extraordinary blend of timeless elegance and modern convenience. Every detail is designed to inspire and delight. Built in 1791 by Jacob Mills, it was occupied by his descendants until the 1980s. “The Manor” invites you into the foyer through the breezeway. Pause as you enter the kitchen and take in the vaulted ceilings and shaker-style cabinets. Follow the open concept into the family room. The craftsmanship in all rooms is unmatched, highlighted by features like pocket doors that blend spaces seamlessly, built-ins that add functional charm, and window paneling that frames picturesque views of the lush surroundings. The main bedroom, bathed in light, provides a peaceful escape. All bedrooms are generously sized and offer plenty of storage. The screened flagstone porch is perfect for enjoying your morning coffee. The beautifully maintained gardens surrounding the in-ground pool create a picturesque backdrop for summer gatherings.

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$869,900
6bedrooms
3bathrooms
land  1.5ha

By Ellis Sotheby's International Realty

Nearby
Contract pending
31

House Greenwood Lake (United States)

Perched lakefront on the east arm of Greenwood Lake, this newly updated 50’s style home offers waterfront living at its best. Go boating from your private dock or peacefully kayak and paddleboard in the no wake zone that spans this area of the lake. The spacious screened in sunroom with lake and mountain views extends the living and entertaining space and is the perfect place for morning coffee or catching the brilliant sunsets that are synonymous with the east shore. Currently operating as a successful short term rental with a proven track record, the property is being offered with the option of being fully furnished and outfitted with everything needed to run a high revenue rental. Updated systems, new septic tank and immaculate condition ensure a smooth hosting experience. Just an hour drive from NYC, the Greenwood Lake area has become a hot spot for hospitality, affording owners the opportunity to have a lake house that can use themselves as well as have rental income.

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$875,000
3bedrooms
2bathrooms
land  780

By Ellis Sotheby's International Realty

Nearby
36

House with garden Tuxedo Park (United States)

Overlooking the heart of Tuxedo Park is a hidden jewel, The Coachman’s House, offering one of the greatest property opportunities in the Park. Former stables hold a special, sought-after place here; as accoutrements to larger estates, they’re size-manageable but large in Tuxedo Park lifestyle. This was a coachman’s house where horse and carriages were washed in the lower level, and then carriage coach stored above in the garage. A mudroom on entry leads to a hall flanked by the dining and living room. Toward the back is a comfortably sized eat-in kitchen with views over the Clubhouse neighborhood and seasonal, distant mountain views toward Tuxedo Lake. A deck off the kitchen is perfect for barbecue dinners or morning coffee, and has access to an expansive lower-level deck. The second level is a primary bedroom suite with full bath and a modest office with views. A lower level delights with a family room, fireplace, half bath and access to the wrap-around deck for extended outdoor entertaining, plus access to the lower gardens. The outdoor spaces are remarkable and perfect for group dinners, taking in scenic views and sunsets over the mountains. The unconditioned former horse/carriage washdown room has abundant sqft under roof, a place for imaginative uses and possible future living expansion. Terraced gardens and lawns accentuate cottage-style charm. Two-car attached garage is accessed through the mudroom. Previously 3 bedrooms, though currently configured as 1 bedroom / flex 2-3, with multiple opportunistic spaces under roof. Stable Road terminates at this special home. Well suited as a weekend escape, seasonal abode or full-time gem, The Coachman's House, aka Three Stories is exceptionally unique. Wee Wah Lake Beach Club and Village Boat Club by separate membership. 24-hour gate guarded Tuxedo Park, approximately one hour to NYC, with train and bus access in the hamlet. The parks region of the Tuxedo area is celebrated for nature, serene living and abundant Hudson Valley entertainment, lifestyle and cultural amenities. Capture it now.

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$835,000
3bedrooms
3bathrooms
land  1,376

By Ellis Sotheby's International Realty

Nearby
45

House with garden and terrace Tuxedo Park (United States)

The Belvedere. a luxurious, French country house, nestled on almost three acres and situated up a long, circular driveway, lined with an allee of birch trees, in a completely private setting. This magnificent home and property were completely reimagined by its current owners and renovated with painstaking care. The result is a turnkey property, that has an air of elegance and sophistication with a modern infrastructure. It features unimaginable 18ft ceilings on its first level, a dramatic hip roof and quoins used on all exterior corners of the structure - from the French word for corners, and a lovely pediment or gable above its double door entry on the exterior. Overall, its classical architectural details give it the feeling of a home built in the 18th century, not the 20th century. It's quite extraordinary and refreshing to come home to. Distinctive! The Belvedere's many lovely, oversized windows and glass doors flood the house with light much of the day and provide easy access to the outdoors. It features a large limestone terrace off the great living room, with windows and doors on three sides. The rear yard features a babbling brook on one side and is an ideal location for a pool if one desires. The scale of its main living room is substantial, with a grand entry hall and sweeping stairwell, which opens to the living room, a banquet size dining room, and a beautiful, chic kitchen, that's not only elegant, but functional because of the large amount of storage space. The primary bedroom suite features an oversized room with windows on two sides, a huge walk-in closet with windows and a bathroom with travertine marble floors and surround. There three additional bedrooms (the fourth bedroom was converted to enormous walk-in closet; can be converted back to additional bedroom or den), two and one half baths and a media/family room. Best of all, The Belvedere features a 4-car garage! This residence is located just up the road from The Bruce Pierce Cottages, on Pepperidge Road, where Pierre Lorillard and William Astor, early residents of the Park, were regular visitors. Belvedere is a great place to call home! To live, work, entertain or simply enjoy life. Whether it's your full-time residence or secondary home. Once the home of tycoons, Tuxedo Park is recognized as the first gated community in the United States. Both J.P. Morgan and William Waldorf Astor had homes here, and the village gave its name to the revolutionary tuxedo that modernized formal wear by inspiring men to replace their traditional tailcoats with shorter dinner jackets - which was invented in Tuxedo Park! Listed on the National Register of Historic Places, the village was built in the 1880s by Pierre Lorillard, the tobacco heir, as a rustic hunting and fishing retreat for his affluent New York friends. Considered one of the nation’s finest examples of pre-World War I architecture, Tuxedo Park is home to some 300 historic residences nestled in a very private nature sanctuary of scenic valleys and stunning glacial lakes, several suitable for swimming and stocked with trout and bass for fishing. The 2,600-acre private compound also offers an abundance of hiking, biking and riding paths. Today, the Tuxedo Club, offers its membership an array of sporting activities from tennis, swimming, sailing, golf and more, and there is fine dining and casual fare too. The commute to New York Penn Station via New Jersey Transit rail service is just under 50 minutes. Nothing Compares to The Belvedere!

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$1,695,000
4bedrooms
4bathrooms
land  1.1ha

By Ellis Sotheby's International Realty

Nearby
Contract pending
32

Property Tuxedo Park (United States)

Truly exceptional, immaculate end-unit townhome in ever desirable The Woodlands at Tuxedo, where privacy, comfort and elegant lifestyle come together. The front walkway is flanked by gorgeous pines and specimen plantings and leads to a classic colonial entry. Inside, the Cambridge offers an expansive open concept entry with 2-story soaring dining room with Palladian capped windows. Adjacent is the living room with wood burning fireplace, and on the other flank the beautiful eat in kitchen. The entire home is light-filled, airy and has a comfortable flow. The updated kitchen with dark stone counter-tops and designer cabinetry, elegantly punctuates this luxury living opportunity. The first floor primary suite is a haven of comfort and privacy; with a vaulted ceiling, two generous walk-in closets and a stunningly remodeled bathroom in contemporary accent makes this primary suite a relaxation retreat. The upstairs offers an additional bedroom and a flex room for office, a hall bath and a sitting room overlooking the gorgeous lower level. Newer hardwood floors as seen. Outside is a lovely back patio, level lawn and adjacent stone wall with forest behind; here for entertaining, barbecuing and fresh air in all seasons. The full, unfinished basement is ripe for additional creative uses. A 2-car garage with new floor finish, and 2-car driveway parking rounds out this special home. The Woodlands at Tuxedo is approximately 1 hour to Manhattan, and inside 15 minutes to Bergen County, NJ, and yet you feel a world away. This well-established HOA community boasts outdoor tennis and swimming pool as well as a charming community clubhouse with exercise room and common areas. The community is adjacent to a town park for recreation, and nearby to Sterling Forest, with over 20,000 acres of forever preserved state forest and miles of nature trails.

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$670,000
2bedrooms
3bathrooms
land  324

By Ellis Sotheby's International Realty

Nearby
21

Property Stony Point (United States)

This nicely apportioned 4-bedroom colonial located in the quiet neighborhood of Woodrum Drive is ready to be yours! Lovingly owned by the same family for the past 45 years, the home offers the amenities, interior space and yard to enjoy peaceful living. Enjoy downtime on the covered front porch or entertaining family or friends on the oversized rear wooden deck. The main level is highlighted by the open eat-in kitchen and family room combination with wood burning fireplace and access to the rear deck. The first level is rounded out with a formal living room, dining room, powder room, & laundry while 4-bedrooms and 2 full updated bathrooms await upstairs. A large unfinished basement offers wonderful possibilities to accommodate any additional needs. Perfect for nature lovers, Bear Mountain and Harriman State Parks are located just short ride away while plenty of other activities nearby include local shopping, public golf courses and pools, hiking trails and boating marina. Close proximity to Exit 15 of the Palisades Parkway.

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$679,000
4bedrooms
3bathrooms
land  1,538

By Julia B. Fee Sotheby's International Realty

Nearby
20

House Philipstown (United States)

East Point - this remarkable mid-century modern has complete and magnificent unobstructed views of the Hudson River and the Hudson River Highlands. Originally sited by Edgar Tafel, an architect among the best-known apprentices of Frank Lloyd Wright, this one-of-a-kind estate masterfully blends distinctive style with simple beauty both inside and out. Although originally built in 1949, the house was almost completely rebuilt 50 years later, retaining the integrity of the original vision. A low-profile layout with walls of floor-to-ceiling picture windows creates a natural harmony between the open-flow interior and its surrounding landscape, while stone fireplaces and warm woodwork enhance the home's effortless appeal. Enjoy the outdoors year-round on the expansive screened-in terrace featuring a grand fireplace and stone floors. The zen-like property spans nearly 6 acres with a balance of wooded and open areas, including lush gardens, multiple stone patios, custom gas BBQ, and a hot tub built into the exposed bedrock with a waterfall that cascades to the freeform pool below. A two bedroom guest cottage welcomes friends and family to their personal oasis with its own unobstructed views, a fireplace, and an attached two car garage. While East Point offers the utmost privacy, it's a short drive to the train, hiking trails and all that Hudson Valley has to offer. A true gem!

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$3,900,000
5bedrooms
4bathrooms
land  2.4ha

By Julia B. Fee Sotheby's International Realty

Nearby
37

Property Cold Spring (United States)

Tucked in the rolling hills of New York’s lower Hudson Valley, just minutes from the vibrant riverfront village of Cold Spring, is this delightful one-owner custom contemporary colonial home offering luxury amenities and privacy among the wooded and serene Lane Gate Road. The meandering driveway leads to a beautifully landscaped front entry with full-length front porch overlooking the delightful grounds. The two-story sun-soaked entry hall leads to a large chef-style, eat-in kitchen with granite counters, center island and high-quality appliances. The kitchen is open to a great room with soaring, vaulted ceilings and a stone fireplace for ambiance and seasonal comfort. Hardwood floors and large custom windows bring in seasonal views. These areas combined with the adjacent formal dining room hit every entertaining note you can think of. What’s more is the rear deck overlooking a level lawn providing for relaxation and fresh air in all seasons. A bonus room could serve as office / den or library. Upstairs are 3 bedrooms and 2 full bathrooms, including the primary suite with luxurious bathroom en-suite. In every aspect the home feels comfortable, private, yet welcoming with free-flowing floorplan. The unfinished basement is open for opportunity and the attached lower-level, 2-car garage is perfect for keeping your vehicles and toys out of the elements. Enjoy all the Lower Hudson Valley and the Cold Spring / Beacon / Garrison area have to offer including world-class outdoor recreation, dining, arts institutions and more. Minutes to Boscobel, Hudson River waterfront, Magazzino, Manitoga, DIA Beacon and more. Approximately 50 miles to NYC and just over one hour via Metro North Hudson Line. Here and now is a unique opportunity for weekend retreat or forever home.

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$1,150,000
3bedrooms
3bathrooms
land  8,175

By Ellis Sotheby's International Realty

Nearby
Contract pending
33

Property West Milford (United States)

LAKETASTIC LAKEFRONT - Imagine the place you call home also serving as your tranquil retreat! Search no longer as this cozy 4 bed + 4 bath home provides breathtaking views and endless activities all year long. Greenwood Lake is Only approx. 34 miles from NYC, the community offers all year-round activities, boating, fishing, skating, & enjoy your own private dock! The home boasts views of the Lake, Sliding doors to a huge deck great for entertaining! Beautiful Gas Fireplace in the Living room, TV Room, Formal Dining room, amazing Kitchen with lots of space, Island and eat in dining area! Sit, read a book, plant a garden and enjoy nature! Walk outside and enjoy your lower slate patio, huge deck, amazing yard & dock. Tranquility is abundant with countless windows that capture the true essence of this home is move in ready! Nothing to do but unpack your bags and enjoy all that lake life has to offer. It's not just a home but a Lifestyle! Schedule a private tour and experience life on Greenwood Lake!

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$599,000
3bedrooms
4bathrooms
land  1,376

By Prominent Properties Sotheby's International Realty

Nearby
36

House Peekskill (United States)

Terrific three-family investment opportunity just a few blocks from downtown Peekskill, the Peekskill train station, & the Hudson River. First time on the market in decades, this Queen Anne Victorian with its perfect front porch, large private backyard, two car garage with parking for 4+ more cars, is a rare find in hip & happening Peekskill! The first floor 3-bedroom apartment has hardwood flooring, renovated kitchen & bath, two entrances for added convenience, & a full unfinished basement with laundry. The second floor 2-bedroom apartment & the third floor 1-bedroom apartment are nicely maintained & wonderful rentals. Landlord currently pays heat, hot water & electric (for first & third floors) included in the rent. The detached 2-car garage could be rented at $500+/space/month, & the private backyard allows for gardening & outdoor relaxation, even room for a pool. Live in one, rent the others, or enjoy great rental income from all three units. With easy access to bus lines, shops, & restaurants, this home offers both comfort & convenience for tenants. Don’t miss this turnkey, income-generating property in the heart of Peekskill!

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$799,000
214
6bedrooms
3bathrooms
land  728

By North Country Sotheby's International Realty

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