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luxury houses with pool for sale Egremont, United States

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House with pool and garden Egremont (United States)

Perched high on one of Egremont's most desirable country roads, this exceptional estate offers breathtaking panoramic views stretching more than 30 miles across rolling meadows, mountain ranges, and Prospect Lake. Facing south and surrounded by approximately 15 private acres, the property combines natural beauty, privacy, and convenience just minutes from downtown Great Barrington and major Berkshire attractions. This contemporary residence was thoughtfully designed to capture the spectacular scenery from nearly every room. Soaring ceilings and sun-filled living spaces create a warm and inviting atmosphere throughout the home. The residence features 5 bedrooms, 5 and a half bathrooms, and a dramatic great room flooded with natural light. You will also find three fireplaces, a charming three-season screened porch, and: -fully finished walk-out lower-level with great views -heated gunite swimming pool with multiple entertaining areas -outdoor shower -attached two-car garage -high-speed internet -wine cellar with capacity for 1000 bottles Whether relaxing beside the pool, entertaining guests by the fire, or enjoying the ever-changing views from the porch, this property lives like a classic New England country estate while offering all the modern conveniences expected today. A rare opportunity to own a private Berkshire retreat with extraordinary views, timeless appeal, and unmatched access to the region's cultural and recreational attractions.

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$2,725,000
5bedrooms
6bathrooms
land 6.2ha

By William Pitt Sotheby's International Realty

39

House with pool Egremont (United States)

Experience the luxury of gracious proportions, impeccable details, and stunning design in this exquisite classical villa that would be as at home in Italy as it is in the Berkshire landscape. Protected views of mountains, rolling hills, and meadows surround the 6.9-acre estate. The atmosphere of sophisticated luxury begins with the approach through an allee of willow trees and in the front courtyard, edged with stately Bradford pear trees and arbor vitae and anchored by the 2716sf, single-level residence and a matched pair of outbuildings--a two-car garage and a garden house. The front entry of architect-designed residence leads to a luminous interior with tall ceilings, reflective white walls, generous windows and 19 screened French doors that welcome sunlight and breezes and provide for ideal interior-exterior living. To the left of the entry are a living room with a wood-burning Rumford fireplace and hallway to the primary suite with an airy, comfortable bedroom, refined, restorative bath, and walk-in closet/dressing room. To the right, a spacious dining room, well-appointed kitchen, screened porch, and hallway to two bedrooms and full bath. The U-shaped floor plan embraces a secluded formal garden, reflecting pool with fountain, patio with pergola, and 40' lap pool. Completed in 1998, every element of the residence attests to architectural intelligence, superior craftsmanship, and love for the bucolic landscape. The high level of quality is evident in the visually commanding millwork, true stucco exterior, lath-and plaster walls in the principal rooms, east and south pergolas, west-facing screened porch, and sensitive choreography of space. With roots in the classical architecture of ancient Rome, this is a thoroughly modern dwelling replete with whole-house fan, air conditioning, generator, security system, 630-foot drilled well, and chef-ready appliances. The result is a home that feels both sculptural and deeply connected to its setting. With protected views, total privacy, and proximity to South County amenities (7 minutes to Guido's), this is a rare Berkshire offering -- serene, architecturally stunning, and eminently livable.

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$2,450,000
3bedrooms
2bathrooms
land 2.8ha

By William Pitt Sotheby's International Realty

9 listings near Egremont

Nearby
45

House with pool Great Barrington (United States)

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association

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$749,000
3bedrooms
3bathrooms
land 9,834

By William Pitt Sotheby's International Realty

Nearby
50

House with pool Great Barrington (United States)

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.

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$1,295,000
4bedrooms
4bathrooms
land 4,937

By William Pitt Sotheby's International Realty

Nearby
Contract pending
40

House with pool Salisbury (United States)

This antique home, originally built in the 1700s, has been thoughtfully expanded into a home where antique bones meet mid-century ambition. The original structure anchors the property with a country kitchen open to a casual dining area, with wide board floors, a hand-hewn beam overhead, and blue-and-white tile that gives the space real personality. The kitchen flows into a living room with fireplace; up a level, a bedroom (currently used as a closet) and a full bath.The mid-century addition shifts the mood entirely: a dramatic great room with vaulted ceiling, exposed redwood paneling and beams, stone fireplace, and a sense of scale you don't expect until you're standing in it. A sunroom and two additional bedrooms sharing a bath round out the wing. Outside, the in-ground pool sits tucked behind a white picket fence with mature trees all around. A detached two-car garage and backup generator complete the package. Set on 6+ private acres in the Taconic section of Salisbury, this is the perfect country retreat with genuine character.

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$595,000
3bedrooms
3bathrooms
land 2.5ha

By William Pitt Sotheby's International Realty

Nearby
50
Video

House with pool New Marlborough (United States)

Experience 225 years of preserved grandeur on Nodin Farm. Nestled on 130 sprawling acres of rolling countryside, this Greek Revival has been lovingly stewarded by only four owners across more than two centuries, ensuring its soul remains as original as its architecture. The Manor House: The interior seamlessly blends the romance of the 19th century with the sophisticated comforts of the 21st. Rich wide-plank wood flooring, bespoke built-ins, hand-carved woodwork, seven fireplaces, these are just some of the original details. The gourmet kitchen has premium, professional-grade appliances, the home's bathrooms are renovated, and the estate is equipped with state-of-the-art climate control systems. The Grounds and Out Buildings: The Farm moniker only hints at the magnitude of this estate's amenities. You'll find a brick patio and a shimmering inground pool, perfect for summer afternoons. The Main Barns- A majestic gambrel-roof brick barn and a classic wooden barn, both fully restored. The Bull Barn- A charming, standalone brick structure with existing architectural plans for a luxury guest house. Auto Gallery- A massive, 7-bay brick garage complete with a professional-grade gym and a private executive office. This entire barn complex was meticulously repaired and outfitted with premium roofing in 2024. Nodin Farm is a rare convergence of history, scale, and meticulous preservation. It is an invitation to own a piece of the American story. Schedule your private tour of this 130-acre legacy estate today.

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$3,995,000
4bedrooms
4bathrooms
land 52.6ha

By William Pitt Sotheby's International Realty

Nearby
50
3D visit

House with pool Lee (United States)

Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece of the property. A tiered bluestone patio creates multiple spaces to gather and relax, featuring a built-in outdoor kitchen, gas fire pit, and a heated saltwater plunge pool by Soake Pools. Mature landscaping, professionally designed landscape lighting, and a charming storage building complete the outdoor space, creating a backyard that feels like your own private retreat. Inside, the home is warm, inviting, and thoughtfully designed. The eat-in kitchen is the heart of the home with a large center island, custom cabinetry, premium JennAir appliances, and direct access to the patio for seamless indoor-outdoor living. Just off the kitchen, the family room offers a comfortable place to unwind, while the formal living and dining rooms provide the perfect setting for holidays and entertaining. A powder room and first-floor laundry add convenience to the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully appointed en-suite bathroom featuring a soaking tub and walk-in shower. Two additional bedrooms share a full bath, while the oversized bonus room provides incredible flexibility. Filled with natural light from a dramatic picture window overlooking the backyard and rolling meadows with distant mountain views, it's the perfect space for a media room, playroom, home office, or fourth bedroom/guest suite. A second staircase offers easy access and enhances the home's thoughtful layout. Additional features include a new roof in 2022, an attached two-car garage and a full basement with radiant heat, providing ample storage and endless potential for future finishing. From the quality craftsmanship and thoughtfully designed floor plan to the incredible outdoor spaces and picturesque setting, this is a home that has been exceptionally cared for and is ready to be enjoyed for years to come.

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$995,000
4bedrooms
3bathrooms
land 3,723

By William Pitt Sotheby's International Realty

Nearby
48

House with pool Richmond (United States)

This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate showcases classic stone walls, a serene spring-fed pond and a heated saltwater pool. The impeccably maintained lawns and expertly designed grounds establish a pristine country retreat. Premium upgrades include superior rock wool insulation throughout. Perfectly positioned just minutes from Tanglewood's celebrated performances, fine dining and thriving cultural attractions in the Berkshires.

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$3,750,000
5bedrooms
7bathrooms
land 2.3ha

By William Pitt Sotheby's International Realty

Nearby
50
Video

Property with pool and garden Stockbridge (United States)

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

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$14,500,000
19bedrooms
25bathrooms
land 8.6ha

By William Pitt Sotheby's International Realty

Nearby
40

Property with pool and garden Falls Village (United States)

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural bones in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

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$2,800,000
4bedrooms
3bathrooms
land 14.2ha

By William Pitt Sotheby's International Realty

Nearby
44

House with pool Elizaville (United States)

Welcome to an exceptional Hudson Valley retreat, offering unparalleled space, comfort, and recreational amenities across 56+ private acres. This stunning 6 bedroom, 6.5 bath estate is the ultimate compound or a lucrative opportunity for investors seeking a proven Airbnb performer. Nestled in a secluded setting, the property features a swimmable pond with its own docks and bridge, plus scenic trails perfect for snowmobiling, hiking, and cross-country skiing--all from your own backyard. Designed for gatherings and entertaining, the grand open-concept living, dining, and kitchen area is anchored by a dramatic stone fireplace with a propane stove insert. The chef's kitchen is outfitted with two refrigerators, two ovens, a five-burner stove, and a wine fridge--ideal for preparing feasts for a crowd. An expansive laundry room boasts three washers and six dryers to handle large groups with ease. The indoor heated pool, personal gym, and game room, complemented by a second cozy fireplace with propane stove insert, ensures endless indoor fun, while two private cabins offer exciting renovation potential. Updated mechanicals, on-demand propane hot water, a whole house generator, and a detached two-car garage with its own well provide peace of mind and convenience. Property outfitted with 8 kayaks and a paddle boat. Sub-dividable acreage allows for future expansion or investment flexibility. Whether seeking a weekend sanctuary, a multifaceted compound, or a high-performing rental, this extraordinary property offers boundless possibilities for relaxation, recreation, and return.

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$2,450,000
6bedrooms
7bathrooms
land 22.9ha

By Four Seasons Sotheby's International Realty

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