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$385,000 0.43 acres 4 Beds | 3 Baths | 1 ½ Bath | 3590 sqft
525 Main St, Great Barrington, Massachusetts 01230 - Berkshire County

0.43 acres Great Barrington, MA

TWO BUILDINGS -house and former antique store - a live/work situation or income producing property, perfect for a store, studio, or office, etc. The main house is currently configured as two apartments, yet easily reverts to a single family home by simply opening a door - with charming light-filled rooms, floor to ceiling parlor windows, a deep wraparound porch, and a recent boiler. The recently renovated four-season former store outbuilding has French doors, multiple rooms, a second floor overl ooking the first floor spaces, and a half bath. A multitude of possibilities here with great visibility, located just south of town center in the MXD (mixed use transitional) zone, nearby the shopping area of Great Barrington. A circular drive with
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,350,000 2.16 acres 4 Beds | 5 Baths | 1 ½ Bath | 4058 sqft
24 Locust Hill Rd, Great Barrington, Massachusetts 01230 - Berkshire County

2.16 acres Great Barrington, MA

LEED rated custom home on a quiet country road with painterly views over rolling sheep pastures to mountain ridges beyond, yet just minutes to downtown Great Barrington. Built on the site of a former farmhouse and created with great thought, spirit and attention to detail, this timeless residence features large windows, high ceilings, reclaimed wood floors and cabinetry, a first floor master, guest suites, a large private studio with a bathroom, and to top it off, a second-floor covered loggia l ounge with a gas fireplace facing the enchanting view - think summer evening cocktails. All possible means of smart eco and conservation practices were considered and employed such as geothermal heat, solar arrays and high R-value panelized construc
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$895,000 26.77 acres 4 Beds | 5 Baths | 1 ½ Bath | 5000 sqft
263 Tyringham Rd, Becket, Massachusetts 01223 - Hampden County

26.77 acres Becket, MA

Waterfront and beautiful southwest views over a secluded pond and abutting state forest lands from this stylish four-bedroom five-bath home on its own 26 hilltop crest. Enjoy complete privacy while being just minutes from Lee, Stockbridge, Tanglewood and Jacob's Pillow. A gracious flow and smart layout of sunny rooms on three floors starts with a welcoming rocking chair porch and features a semi-open plan of kitchen, dining, cathedral living room, big screened porch, a first-floor master suite, second floor guest rooms and a separate guest wing. The huge mostly open lower level has an enormous family room, a separate media room that could serve as a fifth bedroom, all with views of the pond and hills beyond. There are balconies, decks, pat
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$285,000 1 acres 3 Beds | 3 Baths | 1 ½ Bath | 1792 sqft
302 Shadow Ln, Sandisfield, Massachusetts 01255 - Berkshire County

1 acres Sandisfield, MA

Meticulous 3BR and 2.5BA home in the desirable community of Otis Woodlands with a clubhouse, gym, eight tennis courts, and a private lake with a beach. As an ''upside down'' house, one feels like they are in the treetops from the great room and master suite. Guest have their own fully above-ground floor on the first level, including two bedrooms, a family room with a wood stove, sliding doors to the patio, and a guest bath and laundry. The second floor great room has a cathedral ceiling, an open kitchen with new stainless appliances, another wood stove, multiple sliding doors to the deck and big screened porch, along with a master suite and guest powder room. With new exterior stain, a new roof and decking, this easy-care spotless home is r
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$595,000 13.21 acres 3 Beds | 2 Baths | 3376 sqft
3 Norfolk Rd, Sandisfield, Massachusetts 01255 - Berkshire County

13.21 acres Sandisfield, MA

c. 2000 classically-styled and handcrafted Center Chimney Colonial shows its reproduction exterior, yet the interior is designed for how we live today. There are voluminous bright spaces throughout the three levels of living, where large, bright rooms - living room, kitchen, master bedroom, and family room, measure almost 500sf each. With Ash floors, custom built-ins and two large fireplaces, this home exhibits a quality not often found in newer houses. Great care was taken to site the residence privately on the thirteen acre property, and so one may hear the rushing Sandy Brook running the length of the parcel. There are currently three bedrooms, but plenty of rooms and space to use for more. The lower level has radiant heat with lots more
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$249,000 7.03 acres
0 Baldwin Hill, Egremont, Massachusetts 01230 - Berkshire County

7.03 acres Egremont, MA

Baldwin Hill is one of the most coveted locations in the southern Berkshires. This parcel was created to provide privacy overlooking trust-protected farmland to distant hills beyond. In an area of fine homes and convenience to Berkshire attractions and the Taconic Parkway, there's no limit to the value of what someone could create here.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$725,000 3.02 acres 3 Beds | 3 Baths | 1 ½ Bath | 2280 sqft
1113 Hartsville Mill River Rd, New Marlborough, Massachusetts 01230 - Berkshire County

3.02 acres New Marlborough, MA

Quintessential totally renovated white clapboard farmhouse on a sweet country road. The seller did a meticulous job renovating in 2007 - adding a large dormer to make the second floor rooms larger, relining the living room chimney, replacing the roof, new Pella windows throughout, central A/C on the second floor, and more, to create a really lovely and comfortable weekend retreat or full-time home. In 2013, she built the very pretty garage and created a summer studio out of the old attached one. It's spotless - even the basement. The large screened porch and deck with a fire pit area expand summertime living and overlook the landscaped yard. There's formal and informal dining, Bosch and Jenn Air appliances, and a generator. The boiler was r
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,549,000 58 acres 6 Beds | 5 Baths | 3416 sqft
651 Hayes Hill Rd, New Marlborough, Massachusetts 01230 - Berkshire County

58 acres New Marlborough, MA

1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with architect Crane De Camp. Integrating a variety of natural materials that link the house to the surrounding pastures and woods, the two created the low rectangular house high on a hillside overlooking the rolling hills of southern Massachusetts and northern Connecticut. The compound, known as Meadowtop, consists of the main two-bedroom house, a three bedroo m, two-bath guest cottage, a cabin bunkhouse and an in-ground pool with the same remarkable views. There's a hidden pasture and an outdoor stone BBQ area for sunset gatherings. A rare offering of mid-century architecture in a magical setting, conven
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,175,000 3.45 acres 4 Beds | 5 Baths | 1 ½ Bath | 4632 sqft
206 HILLSDALE Rd, Egremont, Massachusetts 01230 - Berkshire County

3.45 acres Egremont, MA

Thrilled to offer this spacious and pretty contemporary home built within a New England vernacular - an open Great Room, expansive first floor Master, and three en-suite Guest Bedrooms, along with formal and informal dining, and more for a home office and den. Located at the end of a private shared drive with a big long rocking chair porch facing south along with a screened porch. There are two oversized garages below, and a huge basement ready for buildout, other than the existing pingpong room , and another first floor single-car garage for a collector or just convenience. High-end appliances, infrastructure, and heating and cooling equipment. Fiber available. Move in condition.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$3,850,000 3.17 acres 6 Beds | 7 Baths | 2 ½ Baths | 6849 sqft
20 Berkshire Heights Rd, Great Barrington, Massachusetts 01230 - Berkshire County

3.17 acres Great Barrington, MA

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list them all, including a guest/caretaker apartment, 1000 bottle wine cellar, central A/C, full house generator, Pella true divided light windows throughout, Rocky Moun tain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres have been professionally landscaped and include the spa p
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$549,000 3.87 acres 4 Beds | 3 Baths | 2836 sqft
221 Beartown Mountain Rd, Monterey, Massachusetts 01245 - Berkshire County

3.87 acres Monterey, MA

A unique and design-forward country house with an interesting industrial past, converted decades ago from a screw factory in the woods to residence, then again more recently into a chic four-bedroom home with loft-like entertaining spaces and an ECOsmarte in-ground pool - the most non-toxic pool system available, using no chlorine or salt. The spacious single-level interior offers family and guest wings, recently renovated bathrooms - some en-suite, an open contemporary kitchen, and modern gas f ireplaces. Located on a beautiful gravel road in desirable Monterey and abutting 12,000 acres of state forest with nearby hiking and horse trails, Lake Garfield town beach is a bike ride away. Strong rental history.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,225,000 6.97 acres 3 Beds | 3 Baths | 3571 sqft
242 Hickey Hill Rd, Sheffield, Massachusetts 01257 - Berkshire County

6.97 acres Sheffield, MA

This Energy Star rated home was thoughtfully designed and sited in the middle of a pasture with views over church steeples of the village below, to the Taconic Hills and sunset to the west. As spotless as the day the owners took residency in 2008 and flooded with light from every direction, this Bensonwood Timber frame home is a joy to live in full time or to escape to from the city. Just eight miles from Great Barrington and convenient to a variety of restaurants and cultural activities in bot h Berkshire and Litchfield counties, the neighborhood is a mix of fine new and antique country homes and farms. The spotless house features a first floor master suite, central A/C, finished lower level with view and storage space, and an attached t
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,150,000 13.76 acres 5 Beds | 5 Baths | 1 ½ Bath | 4788 sqft
170 GOULD Rd, Monterey, Massachusetts 01245 - Berkshire County

13.76 acres Monterey, MA

A light, bright, very private contemporary country home, with exquisite approach, on almost 14 acres of rolling meadows; featuring its own private swimming/trout pond, beach and dock. High ceilings and massive windows prevail, plus a 12 month glass porch, all overlooking a gorgeous setting. Designed for a large family, it offers an oversized master BR down, 3BRs office upstairs and small gym on a lower level. Additional spacious guest apartment, with another master BR, bath and 2nd living room , can be an income producing rental, if desired. Located near skiing, hiking trails, the Monterey town beach boat ramp at Lake Garfield, and all the terrific Berkshire cultural venues. Many amenities; Verizon internet.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$985,000 15 acres 4 Beds | 4 Baths | 1 ½ Bath | 3908 sqft
170 Christian Hill Rd, Great Barrington, Massachusetts 01230 - Berkshire County

15 acres Great Barrington, MA

Country living not far from town, a long drive leads to a private 4000 sf, 4 bedroom, 4 bath home surrounded by 15 acres of sunny lawn, 20-tree orchard, pastures, and a woodland trail in the forest. Both the large living room and eat-in kitchen great room open to a south-facing stone terrace; one with a fireplace and the other a wood stove. A unique screened porch is in a restored corn silo - a most unique place to entertain guests. Also on the first floor are a den/office, a mud room for winte r wear and sports equipment, along with a laundry and caretaker office. A large master suite with a fireplace, and three guest bedrooms and bath are on the second floor. The lower level holds media and recreation rooms, bath with shower, a workshop
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$398,500 40.93 acres
207 BEARTOWN MOUNTAIN Rd, Monterey, Massachusetts 01245 - Berkshire County

40.93 acres Monterey, MA

Views of Mount Hunger from this very private large subdividable parcel, where the site work is complete and view is newly cleared. Ready for a home, arrive up a beautiful long drive to a three car garage, deep drilled well, and a four bedroom septic already installed. TOTAL privacy on a coveted Monterey road abutting 11,000 acre Beartown State Forest. Functioning half bathroom in the garage building for use while building a house, or turn the garage into living space. This is a great opportunit y to build one or more homes with a highly engineered driveway already installed, water and septic in place, and a garage for camping or storage during construction. Very unique opportunity. Easy to show.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$95,000 3.45 acres
0 Main Rd, Monterey, Massachusetts 01245 - Berkshire County

3.45 acres Monterey, MA

A lovely spot to build a home at the foot of a beautiful gravel road near Lake Garfield. Enjoy the convenience of the main road, and use the country road for dog walks and hiking.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$239,000 66.73 acres
0 Main Rd, Monterey, Massachusetts 01245 - Berkshire County

66.73 acres Monterey, MA

Incredible value for this large unspoiled land in Monterey, with enough frontage for two residences and enough land for total privacy. The offering includes 3.5 acres across the street from the larger parcel where one can kayak or canoe in beautiful Royal Pond. The pond parcel abuts Berkshire Natural Resources conserved land, with hiking trails throughout. A lovely location in the Berkshires just a couple of miles from Lake Garfield and the village center.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$399,000 12.65 acres 3 Beds | 4 Baths | 1 ½ Bath | 2055 sqft
44 Keets Brook Rd, Leyden, Massachusetts 01337 - Franklin County

12.65 acres Leyden, MA

Custom designed magnificent log style home located in a private 12 acre setting conveniently located near Route 5 and I-91 just north of Bernardston center. This special home has been used as a successful Airbnb business and it is the ideal countryside retreat. You will instantly fall in love with the great room that features an open kitchen, dining and living area with 20ft cathedral ceiling, exposed beams and a beautiful stone gas fireplace. The master suite has a full bath with tiled shower, vaulted ceiling, den with sliding glass doors to the front porch, and a laundry room. There are two additional bedrooms each with their own private full bath, vaulted ceiling and sliding glass door with access to your own private porch. In addition t
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$764,900 3.5 acres 4 Beds | 3 Baths | 1 ½ Bath | 4037 sqft
26 Monisa Kay Drive, Plymouth, Massachusetts 02360 - Plymouth County

3.5 acres Plymouth, MA

Enjoy oceanfront living with all the rewards and none of the risks in this luxurious seaside home set high and far back from nature's miraculous balcony - Plymouth's sought-after and enviable White Cliffs.Lay back in your comfy lawn chair and enjoy your favorite aperitivo while you take in Cape Cod Bay's wonder and beauty from your very private exclusive birdseye view.When you're in the mood to entertain, you'll adore your home's long list of comforts and amenities and relish in the neverending compliments from family, friends, and guests. Come to Bay View Heights and start living the life you've always dreamed of. Living in the lap of luxury does come with a price, but in this case, it's surprisingly affordable. Call today and let extraor
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$3,950,000 1.32 acres 3 Beds | 4 Baths | 1 ½ Bath | 2500 sqft
80 N Main St, Cohasset, Massachusetts 02025 - Norfolk County

1.32 acres Cohasset, MA

Extraordinary direct waterfront property. This stunning, newly renovated, sun-filled waterfront contemporary is directly on Little Harbor offering spectacular views, and an incredible waterfront lifestyle. Located in a premier walk to village location this home is luxurious inside and out with brand new high-end appliances and sophisticated finishes throughout. Several upgrades including new hardwood floors throughout, new electrical, gas heating and AC, new kitchen, all new bathrooms. 1.44 acres with 125 feet of water frontage and direct water access. Enjoy the fragrance of the sea as you sit poolside on a hot summer day. Bring your boat, there is a mooring right out front!
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$815,000 0.58 acres 3 Beds | 3 Baths | 2534 sqft
105 Bellavista Drive, Pocasset, Massachusetts 02559 - Barnstable County

0.58 acres Pocasset, MA

A PURE PLEASURE - Tranquility engulfs this lovely & private, one-of-a- kind, versatile MARSHFRONT HOME surrounded by nature, in sought after Pocasset. Less than 3/10 of a mile from Hen's Cove & Barlow's Landing Beaches. Drink in the view from almost every room! Gather together in the charming & gracious sized kitchen w/center island, custom cabinets, granite counters w/separate dining area enhanced by sliders to a deck & a 2 sided fireplace shared w/ the adjacent living room. An oversized laundry/multipurpose room off kitchen. A 1st floor sitting room can double as a guest room. A sun room w/ wrap around windows & wood beamed ceiling (or D/R), 3 second floor bedrooms, include a Master Suite overlooking the Marsh, w/ en suite bath featurin
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$3,500,000 3.2 acres 5 Beds | 7 Baths | 2 ½ Baths | 5691 sqft
32 Temahigan Avenue, Oak Bluffs, Massachusetts 02557 - Dukes County

3.2 acres Oak Bluffs, MA

Historic East Chop Waterfront Estate With Boathouse And Deep Water Dock - Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre pro
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$1,600,000 1.45 acres 4 Beds | 3 Baths | 1 ½ Bath | 3000 sqft
143 Vine Street, Otis, Massachusetts 01253 - Berkshire County

1.45 acres Otis, MA

With lake views from practically every room in the home, the property commonly referred to as ''Crestmoor'' welcomes you with its clean, mature landscaping, 220 lf of water frontage, your own private dock with boat lift and a home built with superior craftsmanship, thought out design and top-shelf materials. The Master bedroom and bath are located on the first floor as is a beautiful sitting room, with a large stone fireplace and vaulted ceiling. The partially finished basement comes complete with a gaming room, beautiful bar and, of course, awesome views of the reservoir. If you are looking for a high end waterfront property, don't pass this one up!
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$19,000,000 2.7 acres 4 Beds | 4 Baths | 1 ½ Bath | 2848 sqft
12 Milikin Way, Edgartown, Massachusetts 02539 - Dukes County

2.7 acres Edgartown, MA

This extraordinary waterfront house and guest house sits majestically on the shores of Katama Bay and features a dramatic 180-degree waterview across Katama Bay to Norton Point and as far as the eye can see. The 4 bedroom home is immaculately maintained and features an open kitchen, living room with dramatic waterviews and three guest bedrooms on the first floor. The second floor includes a master bedroom suite overlooking Katama Bay. A separate and charming 661 /- square foot guest house with a full kitchen completes this stunning compound. A manicured footpath and boardwalk lead you through tall beach grasses to a private dock on the water's edge. This is the summer retreat you have been looking for!
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$995,000 1.53 acres 4 Beds | 3 Baths | 2575 sqft
90 Old North Road, Pocasset, Massachusetts 02559 - Barnstable County

1.53 acres Pocasset, MA

Spectacular Westward Facing Ocean Views! Salt Marsh Front. See the sunset over the water (or your boat) from your floor to ceiling living room windows. In Wincove with lovely paths to the beach very close to the house. 3 Levels of living, 2 car garage, private association beach. Lindal Cedar home is built to last on over an acre of level land. Beautiful fireplace in living room, renovated kitchen, master bath has a step in shower, first floor has two bedrooms, laundry and bath, lower level is it's own suite of rooms with water views from every level. Come and see for yourself, call today to make an appointment.
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$749,900 2.05 acres
120 124 Bay Shore Dr, Plymouth, Massachusetts 02360 - Plymouth County

2.05 acres Plymouth, MA

Rare opportunity to own 2 Oceanfront lots side by side with over 2 acres of land in total. Stunning unobstructed panoramic views of Plymouth Bay, Saquish, Clark's Island and beyond. Great potential for a family compound or built your dream home on the entire parcel. Engineering with Conservation approval is in place along with building permits. Minutes from historic Plymouth Waterfront and Downtown where you can enjoy fine dining and shopping. The property is located just 40 miles from Boston ~ once you are on the expressway mins away no stop signs or stop lights to the city. Perfect for a get away vacation home or year round. Area beaches just a short distance away as well as Pinehills amenities and Spa. Builders packages available up
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$675,000 39 acres 4 Beds | 3 Baths | 2282 sqft
102 West Center Rd, West Stockbridge, Massachusetts 01266 - Berkshire County

39 acres West Stockbridge, MA

This home is really lovely with wide-board wood floors throughout, cathedral ceilings in the living room and master bedroom, fireplaces in the living room and sunroom, and large windows to enjoy the gardens in the summer or snow covered evergreens in winter. The interior architecture is very well conceived with a large master suite set apart from three other bedrooms for children and guests. The kitchen/dining area is open to the living room. The basement is large, fitted with storage cabinet s and completely dry. The pool has a black liner in harmony with its woodland setting. The location is convenient to everywhere. It's a beautiful drive over the hill to Tanglewood and Lenox, or down the Alford valley to Great Barrington. Even Pitts
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$2,995,000 2.96 acres 5 Beds | 5 Baths | 1 ½ Bath | 3446 sqft
36 Old Field Road, Orleans, Massachusetts 02653 - Barnstable County

2.96 acres Orleans, MA

This home has it all! Waterfront Family Compound enjoyed by the same family for over 40 years. Licensed deep water dock on Little Pleasant Bay, heated in-ground pool with expansive deck. 2.96 acres with abutting conservation land. This property offers you the ultimate views of Cape Cod's incredible sunsets and the utmost privacy.''Main Residence'' features 5 bedroom and 4 bathroom custom-built home. A large great room has cherry wainscoting and multiple glass sliders lead out to the expansive deck, pool, dock and waterway. Kitchen with custom cabinetry has adjacent multi-functional/catering room...perfect for entertaining large gatherings or handling a busy family life. Light filled Sunroom brings the outside in. Formal Dining Room is conve
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$8,695,000 4.62 acres 5 Beds | 5 Baths | 2 ½ Baths | 4235 sqft
250 Windswept Way, Osterville, Massachusetts 02655 - Barnstable County

4.62 acres Osterville, MA

Please see our Virtual Tour. Magnificent Oyster Harbors. Just under 5 acre Estate. Dock will accommodate a 48' boat. Completely remodeled and updated. Private, gated community with 24 hour Security. Elegant tree lined entrance welcomes you to ''Windswept''. Sandy beach and water views of the Bay and Nantucket Sound. Desirable Southwesterly exposure. Tennis court and pool. The main floor has a Great Room, Study, and Dining Room all open to enclosed sun porch and all with spectacular water views. Gourmet kitchen with open water views. Master bedroom suite with spacious modern bath and balcony overlooking the Bay and Sound. Ample guest rooms with baths. New windows,roof, heat, electric and plumbing. 3 car garage.