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luxury houses for sale Weston, United States

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Property Weston (United States)

Inspired Living, Timeless Appeal This captivating 5-bedroom Tuscan-inspired home blends timeless elegance with modern sophistication, embodying the essence of Mediterranean-style living. The open floor plan flows seamlessly, with airy, sunlit rooms enhanced by rich hardwood floors and latch-black wrought iron window frames. French doors allow natural light to flood the spaces, while three beautifully crafted fireplaces provide warmth and serve as focal points, reflecting the home's thoughtful design and distinctive character. The main floor is a harmonious blend of style and functionality. The living and dining rooms feature striking floor-to-ceiling windows and wood-burning fireplaces, creating an elegant yet welcoming atmosphere. At the heart of the home, the gourmet kitchen impresses with custom Kraftmaid cabinetry, granite countertops, a decorative backsplash, and professional-grade appliances. Thoughtful details like a pantry, breakfast bar, wine fridge, and prep sink make it perfect for both everyday living and entertaining. The family room, encased by a wall of windows, opens through double French doors to a newly redesigned patio, celebrating the Mediterranean love for outdoor living. The luxurious primary suite is a serene sanctuary, featuring a cozy fireplace, ample closet space, and a stunning marble bath complete with a spa tub, separate shower, and double vanities. Upstairs, three additional bedrooms provide comfort and flexibility—one with a walk-in closet and another with a built-in Murphy bed and shelving. These rooms share a sumptuous bath with a spa tub, separate shower, and double vanities. A fifth bedroom on the main floor, accompanied by a full adjacent bath, offers the perfect space for a guest room or home office. Versatile living spaces continue throughout the home, including the bright finished third floor and a sprawling 1,750 square foot walk-out lower level. This lower level features a full bath, laundry area, extra storage, and French doors that open to a charming cobblestone patio. Beyond, a lush lawn transitions into a scenic meadow, offering a peaceful natural retreat. Additional highlights include a two-car garage, mudroom, and a historic cottage with renovation potential. Nestled in Lower Weston, this home is minutes from Westport shopping, Aspetuck Country Club, the Merritt Parkway, and top-rated schools, making it a truly special find.

… 
$1,299,000
5bedrooms
4bathrooms
land  4,532

By William Pitt Sotheby's International Realty

15

Property Weston (United States)

Here is an opportunity to own a little piece of New England history-a 1749 Antique Colonial with rare King-cut wood floorboards. 3 Fireplaces. Lovely, bright Sunroom. Fireplace in the Dining Room (the original kitchen) with a bee hive oven. Grounds are magical. The property has a shed and a barn with kennels. There is a pull-down attic in the barn. The owner bred Wolf Hounds so the barn has 4 stalls and a 2-car garage, heated with a sink and running water. This home has a fully finished, heated, walk-up attic. This space could be made into a 4th bedroom because there is a 1500-gallon septic tank. There is a full-house generator and plenty of storage. With some TLC this could be your forever home!

… 
$689,000
3bedrooms
3bathrooms
land  7,446

By William Pitt Sotheby's International Realty

Contract pending
37

Property Weston (United States)

WELCOME TO 152 OLD HYDE ROAD! LOWER WESTON- THIS IS IT! - NEW ROOF, NEW DRIVEWAY, NEW GUTTERS, NEW GARAGE DOORS! This INCREDIBLE OPPORTUNITY awaits, this 2 FLAT ACRES on park-like property with original stone walls in charming Weston. The BEAUTIFUL DRIVEWAY APPROACH sets the tone for this charming colonial home, with a STONE COTTAGE on the property adding to the idyllic lifestyle of Weston living. The 1850 Cottage on the property is a treasure. This spacious 5 bedroom, 4.1 bath, 4,234 square foot colonial sits on a sprawling property providing the PERFECT SETTING FOR ANY LIFESTYLE waiting to create everlasting memories. The large cook's kitchen is the hub of the house, offering outstanding entertaining space to gather, flowing into the informal dining room along with a new sunroom open the doors to your impeccable yard bringing the outside in! Entertaining at its finest, from this stunning backyard to relaxing with your iced tea on the inviting front porch. A 2 level entry foyer and staircase welcomes you, leading to a large Primary bedroom suite with 2 walk-in closets and 4 additional bedrooms - all with walk-in closets - on the upper level. Two fireplaces in the living room and family rooms add to the cozy atmosphere. The expansive lower level at 1,992 sf presents significant expansion and storage possibilities. This colonial is flooded with natural sunlight throughout, beautiful hardwood floors.

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$1,350,000
5bedrooms
5bathrooms
land  8,094

By William Pitt Sotheby's International Realty

Contract pending
21

House with terrace Weston (United States)

REVIVAL OF THE FITTEST After having fallen into a state of disrepair, Allan J. Gelbin's 1965 Trinkaus Residence has not only survived but has been revived! Working from an extensive home inspection report, the current owner has lovingly restored this beautiful example of organic architecture to it's mid-century modern glory. This work includes new roofs, repaired chimney, new double pane windows in restored original casings, rebuilt retaining walls, enhanced foundation drainage, resurfaced balconies, extensive exterior siding and fascia replacement, plumbing leak repaired, interior moisture issues mitigated and repaired, new well tank, and more. Commissioned in 1965 for Theodore Trinkaus and his wife, Gelbin designed the perfect escape for his clients: a modernist home with floor to ceiling glass, wrap terraces, generous entertaining space, an atypically large kitchen, 5 bedrooms and 2 1/2 baths. Sited on 2.25 acres, the house is a celebration of materials: a classic mix of fieldstone, cedar clapboard and glass - a combination that Gelbin learned at the hand of the master himself, Frank Lloyd Wright. Perfectly suited as the ultimate weekend retreat or inspiring full time residence, Trinkaus Residence awaits its next chapter!

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$1,250,000
5bedrooms
3bathrooms
land  9,105

By William Pitt Sotheby's International Realty

Contract pending
10

Property Weston (United States)

Get ready to be enchanted by this elegant country estate once owned by the Vanderbilt family who named the property Daisyfields. Steeped in history, Andy Warhol was said to have painted illustrations for Amy Vanderbilt's cookbooks in the guest house at this magical property - and the paint is still visible on the guest house floor! The main house features a high-end kitchen that's a chef's dream with Wolf, Subzero and Miele appliances and custom features throughout. The lovely kitchen opens to a welcoming family room area and flows out to the terrace and private back property. The second level is comprised of a well-appointed primary suite, 3 additional bedrooms and a spacious hall bath. Front and back stairs add a further touch of elegance. A spacious 3-car garage also has a full second level perfect for storage now, or to be finished. Gleaming hardwood floors throughout. The guest house is sure to spark your imagination. With soaring ceilings and so much space, bring your vision to create a truly amazing secondary dwelling on the property. Featuring its own heating system, kitchen and bath - it's a unique opportunity to round out this magical countryside estate! The nearly 5 acres of property offer beautiful gardens, specimen trees and so much privacy with its adjacency to conservation land. Easy access to Aspetuck Country Club offers a fun and active lifestyle. 51 Valley Forge Road is the perfect weekend retreat or fulltime home.

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$1,689,000
4bedrooms
3bathrooms
land  1.7ha

By William Pitt Sotheby's International Realty

164 listings near Weston

Nearby
Contract pending
34

House Easton (United States)

Contemporary ranch on three bucolic acres on Fairfield/Easton border. Custom built for the current owner with quality craftsmanship/materials and attention to detail. This spacious home features high ceilings and hardwood floors throughout, walls of windows, storage extraordinaire and perfectly sized rooms which flow effortlessly for today's lifestyle. Enter a gracious foyer, with extensive built-ins to display your favorite collections, and access all public rooms, providing great flow for entertaining. The living room with coffered ceiling and two sided fireplace features a wall of windows to view the lush, verdant landscape. A spacious dining room leads to a screened porch, a perfect spot for summer dining and relaxing. The large galley kitchen featuring marble counters, stainless appliances, gas stove and double ovens is a chef's delight. The adjacent breakfast room with pantries, is open to family room and provides access to patio, 3 car garage, laundry/mudroom and basement. The primary suite with multiple closets boasts a bath with large shower and walk-in tub. Three additional bedrooms with generous closets and access to the hall bath complete this wing. Use your imagination to add additional square footage/value in the large unfinished basement...playroom, home theatre, gym, wine cellar, office. Fenced lily garden can be cleared for pool/court. Feel like you live in the woods yet you are only minutes from restaurants, shopping and highways in Fairfield and Westport.

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$950,000
4bedrooms
3bathrooms
land  1.3ha

By William Pitt Sotheby's International Realty

Nearby
36

House Westport (United States)

Relaxed, entertaining luxury with all the bells and whistles....Privacy, serenity and convenience featuring Entertaining at it's finest - step into 249 Sturges Highway greeted by welcoming floor plan from living room, dining room, open concept kitchen which highlights gorgeous quartzite counters, a Subzero refrigerator, Bosch dishwasher, and a 60 Viking Dual Fuel range flowing into the great room accented with a stunning stone fireplace. French doors lead you outside to be greeted by an 18x40' Heated Gunite Pool and Spa, a large patio with an an awning perfect for relaxing while listening to the waterfall. You are steps away from the pool room with a wet bar. The Primary Bedroom Suite has been thoughtfully laid out for enjoying a night cap in the sitting area with wet bar, two glass fronted wine refrigerators. No stone was left unturned with your primary new bathroom showcasing double sinks, radiant heat flooring, large rainfall shower, high-end lighting, free-standing soaking tub, a private balcony for morning coffee overlooking the luschious landscaping completes this masterpiece. 3 generous Ensuite bedrooms finish the second floor -

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$4,485,000
5bedrooms
9bathrooms
land  4,087

By William Pitt Sotheby's International Realty

Nearby
40

House Westport (United States)

Nestled on a quiet cul-de-sac and perfectly situated on two acres, sits this spectacular custom contemporary home with elements of European design. As you enter through the wrought iron gates into the crushed stone courtyard, you discover a masterpiece of stucco and stone which is beautifully enhanced with mahogany doors, window trim, a cupola, and carport. Superior craftmanship is exhibited from all angles. The large entry foyer opens to the spacious formal dining room and living room with fireplace which are conducive to entertaining. Both rooms have high ceilings and walls of glass which allow views of the property and pool. The library features custom cherry cabinetry and a cozy fireplace. The large eat-in kitchen with fireplace opens to the large deck for dining al fresco or a mahogany pergola-covered terrace. The primary suite is located on the main level and includes a full bath with Jacuzzi, sauna, walk-in closets and a secluded terrace for morning coffee. There are two additional bedrooms, a full bathroom, and a powder room which complete the main level. As you descend the amazing stone-walled staircase to the lower level, you enter the light-filled family room with fireplace and French doors which lead to a patio and the pool beyond. There are two additional bedrooms, a full bathroom, a large billiard/game room and laundry room on this level. Colorful gardens thrive throughout the property and views are enjoyed from every window and glass door.

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$3,695,000
5bedrooms
4bathrooms
land  8,175

By William Pitt Sotheby's International Realty

Nearby
39

House with pool Fairfield (United States)

Antique lover's dream...If you love authentic features and appreciate excellent craftsmanship, this house is the one! The home features wide board floors, plaster walls, hand-blown glass-paned windows, latched doors, nine fireplaces, and antique charm; truly a piece of history. Two stunning 18th/19th-century homes were combined to create this antique masterpiece. The original Dawson house was built in 1856, beautifully maintained and restored. The current owners wanted to be true to the historic nature of the property and dismantled and moved another period home for the addition. Built in 1750, The Ring Family Homestead from Bridgeton, Maine was painstakingly deconstructed and delivered in 1985. It was meticulously reconstructed to seamlessly join the front house, offering a spacious, natural, authentic home. High ceilings grace every room; the exposed beams, nine fireplaces, and lovely details enhance the historic feel. There are close to six acres of bucolic land (on two separate lots), three post & beam outbuildings, a garage, paths through the woods, a stream, and more to enhance the experience. The attention to detail and commitment to historical accuracy is evident in details such as the bricks in the fireplaces that came via truck from Maine, the historical Old Village paint colors, original doors, many antique sconces and so much more.

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$1,850,000
5bedrooms
7bathrooms
land  1.1ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
40

House Westport (United States)

This Custom Built Adirondack Estate boasts over 10,000 incredible square feet of living space, perfect for entertaining, working, playing and relaxation. This one-owner cedar shake masterpiece showcases exceptional workmanship crafted with the finest materials which is evident upon arriving at 6 Pan Handle Lane. The cobblestone entrance leads to a circular drive welcoming you onto the beautiful 2.51 acre property. Enter the two-story foyer and take in all of the elegance. You will be captivated by the seamless flow to the living room, dining room and the two-story open great room enhanced with a stone fireplace and French doors to the deck and pergola, bringing the outdoors in. The chef's kitchen showcases high-end appliances including three ovens, an oversized island and opens to a breakfast room accented with a brushed nickel ceiling. The regal first-floor office is a must-see, adjacent to the exquisite Primary Bedroom Suite with a fireplace, oversized walk-in closet, luxurious bath with radiant heated marble and onyx floors and an outdoor patio, allowing you to enjoy the beauty of your private yard. Seller is requesting that all offers be submitted through Final Offer. Go to FinalOffer.com and enter the property address to proceed.

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$4,500,000
5bedrooms
9bathrooms
land  1ha

By William Pitt Sotheby's International Realty

Nearby
50

House with pool and garden Easton (United States)

Like a dream come true for anyone passionate about horses & luxurious living. Picture waking up to serene mornings with coffee in hand, gazing out over your horses peacefully grazing in the paddocks—a perfect start to the day. The main house, updated in 2024, offers spacious & elegant living space making it ideal for hosting family & friends. The open floor plan ensures a great flow between rooms, perfect for entertaining. Imagine gatherings in the family room, warmed by the stunning floor-to-ceiling stone fireplace, with views of the heated in-ground pool & expansive backyard. The lower level adds even more appeal, with a large game rm, a study, a wine cellar & an expansive unfinished area that offers endless possibilities. This estate blends luxury, comfort & the equestrian lifestyle. The equestrian facilities are equally impressive, with 2 barns accommodating up to 10 horses, and a 2-bedroom apartment above one barnperfect for staff, guests, or extended family members. The ample turn-outs, ring, and extensive fenceable land offer plenty of room for your horses to roam and thrive. And being so close to Silverman's Farm and other equestrian facilities, you'll enjoy the best of both worlds: a beautiful, private homestead and a vibrant equestrian community. An opportunity not to be missed!

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$5,000,000
6bedrooms
8bathrooms
land  6.4ha

By Sotheby's International Realty - Greenwich Brokerage

Nearby
26

Property Westport (United States)

A Timeless Charmer! Picture yourself in this wonderful Antique Center-Hall Colonial Farmhouse. Bring your vision and infuse your style to these inviting spaces with its grand living room featuring a cozy fireplace, large dining room, and an oversized family room. The kitchen boasts classic cabinets and many rooms have their original hardwood floors. Relax in the quaint sunlit enclosed porch. Transform the lush 1.40 acre property with its mature trees and flowering plants into a serene retreat. A terrific standout feature, the legal one-bedroom apartment above the three-car garage. Ideal rental income or flexible options for an in-law suite, au-pair quarters or a private home office. With some fresh paint, modern updates, and a touch of landscaping, this home's vintage character can be beautifully remodeled into your own sanctuary. It's a place where the past and present blend seamlessly, offering a truly one-of-a-kind opportunity you won't want to miss!

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$1,595,000
3bedrooms
2bathrooms
land  5,706

By William Pitt Sotheby's International Realty

Nearby
26

House Westport (United States)

Fantastic opportunity to live in the highly sought-after Coleytown neighborhood in Westport, Connecticut on a 1.39-acre corner lot with mature trees and privacy. Welcome to 24 Easton Road: a sprawling split-level residence boasting 5 bedrooms and 3.2 baths. This property is a standout in that it features a lower level with a private entrance that is the perfect space for an in-law apartment or secluded office space! This home was built for the family who loves to entertain; the upper level has an open-concept living and dining area that allows for an abundance of natural light. This space flows effortlessly onto the back deck, complete with an inground pool. Parking is never an issue with this property, thanks to the expansive driveway on Easton Road and a second driveway off Warnock Drive that leads to a convenient two-car garage. Whether you need space for guests or multiple vehicles, this home has you covered. This is your chance to bring your ideas and create your dream home in Westport.

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$1,299,000
5bedrooms
5bathrooms
land  5,625

By William Pitt Sotheby's International Realty

Nearby
41

House Redding (United States)

Three Bridges: A Fairytale Country Estate with Timeless Appeal. Welcome to Three Bridges, a country estate that effortlessly blends historic charm with modern sensibility. Originally a quaint 1930 Tudor, this home has been masterfully expanded and renovated to create a one-of-a-kind sanctuary on over six private acres. Enjoy rarefied amenities including a brook, waterfall, and charming bridges. The 7,314 square foot residence boasts high-quality construction, exquisite craftsmanship, and authentic architectural details including decorative half-timbering and diamond-pane windows. Outdoor living is sublime with a stream-fed in-ground pool, expansive stone patios, tennis court with pickleball lines, and a bocce ball court. Inside, find the intimate primary suite with private balcony, chef's kitchen with commercial-grade appliances, enormous family room with stone fireplace, and cozy living room (original to the 1930's) accented with floor-to-ceiling fireplace, vaulted ceilings, and wooden beams. Three additional ensuite bedrooms, a playroom, multiple office locations, and lower-level entertaining area with hot tub and rock-climbing room add to the timeless appeal. Whether you're seeking a weekend haven or a full-time residence, Three Bridges is sure to please. Tucked away down a meandering drive, its bucolic Redding location offers access to the town's abundant conservation land and open spaces. Don't miss this rare opportunity for stately country living in a singular setting!

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$1,945,000
4bedrooms
7bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
37

House Redding (United States)

Extraordinary private setting in sought after Farview Farms neighborhood on 2.40 picturesque acres with stone pillars, gated entry, pool house, heated gunite pool and spa, sport courts, and unlimited potential to restore this home to its former glory. The main home has been gutted to the studs after an unfortunate fire. The silver lining is that no one was hurt, and this is a very unique opportunity to purchase one of the prettiest lots in Redding, in one of the best neighborhoods, with extensive improvements that were untouched by the fire, including Belgian block lined circular drive; free-standing covered porch w/outdoor fireplace; inground trampoline, basketball and volleyball courts; exceptional pool house with covered patio, kitchen w/custom cabinetry and stainless steel appliances incl. dishwasher and wine chiller, plus full bath; gorgeous gunite pool with spa and expansive stone patio; plus the most spectacular landscape and hardscape including stone terraces, walkways, custom bridge, lush mature trees, privacy screening, and flowering gardens. The house fire was contained to the garage and adjoining areas, but there was significant additional damage due to the water used by the firefighters. The restoration company has been cleaning all of the debris, and much appears salvageable including the well, septic, fully custom wood paneled sun room, and the framework for this house that formerly offered over 7,000 square feet on 3 floors with 5 bedrooms, 4 full/3 half baths, walk-up attic, walk-out LL, and 3 car garage.

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$995,000
5bedrooms
7bathrooms
land  9,712

By William Pitt Sotheby's International Realty

Nearby
Contract pending
30

Property Westport (United States)

Experience a world of refined sophistication and casual elegance in this newly built home nestled at the end of a private cul de sac. With high-end elements at every turn and meticulous craftsmanship throughout, this is a home like no other. The soaring 10-foot ceilings and oversized high-end windows imported from Europe bathe all 4 floors in sunlight and set the tone for a custom design that embraces its natural setting. An exterior with natural cedar, wood and stone interior details, and a welcoming front porch are all elements of a home custom-built for this private 1.72 acre property. At the heart of this special home is a show-stopper kitchen with Thermador appliances, custom cabinetry and a stylish wet bar perfect for entertaining. A private first-floor office makes working from home easy and the ample mudroom is a welcome daily amenity. Upstairs, the primary suite is a sanctuary with its vaulted ceiling, fireplace, sumptuous bath and dual walk-in closets. 3 additional ensuite bedrooms and a large, flexible bonus room round out the second floor. The 3rd floor is fully finished and features additional living space. The bright walk-out lower level is a treat with its large recreation room, 5th bedroom and full bath and a gym. Minutes to Westport's bustling downtown and schools yet offering a serene natural setting for the best of all worlds at this truly special home.

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$3,400,000
5bedrooms
5bathrooms
land  6,961

By William Pitt Sotheby's International Realty

Nearby
Contract pending
31

Property Wilton (United States)

Welcome to this exquisite 4-Bed,3.5 Bath Cornell Colonial, perfectly situated on a peaceful cul-de-sac in the charming town of Wilton. This home is the epitome of comfort and warmth, with two inviting fireplaces, including one in the gorgeous kitchen, truly making it the heart of this home. The kitchen is designed for gathering and culinary creativity, featuring 5 burner gas range and SubZero, plus custom Pantry and window seat. Dining area and separate sitting area are donned with coffered ceiling and recessed lighting, ideal for hosting intimate dinners or enjoying casual meals with family. The large family room on the 3/4 level, complete with closet and full bath with a separate garage entry, offers flexibility and could serve as an in-law suite or au pair quarters, adapting to your unique lifestyle needs. Step into the large screen porch and embrace the seamless integration of indoor and outdoor living, where you can savor the beauty of the surrounding nature. The meticulously landscaped grounds are a sight to behold, complete with a blue stone patio, professional gardens and fire pit, creating an idyllic setting for outdoor entertainment or tranquil relaxation. This home is not just a residence; but a retreat that offers both the charm of country living and the convenience of modern amenities. Don't miss the opportunity to make this Wilton gem your own while enjoying the reputation of Blue Ribbon Schools and convenience to train, shopping, schools, YMCA. Just unpack!!

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$979,000
4bedrooms
4bathrooms
land  8,458

By William Pitt Sotheby's International Realty

Nearby
Contract pending
25

Property Westport (United States)

Renovate or build your dream home on this spectacular one-of-a-kind property in coveted Old Hill! Over 400' of direct waterfront on Lee's Pond. This secluded private 2+ acres provides stunning views, a private dock all with endless possibilities.

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$1,899,000
5bedrooms
3bathrooms
land  8,377

By William Pitt Sotheby's International Realty

Nearby
Contract pending
35

House Fairfield (United States)

Welcome to 21 Balmaha Close, a bright townhouse unit located in desirable Woodfield Village. Enjoy the lifestyle of this community - heated pool, tennis/pickleball court, clubhouse and numerous activities. The exterior covered entry opens to a foyer area. The large living room, perfect for entertaining, has a fireplace, a picture window, and hardwood floors. The kitchen has white cabinets, granite counters, stainless steel appliances and is open to the dining area and family room. The double sliders access the expansive deck for outside living. A half bath and laundry complete this level. The spacious primary bedroom has a walk-in closet with a closet system, fan, hardwood floors, ceiling fan and sliders to a deck, and an ensuite bath. The full bath has double sinks, tub, separate shower, and a skylight. The second bedroom has an ensuite bath, a walk-in closet with a closet system, and ceiling fan. The lower level adds additional space for an office or exercise area and accesses the two-car garage. There is ample guest parking steps from the unit. This beautifully maintained complex is conveniently located for shopping, highways, train, golf, and beaches.

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$615,000
2bedrooms
3bathrooms

By William Pitt Sotheby's International Realty

Nearby
35

Chalet Redding (United States)

Experience the epitome of tranquility in this country retreat nestled on over 18 acres of paradise in Redding, CT. Backed up to a sprawling 100+ acres Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect private oasis with stunning views from every room. Enter into the rustic charm featuring 4 interior fireplaces, perfect for cozying up during the winter months. The primary suite makes you feel like you're on vacation, with its own private balcony where you can immerse yourself in the calming soundtrack of nature everyday. With 3 additional bedrooms, and 3 full baths there is no shortage of space in this home. The outdoor patio seamlessly blends into the natural landscape, offering a serene escape complete with a custom-built fireplace, pizza oven and bar top - ideal for entertaining in every season. Additionally, the property includes a three car detached garage with a legal apartment above, perfect for use as a studio, in-law suite, or a source of additional rental income. Indulge in cross country skiing, hiking, and snow shoeing directly from your back yard! Inside and out, this home radiates warmth and character that must be experienced in person to truly appreciate.

… 
$1,750,000
5bedrooms
4bathrooms
land  7.5ha

By William Pitt Sotheby's International Realty

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