Homes for Sale near Shepaug Valley School

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  /40

  $1,390,000

  • 4 Beds
  • 3.5 Baths
  • 3,901 Sq Ft

  75 Green Hill Rd, Washington, CT 06793

  Step into timeless elegance with this impeccably restored and beautifully partially furnished Queen Anne Shingle-style home, available for immediate occupancy. Located in one of Washington's most coveted neighborhoods, this historic gem is just a short walk to the Frederick Gunn School, the Mayflower Inn, and the charming shops and cafes of Washington Depot. Originally built in the 1880s and

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (860) 775-6127

  75 Green Hill Rd, Washington, CT 06793
• 

  Explore Shepaug Valley School

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  /39

  $875,000

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  47 South St, Roxbury, CT 06783

  A colonial antique home on a level scenic lot in sought-after Litchfield County. As you enter through the front door, you're welcomed by an original staircase & hickory wood floors. The living room features an exposed wood beam, a fireplace & hickory flooring. A formal dining room with classic pine floors & french doors that lead to a 4 season room. The 4 season room features a wood-burning

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (860) 390-4127

  47 South St, Roxbury, CT 06783
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  /15

  $995,000

  • 11 Beds
  • 7.5 Baths
  • 6,365 Sq Ft

  45 Sunny Ridge Rd, Washington, CT 06793

  Unique Opportunity to restore a grand c. 1910 Colonial or build new on 10+/- open acres surrounded by large estates in top Washington, CT location. Currently, the main floor comprises 2 apartments with an attached garage, the second floor has 5 en suite bedrooms plus a sitting room with a wet-bar and the third floor has 3 bedrooms, 1 full bath and a kitchen. With many original period features

  Peter Klemm Klemm Real Estate Inc

  45 Sunny Ridge Rd, Washington, CT 06793
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  /35

  $1,845,000

  • 6 Beds
  • 5 Baths
  • 4,219 Sq Ft

  28 Sunny Ridge Rd, Washington, CT 06793

  Historic home with untapped potential in Washington. Set on 3.8 serene acres in the Sunny Ridge Historic District, this 1846 Colonial contains elements of the original house which was built in 1768 on the same location. With approximately 4,200 square feet of living space, the home's six bedrooms and three full, two half baths provide a flexible layout ready for a thoughtful renovation. The

  Sally Cornell Klemm Real Estate Inc

  28 Sunny Ridge Rd, Washington, CT 06793
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  /25

  $825,000

  • 3 Beds
  • 2 Baths
  • 2,444 Sq Ft

  52 Curtis Rd, Bridgewater, CT 06752

  Remodeled with thoughtful additions, versatile living spaces and elevated finishes, this reimagined residence is truly turn-key and lives like a brand-new home. The light-filled, open-concept interior showcases a statement chef's kitchen featuring a waterfall quartz island, bar seating and two-tone custom cabinetry, all flowing seamlessly into the living room, anchored by a wood-burning stone

  Lisa McDonald The Brokerage of New England

  52 Curtis Rd, Bridgewater, CT 06752
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  /6

  $430,000

  • Land
  • 1.85 Acres
  • $232,432 per Acre

  31 June Rd, Washington, CT 06777

  Direct waterfront parcel on Lake Waramaug in New Preston. This 1.85-acre lot features approximately 500 feet of shoreline with westerly views, dock rights, and the potential for a private lakeside home. The sloped terrain offers elevation for expansive views, with mature trees and natural stone outcroppings creating a wooded setting. One of the few remaining buildable parcels on the lake. Site

  Jonathan Cape William Pitt Sotheby's Int'l

  31 June Rd, Washington, CT 06777
• 

  

  /23

  $695,000

  • 13 Beds
  • 11 Baths
  • 7,501 Sq Ft

  77 New Milford Turnpike, New Preston Marble Dale, CT 06777

  Potential awaits at this stunning antique stone home. The property was formerly used as a bed & breakfast and a retirement home. Currently used as a boarding house. The original 1800's stone bldg has additions to form over 7500 sq feet of living space Three separate entrances with two staircases. The main section hosts 9 bedrooms with 6 full baths and 4 half baths which share a communal kitchen

  Stacey Matthews W. Raveis Lifestyles Realty

  77 New Milford Turnpike, New Preston Marble Dale, CT 06777
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  /31

  $635,000

  • 2 Beds
  • 3 Baths
  • 2,144 Sq Ft

  19 Juniper Meadow Rd, Washington Depot, CT 06794

  Fabulous ranch style Bee Brook condominium in the Village Association. Vaulted great room, kitchen, pantry w/ laundry, wood burning fireplace, 2 bedrooms and 2 full baths on main level. Large west facing deck for entertaining. Partially finished walk out lower level with flex room, full bath, second laundry and 700 sq ft of storage or future space to finish. Attached 1 car garage. Walk across

  Pels Matthews W. Raveis Lifestyles Realty

  19 Juniper Meadow Rd, Washington Depot, CT 06794
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  /24

  $1,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,113 Sq Ft

  102 Wykeham Rd, Washington, CT 06793

  Effortless elegance meets modern convenience in this meticulously reimagined 9 room ranch on 1.8 private acres in coveted Washington. This 2,113-square-foot sanctuary offers sophisticated single-level living with nothing left to do but move in. Light-filled spaces feature two fireplaces with propane inserts and gleaming refinished hardwood floors. Stunning open-concept kitchen/family room

  Laurel Galloway William Pitt Sotheby's Int'l

  102 Wykeham Rd, Washington, CT 06793
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  /11

  $599,000

  • Land
  • 16 Acres
  • $37,438 per Acre

  Lot 4 Chalybes Rd W, Roxbury, CT 06783

  Prime Roxbury Location. Nestled off a picturesque classic country lane, flanked by distinguished residences and just minutes from the vibrant heart of Roxbury Center, awaits an exceptional opportunity. This approved building parcel is primed for complete development, offering a level to gently sloping terrain within a private and serene setting. Imagine crafting your ideal retreat amidst the

  Kathryn Clair William Pitt Sotheby's Int'l

  Lot 4 Chalybes Rd W, Roxbury, CT 06783
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  /22

  $399,000

  • Land
  • 4.01 Acres
  • $99,501 per Acre

  Lot 1 Chalybes Rd W, Roxbury, CT 06783

  This 4.01 acre approved building lot offers the perfect blend of tranquility and convenience, making it an exceptional opportunity to create your custom dream home. Tucked away on a quiet road, this property features beautiful, light woods that provide a serene and private setting. Enjoy the best of Roxbury's natural beauty and recreational amenities, with the lot located just minutes from the

  Kathryn Clair William Pitt Sotheby's Int'l

  Lot 1 Chalybes Rd W, Roxbury, CT 06783
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  /26

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  38 W Mountain Ln, Roxbury, CT 06783

  Tucked away on a long private road, this light and bright Roxbury retreat combines timeless character with modern comfort. The home features three spacious bedrooms and two and a half baths, thoughtfully designed for both everyday living and effortless entertaining. Soaring ceilings with exposed beams and abundant skylights fill the interior with natural light, highlighting the warmth of

  Maria Taylor Klemm Real Estate Inc

  38 W Mountain Ln, Roxbury, CT 06783
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  /4

  $125,000

  • Land
  • 0.6 Acre
  • $208,333 per Acre

  92 E Shore Rd, Washington, CT 06777

  East Shore Rd parcel with +/-335' of frontage on East Shore Rd and +/-330' of frontage on June Road. Parcel totals .599 acres per survey. Owner has paid taxes on second parcel west of East Shore Road bounded by Lake Waramaug since ownership - Buyer to do own due diligence regarding ownership of this tax parcel. Survey available. No deep hole or percolation tests performed.

  Pels Matthews W. Raveis Lifestyles Realty

  92 E Shore Rd, Washington, CT 06777
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  /32

  $2,595,000

  • 3 Beds
  • 6 Baths
  • 4,531 Sq Ft

  370 Northrop St, Bridgewater, CT 06752

  French Chateau in Bridgwater. Considered one of the most coveted streets in the surrounding areas. Stone wall with gated entrance. Double height foyer.Atrium living room with wall of French doors and marble fireplace. Sexy bar leads to the library. Open & gourmet kitchen with fireplace and butler's pantry. Formal dining room. First floor primary suite with marble bath and massive walk-in closet.

  Joseph Lorino Klemm Real Estate Inc

  370 Northrop St, Bridgewater, CT 06752
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  /33

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  216 Baker Rd, Roxbury, CT 06783

  Step back in time with this historic 1800s Colonial that retains its original character and charm while offering modern amenities, including an updated kitchen and bathrooms. The home features four bedrooms upstairs with wood floors, including a primary bedroom with an attached room currently used as an office. The main level with a den, living room with fireplace, dining room, and a

  David Landau RE/MAX Right Choice

  216 Baker Rd, Roxbury, CT 06783
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  /32

  $995,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  16 Jonathan Dr, Roxbury, CT 06783

  This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with

  Joyce Drakeley Drakeley Real Estate, Inc.

  16 Jonathan Dr, Roxbury, CT 06783
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  /25

  $849,000

  • 3 Beds
  • 2 Baths
  • 1,862 Sq Ft

  242 Tophet Rd, Roxbury, CT 06783

  Nestled within one of Roxbury, Connecticut's most quiet and picturesque enclaves, this charming 3-bedroom, 2-bath Cape Cod home offers a rare opportunity to cultivate your dream country retreat. Built in the 1970s, this residence presents a wonderful canvas for those seeking to personalize and update a home within a highly sought-after area, celebrated for its exquisite properties and serene

  Kathryn Clair William Pitt Sotheby's Int'l

  242 Tophet Rd, Roxbury, CT 06783
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  /38

  $1,795,000

  • 5 Beds
  • 6 Baths
  • 5,447 Sq Ft

  233 Southbury Rd, Roxbury, CT 06783

  Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand

  Kathryn Clair William Pitt Sotheby's Int'l

  233 Southbury Rd, Roxbury, CT 06783
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  /3

  $1,200,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  11 Evergreen Dr, Roxbury, CT 06783

  This is 'the best deal in Roxbury"! New construction on 3.39 acre lot. The style is a classic farmhouse design Cape with a covered front porch with metal roof. There will be 9' ceiling height on the main level and 8' on the upper level. Both levels will have wood floors. The primary suite is on the main level with a large bath including a shower a free standing tub and a walk in closet. The

  Sharon McGuire William Pitt Sotheby's Int'l

  11 Evergreen Dr, Roxbury, CT 06783
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  /35

  $3,995,000

  • 5 Beds
  • 6 Baths
  • 5,940 Sq Ft

  8 Bayberry Hill, Roxbury, CT 06783

  Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

  Graham Klemm Klemm Real Estate Inc

  8 Bayberry Hill, Roxbury, CT 06783
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  /13

  $549,000

  • Land
  • 24.84 Acres
  • $22,101 per Acre

  69 Moosehorn Rd, Roxbury, CT 06783

  Build your dream on this designated "Scenic Road" abutting spectacular land trust trails. The lot consists of 24.8+/- acres, with a 9+/- acre building envelop. The building site is to be accessed from a future driveway running at the South border, along the Land Trust access point. The lightly wooded property rises to an 820-foot elevation and is resplendent with mature trees, ferns, moss and

  Stacey Matthews W. Raveis Lifestyles Realty

  69 Moosehorn Rd, Roxbury, CT 06783
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  /19

  $2,000,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,579 Sq Ft

  31 June Rd, Washington, CT 06777

  This thoughtfully designed custom modular home combines architectural elegance with the precision and performance of factory-built construction. Manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin, this house reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. Set on the

  Jonathan Cape William Pitt Sotheby's Int'l

  31 June Rd, Washington, CT 06777
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  /40

  $2,475,000

  • 4 Beds
  • 4.5 Baths
  • 4,874 Sq Ft

  1030 Washington Woodbury Rd, Roxbury, CT 06783

  Good Hope Estate. Transport yourself to this stunning European-style home with all the bells and whistles! The well thought out 4 bedroom, 4.5 bath home with seasonal views sits on 18 acres of privacy and nature! The eat-in kitchen is a chef's dream complete with Sub-Zero, Dacor range, granite countertops and double farm sink. Plus a separate pantry to go with it. Adjacent is a cozy area with

  Judith Auchincloss Klemm Real Estate Inc

  1030 Washington Woodbury Rd, Roxbury, CT 06783
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  /37

  $1,745,000

  • 4 Beds
  • 5 Baths
  • 6,169 Sq Ft

  31 Hickory Ln, Roxbury, CT 06783

  This special home is located in one of Roxbury's most desirable neighborhoods on a quiet dead end road. A long, winding & very private driveway leads up to the commanding double-story porticoed entrance. The traditional colonial layout includes a central chef's kitchen which rests between the formal living, media & dining rooms. The main floor is completed by an office, 2 half baths, and a 2-room

  Philippa Malkin W. Raveis Lifestyles Realty

  31 Hickory Ln, Roxbury, CT 06783
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  /35

  $2,195,000

  • 5 Beds
  • 6 Baths
  • 5,113 Sq Ft

  88 Rucum Rd, Roxbury, CT 06783

  Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

  Pels Matthews W. Raveis Lifestyles Realty

  88 Rucum Rd, Roxbury, CT 06783
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  /2

  $750,000

  • Land
  • 7.53 Acres
  • $99,602 per Acre

  Lot 2 060804A Popple Swamp Rd, Washington Dt, CT 06794

  Lot 2: Popple Swamp Rd (06-08-04A). 7.53+/- acres approved building site. Open meadow and woods on a quiet street with southwesterly views. Full site engineering complete for primary house, garage and guest house.

  Peter Klemm Klemm Real Estate Inc

  Lot 2 060804A Popple Swamp Rd, Washington Dt, CT 06794
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  /36

  $4,750,000

  • 5 Beds
  • 5.5 Baths
  • 9,165 Sq Ft

  51 Ferry Bridge Rd, Washington, CT 06793

  Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period. Updated and

  Maria Taylor Klemm Real Estate Inc

  51 Ferry Bridge Rd, Washington, CT 06793
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  /10

  $450,000

  • Land
  • 8.21 Acres
  • $54,811 per Acre

  31 Holmes Rd, Roxbury, CT 06783

  Peaceful 8.2-acre parcel located on a scenic, quiet road in Roxbury. Enveloped by mature hardwood forest with pockets of dappled sunlight and native fern understory, this magical setting offers both beauty and privacy. Set near the tri-town border of Roxbury, Washington, and Woodbury, the location offers easy access to all the amenities and charm of each town, including farmers markets, hiking

  Kathryn Bassett William Pitt Sotheby's Int'l

  31 Holmes Rd, Roxbury, CT 06783
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  /31

  $679,000

  • 4 Beds
  • 2 Baths
  • 2,261 Sq Ft

  1 N Shore Rd, Warren, CT 06777

  A Perfect Weekend or full time Escape and just a 1/2 mile walk to Warren Town Beach! Charming 1840s antique home, nestled in the heart of Lake Waramaug country. This welcoming home offers easy access to one of Connecticut's most scenic and swimmable lakes - ideal for summer weekends filled with paddling, picnicking, and peaceful sunsets. Lovingly maintained and full of authentic character, the

  Kathryn Clair William Pitt Sotheby's Int'l

  1 N Shore Rd, Warren, CT 06777
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  /31

  $950,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  50 Southbury Rd, Roxbury, CT 06783

  Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

  Jeff Phillips William Pitt Sotheby's Int'l

  50 Southbury Rd, Roxbury, CT 06783
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  /38

  $1,599,000

  • 4 Beds
  • 2.5 Baths
  • 6,395 Sq Ft

  99 Carriage Ln, Roxbury, CT 06783

  Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully renovated 4-bedroom home, originally built in 2005, offering the perfect blend of comfort and tranquility. Featuring 2.5 baths and a spacious open-concept living and dining area, this home is ideal for hosting gatherings and entertaining with ease. The modern kitchen is a dream for any home chef, complete with

  Debra Tricarico Houlihan Lawrence

  99 Carriage Ln, Roxbury, CT 06783
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  /13

  $795,000

  • 2 Beds
  • 2 Baths
  • 2,015 Sq Ft

  1 Sabbaday Ln, Washington, CT 06793

  Looking for a home that inspires you! This coveted Washington property has been immaculately maintained. With 2,000+ sq. ft of spacious, light filled rooms, in a serene setting. This artist retreat is the perfect blend of comfort and creativity. It is ideal for painting, writing, or simply enjoying peaceful living. A true hidden gem for those who want their home to be more than just a place to

  Helena Palella William Raveis Real Estate

  1 Sabbaday Ln, Washington, CT 06793
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  /6

  $1,210,000

  • Land
  • 15.49 Acres
  • $78,115 per Acre

  101 Lower Church Hill Rd, Washington Depot, CT 06794

  Magnificent 15+ Acre Parcel in Top Washington Location. Directly Abuts Protected Land & Surrounded by Large Estates, this Represents an Extraordinary Opportunity. House Site Set Well Back off a Coveted, Low-Traveled Town Road. Very Private & Quiet. Special.

  Graham Klemm Klemm Real Estate Inc

  101 Lower Church Hill Rd, Washington Depot, CT 06794
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  /36

  $1,095,000

  • 5 Beds
  • 5 Baths
  • 2,804 Sq Ft

  286 South St, Roxbury, CT 06783

  Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

  Kathryn Clair William Pitt Sotheby's Int'l

  286 South St, Roxbury, CT 06783
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  /32

  $885,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  25 E Shore Rd, New Preston Marble Dale, CT 06777

  Renovated c.1860 cottage set along the East Aspetuck River in the heart of historic New Preston. This charming retreat offers 2 bedrooms, 2 expansive bathrooms, and a gourmet kitchen, all complemented by the soothing sounds and views of a nearby waterfall. Relax at the river's edge, gather around the fire pit, or stroll into town to enjoy boutiques, antique shops, wine bar/restaurant, and the

  Melissa Smith Houlihan Lawrence

  25 E Shore Rd, New Preston Marble Dale, CT 06777
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  /20

  $499,000

  • Land
  • 8.64 Acres
  • $57,755 per Acre

  200 North St, Roxbury, CT 06783

  ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. THIS IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE

  Jill Sloane Brown Harris Stevens

  200 North St, Roxbury, CT 06783
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  /14

  $250,000

  • Land
  • 1.51 Acres
  • $165,563 per Acre

  190 Blueberry Hill Rd, Bridgewater, CT 06752

  Welcome to the quiet town of Bridgewater, where this 1.51 acre parcel of land awaits your forever home. Recently cleared and accompanied with septic plans, this property is ready for you to bring your vision to life. With endless possibilities for customization, your dream home is just waiting to be built. Located just a 10 minute drive away from shopping centers and the beautiful Lake

  Kayla O'Grady William Raveis Real Estate

  190 Blueberry Hill Rd, Bridgewater, CT 06752
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  /32

  $2,295,000

  • 4 Beds
  • 4.5 Baths
  • 3,566 Sq Ft

  176 Apple Ln, Roxbury, CT 06783

  Stunning modern shingle-style Colonial on over 4 manicured acres + gunnite pool in the heart of Roxbury - absolutely turnkey. No expense spared in this architect designed home blending elegant style with top-tier systems. Sun-filled open floor plan with custom oak accents, soaring ceilings, fieldstone fireplace, and picture windows that bring the outdoors in. Chef's kitchen with high-end

  Kathryn Bassett William Pitt Sotheby's Int'l

  176 Apple Ln, Roxbury, CT 06783
• 

  

  /19

  $515,000

  • 2 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  29 Quarry Ridge Rd, New Preston Marble Dale, CT 06777

  Mint Quarry Ridge condo with many updates, a quiet setting all in a fabulous location with low taxes. Step inside to find sun-filled rooms with hardwood floors and a vaulted living room with fireplace - perfect for cozy evenings. The dining area flows easily to the recently refreshed kitchen, featuring a beautiful bay window, new countertops and a subway tile backsplash. A powder room completes

  Kathryn Bassett William Pitt Sotheby's Int'l

  29 Quarry Ridge Rd, New Preston Marble Dale, CT 06777
• 

  

  /18

  $985,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  Unlisted Address

  Quite possibly one of the most enchanting untouched gems in Washington. An ultimate "Cottage in the Woods" setting. Very private 7.2 acres with 575' of direct waterfront on the Bantam River and additionally surrounded on three sides by protected State of CT land. Detached garage and an additional workshop/garage with a seasonal bedroom above. Living room w/FP and a wonderful, enclosed porch

  William Downes Gooseboro Realty

  Unlisted Address

Showing Results 1 - 40, Page 1 of 2