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Homes for Sale near The Frederick Gunn School

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  • /28

    $1,700,000

    • 3 Beds
    • 3 Baths
    • 2,312 Sq Ft

    95 Shinar Mountain Rd, Washington Depot, CT 06794

    Chic Mid-Century Modern Retreat with Sunset Views and Ultimate Privacy! Tucked away in the heart of nature and bordered by the protected Steep Rock Preserve, this stylish single-level Mid-Century Modern home is the perfect weekend getaway. Designed for effortless living and entertaining, the spacious, light-filled layout includes 3 bedrooms and 3 full baths. A wall of floor-to-ceiling windows

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    (860) 730-1696

    95 Shinar Mountain Rd, Washington Depot, CT 06794
  • /9

    $259,000

    • Land
    • 0.93 Acre
    • $278,495 per Acre

    4 Stone Oak Dr, New Milford, CT 06776

    Build your dream home on this beautiful .93-acre lot nestled in one of New Milford's most desirable high-end subdivisions. Enjoy peace and privacy on a quiet cul-de-sac, while being just minutes from town amenities, shopping, and schools. This prime location offers breathtaking sunset views and the perfect setting for a custom home (minimum 3,000 sq ft). Design any floor plan that fits your needs

    Agent Photo

    Tara Hegarty

    Hegarty & Co Real Estate

    (860) 364-6887

    4 Stone Oak Dr, New Milford, CT 06776
  • /33

    $594,999

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    13 South St, Washington, CT 06793

    This beautifully updated 3-bedroom, 2-bath ranch offers the perfect blend of comfort and convenience-ideal as a weekend retreat or a year-round home. Located just minutes from the renowned Mayflower Inn & Spa and the Frederick Gunn School, and only two hours from NYC, the location is unbeatable. Enjoy a brand-new kitchen featuring quartz countertops, custom cabinetry, and stainless steel

    Agent Photo

    Gary Crawford

    RE/MAX RISE

    (860) 784-7785

    13 South St, Washington, CT 06793
  • /33

    $1,680,000

    • 3 Beds
    • 2.5 Baths
    • 2,440 Sq Ft

    85 Good Hill Rd, Roxbury, CT 06783

    At the end of a long, winding private driveway, this exceptional Roxbury estate offers total seclusion & tranquility-surrounded entirely by protected land trust. Just 2 miles from Roxbury Center and a scenic 2-hr drive from NYC, this rare property is the perfect country escape or full-time residence. The main home is in impeccable, move-in condition, featuring dramatic vaulted ceilings in both

    Pat Lahoud William Pitt Sotheby's Int'l

    85 Good Hill Rd, Roxbury, CT 06783
  • /36

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 4,458 Sq Ft

    262 Tophet Rd, Roxbury, CT 06783

    A truly magical setting in prime Roxbury location abutting major estates. The barn style home features large newer windows that overlook a spectacular pond. Enjoy the every changing water views with abundant wildlife from every room. Double high ceilings in the main living room are highlighted by library shelving and a field stone fireplace. The renovated kitchen beckons out to the pergola

    Stacey Matthews W. Raveis Lifestyles Realty

    262 Tophet Rd, Roxbury, CT 06783
  • /40

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,334 Sq Ft

    75 Buckingham Rd, New Milford, CT 06776

    A Tranquil Hideaway. Exquisitely renovated & re-imagined 3 bed/3.5 bath home on a lush west facing gently sloping hillside surrounded by towering trees and conservation land w/terraces overlooking the verdant lawn & picturesque pond. Heated pool sited by a brook. Mature specimen trees & established perennial gardens dot the landscape. Inside this chic residence are 4 fireplaces, wide-board

    Melinda Dubow Klemm Real Estate Inc

    75 Buckingham Rd, New Milford, CT 06776
  • /28

    $1,695,000

    • 3 Beds
    • 6 Baths
    • 5,725 Sq Ft

    134 Roxbury Rd, Washington, CT 06793

    Greek Revival Splendor! A structure of noble proportions & architectural significance stands prominently at the center of this pastoral expanse. This 13+acre estate features a cleared upper meadow with open western views, presenting another prime building parcel to capture the sunsets over Steep Rock Preserve. Currently under renovation, the floor plan has been fully opened up to create spacious

    Alan O'Doherty William Pitt Sotheby's Int'l

    134 Roxbury Rd, Washington, CT 06793
  • /27

    $1,495,000

    • 2 Beds
    • 2.5 Baths
    • 3,389 Sq Ft

    88 Hemlock Rd, Roxbury, CT 06783

    Exquisite Barn House with Heated Pool. Set Along a Very Low Traveled Unpaved Town Road, This is a Very Chic & Sophisticated Retreat. Wonderful Public Rooms Include: Large Living Room with Vaulted Ceiling, Fireplace & Antique Beams; A Library which Envelopes you with an Antique Board Ceiling, Fireplace & French Doors; Formal Dining Room & A Timeless Eat-in Kitchen which Speaks to Family Room that

    Graham Klemm Klemm Real Estate Inc

    88 Hemlock Rd, Roxbury, CT 06783
  • /40

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,339 Sq Ft

    83 Scofield Hill Rd, Washington Depot, CT 06794

    An early & true c1810 home on 11 pastoral acres of rolling hills with old growth sugar maples, rambling old stone walls & sweeping west facing views. The storybook home has beautiful historic features like its gorgeous 12-over-12 windows, Dutch doors, four fireplaces and wideboard chestnut flooring, while the current owners have done thoughtful renovations on the structure, kitchen, baths, etc.

    Annabel Taylor Four Seasons Sotheby's I'ntl

    83 Scofield Hill Rd, Washington Depot, CT 06794
  • /12

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 1,565 Sq Ft

    24 Calhoun St, Washington Depot, CT 06794

    Welcome to Washington Depot, the town that inspired Stars Hollow! At the entrance to town lies this partially wooded 2.3 acre parcel. The list price is for a two-story, post and beam lodge-like home inspired by the vacation homes of Vermont, TO BE BUILT. Incredible opportunity to choose your finishes and work along side this renowned contractor. This rare offering is ideal for those seeking the

    Alan O'Doherty William Pitt Sotheby's Int'l

    24 Calhoun St, Washington Depot, CT 06794
  • /40

    $2,395,000

    • 4 Beds
    • 5.5 Baths
    • 5,848 Sq Ft

    143 Tophet Rd, Roxbury, CT 06783

    Located along one of Roxbury's most coveted stretches, this property is nestled among an 800+ acre greenbelt of farmland and conserved land with plentiful hiking trails. The open floor plan is designed with 9 foot+ ceilings, detailed millwork and oversized windows which infuse the interiors with natural light. The main level features a show stopping kitchen open to the dinning and media rooms.

    Stacey Matthews W. Raveis Lifestyles Realty

    143 Tophet Rd, Roxbury, CT 06783
  • /26

    $1,995,000

    • 4 Beds
    • 2.5 Baths
    • 3,296 Sq Ft

    108 East St, Washington, CT 06793

    Opportunity to own on one of Washington's most coveted streets - East Street is bucolic and perfect for walking, biking and visiting Waldingfield Farm for all your organic food needs! Classic white 4 bedroom home with 2.5 baths, fabulous vaulted Great Room, 2 wood burning fireplaces, eat-in kitchen and DR/LR combo with south and west exposures. 2 bedrooms including primary on main floor, 2

    Pels Matthews W. Raveis Lifestyles Realty

    108 East St, Washington, CT 06793
  • /33

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 2,151 Sq Ft

    24 Tompkins Hill Rd, Washington, CT 06793

    Superbly designed and beautifully built Nantucket shingle style cape on a large private lot, nestled in coveted Washington. Re-imagined and completely rebuilt by award winning West Mountain Builders, this turn-key house has been transformed into light and airy living spaces. The inviting great room encompasses a chef's kitchen with generous cabinets, all Bosch appliances and quartz countertops as

    Maria Taylor Klemm Real Estate Inc

    24 Tompkins Hill Rd, Washington, CT 06793
  • /27

    $1,549,000

    • 4 Beds
    • 3.5 Baths
    • 2,716 Sq Ft

    33 Sentry Hill Rd, Roxbury, CT 06783

    Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room,

    Peter Klemm Klemm Real Estate Inc

    33 Sentry Hill Rd, Roxbury, CT 06783
  • /28

    $699,000 Open Thu 1PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,558 Sq Ft

    23 Bell Hill Rd, Washington, CT 06793

    Prime Washington Location! Situated on 4.33 +/- mostly flat grassy acres with spectacular views. Features 4 bedrooms, 2.5 bathrooms, a living room with fireplace, hardwood floors, an generously sized kitchen and living room. Includes an attached two-car garage.New Roof 2025, New Septic Tank 2025, home was inspected before listing and all structural, mechanical, health and safety issues repaired.

    Jeff Phillips William Pitt Sotheby's Int'l

    23 Bell Hill Rd, Washington, CT 06793
  • /40

    $399,900

    • 3 Beds
    • 3 Baths
    • 1,188 Sq Ft

    68 Connelly Rd, New Milford, CT 06776

    Charming Raised Ranch on a Private One-Acre Lot Raised Ranch offering 3 bedrooms, 1 full bath, and 2 half baths. The heart of the home is the eat-in kitchen, featuring Corian countertops and updated cabinetry, perfect for everyday meals or entertaining. The spacious living room is currently carpeted, with beautiful hardwood floors waiting to be revealed underneath. A formal dining room with

    William Gillen Coldwell Banker Realty

    68 Connelly Rd, New Milford, CT 06776
  • /30

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    45 Bear Hill Rd, New Milford, CT 06776

    This New England classic exudes character and charm, setting it apart from typical colonial homes. Situated in the highly desirable Merryall neighborhood, this property has been meticulously detailed and is surrounded on three sides by hundreds of acres of open space. Each room showcases its unique features, from exposed beams and custom floors to bespoke kitchen cabinetry and lighting. The

    Julie Hartmann Coldwell Banker Realty

    45 Bear Hill Rd, New Milford, CT 06776
  • /37

    $575,000

    • 3 Beds
    • 4 Baths
    • 2,176 Sq Ft

    108 Wood Creek Rd, Bethlehem, CT 06751

    Nestled on 1.64 acres of serene, private land, this expansive 2,100+ sq. ft. ranch sits at the end of a winding driveway & welcomes you w/ a charming front porch that sets the tone for the entire property. Beautifully crafted masonry steps & stone walls, framed by mature landscaping, enhance the home's curb appeal. Sought-after open-concept layout features a sun-drenched living room w/ hardwood

    Taylor O'Keefe Drakeley Real Estate, Inc.

    108 Wood Creek Rd, Bethlehem, CT 06751
  • /11

    $4,500,000

    • Land
    • 65 Acres
    • $69,231 per Acre

    00 Upper Church Hill & Popple Swamp Rd, Washington, CT 06794

    65 +/- private acres of meadows and woods in top Washington, CT location. This is an amalgamation of the 4 lots also being offered separately: Lot 1: Popple Swamp Rd (06-08-04). 13.45+/- acres with southwesterly views. Lot 2: Popple Swamp Rd (06-08-04A)- 7.53+/- acres with southwesterly views. Lot 3: Upper Church Hill Rd (06-08-04B)- 24.86+/- acres with southerly views. Lot 4: Upper Church Hill

    Peter Klemm Klemm Real Estate Inc

    00 Upper Church Hill & Popple Swamp Rd, Washington, CT 06794
  • /38

    $5,995,000

    • 8 Beds
    • 8.5 Baths
    • 6,351 Sq Ft

    85 W Church Hill Rd, Washington Depot, CT 06794

    Stunning uber luxe retreat built to the highest standards in premier location. 7 bedrooms, 8 Full and 1 half Waterworks bathrooms. Long driveway. Combined Living/Dining with wood burning fireplace, steel French doors to outdoor stone terrace. Eat-in Kitchen. Enclosed screened porch with fireplace. Library/Home Office with vaulted ceiling, antique beams, built-in bookshelves and wood burning

    Peter Klemm Klemm Real Estate Inc

    85 W Church Hill Rd, Washington Depot, CT 06794
  • /21

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    60 Ferry Bridge Rd, Washington, CT 06793

    This special little gem is located just off the Washington Green on one of Washington's most admired country roads. Situated among some of the most architecturally significant Ehrick Rossiter estate homes or "summer cottages" is this unpretentious mid century, single level home bordering Steep Rock Preserve which encompasses nearly 1000-acres offering hiking trails along the Shepaug River banks

    Sandra Natale William Pitt Sotheby's Int'l

    60 Ferry Bridge Rd, Washington, CT 06793
  • /4

    $1,600,000

    • Land
    • 20 Acres
    • $80,000 per Acre

    Lot 4 060804C Upper Church Hill Rd, Washington Dt, CT 06794

    Lot 4: Upper Church Hill Rd (06-08-04C). 20+/- acres approved building site subject to lot-line revision. Open meadows and woods on quiet street with long driveway to ultra- private building site with southerly and westerly views. Full site engineering complete for primary house, garage, guest house pool.

    Peter Klemm Klemm Real Estate Inc

    Lot 4 060804C Upper Church Hill Rd, Washington Dt, CT 06794
  • /8

    $1,400,000

    • Land
    • 25 Acres
    • $56,315 per Acre

    Lot 3 060804B Upper Church Hill Rd, Washington Dt, CT 06794

    Lot 3: Upper Church Hill Rd (06-08-04B). 24.86+/- acres approved building site. Open meadow and woods on a quiet street with long driveway to private building site with long southerly views. Potential CSA farmland. Full site engineering complete for primary house, garage and guest house.

    Peter Klemm Klemm Real Estate Inc

    Lot 3 060804B Upper Church Hill Rd, Washington Dt, CT 06794
  • /2

    $750,000

    • Land
    • 8 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
  • /5

    $750,000

    • Land
    • 13 Acres
    • $55,762 per Acre

    LOT 1 060804 Popple Swamp Rd, Washington Dt, CT 06794

    Lot 1: Popple Swamp Rd (06-08-04). 13.45+/- 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 1 060804 Popple Swamp Rd, Washington Dt, CT 06794
  • /25

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 1,714 Sq Ft

    7 Sunset Ln, New Milford, CT 06776

    Beautifully maintained 3 bedroom 2 bathroom Raised Ranch on a quiet level lot. Open kitchen with Corian counters and newer stainless appliances. Primary bedroom with full bath. Hardwood floors. Lower level family room with fireplace. Deck off the dining room and walkout basement offers easy access to the outdoors. 2 car garage. Super convenient location and quiet cul de sac. Great walking

    Joe Chemero Coldwell Banker Realty

    7 Sunset Ln, New Milford, CT 06776
  • /40

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft

    467 Weekeepeemee Rd, Woodbury, CT 06798

    Experience the true essence of country living in this classic Saltbox Colonial, perfectly situated on 2.5 acres of peaceful, wooded land in picturesque Woodbury. Surrounded by nature's beauty, this home offers a tranquil retreat. Inside, gleaming HW floors flow throughout a timeless layout designed for comfortable living and relaxed entertaining. The spacious eat-in kitchen features a welcoming

    Tammy Powling Coldwell Banker Realty

    467 Weekeepeemee Rd, Woodbury, CT 06798
  • /29

    $1,195,000

    • 3 Beds
    • 3.5 Baths
    • 2,871 Sq Ft

    205 Arch Bridge Rd, Bethlehem, CT 06751

    Discover a beautifully renovated country retreat featuring stunning views of Woodbury and the Litchfield County Hills. This home is filled with abundant natural light, thanks to multiple picture windows throughout the spacious living areas. Enjoy your morning coffee on the covered porch, perfect for catching up on emails or simply soaking in the fresh air. Accommodating 10 to 12 guests

    Jeff Boucher Drakeley Real Estate, Inc.

    205 Arch Bridge Rd, Bethlehem, CT 06751
  • /40

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 2,846 Sq Ft

    12 Amanda Ln, New Milford, CT 06776

    Opportunity to own a rare, stunning, custom Colonial retreat in Southern New Milford, CT. Secluded property located at the end of a private road offers 9 acres with additional 3 contiguous, along with 5 shared bordered by the Weatogue Reserve, ensuring preserved breathtaking views. This quality home offers an open floor plan, panoramic views, freshly painted walls, vaulted ceilings, new carpet,

    Kristen Duchene Litchfield County Real Estate

    12 Amanda Ln, New Milford, CT 06776
  • /17

    $759,900

    • 7 Beds
    • 4 Baths
    • 2,940 Sq Ft

    8 Southbury Rd, Roxbury, CT 06783

    Wonderful opportunity to live in the heart of prestigious Roxbury in Litchfield County. Well preserved antique colonial filled with charm. Updates include kitchen, baths and open living area leading to primary bedroom. Brand new septic, 4 car garage with storage above and period outbuildings including a barn. Washer and dryer are located on the main level, upstairs bedrooms offer privacy for

    Lisa Titcomb William Pitt Sotheby's Int'l

    8 Southbury Rd, Roxbury, CT 06783
  • /32

    $769,000

    • 4 Beds
    • 2.5 Baths
    • 2,713 Sq Ft

    56 Big Bear Hill Rd, New Milford, CT 06776

    Welcome to this beautifully updated 2,700 square foot Colonial that perfectly blends classic charm with modern finishes. Freshly painted (including ceilings), this 4-bedroom, 2.5-bath home is move-in ready and full of thoughtful updates throughout. Step inside to soaring vaulted ceilings and an abundance of natural light that fills the open and airy floor plan. The spacious living areas are

    Catherine Lapierre LAZA Properties

    56 Big Bear Hill Rd, New Milford, CT 06776
  • /40

    $6,750,000

    • 5 Beds
    • 7 Baths
    • 5,500 Sq Ft

    158 Popple Swamp Rd, Washington Depot, CT 06794

    Escape to an award-winning estate nestled in the heart of Washington, CT-just 90 miles from New York City. Situated on over 80 acres of pristine, level land, this exceptional modern farmhouse offers a rare combination of architectural excellence, luxurious amenities, and unparalleled natural beauty. Featured in New England Home and honored with CTC&G's prestigious Innovation in Design award, this

    Kathryn Clair William Pitt Sotheby's Int'l

    158 Popple Swamp Rd, Washington Depot, CT 06794
  • /15

    $1,200,000

    • 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
  • /31

    $670,000

    • 3 Beds
    • 2.5 Baths
    • 2,970 Sq Ft

    8 Grants Ln, New Milford, CT 06776

    Tucked away in on a charming private road, and less than 5 minutes from New Milford's thriving historic downtown - 8 Grants Lane is a wonderful blend of accessibility and privacy. Before even getting to the front door, you will notice the beautiful and unique elements of this home - privacy, quiet, nearly 4 total acres of lush tree-lined space with a covered patio, balcony, and private gazebo,

    John Nigro Keller Williams Realty Prtnrs.

    8 Grants Ln, New Milford, CT 06776
  • /6

    $299,000

    • Land
    • 2.30 Acres
    • $130,000 per Acre

    24 Calhoun St, Washington Depot, CT 06794

    Welcome to Washington Depot, the town that inspired Stars Hollow! At the entrance to town lies this partially wooded 2.3 acre parcel where there is an existing structure. Located within the B-2 zone, offering a tremendous opportunity for business or residential use. This seller is a contractor and is willing to demolish the structure if you prefer. Plans are available for a two-story, post and

    Alan O'Doherty William Pitt Sotheby's Int'l

    24 Calhoun St, Washington Depot, CT 06794
  • /37

    $3,250,000

    • 5 Beds
    • 5.5 Baths
    • 5,455 Sq Ft

    Unlisted Address

    Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl

    Stacey Matthews W. Raveis Lifestyles Realty

    Unlisted Address
  • /37

    $760,000

    • 3 Beds
    • 3 Baths
    • 2,129 Sq Ft

    93 Quarry Ridge Rd Unit 93, New Preston Marble Dale, CT 06777

    ***** PRIMARY ON THE MAIN FLOOR ***** Spacious and gracious just begins to describe this three bedroom, three bath condominium with privacy and views to boot! The generous size living room is flooded with light and has vaulted ceilings, a propane fireplace, hardwood floors and French doors to the view and spacious deck. The formal dining room is adjacent to the eat-in kitchen and open to the

    Judith Auchincloss Klemm Real Estate Inc

    93 Quarry Ridge Rd Unit 93, New Preston Marble Dale, CT 06777
  • /10

    $1,895,000

    • Land
    • 32 Acres
    • $60,044 per Acre

    Lot 00 Chalybes Rd W, Roxbury, CT 06783

    Presenting a remarkable 31.56-acre estate land in the coveted Roxbury, Connecticut. This private and serene property, with potential for stunning views, is primed and ready for building and offers a rare opportunity to create a bespoke retreat. The land features thousands of feet of historic stone walls, remnants of an old farm road, with multiple access points, highlighting its rich heritage. It

    Kathryn Clair William Pitt Sotheby's Int'l

    Lot 00 Chalybes Rd W, Roxbury, CT 06783
  • /2

    $275,000

    • Land
    • 3.02 Acres
    • $91,060 per Acre

    0 Booth Rd, Roxbury, CT 06783

    Country roads take me to my new home! Such a peaceful location to build your dream home. All of nature loves the location, so will you!

    Sindy Butkus Klemm Real Estate Inc

    0 Booth Rd, Roxbury, CT 06783
  • /28

    $565,000

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    33 Mine Hill Rd, New Milford, CT 06776

    Grand 4 bedroom 2.5 bath colonial in Southern New Milford with beautiful level yard. 2 car garage and walk out basement adds more potential. Open layout features front to back vaulted family room with fireplace. Large eat in kitchen with breakfast bar and stainless appliances. Formal living and dining room with hardwood floors. Main level private office. Upstairs has 4 bedrooms including primary

    Joe Chemero Coldwell Banker Realty

    33 Mine Hill Rd, New Milford, CT 06776

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