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Connecticut Homes for Sale with Private Pool

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  • /3

    $355,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    97 Pearl Lake Rd, Waterbury, CT 06706

    Charming and versatile Cape-style home offering 4 bedrooms, with two located on the main level and two upstairs, providing flexible living options for a variety of needs. A thoughtfully designed addition expanded the main bedroom, creating an oversized retreat nearly twice the length of the additional bedrooms. The open-concept kitchen and living area is perfect for everyday living and

    Christopher Valenzuela King Realty Group LLC

    97 Pearl Lake Rd, Waterbury, CT 06706
  • /40

    $899,900

    • 3 Beds
    • 3 Baths
    • 3,450 Sq Ft

    2 Tavistock, Cromwell, CT 06416

    Welcome to timeless luxury at TPC River Highlands in Cromwell. This rarely available ranch-style home offers 3/ 4 bedrooms, three full baths, and a beautifully finished lower level, all completely remodeled with exceptional attention to detail. This exquisite home near the 14th fairway blends comfort, style, and an exceptional location in one of Connecticut's most sought after golf communities,

    Debbie Hagel Hagel & Assoc. Real Estate

    2 Tavistock, Cromwell, CT 06416
  • /24

    $337,000

    • 1 Bed
    • 1 Bath
    • 828 Sq Ft

    73 Courtland Ave Unit 163 ( 8), Stamford, CT 06902

    Welcome to this lovely one-bedroom condo located in the highly sought-after Heywood Heights complex. Set within a beautifully maintained garden setting, this home offers a peaceful and comfortable place to call your own. The unit features in-unit laundry and a bright, functional layout, with a balcony where you can enjoy your morning coffee or unwind at the end of the day. Residents enjoy access

    Beverley Macgregor William Raveis Real Estate

    73 Courtland Ave Unit 163 ( 8), Stamford, CT 06902
  • /40

    $499,900

    • 5 Beds
    • 2.5 Baths
    • 2,887 Sq Ft

    13 Bates Rd, Chaplin, CT 06235

    Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

    Kristen Merrill Countryside Realty

    13 Bates Rd, Chaplin, CT 06235
  • /37

    $24,900,000

    • 7 Beds
    • 8 Baths
    • 18,217 Sq Ft

    44 & 40 Mayo Ave, Greenwich, CT 06830

    Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

    Joanne Mancuso Houlihan Lawrence

    44 & 40 Mayo Ave, Greenwich, CT 06830
  • /32

    $314,900

    • 2 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    255 Monticello Dr, Branford, CT 06405

    Welcome to 255 Monticello Drive. Enjoy living in one of Branford's condominium communities located near Route One, 95 highway, shopping, restaurants and more. This 2-bedroom 1.5 bath unit offers 3-levels of living. The floor plan offers the kitchen overlooking the dining area, a spacious living room with a fireplace, finished walk-out lower level with laundry room and seperate area for office or

    Jana Ghidossi Coldwell Banker Realty

    255 Monticello Dr, Branford, CT 06405
  • /18

    $335,000

    • 1 Bed
    • 1.5 Baths
    • 1,159 Sq Ft

    21 Rockview Cir, Monroe, CT 06468

    Desirable Northbrook condo just waiting for your personal touch! Freshly painted and filled with natural light, this inviting 1-bedroom home features an open-concept layout with a spacious living and dining area enhanced by skylights and sliding glass doors. Cozy up by the fireplace on cool evenings or step out onto your private deck to enjoy tranquil pond views and beautifully maintained,

    Katie O'Grady Compass Connecticut, LLC

    21 Rockview Cir, Monroe, CT 06468
  • /40

    $755,000

    • 4 Beds
    • 2 Baths
    • 2,852 Sq Ft

    138 Putnam Park Rd, Bethel, CT 06801

    A rare and beautifully updated New England Cape offering timeless character and a private backyard retreat with heated in-ground pool, newly designed patio and outdoor fireplace. Inside, old-world craftsmanship blends seamlessly with refined updates. The gourmet eat-in kitchen is filled with natural light and features white granite countertops, a basket-weave marble backsplash, premium stainless

    Jenn Lailer BHGRE Gaetano Marra Homes

    138 Putnam Park Rd, Bethel, CT 06801
  • /40

    $4,300,000

    • 6 Beds
    • 9 Baths
    • 9,525 Sq Ft

    278 North Ave, Westport, CT 06880

    Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail. Built custom for a CEO, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for seamless indoor-outdoor living and grand-scale

    Cyd Hamer William Pitt Sotheby's Int'l

    278 North Ave, Westport, CT 06880
  • /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /40

    $699,000

    • 5 Beds
    • 3.5 Baths
    • 3,414 Sq Ft

    96 Muddy Brook Rd, Ellington, CT 06029

    Immaculately maintained and impressively spacious, this 5-bedroom Colonial offers the perfect blend of comfort, style, and versatility. Designed for both everyday living and effortless entertaining, the home features a generous layout with beautifully kept interiors, abundant natural light, and room for everyone. A flexible floor plan provides excellent potential for an in-law setup, ideal for

    Whitney Malagrino Berkshire Hathaway NE Prop.

    96 Muddy Brook Rd, Ellington, CT 06029
  • /20

    $21,000,000

    • 8 Beds
    • 12 Baths
    • 14,071 Sq Ft

    8 Fox Run Ln, Greenwich, CT 06831

    Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls of

    James Hoffman Houlihan Lawrence

    8 Fox Run Ln, Greenwich, CT 06831
  • /40

    $2,850,000

    • 8 Beds
    • 8 Baths
    • 9,619 Sq Ft

    775 South St Unit 777, Middlebury, CT 06762

    Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the

    Kary Apanovitch Coldwell Banker Realty

    775 South St Unit 777, Middlebury, CT 06762
  • /40

    $3,895,000

    • 8 Beds
    • 9 Baths
    • 12,853 Sq Ft

    27 Country Club Rd, Ridgefield, CT 06877

    "HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

    Laura Ancona William Pitt Sotheby's Int'l

    27 Country Club Rd, Ridgefield, CT 06877
  • /50

    $75,000,000

    • 8 Beds
    • 14 Baths
    • 15,944 Sq Ft

    1233 Rock Rimmon Rd, Stamford, CT 06903

    An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

    Leslie McElwreath Sotheby's International Realty

    1233 Rock Rimmon Rd, Stamford, CT 06903
  • /40

    $630,000

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    13 Mercy St Unit 13, Danbury, CT 06810

    Absolutely stunning 3-bed, 2.5-bath townhouse, freshly painted in neutral tones throughout. When entering through the front door you walk in directly into the first level with convenient street access steps away. The first level features hardwood floors and an oversized eat-in kitchen with a striking feature wall showcasing a white built-in wall unit. Entertaining is effortless with a large

    Caren Harrington William Pitt Sotheby's Int'l

    13 Mercy St Unit 13, Danbury, CT 06810
  • /15

    $390,000

    • 3 Beds
    • 1.5 Baths
    • 1,298 Sq Ft

    32 Deer Run, Bethel, CT 06801

    Spacious 1,298 SF townhouse offering 3 bedrooms and 1.5 bathrooms in a well-maintained community featuring a pool, playground, and clubhouse. The main level offers an open-concept living and dining area with great natural light and sliding glass doors leading to a private rear patio - perfect for relaxing or entertaining. The kitchen includes stainless steel appliances, ample cabinetry, and

    Alex De Camargo eXp Realty

    32 Deer Run, Bethel, CT 06801
  • /24

    $11,250,000

    • 5 Beds
    • 6.5 Baths
    • 6,966 Sq Ft

    188 Round Hill Rd, Greenwich, CT 06831

    Spanning 11 remarkable Mid-Country acres on Round Hill Road, this exceptional property offers sweeping western exposures over rolling meadow land framed by mature specimen trees--an increasingly rare and investment-worthy setting. The five bedroom main residence, designed by renowned architect Mott B. Schmidt, showcases elegant formal spaces, an eat-in kitchen, and a tranquil primary suite with

    Leslie McElwreath Sotheby's International Realty

    188 Round Hill Rd, Greenwich, CT 06831
  • /7

    $10,350,000

    • 6 Beds
    • 8 Baths
    • 7,072 Sq Ft

    12 Woodside Rd, Greenwich, CT 06830

    DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

    Leslie McElwreath Sotheby's International Realty

    12 Woodside Rd, Greenwich, CT 06830
  • /39

    $4,000,000

    • 6 Beds
    • 11 Baths
    • 12,675 Sq Ft

    61 Ely Rd, Farmington, CT 06032

    IMAGINE LIVING HERE! Once upon a time, a modest A-frame was perched along Farmington's ridgeline. Now, 61 Ely Road has been transformed into an iconic stone and shingle estate commanding the most spectacular views of the Farmington Valley-stretching 78 miles into New York State. Meticulously built over 5 years (2002-2007), grounds are exquisite w/ graceful circular drive, portico entry, lush

    Cathy McCahill William Pitt Sotheby's Int'l

    61 Ely Rd, Farmington, CT 06032
  • /23

    $270,000 Open Sat 9:30AM - 12:30PM

    • 2 Beds
    • 3.5 Baths
    • 1,669 Sq Ft

    81 Cliffside Dr Unit A, Manchester, CT 06042

    Welcome home to this beautifully maintained townhouse-style condo featuring three spacious levels of living. The bright, open main level offers a seamless flow between the living room and kitchen area. Upstairs, you'll find two generously sized bedrooms with large closets, providing excellent storage and comfort. With three levels, there's plenty of flexible space for a home office, gym, or

    Autumn Furlow Howard Hanna Rand Realty

    81 Cliffside Dr Unit A, Manchester, CT 06042
  • /38

    $1,775,000

    • 5 Beds
    • 7 Baths
    • 6,562 Sq Ft

    33 Mountain Farms Rd, West Hartford, CT 06117

    Designed in Tudor style by noted architect Harold Caufield, this outstanding 13- room brick and stone home is a residence of exceptional distinction. Set on a private 1.3-acre lot in West Hartford presents over 6,500 square feet of living space designed for both grand-scale entertaining and everyday comfort. As you enter through the double doors into the elegant two-story foyer, your eyes are

    Lois Siegal Berkshire Hathaway NE Prop.

    33 Mountain Farms Rd, West Hartford, CT 06117
  • /40

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 3,138 Sq Ft

    47 Oswegatchie Hills Rd, Niantic, CT 06357

    Spectacular Direct Waterfront Retreat on Smith Cove in Niantic. Set on 1.37 manicured acres with approximately 160' of shoreline and effortless access to the Niantic River and Long Island Sound. This Beautifully upgraded 4-Bedroom, 4-Bath Coastal Home is designed for both everyday comfort and effortless entertaining, featuring a lower-level guest suite with walk-out to patio and pool - perfect

    Judi Caracausa William Pitt Sotheby's Int'l

    47 Oswegatchie Hills Rd, Niantic, CT 06357
  • /32

    $379,900

    • 2 Beds
    • 1.5 Baths
    • 1,694 Sq Ft

    46 Salem Walk, Milford, CT 06460

    Welcome to 46 Salem Walk, a beautifully updated end-unit townhouse in Milford's desirable Longmeadow community offering a bright open-concept first floor with a brand-new kitchen featuring quartz countertops, updated cabinetry, fixtures, and new flooring throughout, along with a dining area that opens through sliders to a private patio and backyard. Upstairs offers two well-sized bedrooms and a

    Warren Juall HOMESELL

    46 Salem Walk, Milford, CT 06460
  • /31

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,218 Sq Ft

    28 Larkspur Dr Unit 28, Cromwell, CT 06416

    Welcome to sought-after Oxford Park! This super-cute and spacious end-unit condo, attached to just one neighboring unit, offers added privacy rarely found in condo living. Tucked away in a peaceful cul-de-sac setting within the community, this home delivers both comfort and convenience in one great package. This 2-bedroom, 1 & 1/2-bath home features a comfortable, easy-living layout with gas heat

    Lisa McCarthy Coldwell Banker Realty

    28 Larkspur Dr Unit 28, Cromwell, CT 06416
  • /15

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    6 Lakeview Dr, Southington, CT 06489

    Three-bedroom townhouse in immaculate condition located in desirable Spring Lake Village, a fantastic 55+ community with exceptional amenities. This well-maintained home features 3 bedrooms, 2.5 bathrooms, and a full basement with a large finished and heated area-perfect for additional living space, a rec room, or home office. The main level offers an eat-in kitchen and a spacious living/dining

    Eric Christmas eXp Realty

    6 Lakeview Dr, Southington, CT 06489
  • /25

    $510,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    9 Hillside Ct, Brookfield, CT 06804

    Wonderful opportunity to own this inviting three-bedroom, one-and-a-half bath home nestled in a desirable Brookfield neighborhood. From the moment you arrive, you'll appreciate the warmth and comfort this home offers. Hardwood floors flow throughout the main level, featuring a welcoming formal living room with a cozy pellet-burning stove-perfect for gathering on chilly evenings. The spacious

    Gene Pica RE/MAX Alliance

    9 Hillside Ct, Brookfield, CT 06804
  • /28

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,594 Sq Ft

    80 Flower Dr, Hamden, CT 06518

    Welcome to opportunity in the heart of Mt. Carmel. This Raised Ranch offers 1,078 sq ft on the main level plus an additional 516 sq ft of finished lower-level living space. The main floor features an open-concept living and dining area, ideal for everyday living and entertaining, while the kitchen is thoughtfully separated for added functionality. The partially finished lower level provides a

    Christian Amorotti KW Legacy Partners

    80 Flower Dr, Hamden, CT 06518
  • /32

    $599,000

    • 1 Bed
    • 3 Baths
    • 2,199 Sq Ft

    488 Commanche Ln Unit A, Stratford, CT 06614

    Nestled on a quiet cul-de-sac and just a short walk to the golf course, this spacious 2,199 sq ft Wolcott Unit offers exceptional flexibility and resort-style living. The home features a beautifully renovated kitchen with modern skinny shaker cabinetry, quartz countertops, blending contemporary style with everyday functionality. The White oak flooring throughout the main living areas, adds warmth

    Carmen Desiato Serhant Connecticut, LLC

    488 Commanche Ln Unit A, Stratford, CT 06614
  • /38

    $2,875,000

    • 5 Beds
    • 4.5 Baths
    • 6,319 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or

    Margaret Muir William Pitt Sotheby's Int'l

    37 Lantern Hill Rd, Madison, CT 06443
  • /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
  • /29

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    233 Sharon-Goshen Turnpike, Cornwall, CT 06796

    Nestled out of sight with complete privacy is this West Cornwall home with a traditional wood exterior but with a light filled modern interior! Located off of a lovely long paved approach this home seamlessly blends it's sophisticated design with its stunning professional landscaped setting. With 3 levels of living space 4 bedrooms, 3 full and 1 half baths, this home encourages entertaining but

    Karen Casey William Pitt Sotheby's Int'l

    233 Sharon-Goshen Turnpike, Cornwall, CT 06796
  • /20

    $149,900

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457

    Second Floor Townhouse style condo conveniently located in Middletown's Westfield area. Unit features 2 bedrooms, large living with vaulted ceilings, additional loft space could be used as 3rd bed or office space, in unit laundry, exterior storage closet, and balcony. Condo complex features inground pool, and is on direct access to the areas walking/biking trails, city bus line, and just minutes

    Michelle Manter Berkshire Hathaway NE Prop.

    227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
  • /40

    $3,900,000

    • 6 Beds
    • 11 Baths
    • 9,974 Sq Ft

    76 Lords Hwy, Weston, CT 06883

    In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

    Alex Chingas Coldwell Banker Realty

    76 Lords Hwy, Weston, CT 06883
  • /32

    $295,999

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    900 Mix Ave Unit 123, Hamden, CT 06514

    Come see this rare offering of a beautifully remodeled and spacious 3 bedrooms, 2 and half bath townhouse in desirable Currier Ridge with a finished basement. This unit features and open floor plan, new porcelain tile flors through out, remodeled kitchen with quartz countertops, stainless steel appliances, fireplace in living room and a dining/family room with slider doors leading to a huge

    Dean Lockery GRL & Realtors, LLC

    900 Mix Ave Unit 123, Hamden, CT 06514
  • /56

    $8,000,000

    • 5 Beds
    • 5 Baths
    • 3,669 Sq Ft

    640 Round Hill Rd, Greenwich, CT 06831

    This is an opportunity to own a piece of Greenwich history. A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails. The residence blends historic authenticity with

    Monica Webster Douglas Elliman of Connecticut

    640 Round Hill Rd, Greenwich, CT 06831
  • /38

    $1,837,500

    • 4 Beds
    • 5 Baths
    • 5,385 Sq Ft

    7 Long Meadow Ln, Redding, CT 06896

    Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

    Linda Sweeny William Raveis Real Estate

    7 Long Meadow Ln, Redding, CT 06896
  • /33

    $13,000,000

    • 5 Beds
    • 10 Baths
    • 9,564 Sq Ft

    10 Shorehaven Rd, Norwalk, CT 06855

    Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

    Laurie Morris Compass Connecticut, LLC

    10 Shorehaven Rd, Norwalk, CT 06855
  • /20

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,612 Sq Ft

    215 Ledge Dr, Torrington, CT 06790

    Welcome to effortless condo living in this 2 bedroom Tanglewood end unit with a one car detached garage! Inside offers a beautifully appointed eat in kitchen with Corian counters, a bright, spacious living room with gas fireplace, and a main-level bedroom with full bath. The upper-level primary bedroom suite overlooks peaceful natural surroundings, complemented by a loft perfect for a home office

    Tony Goia The Washington Agency

    215 Ledge Dr, Torrington, CT 06790
  • /40

    $1,950,000

    • 5 Beds
    • 5.5 Baths
    • 8,530 Sq Ft

    63 Parmalee Hill Rd, Newtown, CT 06470

    This home is sold WITH the adjacent Building Lot #65 Parmalee Hill Road. TOTAL of 4.09 ACRES. #65 Parmalee Hill Rd is a R-2 Zoned lot (2.04) with shed/barn on property. Beautifully appointed Colonial Style home, built in 2006, with breathtaking views of the surrounding valley. Located in a residential, semi-rural section of Newtown, with easy access to major routes. Throughout the home you will

    Erika Portanova Songer William Pitt Sotheby's Int'l

    63 Parmalee Hill Rd, Newtown, CT 06470

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