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Explore Similar Homes Within 25 Miles of Waterbury, CT

  • /46

    $815,000

    • 4 Beds
    • 4 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 412-9430

    360 Old State Route 22, Dover Plains, NY 12522
  • /40

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    12 N Lake Cir, South Salem, NY 10590

    Fabulous opportunity to own this eco-friendly home in Twin Lakes Village. This beautifully maintained Cape Cod is situated on a picturesque lot with mature landscaping and gorgeous curb appeal. Enter the gracious first floor and find a vaulted living room with exposed beams featuring a charming stone fireplace with slate hearth. There is an open flow to the dining area and kitchen with hardwood

    Agent Photo

    Marcie Nolletti

    Coldwell Banker Realty

    (914) 483-3558

    12 N Lake Cir, South Salem, NY 10590
  • /50

    $479,900

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    255 Haviland Dr, Patterson, NY 12563

    Welcome to this enchanting country cottage, where timeless charm blends seamlessly with abundant natural light and airy, open living spaces. Sunlight pours through thoughtfully placed windows and multiple skylights, filling the home with warmth and creating an inviting, comfortable atmosphere. Set on a beautifully landscaped property, the grounds feature mature specimen plantings, established

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    Deborah Glatz

    Coldwell Banker Realty

    (845) 273-3779

    255 Haviland Dr, Patterson, NY 12563
  • /36

    $2,495,000

    • 6 Beds
    • 5.5 Baths
    • 2,940 Sq Ft

    40 Richmondville Ave, Westport, CT 06880

    Built in 2022, this 6-bedroom, 5.5-bath home offers four finished levels of flexible living just minutes from downtown Westport. Open-concept main level features high ceilings, oversized windows, and a Thermador kitchen with large island, walk-in pantry, and mudroom with built-ins. Upstairs includes a primary suite with heated floors, soaking tub, and oversized shower. Two bedrooms share a Jack

    Agent Photo

    Jessica Lane

    Serhant Connecticut LLC

    (475) 244-9410

    40 Richmondville Ave, Westport, CT 06880
  • /26

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,634 Sq Ft

    41 Beilke Rd, Millerton, NY 12546

    Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a

    Agent Photo

    Omar Harper

    Epique Realty

    (518) 760-0679

    41 Beilke Rd, Millerton, NY 12546
  • /92

    $6,595,000

    • 6 Beds
    • 9 Baths
    • 11,211 Sq Ft

    62 Summersweet Ln, New Canaan, CT 06840

    Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (475) 241-0980

    62 Summersweet Ln, New Canaan, CT 06840
  • /41

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    13 Ripley Rd, Patterson, NY 12563

    Discover this stunning home in Putnam Lake, completely remodeled from top to bottom, taken to the studs. Everything is brand new, providing a fresh and modern living experience with year-round views of the tranquil lake. This home features an open layout with high-end finishes, creating an inviting and contemporary living space with soaring ceilings and wood beams.Every detail has been

    SUSAN WYNNE RE/MAX Town & Country

    13 Ripley Rd, Patterson, NY 12563
  • /26

    $729,000

    • 3 Beds
    • 3 Baths
    • 1,781 Sq Ft

    110 Cross Pond Rd, Pound Ridge, NY 10576

    Bright & Airy Contemporary with Soaring Cathedral Ceilings! Welcome to your private retreat in the charming town of Pound Ridge. Set on 2.6 serene acres, this 3-bedroom, 3-bathroom home offers a rare opportunity to create your dream oasis in one of Westchester’s most sought-after locations. At the end of a long, private driveway, this home is surrounded by natural beauty, sounds of nature,

    Lindsay Lafreniere William Raveis-New York LLC

    110 Cross Pond Rd, Pound Ridge, NY 10576
  • /49

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,386 Sq Ft

    54 Cross Pond Rd, Pound Ridge, NY 10576

    A published, site-specific modern residence designed by Frank Lupo and Daniel Rowen, set on nearly 3.5 private waterfront acres in iconic Pound Ridge. Conceived as two self-sufficient wings connected by a dramatic cantilevered, arched roof, the home offers a rare balance of architectural integrity, privacy, and flexibility. Expanses of glass draw in natural light and frame long views across the

    Adam Hade Compass Greater NY, LLC

    54 Cross Pond Rd, Pound Ridge, NY 10576
  • /49

    $2,699,000

    • 5 Beds
    • 6.5 Baths
    • 6,018 Sq Ft

    105 Cross Pond Rd, Pound Ridge, NY 10576

    Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn.

    Korab Krasniqi Compass Greater NY, LLC

    105 Cross Pond Rd, Pound Ridge, NY 10576
  • /50

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,250 Sq Ft

    5 Upland Pastures Rd, Sherman, CT 06784

    A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 bedrooms, 4 full baths, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing

    Claudia Jiskra McGrath Realty Inc

    5 Upland Pastures Rd, Sherman, CT 06784
  • /44

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    5 Equestrian Acres, Brewster, NY 10509

    Welcome to 5 Equestrian Acres Road, a classic 4-bedroom, 2.5-bath Colonial set on 2.36 private acres in one of Brewster’s most peaceful and picturesque residential settings. Built in 1976 and lovingly maintained, this home offers timeless charm, generous living spaces, and an ideal layout for both everyday living and entertaining. Step inside to a warm and inviting main level featuring a spacious

    Daniel Berger RE/MAX Prestige Properties

    5 Equestrian Acres, Brewster, NY 10509
  • /22

    $925,000

    • 4 Beds
    • 3 Baths
    • 2,851 Sq Ft

    17 Highview Rd, Pound Ridge, NY 10576

    This private and spacious home sits on 2.5 acres of beautiful land in Pound Ridge, and is the ideal Westchester retreat. It has that perfect mix of "peace and quiet" without being completely off the grid. With 4 bedrooms and 3 full bathrooms, you’ll have plenty of room for everyone. The versatile floor plan offers endless possibilities to make the space your own. Enjoy a bright eat-in kitchen

    Mark Boyland Keller Williams Realty Partner

    17 Highview Rd, Pound Ridge, NY 10576
  • /40

    $2,500,000

    • 13 Beds
    • 7 Baths
    • 7,076 Sq Ft

    18 Stagecoach Ln, Amenia, NY 12501

    Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern

    Dominick DiFilippo Keller Williams Realty Partner

    18 Stagecoach Ln, Amenia, NY 12501
  • /32

    $1,700,000

    • 5 Beds
    • 3.5 Baths
    • 3,975 Sq Ft

    44 Scofield Rd, Pound Ridge, NY 10576

    Set gracefully back from the road on 2.29 private acres, this beautifully maintained Colonial offers the perfect blend of timeless elegance and modern comfort. A stately entrance framed by stone pillars welcomes you along the driveway, setting the tone for the exceptional home that awaits. Step inside to a dramatic two-story foyer that opens to a thoughtfully designed and spacious layout. The

    Karen Burchetta Houlihan Lawrence Inc.

    44 Scofield Rd, Pound Ridge, NY 10576
  • /37

    $14,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    15 Kirby Hill Rd, Pawling, NY 12564

    Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct

    Brian McGrath McGrath Realty Inc

    15 Kirby Hill Rd, Pawling, NY 12564
  • /36

    $329,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    66 Lake Shore Dr, Patterson, NY 12563

    The weather has IMPROVEDand so has the PRICE on this Lake home. It is the PERFECT time to enjoy the unobstructed Lake views of Putnam Lake. This newly renovated home on a level lot makes the perfect first home, down size or Lake escape home. This home offers a functional layout and has been renovated to a very high level. All the rooms in this home are light & bright, are freshly painted and

    Ginny Gordon-O’Neill William Raveis Real Estate

    66 Lake Shore Dr, Patterson, NY 12563
  • /33

    $8,900,000

    • 5 Beds
    • 7 Baths
    • 5,175 Sq Ft

    292 Wood Duck Rd, Amenia, NY 12501

    Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground

    Graham Klemm GRAHAM T. KLEMM LIC. RE BROKER

    292 Wood Duck Rd, Amenia, NY 12501
  • /25

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    54 Midway Ave, Amenia, NY 12501

    4/6/26 AO, inspections completed. Motivated sellers! True move-in condition. Nicely updated 3 bedroom/2 bath home with a lovely front porch. Both the front and rear entrances feature a mudroom with plenty of storage for coats, shoes, etc. Washer/dryer on first floor, along with a full bath featuring a shower. Cozy living room with a pellet stove. Eat-in kitchen/dining area. First floor bedroom

    Melinda Torres eXp Realty

    54 Midway Ave, Amenia, NY 12501
  • /43

    $2,950,000

    • 4 Beds
    • 7 Baths
    • 8,220 Sq Ft

    16 Reynwood Dr, Brewster, NY 10509

    Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy -

    William Stuart Berkshire Hathaway HS NE Prop

    16 Reynwood Dr, Brewster, NY 10509
  • /23

    $499,000

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    105 Sand Hill Rd, Dover Plains, NY 12522

    The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

    Sheneur Menaker Hudson Modern

    105 Sand Hill Rd, Dover Plains, NY 12522
  • /14

    $690,000

    • 2 Beds
    • 1 Bath
    • 1,806 Sq Ft

    98 Eastwoods Rd, Pound Ridge, NY 10576

    Endless possibilities await - restore, rebuild, or reimagine this serene Pound Ridge property and create the lifestyle you’ve been dreaming of. This remarkable 7-acre property, once home to horses and still featuring the remnants of a paddock and two-stall barn, is nestled near the end of a stonewall-lined driveway. The existing two-bedroom, one-bath residence with an unfinished modern addition

    Deborah Cuiffo Coldwell Banker Realty

    98 Eastwoods Rd, Pound Ridge, NY 10576
  • /23

    $286,000

    • 1 Bed
    • 1 Bath
    • 444 Sq Ft

    9 Cottage Ln, North Salem, NY 10560

    Enjoy this Cozy 1 Bedroom Dream Home in a Lovely Lake Front Community on Peach Lake. This home has been totally renovated from top to bottom, fully insulated, roof, windows, & flooring, mini split heating and A/C system, skylight, cathedral ceilings, ceiling fans, & custom lighting. It also features a Wood-burning stove Fireplace, a Beautifully Designed Custom Kitchen, and a Custom Tiled

    Leonore Garvey Coldwell Banker Village Green

    9 Cottage Ln, North Salem, NY 10560
  • /49

    $3,150,000

    • 4 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    12 Bishop Park Rd, Pound Ridge, NY 10576

    Generational Compound with all the luxuries & amenities one desires. Cascading pool with waterfall spa, guest house, pond, gardens and private property. Set down a quiet lane this resort-style estate is prime living-just one hour from NYC. A tranquil place to call home for the discerning buyer who can spot special custom home. A thoughtful and tasteful full renovation was completed in 2013. The

    Michael Kaplan Michael J. Kaplan

    12 Bishop Park Rd, Pound Ridge, NY 10576
  • /33

    $999,999

    • 3 Beds
    • 3 Baths
    • 2,241 Sq Ft

    7 Fox Hollow Rd, Brewster, NY 10509

    Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail reflects quality and character. Imagine summer days lounging

    Beth Yoon Sherwood Hill Realty LLC

    7 Fox Hollow Rd, Brewster, NY 10509
  • /22

    $585,000

    • 4 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    8 Newburgh Rd, Patterson, NY 12563

    Pre-Construction Opportunity: Select Your Custom 3–4 Bedroom Smart Home with Private Lake Access This listing offers the opportunity to build a 3–4 bedroom home on one of two available 10,000 sq ft parcels in a peaceful, well-connected neighborhood. Located just a few feet from public transportation and a 10-minute drive to the MTA, the property combines convenience with privacy. Buyers can

    Jonathan Minerick HomeCoin.com

    8 Newburgh Rd, Patterson, NY 12563
  • 5 Reserve Rd Unit 36358193, Danbury, CT 06810

    $953,995 New Construction

    • 3 - 4 Beds
    • 3 - 4 Baths
    • 2,596 Sq Ft

    Jaywick Plan at Rivington - Regency, Danbury, CT 06810

    The Jaywick home design's elegant open floor plan is sure to impress. Upon entering, you will find a warm foyer with a tray ceiling. Continuing from the foyer, there is a beautiful secondary bedroom, a full hall bath, and a flex room. The great room, which offers access to the rear yard, opens up into a casual dining area, making it the perfect space for hosting and entertaining. Adjacent, the

    Toll Brothers, Inc. Builder
    5 Reserve Rd Unit 36358193, Danbury, CT 06810
  • 5 Reserve Rd Unit 36358190, Danbury, CT 06810

    $899,995 New Construction

    • 2 - 3 Beds
    • 2 - 3 Baths
    • 2,102 Sq Ft

    Alstead Plan at Rivington - Regency, Danbury, CT 06810

    The Alstead is an exceptional combination of sophistication and functionality. A welcoming foyer punctuated by a tray ceiling leads past a versatile flex room into the main living area, featuring an elegant dining room and a spacious great room. Adjacent, a casual dining area offers access to the rear yard and the well-equipped kitchen, which offers wraparound counters and countertops, an island

    Toll Brothers, Inc. Builder
    5 Reserve Rd Unit 36358190, Danbury, CT 06810
  • /15

    $1,295,000 Open Thu 11AM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,218 Sq Ft

    19 Deer Run Rd, South Salem, NY 10590

    COUNTRY PERFECTION Thoughtfully sited upon over two beautifully landscaped acres against a scenic wooded backdrop, this meticulously maintained, updated five-bedroom classic colonial offers the perfect combination of peace, privacy, convenience, nature, and award-winning Katonah-Lewisboro schools in a quiet country setting. Move right in with nothing to do but plan your summer garden of flowers,

    Anne-Marie Nordgren Coldwell Banker Realty

    19 Deer Run Rd, South Salem, NY 10590
  • /2

    $1,295,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,878 Sq Ft

    137 Old Stone Hill Rd, Pound Ridge, NY 10576

    Looking for an easy living home in Pound Ridge, New York with land, privacy, and a pool, plus a touch of celebrity history?This Cape/Colonial residence—once visited by Jane Seymour—offers pristine interiors, a first-floor primary suite, and resort-style outdoor living on beautifully usable land.A glorious setting with rock outcroppings, a flat usable yard, pond with resident wild ducks, and a

    Elizabeth Ronel Coldwell Banker Realty

    137 Old Stone Hill Rd, Pound Ridge, NY 10576
  • /15

    $369,000

    • 4 Beds
    • 3 Baths
    • 1,560 Sq Ft

    75 Midway Ave, Amenia, NY 12501

    SUBSTANTIAL PRICE IMPROVEMENT!!!Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood.Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but

    Karen Grimaldi William Pitt Sothebys Int Rlty

    75 Midway Ave, Amenia, NY 12501

Home Trends in Waterbury, CT

Housing Trends

Median Sale Price
$275,500
Median Single Family Sale Price
$305,000
Median Townhouse Sale Price
$167,500
Median 2 Bedroom Sale Price
$151,000
Median 1 Bedroom Sale Price
$120,000
Average Price Per Sq Ft
$221
Number of Homes for Sale
88
Last 12 months Home Sales
815
Months of Supply
1.30
Median List Price
$279,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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