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Explore Similar Homes Within 25 Miles of Waterbury, CT

  • /43

    $825,000

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

    360 Old State Route 22, Dover Plains, NY 12522

    A rare offering in today’s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 280-5286

    360 Old State Route 22, Dover Plains, NY 12522
  • /50

    $1,950,000

    • 7 Beds
    • 7 Baths
    • 4,806 Sq Ft

    803 N Salem Rd, Ridgefield, CT 06877

    Historic Ridgefield Estate - Where Legacy Meets Modern Luxury. Originally built in 1911 as the Ridgefield School for Boys, this unique estate once anchored a vast 115-acre campus and featured more than 100 rooms, including classrooms, dormitories, and offices. When the school closed, the property was purchased by Francis D. Martin, who gave it a bold architectural overhaul by removing the top

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    Shaylene Neumann

    Houlihan Lawrence Inc.

    (475) 252-9158

    803 N Salem Rd, Ridgefield, CT 06877
  • /50

    $1,750,000

    • 3 Beds
    • 5.5 Baths
    • 3,470 Sq Ft

    84 Olmstead Ln, Ridgefield, CT 06877

    Timeless Elegance Meets Modern Luxury in Ridgefield, CT. Nestled on a beautifully landscaped 0.86-acre lot in southern Ridgefield, just minutes from the heart of the village, this masterfully restored 3-bedroom, 5.5-bath residence blends the warmth of 19th-century charm with the sophistication of contemporary living. Originally built in 1900, the home has been thoughtfully updated to showcase

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    Shaylene Neumann

    Houlihan Lawrence Inc.

    (475) 275-8082

    84 Olmstead Ln, Ridgefield, CT 06877
  • /40

    $440,000

    • 2 Beds
    • 1 Bath
    • 1,030 Sq Ft

    426 Torrington Rd, Litchfield, CT 06759

    Welcome to this beautifully completely renovated meticulously maintained 1941 Cape, located just minutes from the heart of Litchfield and everything Litchfield County has to offer. This charming 2 bedroom, 1 bath home blends classic character with modern updates, creating the perfect full-time residence or weekend retreat. Step inside to discover a spacious open floor plan that offers seamless

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    Shaylene Neumann

    Houlihan Lawrence Inc.

    (860) 752-1233

    426 Torrington Rd, Litchfield, CT 06759
  • /10

    $299,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    4865 South St, Amenia, NY 12501

    Charming and thoughtfully updated, this single level home offers modern comfort with a touch of style. The remodeled kitchen and bath, upgraded floors, and crown molding create a refined living space. Just minutes from the Wassaic Train Station and a short ride to the Harlem Valley Rail Trail, you'll enjoy both convenience and outdoor beauty. Set in Amenia—the Gateway to the Berkshires—this home

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    Larry Havens

    Havens Real Estate

    (845) 203-9307

    4865 South St, Amenia, NY 12501
  • /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

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    Danielle Malloy

    Serhant Connecticut LLC

    (475) 241-0980

    62 Summersweet Ln, New Canaan, CT 06840
  • /35

    $495,000

    • 1 Bed
    • 1 Bath
    • 1,116 Sq Ft

    11 Knollcrest Rd, New Fairfield, CT 06812

    Charming Ranch Home in the Beautiful Lake Community on Candlewood Lake in New Fairfield, CT. Don't miss this fantastic opportunity to own a charming ranch-style home that features hardwood flooring throughout, a spacious eat-in kitchen with tile flooring, living room with beautiful stone fireplace, perfect for cozy evenings. The home offers one bedroom, a full bathroom, den/office, with potential

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    Shaylene Neumann

    Houlihan Lawrence Inc.

    (203) 871-0782

    11 Knollcrest Rd, New Fairfield, CT 06812
  • /31

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    41 West Ln, South Salem, NY 10590

    Welcome to 41 West Lane, a beautifully maintained 4-bedroom, 3.5-bath Colonial offering over 3,600 sq ft of living space on 3.3 private acres in South Salem, NY. This spacious home blends classic charm with modern updates, featuring hardwood floors, 2 fireplaces, and a thoughtful layout designed for both everyday comfort and entertaining. The main level includes a formal living room, home office,

    Mark Boyland Keller Williams Realty Partner

    41 West Ln, South Salem, NY 10590
  • /42

    $899,000

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft

    73 Lake Ellis Rd, Wingdale, NY 12594

    Welcome to your private equestrian retreat, just 4 miles from the Harlem–Valley Wingdale Train Station, 4 miles to charming Kent, CT, a mile away to the Appalachian Trail & easy access to Route 7 & Route 22. Set on a secluded private road off Lake Ellis, this property offers both convenience & privacy. Equestrian amenities include a main barn with 6 (12x10) stalls w/ hay loft, heated wash stall,

    Christine Ricci Keller Williams NY Realty

    73 Lake Ellis Rd, Wingdale, NY 12594
  • /33

    $1,200,000

    • 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
  • /33

    $1,162,500

    • 4 Beds
    • 3.5 Baths
    • 4,108 Sq Ft

    28 Oak Hill Rd, Amenia, NY 12501

    Modern Farmhouse Charm Meets Exceptional ComfortNestled in a desirable location just two hours from NYC and minutes from the train station, this newer modern farmhouse offers the perfect blend of upscale design and practical luxury. With 4 spacious bedrooms and 3.5 baths, the thoughtfully designed layout includes a gourmet kitchen featuring stainless steel appliances, granite countertops,

    Arleen Shepley Elyse Harney Real Estate

    28 Oak Hill Rd, Amenia, NY 12501
  • /33

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,035 Sq Ft

    6 Byrds Hill Rd, Pawling, NY 12564

    Modern Pawling Farmhouse - This beautifully renovated Colonial home near Scenic Quaker Hill offers a perfect blend of charm and modern amenities. The spacious kitchen, complete with a center island with seating, flows seamlessly into an open dining and living area, where a cozy fireplace awaits. A separate light-filled den provides a peaceful retreat for relaxation. The main floor features a

    Stephen Pener William Pitt Sothebys Int Rlty

    6 Byrds Hill Rd, Pawling, NY 12564
  • 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
  • /16

    $735,000

    • 3 Beds
    • 1.5 Baths
    • 2,085 Sq Ft

    247 Smith Ridge Rd, South Salem, NY 10590

    Discover this charming South Salem farmhouse nestled on two beautiful acres. It features three bedrooms and an open concept chefs kitchen. Enjoy cozy times in front of the fireplace in this warm and inviting ambience. The property offers the perfect blend of country living and modern comfort. With two first floor bedrooms and an open floor plan this home provides ample space for family gatherings

    Cyndi David William Raveis-New York, LLC

    247 Smith Ridge Rd, South Salem, NY 10590
  • /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
  • /15

    $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
  • /80

    $474,900

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

    31 Yellow City Rd, Amenia, NY 12501

    A Beautiful 3 Bedroom, 2 Bath Country Home in a Picturesque Setting on 2.58 Acres! Welcome to your peaceful retreat! This well-maintained home offers comfort, charm, and plenty of space indoors and out. The main floor features a spacious living room, a cozy family room with a wood stove, a bright sunroom, & a kitchen. The 2nd floor features 3 bedrooms and 1 bath. The finished basement features a

    Ted Banta RVW Select Properties

    31 Yellow City Rd, Amenia, NY 12501
  • /50

    $5,450,000

    • 4 Beds
    • 3.5 Baths
    • 6,161 Sq Ft

    45 Pine Hill Dr, South Salem, NY 10590

    Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 3.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

    Joseph Lukic Compass Greater NY, LLC

    45 Pine Hill Dr, South Salem, NY 10590
  • /28

    $289,000

    • 1 Bed
    • 1 Bath
    • 464 Sq Ft

    34 Cottage Ln, North Salem, NY 10560

    Welcome to Peach Lake, this home features a bright and open main living area with one bedroom, one bath. Enjoy extended outdoor entertaining in your back yard newly landscaped overlooking a tranquil canal with direct access for fishing and launching your kayak into Peach Lake. Interior was fully renovated less then two years ago, all new appliances including washer/dryer. New plumbing,

    Qizhan Yao Realmart Realty LLC

    34 Cottage Ln, North Salem, NY 10560
  • /23

    $296,000

    • 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, new roof,windows, & flooring, new 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
  • /42

    $379,500

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    5 Michael Dr, Enfield, CT 06082

    Welcome home to 5 Michael Drive, where comfort meets charm and neighbors still wave from their front yards. This isn't just a house-it's a story waiting to be written. Head inside and find spaces that feel both fresh and familiar, perfect for gathering, dreaming, or simply unwinding. Outside, the pool sparkles under the sun, promising endless summers of laughter and fun. Plenty of room for

    Dawn Ezold Naples Realty Group

    5 Michael Dr, Enfield, CT 06082
  • /16

    $2,999,000

    • 4 Beds
    • 4 Baths
    • 3,092 Sq Ft

    40 Hawley Ave, Milford, CT 06460

    Premier Coastal Location | Rare Opportunity | Spectacular Ocean Views.Discover this extraordinary waterfront residence in the coveted Borough of Woodmont, where sweeping water views create an unparalleled living experience. This remarkable property presents a unique opportunity to own in one of Connecticut’s most sought-after coastal enclaves, where waterfront homes rarely become

    Emmett Dalton Dalton Real Estate

    40 Hawley Ave, Milford, CT 06460
  • /12

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    5 Red Cedar Ln, Millerton, NY 12546

    Discover your dream move-in ready ranch-style home in the scenic Town of North East, NY, featuring one-level living in a light and bright 3-bedroom, 2-bath layout on a spacious 1.25-acre lot in the desirable Indian Lake Estates community. This turnkey home boasts a sprawling eat-in kitchen, sunlit living room, and a private primary suite with ensuite bath, plus two additional bedrooms serviced by

    Arleen Shepley Elyse Harney Real Estate

    5 Red Cedar Ln, Millerton, NY 12546
  • /4

    $185,000

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    52 N Center St, Millerton, NY 12546

    This 1,176 sq ft village home is a blank canvas ready for your renovation vision. Sold strictly as-is, the shell of the house stands, but there are no floors—bring your plans and creativity to make it your own. Electric, water, and septic are already in place, offering a strong start for your rehab project. Please note: there is no driveway, and a hold harmless agreement must be signed prior to

    Arleen Shepley Elyse Harney Real Estate

    52 N Center St, Millerton, NY 12546
  • /48

    $3,900,000

    • 4 Beds
    • 7 Baths
    • 6,824 Sq Ft

    151 Long Ridge Rd, Danbury, CT 06810

    ROADSIDE – A Storied 53-Acre Private Estate in Fairfield County, CTEscape to your own private nature retreat at ROADSIDE, an extraordinary 53.44-acre country estate blending historic charm and modern luxury, just 90 minutes from Manhattan and 1.5 miles from the Redding train station. This rare legacy property offers unparalleled privacy, provenance, and polish—ideal for equestrians,

    Chelsea Stinson Coldwell Banker Realty

    151 Long Ridge Rd, Danbury, CT 06810
  • /33

    $2,695,000

    • 3 Beds
    • 2.5 Baths
    • 4,225 Sq Ft

    259 Westchester Ave, Pound Ridge, NY 10576

    Rare Mixed-Use Opportunity. 259 Westchester Avenue is part of Pound Ridge’s rich past. Located in the heart of the historic hamlet, it was the former Samuel Parker house. Built in 1860, this mixed-use building has housed the old Schelling’s Market, as well as the Samuel Parker Café. It currently is home to The Huntress, a high-end design and retail store. Located across the street from Jean

    Cristina Civetta Ginnel Real Estate

    259 Westchester Ave, Pound Ridge, NY 10576
  • /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
  • /40

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    42 Lime Kiln Rd, Dover Plains, NY 12522

    Perfectly set back on beautiful park-like property showcasing spectacular panoramic mountain views and a small babbling brook at the back of the property that flows from the Ten Mile River. Bright spacious floor plan features hardwood floors through first floor, updated granite & maple kitchen with stainless steel appliances, and a recently remodeled bath with a custom tile & seamless glass

    Susan Todd BHHS Hudson Valley Properties

    42 Lime Kiln Rd, Dover Plains, NY 12522
  • /34

    $4,300,000

    • 3 Beds
    • 3.5 Baths
    • 5,342 Sq Ft

    49 Indian Hill Rd, Pound Ridge, NY 10576

    MAGNIFICENT CONTEMPORARY MASTERPIECEA Fully Renovated/Rebuilt Perfectly Scaled Sanctuary with Indoor Swimming Pool & Exquisite Gardens Inspired by Japanese Design, Just 1 Hour From Manhattan Elevated on a gentle rise and approached by a long private drive, this modern classic estate offers complete privacy and tranquility in a serene, wooded setting. Placed quietly in the company of tall,

    Melissa Marcogliese Compass Greater NY, LLC

    49 Indian Hill Rd, Pound Ridge, NY 10576
  • /2

    $625,000

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

    3401 Main St, Bridgeport, CT 06606

    Spacious, well-maintained single-family home offering immense potential for both residential and commercial use on a desirable stretch of Main Street in North Bridgeport.The main floor boasts a Living Room, Formal Dining Room, Den, Powder Room, eat-in kitchen, and a full bath. The second floor features four large bedrooms and another full bath.Situated on a large, level property

    Rajeevkumar Chennattu Regency Homes Rlty Group, Inc.

    3401 Main St, Bridgeport, CT 06606
  • /2

    $385,000 Coming Soon

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

    54 Midway Ave, Amenia, NY 12501

    Charming move-in ready home with hardwood floors, updated kitchen with quartz counters, and cozy pellet stove—perfect for relaxing after a long day. Bonus room for office or guests. Enjoy a Trex deck, bluestone patio, and fully fenced yard for outdoor gatherings or pets. Detached garage/workshop adds extra space. Just 3 miles to Metro-North, 2 minutes to the Rail Trail, walking distance to shops

    Michelle DeKleine eXp Realty

    54 Midway Ave, Amenia, NY 12501
  • /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
$265,000
Median Single Family Sale Price
$299,000
Median Townhouse Sale Price
$187,500
Median 2 Bedroom Sale Price
$150,000
Median 1 Bedroom Sale Price
$124,466
Average Price Per Sq Ft
$218
Number of Homes for Sale
143
Last 12 months Home Sales
828
Months of Supply
2.10
Median List Price
$274,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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