Vintage homes for sale & real estate in Watertown, CT

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ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Welcome to this charming 3-bedroom, 2-bath home in the heart of Watertown! Perfectly situated close to the center of town, this well-loved property offers comfort, convenience, and incredible potential for its next owner. Step inside to find a bright main level with a traditional layout and hardwood floors waiting beneath the carpet-an easy opportunity to elevate the home's character and style. The spacious living and dining areas flow comfortably, creating a warm setting for everyday living and hosting. Outside, the home truly shines with its large, private backyard-a rare find in this location. Whether you envision gardening, play areas, or summer gatherings, this yard is ready to become

$349,000

3 beds2 baths1,458 sq ft

781 Hamilton Ave, Watertown, CT 06795

0.73 acre lot • 4 parking spots • Built 1959

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Welcome to this adorable, move in ready ranch, ideally located in Watertown and close to everything you need! This well maintained home offers the perfect blend of classic charm and thoughtful updates, making it an excellent option for anyone seeking one level living. The remodeled kitchen is a standout, featuring custom cabinetry, butcher block counters, a tiled backsplash, updated appliances, and a brand new sink-all designed with style and functionality in mind. The adjacent living spaces feel warm & inviting, with original hardwood floors in the living room and bedrooms adding timeless character throughout. Currently configured as a 2 bedroom home, the layout offers flexibility to

$319,000

2 beds1 bath1,134 sq ft

46 Eddy St, Watertown, CT 06779

Custom cabinetry • Updated appliances • Tiled backsplash

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Warm, welcoming, and surprisingly spacious, this charming ranch feels bigger than it appears. Inside, you'll find three generously sized bedrooms and a bright, oversized eat-in kitchen that offers plenty of room to gather, cook, and make memories. Hardwood floors add timeless character, while the thoughtful layout creates an open, comfortable feel. The full basement provides incredible potential to finish and expand your living space by approximately 1,000 additional square feet, making this home easy to grow into. A one-car garage, central air, new hot water heater, and public water and sewer add peace of mind. Outside, enjoy a level, easy-to-maintain yard-perfect for relaxing or entertain

$279,000

3 beds1 bath988 sq ft

6 Hillcrest Ave, Oakville, CT 06779

One-car garage • New hot water heater • Full basement

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Welcome to this expansive ranch-style home with 3 bedrooms and 3.5 baths, ideally situated on a corner lot in a convenient Oakville location near shops and restaurants. Meticulously maintained and thoughtfully updated throughout. The main level offers 3 spacious bedrooms, Living room with cozy fireplace, 2 full baths, powder room and an expansive kitchen provides ample counter space and a comfortable eat-in area-perfect for gatherings. Main level also has additional space for home office. The finished lower level presents excellent potential for an in-law apartment, complete with a second kitchen, full bathroom or enjoy as a wonderful family room with a bar. Enjoy the summer months by the i

$475,000

3 beds1.5 baths1,754 sq ft

126 Straits Tpke, Watertown, CT 06795

In-law apartment • Expansive kitchen • Second kitchen

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Situated on a quiet street, this beautifully renovated Colonial offers nearly 1,700 SF of open, modern living space with 3 bedrooms and 2 full bathrooms. Renovated from top to bottom-inside and out-this home truly checks all the boxes. The main level features a bright, sun-filled living room with vinyl hardwood floors that flows seamlessly into the updated dining area and eat-in kitchen, complete with stainless steel appliances, modern cabinetry, and sleek countertops. A full bathroom with laundry hookup completes the first floor. Upstairs, you'll find three bedrooms, each with vinyl hardwood floors and ample closet space. The second-floor layout provides excellent separation from the main

$389,900

3 beds2 baths1,680 sq ft

93 Sunnyside Ave, Oakville, CT 06779

Updated dining area • Modern cabinetry • Eat-in kitchen

Property at 25 Edward Ave, Watertown, CT 06795, 2 beds, 1 bath

$319,900

2 beds1 bath832 sq ft

25 Edward Ave, Watertown, CT 06795

Property at 23 Prospect Ave, Oakville, CT 06779, 3 beds, 1.5 baths

$359,900

3 beds1.5 baths1,456 sq ft

23 Prospect Ave, Oakville, CT 06779

Property at 117 Cherry Ave, Watertown, CT 06795, 3 beds, 2.5 baths

$360,000

3 beds2.5 baths1,552 sq ft

117 Cherry Ave, Watertown, CT 06795

Property at 19 Henry St, Oakville, CT 06779, 3 beds, 1.5 baths

$380,000

3 beds1.5 baths956 sq ft

19 Henry St, Oakville, CT 06779

Property at 54 Buckingham St, Oakville, CT 06779, 2 beds, 2 baths

$284,990

2 beds2 baths977 sq ft

54 Buckingham St, Oakville, CT 06779

Property at 83 Jason Ave, Watertown, CT 06795, 3 beds, 1 bath

$374,900

3 beds1 bath1,422 sq ft

83 Jason Ave, Watertown, CT 06795

Property at 60 Mason Ave, Watertown, CT 06779, 2 beds, 1 bath

$179,900

2 beds1 bath846 sq ft

60 Mason Ave, Watertown, CT 06779

Property at 131 Greenwood St, Watertown, CT 06795, 3 beds, 1.5 baths

$329,999

3 beds1.5 baths1,248 sq ft

131 Greenwood St, Watertown, CT 06795

Property at 120 Williamson Cir, Oakville, CT 06779, 3 beds, 2 baths

$365,000

3 beds2 baths1,732 sq ft

120 Williamson Cir, Oakville, CT 06779

Property at 180 Norway St, Oakville, CT 06779, 3 beds, 2 baths

$289,900

3 beds2 baths1,971 sq ft

180 Norway St, Oakville, CT 06779

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NEW 6 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
2-story home at 349 Lake Plymouth Blvd, Plymouth, CT offering 2 bedrooms, 1 full bath, a spacious layout, and a basement for storage or future potential. Enjoy a nice backyard for relaxing and entertaining, plus peace of mind with a roof approx. 2 years old. Low HOA of about $300/year includes lake access, making it easy to enjoy Lake Plymouth living. Conveniently located near Lake Plymouth, Route 6, and I-84 with quick access to Bristol, Waterbury, and Hartford-area commuting, along with nearby shopping, dining, and outdoor recreation.

$199,900

2 beds1 bath950 sq ft

349 Lake Plymouth Blvd, Plymouth, CT 06782

2 story home • Nice backyard • Lake access

NEW 23 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
This expansive family home offers exceptional space where size truly is not an issue. A beautiful front porch welcomes you in, perfect for morning coffee or evening relaxation, and leads to a grand staircase that sets the tone for the home's classic character. Enjoy a generously sized dining room, a large family room anchored by a fireplace, and a bright sunroom just off the living room, ideal for relaxing or entertaining year-round. The home has been freshly painted and features updated bathrooms, blending comfort with timeless appeal. On street parking is complemented by a garage for added convenience. Make this house your home just in time for the holidays there's plenty of room to gathe

$284,000

4 beds3 baths2,436 sq ft

38 Kellogg St, Waterbury, CT 06710

Grand staircase • Front porch • Family room

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Welcome to this well-maintained and versatile three-bedroom, one-bathroom ranch offering comfort, functionality, and thoughtful updates throughout. In addition to the three bedrooms, the home features a spacious additional room that was formerly used for home-based daycare and includes an additional bathroom. Currently serving as the master bedroom, this flexible space offers excellent potential for alternative uses thanks to its separate entrances-ideal for a home office, in-law style setup, or private suite. The three additional bedrooms are comfortably sized, with one presently customized as a walk-in closet suite. The kitchen is beautifully presented and efficiently designed for the hom

$264,900

3 beds1 bath1,332 sq ft

193 Waterville St, Waterbury, CT 06710

Newly installed deck • Walk-in closet suite • Separate entrances

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Discover this classic 5-bedroom, 2-bath Colonial set on a private 1.67-acre lot in desirable Middlebury. This home features hardwood floors, a bright formal living room, and a spacious dining room that opens to a cozy three-season porch overlooking the yard. The kitchen offers brand-new stainless steel appliances and the convenient first-floor bedroom includes laundry for easy main-level living. Upstairs, additional bedrooms provide flexible options for a home office, playroom, or guest space. Outside, enjoy a detached barn with abundant workspace, perfect for hobbies, equipment and storage. There is also an oversized 2 car garage. The large, level property offers ample room for gardening,

$599,900

5 beds2 baths1,924 sq ft

292 Park Rd Ext, Middlebury, CT 06762

First-floor bedroom • Private lot • Three-season porch

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
RARE OPPORTUNITY to find 4 multi-units in MIDDLEBURY, CT! One parcel (. 41 acre) with 2 properties: a single family "COTTAGE" and a side by side 3 unit w/ garage under. 2 car detached garage as well, on a private, no-thru street. Public water and sewer. Separate utilities paid by tenants. Historically Low vacancy. INGROUND POOL w/ huge deck. Prime location with easy access to rt 8 and I-84. Walking distance to Middlebury Greenway trails, Hop Brook State Park with lake and hiking. Perfect opportunity for owner occupant(s) or investor(s) to build your portfolio with a HARD TO FIND multi unit in HIGHLY SOUGHT AFTER LOCATION! MIDDLEBURY school system is "TOP RATED" as one of

$699,900

5 beds4 baths2,345 sq ft

10 Old Waterbury Rd, Middlebury, CT 06762

Hop brook state park • Easy access to rt 8 • Inground pool

ABOUT THIS HOME
Vintage Home for sale in Watertown, CT:
Outstanding Town Plot 3-Family w/ 3 car-garage! Perfect for Owner-Occupants or Investors! This spacious multi-family property offers a turn-key investment opportunity with three oversized units, each featuring 4 bedrooms, 1 bath, an eat-in kitchen, and a generous living room. Tenants enjoy separate, tenant-paid utilities, including electric heat and hot water, with individual electric panels already in place. Exterior highlights include vinyl siding and both driveway and rear off-street parking for added convenience. Existing tenants provide a stable income stream for immediate cash flow. Located in highly desirable Town Plot, this property is close to public transportation, highway access,

$499,900

12 beds3 baths3,807 sq ft

141 Draher St, Waterbury, CT 06708

Stable income stream • Highway access • Vinyl siding

Property at 55 Plaza Ave, Waterbury, CT 06710, 10 beds, 3 baths

$489,900

10 beds3 baths3,733 sq ft

55 Plaza Ave, Waterbury, CT 06710

Property at 1045 Cooke St, Waterbury, CT 06704, 3 beds, 2 baths

$249,900

3 beds2 baths1,735 sq ft

1045 Cooke St, Waterbury, CT 06704

Property at 265 Lake Plymouth Blvd, Plymouth, CT 06782, 3 beds, 1 bath

$299,000

3 beds1 bath1,232 sq ft

265 Lake Plymouth Blvd, Plymouth, CT 06782

Property at 423 Waterville St, Waterbury, CT 06710, 3 beds, 2 baths

$269,900

3 beds2 baths1,144 sq ft

423 Waterville St, Waterbury, CT 06710

Property at 146 Herschel Ave, Waterbury, CT 06708, 4 beds, 1.5 baths

$359,900

4 beds1.5 baths1,680 sq ft

146 Herschel Ave, Waterbury, CT 06708

Property at 24 Maynard Ave, Waterbury, CT 06708, 5 beds, 3.5 baths

$349,000

5 beds3.5 baths2,424 sq ft

24 Maynard Ave, Waterbury, CT 06708

Property at 16 Tracy St, Thomaston, CT 06787, 5 beds, 1.5 baths

$339,900

5 beds1.5 baths1,600 sq ft

16 Tracy St, Thomaston, CT 06787

Property at 3 Herkimer St, Waterbury, CT 06710, 2 beds, 2 baths

$349,000

2 beds2 baths960 sq ft

3 Herkimer St, Waterbury, CT 06710

Property at 70 Lawlor St, Waterbury, CT 06708, 3 beds, 1.5 baths

$357,700

3 beds1.5 baths1,448 sq ft

70 Lawlor St, Waterbury, CT 06708

Property at 56 Hillside Ave, Plymouth, CT 06782, 3 beds, 1 bath

$325,000

3 beds1 bath1,008 sq ft

56 Hillside Ave, Plymouth, CT 06782

Property at 684 Main St, Plymouth, CT 06782, 7 beds, 3 baths

$415,000

7 beds3 baths3,445 sq ft

684 Main St, Plymouth, CT 06782

Property at 49 Center St, Thomaston, CT 06787, 4 beds, 2.5 baths

$310,000

4 beds2.5 baths2,000 sq ft

49 Center St, Thomaston, CT 06787

Property at 74 Holmes Ave, Waterbury, CT 06710, 5 beds, 5 baths

$500,000

5 beds5 baths3,067 sq ft

74 Holmes Ave, Waterbury, CT 06710

Property at 461 E Main St, Thomaston, CT 06787, 3 beds, 1 bath

$319,000

3 beds1 bath1,144 sq ft

461 E Main St, Thomaston, CT 06787

Vintage Homes for Sale in Watertown

There are currently 15 vintage homes for sale in Watertown at a median listing price of $375K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Watertown stay on the market for 64 days and receive 1 offers. This map is refreshed with the newest listings in Watertown every 15 minutes.

In the past month, 9 homes have been sold in Watertown. In addition to houses in Watertown, there were also 5 condos, 0 townhouses, and 2 multi-family units for sale in Watertown last month. Find your dream home in Watertown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Watertown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Watertown. Our Watertown real estate stats and trends will give you more information about home buying and selling trends in Watertown. If you're looking to sell your home in the Watertown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Watertown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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