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Explore Similar Homes Within 2 Miles of Middlebury, CT

  • /5

    $179,900

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

    Prime location for affordable living in Woodbury CT! Charming, updated 2-bedroom, 1-bath condo with an open-concept layout. The dining area features sliding doors to a patio, flooding the space with natural light. The living room boasts built-in bookcases flanking a cozy fireplace. Relax on the patio with views of the community's in-ground pool. The Town and Country complex is just 2 minute ride

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 335-8422

    229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
  • /6

    $119,900

    • Land
    • 2.10 Acres
    • $57,095 per Acre

    0 Main St N Unit 24072843, Woodbury, CT 06798

    Residential lot of record on Main Street North, Woodbury. A private lot with the potential for distant views over the cornfields in the Nonnewaug Valley. An ideal location within a few minutes to Woodbury's historic downtown and 5 to 10 minutes to Bethlehem and Watertown town centers.

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 447-1659

    0 Main St N Unit 24072843, Woodbury, CT 06798
  • /24

    $129,900

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    139 Lewis St Unit TRLR 36, Naugatuck, CT 06770

    Why rent when you can own this new modular home? Well-appointed 2-bedroom ranch offers kitchen with breakfast bar and new stainless-steel appliances, living room with sliding glass doors to private deck, 2 bedrooms, full bath, vaulted ceiling heights, laundry hookups and propane heat. This cozy home is located in Naugatuck Pines, a quaint private community just minutes to multiple restaurants,

    Agent Photo

    Linda Mayfield

    RE/MAX RISE

    (203) 884-0532

    139 Lewis St Unit TRLR 36, Naugatuck, CT 06770
  • /17

    $189,900

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft

    85 Ridge Rd Unit 9, Naugatuck, CT 06770

    Welcome To Lantern Park This Three bedrooms, 1 1/2 bath end unit features New flooring through out. All appliances included as is condition. Kitchen counters are ceramic tiled. New oil tank in basement. Slider to deck in back. Just Minutes away from I-84 and Train Station. Close to Hop Brook Park and the Bridle Trail and Baummer's Pond. Unit sold as is condition.

    Maria Pinheiro RE/MAX RISE

    85 Ridge Rd Unit 9, Naugatuck, CT 06770
  • /2

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    Two bedroom, one bath Heritage Hill condo! In town location, close to all major conveniences!

    Katherine Parlato Drakeley Real Estate, Inc.

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798
  • /21

    $189,900

    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    152 Lincoln St Unit 17, Waterbury, CT 06710

    Investor friendly condo that has been completely remodeled with new flooring, new windows, a new hot water heater, new bathrooms, and a new kitchen. The kitchen includes granite counter tops, stainless steel appliances, and a tiled floor and back-splash. Spacious bedrooms, plenty of storage, and a garage add to this condo's charm. Come see it for yourself!

    Allysa DeRosa Mapleridge Realty

    152 Lincoln St Unit 17, Waterbury, CT 06710
  • /8

    $174,900

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft

    210 Oakville Ave Unit A, Waterbury, CT 06708

    Welcome to this charming 2-bedroom, 1.5-bath townhouse offering comfort, space, and convenience. Step into a spacious living room with cozy wall-to-wall carpeting, perfect for relaxing or entertaining. The eat-in kitchen features an electric range, stainless steel refrigerator, dishwasher, laminate wood flooring, and a beautiful Tiffany-style lighting fixture that adds a touch of elegance.

    Anthony Gonsalves RE/MAX RISE

    210 Oakville Ave Unit A, Waterbury, CT 06708
  • /32

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 1,039 Sq Ft

    200 Yale St Unit 1B, Waterbury, CT 06704

    Nestled in a quiet, private cul-de-sac, this well-kept duplex-style condo in sought-after Woodland Heights offers both comfort and functionality. The sunlit living room flows into a spacious eat-in kitchen with direct access to the deck, ideal for enjoying morning coffee or hosting guests. A half bath completes the main level. Upstairs features two generously sized bedrooms with ample closet

    Marleny Moreta William Raveis Real Estate

    200 Yale St Unit 1B, Waterbury, CT 06704
  • /13

    $165,000

    • 2 Beds
    • 1.5 Baths
    • 988 Sq Ft

    35 Pearl Lake Rd Unit B, Waterbury, CT 06706

    Best Value - 2 Bed - 1 1/2 Bath condominium unit built in 1989 - Appliances include Electric Range, Refrigerator, Dishwasher - Parking area and drives recently paved - Full Depth Garage provide adequate space for car, storage & Laundry - property conveys subject to and together with any special assessment balances levied by association Sound entry level condo or investment opportunity

    Robert Ghent Ghent Realty Advisors

    35 Pearl Lake Rd Unit B, Waterbury, CT 06706
  • /15

    $155,000

    • 2 Beds
    • 1.5 Baths
    • 896 Sq Ft

    30 Vail St Unit 4, Waterbury, CT 06708

    This Fannie Mae town house in town plot has been totally renovated with new bathrooms, new kitchen with granite tops and stainless appliances, brand new AC units, fresh paint and new floors. this one will not last for long at this price !!

    Don Sciarretto Berkshire Hathaway NE Prop.

    30 Vail St Unit 4, Waterbury, CT 06708
  • /11

    $155,000

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    189 Kaynor Dr Unit C, Waterbury, CT 06708

    Great opportunity to own this spacious 2 bedrooms condo with both bedrooms featuring separate full bathrooms. Low HOA which include Heat and Hot Water. The main level has a half bath, kitchen, dinning room and living room with great natural sunlight. Tax records does not show 2.5 bath.

    Ramon Matos Matos Level Eminent Realty

    189 Kaynor Dr Unit C, Waterbury, CT 06708
  • /34

    $199,900

    • 4 Beds
    • 1 Bath
    • 1,134 Sq Ft

    1048 W Main St, Waterbury, CT 06708

    Step back in time with this circa 1850 Colonial, ready for your personal touch! Featuring 6 rooms, including the potential for 4 bedrooms (town card reflects 2), 1 full bath, and a full basement, this property offers a canvas for restoration and imagination! The home boasts key updates such as a newer roof, vinyl windows, upgraded electrical and furnace- laying the groundwork for your renovation

    Vasco Silva Great Estates, CT

    1048 W Main St, Waterbury, CT 06708
  • /38

    $165,000

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft

    13 5th St, Waterbury, CT 06708

    This spacious single-family home on a desirable corner lot in Waterbury, CT, presents an incredible opportunity for homeowners and investors alike, offering tremendous potential for a personalized rehab. Boasting 3 full bathrooms, 3 bedrooms a finished basement with a full walkout, this property provides ample versatile living space. Its prime location provides easy access to major highways and

    Pape Ndao RE/MAX Right Choice

    13 5th St, Waterbury, CT 06708
  • /23

    $175,000

    • 3 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    375 Baldwin St, Waterbury, CT 06706

    Spacious 3-Bedroom Home with Unique Bonus Space & 2-Car Garage! Welcome to 375 Baldwin St, a rare find offering 2,814 sq ft of space, 3 bedrooms, and 1.5 bathrooms - perfect for families or those looking for flexible living options. This home features a 2-car detached garage and a beautiful fenced-in backyard, ideal for entertaining, gardening, or relaxing in privacy. Originally a mixed-use

    Brandon Eison Citi Atlas Real Estate Co LLC

    375 Baldwin St, Waterbury, CT 06706
  • /10

    $128,900

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    65 Nancy Ln, Naugatuck, CT 06770

    Welcome to Riverview Estates! Enter through the Combination Living/Dining Room and be prepared to enjoy all new Stainless steel appliances, granite counter tops and a Bay/Bow Windows. This newly remodeled home offers a attached deck with separate office space and full bathroom with a wonderful opportunity to view!

    Nicole Mangione Showcase Realty, Inc.

    65 Nancy Ln, Naugatuck, CT 06770
  • /18

    $110,000

    • 1 Bed
    • 1 Bath
    • 608 Sq Ft

    263 Perkins Ave Unit 9, Waterbury, CT 06704

    Highest-best offers 7/16/25 12:00pm. East Waterbury location just a few minutes from Wolcott. This ranch style unit located on the 2nd floor has an updated bathroom, the kitchen has been painted and has new flooring throughout and is freshly painted and is ready to be moved into. There is wall unit air conditioning. Common laundry room is located on site. There is also a very large private

    Liz Zakrzewski Coldwell Banker Realty

    263 Perkins Ave Unit 9, Waterbury, CT 06704
  • /7

    $120,000

    • 3 Beds
    • 1.5 Baths
    • 991 Sq Ft

    50 Angel Dr Unit D, Waterbury, CT 06708

    Home owners and investors take note of this 3 bedroom, 1.5 bath newly remodeled condo in Angel Dr! This unit boasts a modern kitchen with plenty of cabinetry for storage and ample counter space. This bright and spacious unit features a living/dining area with updated flooring and a cozy balcony off the kitchen. Off the living room you'll find three generously sized bedrooms with ample closet

    Levi Judqin Brass Moon Realty

    50 Angel Dr Unit D, Waterbury, CT 06708
  • /22

    $138,500

    • 1 Bed
    • 1 Bath
    • 610 Sq Ft

    81 Chipman St Unit 6, Waterbury, CT 06708

    Price Reduced! Excellently maintained one bedroom condo with attached garage and walk out balcony with great views. Enjoy the convenience of in unit laundry, off street parking and a garage. Tile and carpet in great condition throughout. Plenty of closet space and well lit rooms. The condo complex is located in the Town Plot neighborhood, walking distance to restaurants, stores, parks and much

    Zachary Pranger Group Realty LLC

    81 Chipman St Unit 6, Waterbury, CT 06708
  • /4

    $110,000

    • Land
    • 0.06 Acre
    • $1,833,333 per Acre

    490 W Main St, Waterbury, CT 06702

    A total of .06 acres on the corner of Gilbert Street and West Main Street. Prime commercial lot zoned within the Central Business District (CBD) only blocks from Downtown. Recent infrastructural enhancements have been completed in the immediate area and more projects are in the works.

    Connor Wenchell VC Property Group, LLC

    490 W Main St, Waterbury, CT 06702
  • /10

    $129,000

    • 3 Beds
    • 1.5 Baths
    • 991 Sq Ft

    81 Angel Dr Unit D, Waterbury, CT 06708

    Welcome to 81 Angel Drive, Unit D - a condo nestled in Bucks Hill neighborhood of Waterbury! This bright and spacious 3-bedroom, 1.5-bath unit offers comfortable living space. The updated kitchen features modern cabinetry, ample counter space and new appliances. The three bedrooms are spacious with plenty of closet space and fully carpeted. Enjoy the convenience of having, assigned parking, and

    Levi Judqin Brass Moon Realty

    81 Angel Dr Unit D, Waterbury, CT 06708
  • /8

    $100,000

    • 1 Bed
    • 1 Bath
    • 589 Sq Ft

    107 Angel Dr Unit B, Waterbury, CT 06708

    Come check out this spacious and well-maintained one-bedroom apartment located on the first floor with a private entrance. This inviting apartment is situated in the upper section of Bunker Heights, just off Genoa Street. Key features include: * A fully applianced kitchen * Laminate flooring with a hardwood effect in the living room and bedroom, complemented by vinyl flooring in the kitchen and

    Nutan Pawar DreamHomes Realty LLC

    107 Angel Dr Unit B, Waterbury, CT 06708
  • /7

    $150,000

    • 2 Beds
    • 1.5 Baths
    • 1,039 Sq Ft

    200 Yale St Unit 31B, Waterbury, CT 06704

    THIS IS A ONCE IN A LIFETIME, RARE OPPORTUNITY. Why RENT when you can OWN FOR LESS and build sweet EQUITY. Although, at this low, low price, EQUITY is already here! HARD TO FIND, 2 bedroom DUPLEX styled townhouse, tucked away on private cul-de-sac. WOODLAND HEIGHTS is one of Waterbury's "best kept secrets" Only 40 total units. Over 1000 S.F. of living space. 2 SPACIOUS BEDROOMS, 1.1 BATHS!

    Judith Caputo Advantage Realty Group, Inc.

    200 Yale St Unit 31B, Waterbury, CT 06704
  • /15

    $102,000

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    139 Lewis St Unit 3, Naugatuck, CT 06770

    Welcome to Naugatuck Pines, a small private community close to everything you need! This one year young home has an open floor plan, vaulted ceiling and great natural light. Spacious living room has sliders to deck. The kitchen offers a breakfast bar and is open to the living area. The primary bedroom has built ins and ample closet space. There is a stack washer/dryer and please note that the

    Stephanie Dorman Coldwell Banker Realty

    139 Lewis St Unit 3, Naugatuck, CT 06770
  • /12

    $189,000

    • 2 Beds
    • 1.5 Baths
    • 1,032 Sq Ft

    222 Judith Ln Unit 5, Waterbury, CT 06704

    Two bedroom townhouse condo available in the tree-lined Bucks Hill neighborhood. Step inside the spacious living area that connects to the wide open eat-in kitchen with an attached balcony. This home is move-in ready with a central air system for year round heating/cooling needs and in unit laundry in the basement. The two bedrooms upstairs are roomy with plenty of closet space. The condo

    Zachary Pranger Group Realty LLC

    222 Judith Ln Unit 5, Waterbury, CT 06704
  • /2

    $100,000

    • Land
    • 2.80 Acres
    • $35,714 per Acre

    0 N Main St, Waterbury, CT 06702

    Open Lot with Great Opportunity to Build! Drive by and view today!

    Levi Judqin Brass Moon Realty

    0 N Main St, Waterbury, CT 06702

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$547,500
Median Townhouse Sale Price
$582,500
Median 2 Bedroom Sale Price
$609,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
33
Last 12 months Home Sales
112
Months of Supply
3.50
Median List Price
$599,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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