Connecticut Real Estate Group
Real Estate Brokerage
Middlebury, CT
- Rentals & Leasing
Realtors in Middlebury, CT
1 local real estate professional in Middlebury, plus 13 more from nearby towns
Photo: TownHallMiddleburyCT by Jerry Dougherty, CC BY 2.5 via Wikimedia Commons
One real estate professional is listed in Middlebury, Connecticut. Middlebury has about 6,974 residents in New Haven County and is part of the New Haven-Milford, CT metro area. The typical home is valued at about $551,507 (Zillow, August 2026); over twelve months that value rose 1.9%. The closest towns with listed professionals are Waterbury (4.5 mi, 1), Oakville (5.0 mi, 1), and Thomaston (11 mi, 2).
Realtors based in Middlebury
More realtors near Middlebury
Star Realty
Real Estate Brokerage
Waterbury, CT 4.5 mi
Homes by Heather
Real Estate Agent
Oakville, CT 5.0 mi
Connecticut Real Estate
Realtor
Thomaston, CT 11 mi
Connecticut Real Estate Agents
Real Estate Brokerage
Thomaston, CT 11 mi
Coldwell Banker Realty
Real Estate Brokerage
Newtown, CT 12 mi
Best Real Estate
Real Estate Brokerage
Southington, CT 14 mi
Century 21 AllPoints Realty
Real Estate Brokerage
Southington, CT 14 mi
Putnam Real Estate
Real Estate Brokerage
Southington, CT 14 mi
- Commercial Property
Realty 3 CT
Real Estate Brokerage
Southington, CT 14 mi
Hegarty & Company Inc.
Real Estate Brokerage
Brookfield, CT 15 mi
Regan Real Estate and Appraisals
Real Estate Brokerage
Hamden, CT 15 mi
- Commercial Property
Litchfield Real Estate LLC
Real Estate Brokerage
Litchfield, CT 16 mi
Charter Oak Real Estate
Real Estate Team
Wallingford, CT 17 mi
Middlebury housing market
Typical home$552K
1-year+1.9%
5-year+37.5%
10-year+70.7%
Zillow’s index estimates the middle-of-the-market home in Middlebury at around $551,507 (August 2026). Over twelve months the typical value rose 1.9%, against a 5.0% rise for Connecticut as a whole. Zoom out to five years and values are +37.5%. Middlebury sits 22% above the Connecticut typical value of $450,873.
Values: Zillow Home Value Index, August 2026.
Middlebury at a glance
| State | Connecticut (CT) |
|---|---|
| County | New Haven County |
| Metro area | New Haven-Milford, CT |
| Population (approx.) | 6,974 |
| Elevation | 719 ft |
| Time zone | Eastern Time |
| Realtors listed | 1 |
| Typical home value | $551,507 |
| 1-year change | +1.9% |
| License regulator | Connecticut Department of Consumer Protection, Real Estate Commission |
| Local time | Wednesday, October 14 · 11:38 PM |
Realtors in Middlebury — common questions
How many realtors are listed in Middlebury, CT?
One real estate professional is listed in Middlebury today.
What is the typical home value in Middlebury?
About $551,507 according to the Zillow Home Value Index (August 2026), a change of +1.9% over one year and +37.5% over five years.
What would the monthly payment be on a typical Middlebury home?
With 10% down and a 6.5% 30-year fixed rate, principal and interest on a $551,507 home comes to roughly $3,137 a month, before taxes, insurance and any HOA dues.
Which nearby towns have realtors listed?
Waterbury (4.5 mi, 1 listing), Oakville (5.0 mi, 1 listing), Thomaston (11 mi, 2 listings), and Newtown (12 mi, 1 listing).