Movoto Real Estate

Homes Recently Sold in Middlebury, CT | Page 2

318 Homes
 
north benson road, Middlebury, CT 06762
  • $505,834
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
SOLD
93 Fenn Rd, Middlebury, CT 06762
  • $420,000
  • 3Bd
  • 2Ba
  • 1,636 Sq Ft
SOLD
6 Pommel Ln #6, Middlebury, CT 06762
  • $525,000
  • 2Bd
  • 3Ba
  • 1,917 Sq Ft
SOLD
288 Watertown Rd #LOT 2, Middlebury, CT 06762
  • $240,000
  • 4 Acre
SOLD
28 Maple Dr, Middlebury, CT 06762
  • $435,000
  • 3Bd
  • 4Ba
  • 1,596 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $593,360
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $541,566
  • 3Bd
  • 3Ba
  • 2,206 Sq Ft
SOLD
1996 Straits Tpke, Middlebury, CT 06762
  • $465,000
  • 3Bd
  • 3Ba
  • 1,768 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $511,000
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $499,900
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
SOLD
225 Whittemore Rd, Middlebury, CT 06762
  • $385,000
  • 3Bd
  • 1Ba
  • 1,630 Sq Ft
SOLD
181 Ridgewood Dr #181, Middlebury, CT 06762
  • $565,000
  • 3Bd
  • 3Ba
  • 2,614 Sq Ft
SOLD
171 Judd Hill Rd, Middlebury, CT 06762
  • $882,500
  • 5Bd
  • 4Ba
  • 3,700 Sq Ft
SOLD
288 Watertown Rd #LOT 4, Middlebury, CT 06762
  • $225,000
  • 3.32 Acre
SOLD
55 Westwood Dr, Middlebury, CT 06762
  • $675,000
  • 4Bd
  • 3Ba
  • 2,570 Sq Ft
SOLD
288 Watertown Rd #LOT 3, Middlebury, CT 06762
  • $225,000
  • 3.07 Acre
SOLD
119 Christian Rd, Middlebury, CT 06762
  • $345,000
  • 2Bd
  • 2Ba
  • 866 Sq Ft
SOLD
122 Mirey Dam Rd, Middlebury, CT 06762
  • $1,375,000
  • 4Bd
  • 5Ba
  • 6,175 Sq Ft
SOLD
76 Three Mile Hill Rd, Middlebury, CT 06762
  • $536,000
  • 4Bd
  • 3Ba
  • 2,088 Sq Ft
SOLD
58 Shadduck Rd, Middlebury, CT 06762
  • $499,900
  • 3Bd
  • 3Ba
  • 2,360 Sq Ft
SOLD
100 Fairhaven Dr, Middlebury, CT 06762
  • $679,000
  • 4Bd
  • 3Ba
  • 2,988 Sq Ft
SOLD
101 Shadduck Rd, Middlebury, CT 06762
  • $485,000
  • 3Bd
  • 2Ba
  • 2,534 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $547,460
  • 3Bd
  • 3Ba
  • 1,950 Sq Ft
SOLD
74 Joy Rd, Middlebury, CT 06762
  • $460,000
  • 3Bd
  • 2Ba
  • 1,842 Sq Ft
SOLD
north benson road, Middlebury, CT 06762
  • $591,251
  • 3Bd
  • 3Ba
  • 2,923 Sq Ft
SOLD
29 Winding Trl #29, Middlebury, CT 06762
  • $520,000
  • 3Bd
  • 3Ba
  • 2,130 Sq Ft
SOLD
1 Stevens Rd, Middlebury, CT 06762
  • $520,000
  • 3Bd
  • 3Ba
  • 2,248 Sq Ft
SOLD
17 Deer Run Rd, Middlebury, CT 06762
  • $740,000
  • 4Bd
  • 3Ba
  • 2,466 Sq Ft
SOLD
61 Stony Brook Rd, Middlebury, CT 06762
  • $515,000
  • 4Bd
  • 3Ba
  • 2,804 Sq Ft
SOLD
190 Bronson Dr, Middlebury, CT 06762
  • $690,000
  • 4Bd
  • 3Ba
  • 2,850 Sq Ft
SOLD
222 Crest Rd, Middlebury, CT 06762
  • $730,000
  • 5Bd
  • 3Ba
  • 2,442 Sq Ft
SOLD
1440 Straits Tpke, Middlebury, CT 06762
  • $505,000
  • 3Bd
  • 3Ba
  • 2,046 Sq Ft
SOLD
1 Chatham Ct #1, Middlebury, CT 06762
  • $620,000
  • 4Bd
  • 3Ba
  • 2,950 Sq Ft
SOLD
405 Chestnut Cir #77, Middlebury, CT 06762
  • $649,500
  • 2Bd
  • 3Ba
  • 2,292 Sq Ft
SOLD
115 Marney Dr, Middlebury, CT 06762
  • $490,000
  • 3Bd
  • 3Ba
  • 1,682 Sq Ft
SOLD
1 Yale Ave, Middlebury, CT 06762
  • $425,000
  • 3Bd
  • 2Ba
  • 1,788 Sq Ft
SOLD
17 Highridge Rd #17, Middlebury, CT 06762
  • $515,000
  • 3Bd
  • 3Ba
  • 1,882 Sq Ft
SOLD
34 Avalon Dr, Middlebury, CT 06762
  • $750,000
  • 3Bd
  • 4Ba
  • 3,374 Sq Ft
SOLD
39 Ridgewood Dr #39, Middlebury, CT 06762
  • $540,000
  • 3Bd
  • 3Ba
  • 2,122 Sq Ft
SOLD
593 Park Road Ext, Middlebury, CT 06762
  • $950,000
  • 4Bd
  • 4Ba
  • 4,496 Sq Ft
SOLD
116 Bronson Dr, Middlebury, CT 06762
  • $610,000
  • 3Bd
  • 3Ba
  • 2,262 Sq Ft
SOLD
94 Upper Whittemore Rd, Middlebury, CT 06762
  • $555,000
  • 3Bd
  • 2Ba
  • 2,024 Sq Ft
SOLD
203 Lake Shore Dr, Middlebury, CT 06762
  • $365,000
  • 2Bd
  • 1Ba
  • 1,344 Sq Ft
SOLD
18 Hunting Ridge Rd, Middlebury, CT 06762
  • $790,000
  • 4Bd
  • 3Ba
  • 2,700 Sq Ft
SOLD
69 Nick Rd, Middlebury, CT 06762
  • $440,000
  • 3Bd
  • 3Ba
  • 1,414 Sq Ft
SOLD
407 Chestnut Cir #78, Middlebury, CT 06762
  • $710,500
  • 2Bd
  • 2Ba
  • 2,292 Sq Ft
SOLD
58 Chesham Dr, Middlebury, CT 06762
  • $230,000
  • 1.89 Acre
SOLD
15 Brookside Dr #15, Middlebury, CT 06762
  • $670,000
  • 3Bd
  • 3Ba
  • 3,308 Sq Ft
SOLD
180 Ridgewood Dr #219, Middlebury, CT 06762
  • $565,000
  • 3Bd
  • 3Ba
  • 1,882 Sq Ft
SOLD
64 Joy Rd, Middlebury, CT 06762
  • $422,000
  • 3Bd
  • 1Ba
  • 1,688 Sq Ft
SOLD
51 - 100 of 318 Homes in Middlebury, CT
1 2 3 4 5 ... 7
By entering my info and clicking Submit below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Refine your search for houses in Middlebury, CT

Bathrooms
Price
Amenities
Schools
Middlebury, CT Schools. Ratings provided by great school See all…

Middlebury, CT Real Estate Snapshot

List Price
$579,950
$/Sqft
$265
Homes For Sale
66
Home Size
2,206 Sqft
Days on Movoto
25

Frequently Asked Questions about Middlebury, CT

The Movoto Advantage

Real Estate & Homes For Sale Nearby Middlebury, CT

Cities
ZIP Codes
Neighborhoods
Counties
Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by SMART MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.