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Middlebury, CT
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1 - 76 of 76 listings (76 total matches)
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775 South Street Middlebury CT 06762
1 / 40
$2,850,000
Single Family Residence For Sale
Active
8
BEDS
8
TOTAL BATHS
9,619
SQFT
775 South Street
Middlebury, CT 06762
 
Listing courtesy of Kary Apanovitch of Coldwell Banker Realty Office Phone: (203) 264-1400 Broker Contact: (203) 982-2303
851 South Street Middlebury CT 06762
New Listing - 2 weeks on site
1 / 40
$950,000
Single Family Residence For Sale
Active
5
BEDS
3
TOTAL BATHS
3,301
SQFT
851 South Street
Middlebury, CT 06762
 
Listing courtesy of Jackie Desmarais of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 509-6502
Lot 41 Somerset Drive Middlebury CT 06762
1 / 9
$939,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,878
SQFT
Lot 41 Somerset Drive
Middlebury, CT 06762
 
Listing courtesy of Jonna Dibble of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 491-7803
19 Deer Run Road Middlebury CT 06762
New Listing - 4 weeks on site
1 / 1
$900,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
3,100
SQFT
19 Deer Run Road
Middlebury, CT 06762
 
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
6 Deer Run Road Middlebury CT 06762
Price Change - 6 days ago
1 / 1
$849,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,722
SQFT
6 Deer Run Road
Middlebury, CT 06762
Hunting Ridge Estates Subdivision
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
15 Hunting Ridge Road Middlebury CT 06762
Price Change - 6 days ago
1 / 38
$834,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,722
SQFT
15 Hunting Ridge Road
Middlebury, CT 06762
Hunting Ridge Estates Subdivision
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
122 Crest Road Middlebury CT 06762
New Listing - 2 weeks on site
1 / 37
$825,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
3,253
SQFT
122 Crest Road
Middlebury, CT 06762
 
Listing courtesy of Heather Dever of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 528-8993
245 Upper Whittemore Road Middlebury CT 06762
New Listing - 2 weeks on site
1 / 29
$815,000
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,990
SQFT
245 Upper Whittemore Road
Middlebury, CT 06762
 
Listing courtesy of Donna Bannon of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 233-7499
18 Deer Run Road Middlebury CT 06762
1 / 1
$799,900
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,722
SQFT
18 Deer Run Road
Middlebury, CT 06762
Hunting Ridge Estates Subdivision
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
20 Hunting Ridge Road Middlebury CT 06762
Price Change - 6 days ago
1 / 29
$774,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,877
SQFT
20 Hunting Ridge Road
Middlebury, CT 06762
Hunting Ridge Estates Subdivision
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
28 Hunting Ridge Road Middlebury CT 06762
Price Change - 6 days ago
1 / 38
$759,900
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,704
SQFT
28 Hunting Ridge Road
Middlebury, CT 06762
Hunting Ridge Estates Subdivision
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
64 Watertown Road Middlebury CT 06762
New Listing - 2 weeks on site
1 / 32
$759,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
2,834
SQFT
64 Watertown Road
Middlebury, CT 06762
 
Listing courtesy of Olivia Bueno of William Raveis Real Estate Office Phone: (860) 739-4455 Broker Contact: (860) 333-7968
117 Crest Road Middlebury CT 06762
1 / 37
$759,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,543
SQFT
117 Crest Road
Middlebury, CT 06762
 
Listing courtesy of Lori Geraci of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 910-0997
366 Charcoal Avenue Middlebury CT 06762
1 / 34
$750,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
3,198
SQFT
366 Charcoal Avenue
Middlebury, CT 06762
 
Listing courtesy of Stephen Briotti of Lamacchia Realty Office Phone: (203) 879-2339 Broker Contact: (203) 509-3194
200 North Farm Road Middlebury CT 06762
1 / 40
$750,000
Single Family Residence For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,360
SQFT
200 North Farm Road
Middlebury, CT 06762
 
Listing courtesy of Jackie Desmarais of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 509-6502
80 Pine Hollow Drive Middlebury CT 06762
1 / 31
$749,900
Single Family Residence For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2,806
SQFT
80 Pine Hollow Drive
Middlebury, CT 06762
 
Listing courtesy of Gina Farra of Keller Williams Realty Office Phone: (203) 438-9494 Broker Contact: (703) 314-4872
321 Artillery Road Middlebury CT 06762
1 / 14
$729,990
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,300
SQFT
321 Artillery Road
Middlebury, CT 06762
 
Listing courtesy of Frank Durante of William Raveis Real Estate Office Phone: (203) 426-3429 Broker Contact: (203) 241-5821
3 Pine Ridge 23 Middlebury CT 06762
1 / 28
$721,000
Condominium For Sale
Pending
2
BEDS
3
TOTAL BATHS
2,290
SQFT
Granite Woods
3 Pine Ridge 23
Middlebury, CT 06762
Listing courtesy of Robert Michaud of Michaud Real Estate Office Phone: (203) 225-0229 Broker Contact: (203) 668-5981
Lots 12,13, 14 Mirey Dam Road Middlebury CT 06762
1 / 2
$699,900
Land For Sale
Active
2.31
ACRES
NEW HAVEN
COUNTY
Lots 12,13, 14 Mirey Dam Road
Middlebury, CT 06762
Woodland Estates Subdivision
Listing courtesy of Mary Ann Hebert of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 592-0186
90 Fenn Road Middlebury CT 06762
Open House Sun, May 3, 11 AM
Please verify times due to COVID-19
1 / 35
$699,900
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,162
SQFT
90 Fenn Road
Middlebury, CT 06762
 
Listing courtesy of Donna Bannon of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 233-7499
15 Central Road Middlebury CT 06762
New Listing - 19 hours on site
1 / 39
$694,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,870
SQFT
15 Central Road
Middlebury, CT 06762
 
Listing courtesy of Mary Ann Hebert of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 592-0186
70 Pine Hollow Drive Middlebury CT 06762
Price Change - a week ago
1 / 29
$690,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,734
SQFT
70 Pine Hollow Drive
Middlebury, CT 06762
 
Listing courtesy of Lynn LaForme of Regency Real Estate, LLC Office Phone: (860) 945-9868 Broker Contact: (203) 910-8618
84 Munson Road Middlebury CT 06762
1 / 40
$689,000
Single Family Residence For Sale
Pending
4
BEDS
5
TOTAL BATHS
3,254
SQFT
84 Munson Road
Middlebury, CT 06762
 
Listing courtesy of Thomas Mele of Dorrance Realty Office Phone: (203) 718-3305 Broker Contact: (203) 718-3305
223 Carriage Drive Middlebury CT 06762
Price Change - a week ago
1 / 28
$674,900
Single Family Residence For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2,176
SQFT
223 Carriage Drive
Middlebury, CT 06762
Carriage Drive Subdivision
Listing courtesy of Mary Ann Hebert of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 592-0186
193 Ridgewood Drive 193 Middlebury CT 06762
New Listing - 3 weeks on site
1 / 40
$649,900
Condominium For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,658
SQFT
Ridgewood at Middlebury
193 Ridgewood Drive 193
Middlebury, CT 06762
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
408 Breakneck Hill Road Middlebury CT 06762
New Listing - 2 weeks on site
1 / 30
$625,000
Single Family Residence For Sale
Active
2
BEDS
3
TOTAL BATHS
1,848
SQFT
408 Breakneck Hill Road
Middlebury, CT 06762
 
Listing courtesy of John Donato Jr of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 695-4097
North Benson Road 48 Middlebury CT 06762
1 / 9
$603,780
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,706
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 48
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
6 Brookside Drive Middlebury CT 06762
New Listing - 4 weeks on site
1 / 40
$599,995
Single Family Residence For Sale
Pending
4
BEDS
4
TOTAL BATHS
2,240
SQFT
6 Brookside Drive
Middlebury, CT 06762
 
Listing courtesy of Nikki Defrancesco of Coldwell Banker Realty Office Phone: (860) 644-2461 Broker Contact: (203) 577-7308
6 Brookside Drive 6 Middlebury CT 06762
New Listing - 4 weeks on site
1 / 40
$599,995
Condominium For Sale
Pending
4
BEDS
4
TOTAL BATHS
2,240
SQFT
Brookside of Middlebury
6 Brookside Drive 6
Middlebury, CT 06762
Listing courtesy of Nikki Defrancesco of Coldwell Banker Realty Office Phone: (860) 644-2461 Broker Contact: (203) 577-7308
3 Brookside Drive 3 Middlebury CT 06762
Price Change - 2 weeks ago
1 / 35
$599,900
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,950
SQFT
3 Brookside Drive 3
Middlebury, CT 06762
 
Listing courtesy of Shagufta Zahid of S Factor Realty Group LLC Office Phone: (203) 302-0672 Broker Contact: (203) 558-9101
2 Arrowwood Court 2 Middlebury CT 06762
New Listing - 2 weeks on site
1 / 32
$599,900
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,256
SQFT
Ridgewood at Middlebury
2 Arrowwood Court 2
Middlebury, CT 06762
Listing courtesy of Mary Ann Hebert of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 592-0186
428 Breakneck Hill Road Middlebury CT 06762
1 / 39
$599,900
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,749
SQFT
428 Breakneck Hill Road
Middlebury, CT 06762
 
Listing courtesy of Mary Ann Hebert of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (203) 592-0186
10 Old Waterbury Road Middlebury CT 06762
1 / 12
$599,900
Quadruplex For Sale
Active
5
BEDS
4
TOTAL BATHS
2,345
SQFT
10 Old Waterbury Road
Middlebury, CT 06762
 
Listing courtesy of Judith Caputo of Advantage Realty Group, Inc. Office Phone: (203) 755-4015 Broker Contact: (203) 755-4015
3 Brookside Drive 3 Middlebury CT 06762
Price Change - 2 weeks ago
1 / 36
$599,900
Condominium For Sale
Active
4
BEDS
4
TOTAL BATHS
2,950
SQFT
Brookside of Middlebury
3 Brookside Drive 3
Middlebury, CT 06762
Listing courtesy of Shagufta Zahid of S Factor Realty Group LLC Office Phone: (203) 302-0672 Broker Contact: (203) 558-9101
66 Artillery Road Middlebury CT 06762
New Listing - 2 weeks on site
1 / 25
$585,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
4
TOTAL BATHS
2,691
SQFT
66 Artillery Road
Middlebury, CT 06762
 
Listing courtesy of Maria Taylor of Klemm Real Estate Inc Office Phone: (860) 868-7313 Broker Contact: (203) 578-0397
36 Highridge Road 36 Middlebury CT 06762
New Listing - 4 weeks on site
1 / 24
$585,000
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,997
SQFT
Ridgewood at Middlebury
36 Highridge Road 36
Middlebury, CT 06762
Listing courtesy of John Pistorino of RE/MAX RISE Office Phone: (203) 714-6479 Broker Contact: (914) 356-5190
292 Park Rd Extension Middlebury CT 06762
1 / 40
$574,900
Single Family Residence For Sale
Pending
5
BEDS
2
TOTAL BATHS
1,924
SQFT
292 Park Rd Extension
Middlebury, CT 06762
 
Listing courtesy of Tammy Ferrauola of Eagle Eye Realty PLLC Office Phone: (860) 263-9102 Broker Contact: (860) 205-5995
North Benson Road 60 Middlebury CT 06762
1 / 9
$573,584
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 60
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
1 Arrowwood Court 1 Middlebury CT 06762
1 / 40
$569,500
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,814
SQFT
Ridgewood at Middlebury
1 Arrowwood Court 1
Middlebury, CT 06762
Listing courtesy of Christina Zainc of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (860) 637-0620
North Benson Road 59 Middlebury CT 06762
1 / 9
$568,564
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 59
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 57 Middlebury CT 06762
1 / 9
$561,271
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 57
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 52 Middlebury CT 06762
1 / 9
$560,753
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 52
Middlebury, CT 06762
Listing courtesy of Renee Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
24 Highridge Road 24 Middlebury CT 06762
New Listing - a week on site
1 / 40
$560,000
Condominium For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,802
SQFT
Ridgewood at Middlebury
24 Highridge Road 24
Middlebury, CT 06762
Listing courtesy of Jay Irvine of Serhant Connecticut, LLC Office Phone: (203) 489-7800 Broker Contact: (203) 586-9459
North Benson Road 44 Middlebury CT 06762
1 / 9
$555,888
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,252
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 44
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
24 Ridgewood Drive 24 Middlebury CT 06762
Price Change - a week ago
1 / 39
$554,000
Condominium For Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
2,403
SQFT
Ridgewood at Middlebury
24 Ridgewood Drive 24
Middlebury, CT 06762
Listing courtesy of Jodi Dawley of Real Estate Two Office Phone: (203) 926-1122 Broker Contact: (203) 521-2233
North Benson Road 55 Middlebury CT 06762
1 / 9
$548,828
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,462
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 55
Middlebury, CT 06762
Listing courtesy of Renee Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 62 Middlebury CT 06762
1 / 9
$545,400
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 62
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 64 Middlebury CT 06762
1 / 9
$545,400
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 64
Middlebury, CT 06762
Listing courtesy of Renee Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 49 Middlebury CT 06762
1 / 9
$533,416
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 49
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
61 Sandy Hill Road Middlebury CT 06762
1 / 14
$529,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,811
SQFT
61 Sandy Hill Road
Middlebury, CT 06762
 
Listing courtesy of Arben Belica of William Raveis Real Estate Office Phone: (203) 264-8180 Broker Contact: (203) 509-4395
283 Whittemore Road Middlebury CT 06762
Open House Sat, May 2, 11 AM
Please verify times due to COVID-19
1 / 24
$529,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,300
SQFT
283 Whittemore Road
Middlebury, CT 06762
 
Listing courtesy of Jennifer Sisco of RE/MAX Heritage Office Phone: (203) 452-7653 Broker Contact: (203) 417-5764
North Benson Road 45 Middlebury CT 06762
1 / 9
$525,438
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 45
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
541 Benson Road Middlebury CT 06762
1 / 24
$525,000
Single Family Residence For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,600
SQFT
541 Benson Road
Middlebury, CT 06762
 
Listing courtesy of Joseph Martino of Joseph Martino Real Estate Office Phone: (203) 671-2384 Broker Contact: [email protected]
541 Benson Road Middlebury CT 06762
1 / 20
$525,000
Duplex For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,600
SQFT
541 Benson Road
Middlebury, CT 06762
 
Listing courtesy of Joseph Martino of Joseph Martino Real Estate Office Phone: (203) 671-2384 Broker Contact: [email protected]
North Benson Road 51 Middlebury CT 06762
1 / 9
$523,920
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 51
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 46 Middlebury CT 06762
1 / 9
$522,128
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 46
Middlebury, CT 06762
Listing courtesy of Renee Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 66 Middlebury CT 06762
1 / 9
$522,128
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 66
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 53 Middlebury CT 06762
1 / 9
$519,900
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 53
Middlebury, CT 06762
Listing courtesy of Renee Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
North Benson Road 50 Middlebury CT 06762
1 / 9
$509,900
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,950
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 50
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
38 East Ridge Drive Middlebury CT 06762
1 / 31
$509,900
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,340
SQFT
38 East Ridge Drive
Middlebury, CT 06762
 
Listing courtesy of Paula Basso of Evjen Agency Office Phone: (860) 318-3500 Broker Contact: (860) 402-8169
North Benson Road 47 Middlebury CT 06762
1 / 9
$509,900
Condominium For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2,206
SQFT
Aberdeen Estates at Benson Woods
North Benson Road 47
Middlebury, CT 06762
Listing courtesy of Renee Meuse Lovley of Century 21 AllPoints Realty Office Phone: (860) 621-8378 Broker Contact: (860) 227-8320
420 Charcoal Avenue Middlebury CT 06762
New Listing - a week on site
1 / 40
$485,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,575
SQFT
420 Charcoal Avenue
Middlebury, CT 06762
 
Listing courtesy of Bethany Lydem of Stone Crest Realty LLC Office Phone: (860) 283-2225 Broker Contact: (860) 485-8448
18 Freedom Road Middlebury CT 06762
New Listing - 3 weeks on site
1 / 30
$479,000
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,492
SQFT
18 Freedom Road
Middlebury, CT 06762
 
Listing courtesy of Karen Stanco of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 206-4464
271 Shadduck Road Middlebury CT 06762
New Listing - a week on site
1 / 32
$432,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,288
SQFT
271 Shadduck Road
Middlebury, CT 06762
 
Listing courtesy of Stephen Mele of Houlihan Lawrence Office Phone: (914) 361-1065 Broker Contact: (914) 438-1399
301 Steinmann Avenue Middlebury CT 06762
New Listing - 3 days on site
1 / 36
$429,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,572
SQFT
301 Steinmann Avenue
Middlebury, CT 06762
 
Listing courtesy of Dawn Ciappetta of Coldwell Banker Realty Office Phone: (203) 263-3003 Broker Contact: (203) 650-1918
192 Breakneck Hill Road Middlebury CT 06762
New Listing - 3 weeks on site
1 / 16
$427,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
1,422
SQFT
192 Breakneck Hill Road
Middlebury, CT 06762
 
Listing courtesy of Maria Pinheiro of RE/MAX RISE Office Phone: (203) 714-6479 Broker Contact: (203) 982-1187
1140 Southford Road Middlebury CT 06762
1 / 13
$399,000
Unimproved Land For Sale
Active
1.5
ACRES
NEW HAVEN
COUNTY
1140 Southford Road
Middlebury, CT 06762
 
Listing courtesy of Robert Ghent of Ghent Realty Advisors Office Phone: (203) 597-1077 Broker Contact: (203) 543-2847
314 Porter Avenue Middlebury CT 06762
1 / 13
$349,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,440
SQFT
314 Porter Avenue
Middlebury, CT 06762
 
Listing courtesy of Dawn Ciappetta of Coldwell Banker Realty Office Phone: (203) 263-3003 Broker Contact: (203) 650-1918
75 Gleneagle Road Middlebury CT 06762
1 / 24
$229,900
Land For Sale
Active
4.67
ACRES
NEW HAVEN
COUNTY
75 Gleneagle Road
Middlebury, CT 06762
Three Mile Hill Estates Subdivision
Listing courtesy of Scott Tedesco of Tedesco Real Estate Office Phone: (203) 509-1215 Broker Contact: (203) 509-1215
35 Nutmeg Road Apt D1 Middlebury CT 06762
1 / 19
$229,000
Condominium For Sale
Active Under Contract
1
BED
1
TOTAL BATH
889
SQFT
Middlebury Commons
35 Nutmeg Road Apt D1
Middlebury, CT 06762
Listing courtesy of Karen Stanco of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 206-4464
152 Glenwood Avenue Middlebury CT 06762
Real Estate Owned
1 / 19
$224,900
Single Family Residence For Sale
Active
2
BEDS
1
TOTAL BATH
1,085
SQFT
152 Glenwood Avenue
Middlebury, CT 06762
 
Listing courtesy of Donato Orsini of West View Properties, LLC Office Phone: (860) 274-7838 Broker Contact: (203) 808-2791
390 Middlebury Road 3 Middlebury CT 06762
1 / 15
$119,900
Commercial Sale For Sale
Active
1
TOTAL BATH
850
SQFT
390 Middlebury Road 3
Middlebury, CT 06762
 
Listing courtesy of Steve Colon of Oxford Realty Office Phone: (203) 314-4219 Broker Contact: (475) 313-5640
Ferndale Avenue Middlebury CT 06762
1 / 4
$75,000
Land For Sale
Pending
1.64
ACRES
NEW HAVEN
COUNTY
Ferndale Avenue
Middlebury, CT 06762
 
Listing courtesy of Ken Demirs of Regency Real Estate, LLC Office Phone: (860) 945-9868 Broker Contact: (860) 483-1107
372 Tucker Hill Road Middlebury CT 06762
1 / 33
$17,000
Single Family Residence For Rent
Active
5
BEDS
7
TOTAL BATHS
6,600
SQFT
372 Tucker Hill Road
Middlebury, CT 06762
 
Listing courtesy of Naima Mazouzi of Eagle Eye Realty PLLC Office Phone: (860) 263-9102 Broker Contact: (860) 754-7651
771 Watertown Road Middlebury CT 06762
1 / 21
$3,850
Multi Family For Rent
Active
3
BEDS
2
TOTAL BATHS
3,079
SQFT
771 Watertown Road
Middlebury, CT 06762
 
Listing courtesy of Amanda Engala of Tier 1 Real Estate Office Phone: (860) 578-2016 Broker Contact: (203) 510-1398
1129 Southford Road Middlebury CT 06762
1 / 7
$1,800
Multi Family For Rent
Active
1
BED
1
TOTAL BATH
1,604
SQFT
1129 Southford Road
Middlebury, CT 06762
 
Listing courtesy of Douglas Rose of Scalzo Real Estate Office Phone: (203) 790-7077 Broker Contact: (203) 470-3799
1 - 76 of 76 listings (76 total matches)


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.
Last checked: 2026-04-30 01:42 PM UTC.


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