Recently Sold Single Family Homes in Woodbury, CT

77 homes

SOLD
APR 6, 2026
$205,000
2 Beds
2 Baths
950 sqft
16 White Oak Rd,
Woodbury, CT 06798
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SOLD
APR 1, 2026
$922,000
4 Beds
2.5 Baths
3,776 sqft
52 Steeple View Lane,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
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SOLD
APR 1, 2026
$335,000
2 Beds
2 Baths
1,267 sqft
10 Hazel Plain Road,
Woodbury, CT 06798
Coldwell Banker Realty
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SOLD
MAR 31, 2026
$390,000
2 Beds
1 Bath
1,340 sqft
142 Washington Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
MAR 30, 2026
$732,200
Studio
5,823 sqft
289 Main St S,
Woodbury, CT 06798
SOLD
MAR 23, 2026
$577,003
Studio
2,232 sqft
670 Main St N,
Woodbury, CT 06798
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SOLD
MAR 9, 2026
$500,000
2 Beds
2.5 Baths
3,362 sqft
9 Hill View Lane,
Woodbury, CT 06798
BHGRE Gaetano Marra Homes
SOLD
MAR 2, 2026
$545,000
3 Beds
3 Baths
2,227 sqft
105 Minortown Road,
Woodbury, CT 06798
Klemm Real Estate Inc
SOLD
FEB 26, 2026
$725,000
4 Beds
3 Baths
2,980 sqft
432 Quassapaug Road,
Woodbury, CT 06798
Manzi Real Estate
SOLD
FEB 18, 2026
$522,500
4 Beds
2 Baths
1,987 sqft
667 Upper Grassy Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
FEB 9, 2026
$1,200,000
4 Beds
4.5 Baths
4,676 sqft
101 Old Grassy Hill Road,
Woodbury, CT 06798
Coldwell Banker Realty
SOLD
FEB 5, 2026
$660,000
3 Beds
2.5 Baths
2,835 sqft
38 Barnhill Road,
Woodbury, CT 06798
BHGRE Gaetano Marra Homes
SOLD
FEB 5, 2026
$592,750
6 Beds
3 Baths
4,245 sqft
94 Old Town Farm Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
SOLD
JAN 30, 2026
$357,500
3 Beds
1.5 Baths
1,144 sqft
437 Middle Road Turnpike,
Woodbury, CT 06798
Keller Williams Realty
SOLD
JAN 30, 2026
$1,752,500
6 Beds
7 Baths
6,357 sqft
509 Main Street North,
Woodbury, CT 06798
Keller Williams Realty Prtnrs.
SOLD
JAN 20, 2026
$1,700,000
4 Beds
4.5 Baths
4,517 sqft
225 Old Sherman Hill Road,
Woodbury, CT 06798
Klemm Real Estate Inc
SOLD
JAN 16, 2026
$665,000
4 Beds
3 Baths
3,064 sqft
174 Weekeepeemee Road,
Woodbury, CT 06798
Coldwell Banker Realty
SOLD
JAN 12, 2026
$400,000
3 Beds
2.5 Baths
2,240 sqft
70 Mountain Road,
Woodbury, CT 06798
William Raveis Real Estate
SOLD
DEC 31, 2025
$300,000
3 Beds
2.5 Baths
2,060 sqft
86 Quail Run Rd,
Woodbury, CT 06798
SOLD
DEC 22, 2025
$765,000
4 Beds
3 Baths
3,280 sqft
393 Middle Road Turnpike,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
SOLD
DEC 19, 2025
$366,500
2 Beds
2 Baths
1,504 sqft
10 Lake Road,
Woodbury, CT 06798
Coldwell Banker Realty
SOLD
DEC 11, 2025
$460,000
4 Beds
2 Baths
1,247 sqft
52 Scuppo Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
DEC 10, 2025
$750,000
4 Beds
2.5 Baths
3,196 sqft
118 Good Hill Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
DEC 9, 2025
$970,000
4 Beds
3.5 Baths
3,113 sqft
25 Curtiss Meadows,
Woodbury, CT 06798
ListWithFreedom.com
SOLD
DEC 4, 2025
$600,000
4 Beds
2.5 Baths
2,506 sqft
329 Weekeepeemee Road,
Woodbury, CT 06798
Berkshire Hathaway NE Prop.
SOLD
DEC 3, 2025
$580,000
3 Beds
2 Baths
1,922 sqft
101 Plumb Brook Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
NOV 21, 2025
$550,000
4 Beds
3 Baths
2,861 sqft
212 Main Street North,
Woodbury, CT 06798
Coldwell Banker Realty
SOLD
NOV 21, 2025
$110,000
3 Beds
2 Baths
1,162 sqft
523 Main St S,
Woodbury, CT 06798
SOLD
NOV 20, 2025
$490,000
4 Beds
3 Baths
2,216 sqft
15 Lynns Corner Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
NOV 20, 2025
$600,000
3 Beds
2.5 Baths
2,032 sqft
36 Heritage Drive,
Woodbury, CT 06798
Century 21 Bette Real Estate
SOLD
NOV 20, 2025
$640,000
3 Beds
2.5 Baths
2,252 sqft
32 Plumb Brook Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
NOV 19, 2025
$420,000
2 Beds
1 Bath
1,328 sqft
223 Tuttle Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
NOV 18, 2025
$490,000
3 Beds
2.5 Baths
1,874 sqft
17 Old Flanders Road,
Woodbury, CT 06798
Scalzo Real Estate
SOLD
NOV 18, 2025
$370,000
3 Beds
1 Bath
1,075 sqft
4 Hazel Plain Road,
Woodbury, CT 06798
eXp Realty
SOLD
NOV 17, 2025
$500,000
3 Beds
2 Baths
2,064 sqft
12 Spring Street,
Woodbury, CT 06798
Drakeley Real Estate, Inc.
SOLD
NOV 16, 2025
$1,225,000
4 Beds
4 Baths
4,682 sqft
68 Whittlesey Road,
Woodbury, CT 06798
William Pitt Sotheby's Int'l
SOLD
NOV 13, 2025
$775,000
4 Beds
2.5 Baths
2,600 sqft
6 Strong Field Road,
Woodbury, CT 06798
Drakeley Real Estate, Inc.

Recently Sold Homes Near Woodbury, CT

We found 30 more homes matching your filters just outside Woodbury

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SOLD
AUG 3, 2026
$602,500
4 Beds
2.5 Baths
3,300 sqft
321 Artillery Road,
Middlebury, CT 06762
William Raveis Real Estate
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SOLD
AUG 3, 2026
$550,000
3 Beds
3 Baths
1,958 sqft
80 Old Baird Road,
Watertown, CT 06795
Better Living Realty, LLC
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SOLD
JUL 31, 2026
$475,000
3 Beds
2 Baths
1,575 sqft
420 Charcoal Avenue,
Middlebury, CT 06762
Stone Crest Realty LLC
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SOLD
JUL 31, 2026
$375,000
3 Beds
2 Baths
1,747 sqft
103 Hollow Road,
Watertown, CT 06795
Drakeley Real Estate, Inc.
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SOLD
JUL 31, 2026
$365,000
3 Beds
1.5 Baths
1,376 sqft
122 Chestnut Grove Road,
Watertown, CT 06795
Regency Real Estate, LLC
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SOLD
JUL 31, 2026
$750,000
3 Beds
2.5 Baths
2,698 sqft
146 Hollow Road,
Watertown, CT 06795
William Pitt Sotheby's Int'l
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SOLD
JUL 29, 2026
$520,000
4 Beds
2.5 Baths
2,020 sqft
566 Benson Road,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
JUL 29, 2026
$815,000
3 Beds
2.5 Baths
3,217 sqft
38 Avalon Drive,
Middlebury, CT 06762
Lamacchia Realty
SOLD
JUL 28, 2026
$725,000
3 Beds
2 Baths
1,862 sqft
242 Tophet Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
SOLD
JUL 28, 2026
$775,000
4 Beds
2.5 Baths
3,431 sqft
68 Cedar Grove Road,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
SOLD
JUL 27, 2026
$379,000
5 Beds
2 Baths
1,774 sqft
16 Hamilton Lane,
Watertown, CT 06795
William Pitt Sotheby's Int'l
SOLD
JUL 24, 2026
$439,900
4 Beds
2.5 Baths
2,685 sqft
33 Flanders Road,
Bethlehem, CT 06751
Hegarty & Co Real Estate
SOLD
JUL 22, 2026
$525,000
3 Beds
2 Baths
2,360 sqft
200 Bucks Hill Road,
Southbury, CT 06488
RE/MAX RISE
SOLD
JUL 21, 2026
$650,000
4 Beds
2.5 Baths
2,779 sqft
109 Harrison Lane,
Bethlehem, CT 06751
Century 21 Bette Real Estate
SOLD
JUL 20, 2026
$1,600,000
4 Beds
4 Baths
6,169 sqft
31 Hickory Lane,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
SOLD
JUL 17, 2026
$759,000
3 Beds
3 Baths
2,757 sqft
J Ryan Way,
Watertown, CT 06795
SOLD
JUL 15, 2026
$656,000
4 Beds
2.5 Baths
2,832 sqft
10 Carmel Hill Road South,
Bethlehem, CT 06751
Drakeley Real Estate, Inc.
SOLD
JUL 15, 2026
$650,000
3 Beds
2 Baths
1,548 sqft
927 Southford Rd,
Middlebury, CT 06762
SOLD
JUL 10, 2026
$550,000
3 Beds
2 Baths
2,540 sqft
132 Hickory Lane,
Bethlehem, CT 06751
West View Properties, LLC
SOLD
JUL 10, 2026
$580,000
6 Beds
3.5 Baths
2,938 sqft
431 Winding Brook Farm Road,
Watertown, CT 06795
Showcase Realty, Inc.
SOLD
JUL 10, 2026
$285,000
4 Beds
2 Baths
1,499 sqft
33 Chestnut Grove Road,
Watertown, CT 06795
Clearview Realty LLC
SOLD
JUL 9, 2026
$460,000
3 Beds
2 Baths
1,318 sqft
283 Main Street South,
Bethlehem, CT 06751
Dave Jones Realty, LLC
SOLD
JUL 9, 2026
$900,000
4 Beds
3 Baths
4,451 sqft
286 Mirey Dam Road,
Middlebury, CT 06762
William Raveis Real Estate
SOLD
JUL 8, 2026
$330,000
4 Beds
1.5 Baths
1,636 sqft
44 Beers Street,
Watertown, CT 06795
Regency Real Estate, LLC
SOLD
JUL 7, 2026
$2,300,000
4 Beds
4.5 Baths
6,670 sqft
77 Tophet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
SOLD
JUL 1, 2026
$385,000
4 Beds
1 Bath
1,580 sqft
57 Barnes Road,
Watertown, CT 06795
William Pitt Sotheby's Int'l
SOLD
JUN 30, 2026
$706,000
3 Beds
2.5 Baths
2,870 sqft
15 Central Road,
Middlebury, CT 06762
BHGRE Gaetano Marra Homes
SOLD
JUN 30, 2026
$440,000
3 Beds
1 Bath
1,690 sqft
169 Settlers Hill Road,
Southbury, CT 06488
William Pitt Sotheby's Int'l
SOLD
JUN 30, 2026
$995,214
5 Beds
3 Baths
4,163 sqft
445 Dublin Road,
Southbury, CT 06488
Coldwell Banker Realty
SOLD
JUN 30, 2026
$600,000
5 Beds
2 Baths
2,051 sqft
214 Grasslands Road,
Southbury, CT 06488
Alpine Realty

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