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Woodbury, CT
City
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1 - 84 of 84 listings (84 total matches)
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55 Good Hill Road Woodbury CT 06798
Price Change - 6 days ago
1 / 40
$1,850,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,324
SQFT
55 Good Hill Road
Woodbury, CT 06798
 
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (203) 671-9067
76 Cowles Road Woodbury CT 06798
1 / 37
$1,800,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,582
SQFT
76 Cowles Road
Woodbury, CT 06798
 
Listing courtesy of Pam Famiglietti of William Raveis Real Estate Office Phone: (203) 264-8180 Broker Contact: (203) 808-7777
819 Main Street North Woodbury CT 06798
Price Change - 4 weeks ago
1 / 34
$1,675,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,992
SQFT
819 Main Street North
Woodbury, CT 06798
 
Listing courtesy of Sindy Butkus of Klemm Real Estate Inc Office Phone: (203) 263-4040 Broker Contact: (203) 232-3723
30 Hollow Road Woodbury CT 06798
New Listing - 3 weeks on site
1 / 40
$1,495,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,884
SQFT
30 Hollow Road
Woodbury, CT 06798
 
Listing courtesy of Lisa Titcomb of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 419-5919
524 Main Street South Woodbury CT 06798
1 / 9
$1,350,000
Commercial Sale For Sale
Active Under Contract
1
TOTAL BATH
11,227
SQFT
524 Main Street South
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
45 North Gate Road Woodbury CT 06798
1 / 39
$1,100,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,545
SQFT
45 North Gate Road
Woodbury, CT 06798
 
Listing courtesy of Jeff Colt of Showcase Realty, Inc. Office Phone: (860) 274-7000 Broker Contact: (203) 586-9167
27 Middle Quarter Road Woodbury CT 06798
1 / 26
$999,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,042
SQFT
27 Middle Quarter Road
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
523 Main Street North Woodbury CT 06798
1 / 15
$990,000
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
2,300
SQFT
523 Main Street North
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 263-4336
8 Curtiss Meadows Woodbury CT 06798
New Listing - a week on site
1 / 40
$949,900
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,865
SQFT
8 Curtiss Meadows
Woodbury, CT 06798
Curtiss Meadows Subdivision
Listing courtesy of Joyce Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 449-3568
253 Bacon Pond Road Woodbury CT 06798
New Listing - 7 days on site
1 / 39
$895,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,283
SQFT
253 Bacon Pond Road
Woodbury, CT 06798
 
Listing courtesy of Christian Jensen of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (212) 604-9432
557 Upper Grassy Hill Road Woodbury CT 06798
1 / 40
$895,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
2,791
SQFT
557 Upper Grassy Hill Road
Woodbury, CT 06798
 
Listing courtesy of Susan Corleto of William Pitt Sotheby's Int'l Office Phone: (203) 796-7700 Broker Contact: (203) 470-3918
339 Main Street South Woodbury CT 06798
1 / 39
$874,900
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
3,700
SQFT
339 Main Street South
Woodbury, CT 06798
 
Listing courtesy of Marian Van Egas of Berkshire Hathaway NE Prop. Office Phone: (203) 264-2880 Broker Contact: (203) 228-0393
99 Plumb Brook Road Woodbury CT 06798
1 / 39
$849,900
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
3,330
SQFT
99 Plumb Brook Road
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
17 Carriage Lane Woodbury CT 06798
Open House Sun, May 17, 1 PM
Please verify times due to COVID-19
1 / 40
$799,900
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
3,607
SQFT
17 Carriage Lane
Woodbury, CT 06798
 
Listing courtesy of Shane Kropo of RE/MAX RISE Office Phone: (203) 714-6479 Broker Contact: (203) 768-2180
92 Minortown Road Woodbury CT 06798
1 / 40
$799,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,448
SQFT
92 Minortown Road
Woodbury, CT 06798
 
Listing courtesy of Heather Crabtree of RE/MAX RISE Office Phone: (860) 274-7917 Broker Contact: (203) 558-7720
19 Hillview Lane Woodbury CT 06798
1 / 40
$749,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
3,110
SQFT
19 Hillview Lane
Woodbury, CT 06798
 
Listing courtesy of Nicole Fiorelli of Fiorelli Realty, LLC Office Phone: (203) 881-6296 Broker Contact: (203) 906-6924
86 Quail Run Road Woodbury CT 06798
New Listing - 2 weeks on site
1 / 24
$745,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,060
SQFT
86 Quail Run Road
Woodbury, CT 06798
Flanders West Subdivision
Listing courtesy of Scott Volpe of Coldwell Banker Realty Office Phone: (203) 264-1400 Broker Contact: (203) 910-3382
58 Good Hill Road Woodbury CT 06798
1 / 40
$699,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,210
SQFT
58 Good Hill Road
Woodbury, CT 06798
 
Listing courtesy of Christina Zainc of BHGRE Gaetano Marra Homes Office Phone: (203) 758-1300 Broker Contact: (860) 637-0620
54 Bear Run Woodbury CT 06798
1 / 40
$699,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,573
SQFT
54 Bear Run
Woodbury, CT 06798
Bear Run Subdivision
Listing courtesy of Becky Hood of William Pitt Sotheby's Int'l Office Phone: (203) 796-7700 Broker Contact: (203) 948-2573
74 Middle Quarter Road Woodbury CT 06798
1 / 40
$684,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,874
SQFT
74 Middle Quarter Road
Woodbury, CT 06798
 
Listing courtesy of Jennifer Kelley of Compass Connecticut, LLC Office Phone: (203) 489-6499 Broker Contact: (203) 948-2864
0 Cowles Road Woodbury CT 06798
1 / 13
$675,000
Land For Sale
Active Under Contract
23
ACRES
LITCHFIELD
COUNTY
0 Cowles Road
Woodbury, CT 06798
 
Listing courtesy of John Sniffen of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (860) 201-7159
13 Park Lane Woodbury CT 06798
1 / 40
$649,900
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,568
SQFT
13 Park Lane
Woodbury, CT 06798
 
Listing courtesy of Michael Wright of RE/MAX Right Choice Office Phone: (203) 268-1118 Broker Contact: (203) 258-8363
94 Quail Run Road Woodbury CT 06798
New Listing - 2 weeks on site
1 / 24
$645,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,081
SQFT
94 Quail Run Road
Woodbury, CT 06798
Flanders West Subdivision
Listing courtesy of Scott Volpe of Coldwell Banker Realty Office Phone: (203) 264-1400 Broker Contact: (203) 910-3382
2 Judd Hill Road Woodbury CT 06798
New Listing - a week on site
1 / 32
$599,900
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
884
SQFT
2 Judd Hill Road
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
437 Middle Road Turnpike Woodbury CT 06798
New Listing - 7 days on site
1 / 17
$595,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,144
SQFT
437 Middle Road Turnpike
Woodbury, CT 06798
 
Listing courtesy of Erin Loucks of BHGRE Gaetano Marra Homes Office Phone: (203) 693-1185 Broker Contact: (203) 241-0643
123 Cross Brook Road Woodbury CT 06798
1 / 30
$585,000
Single Family Residence For Sale
Active Under Contract
1
BED
2
TOTAL BATHS
1,564
SQFT
123 Cross Brook Road
Woodbury, CT 06798
 
Listing courtesy of Jeffrey Boucher of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 709-1423
5 Westwood Road Woodbury CT 06798
New Listing - 14 hours on site
1 / 33
$575,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,961
SQFT
5 Westwood Road
Woodbury, CT 06798
 
Listing courtesy of Brad Harriman of RJ Real Estate Office Phone: (203) 512-2011 Broker Contact: (203) 470-9557
49 Scuppo Road Woodbury CT 06798
1 / 34
$549,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,939
SQFT
49 Scuppo Road
Woodbury, CT 06798
 
Listing courtesy of Joseph Conforti of West View Properties, LLC Office Phone: (860) 274-7838 Broker Contact: (203) 768-0594
43 Woodbury Hill 43 Woodbury CT 06798
New Listing - 2 weeks on site
1 / 32
$539,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,346
SQFT
Woodbury Hill
43 Woodbury Hill 43
Woodbury, CT 06798
Listing courtesy of Joyce Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 449-3568
110 Brushy Hill Road Woodbury CT 06798
1 / 15
$499,999
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,846
SQFT
110 Brushy Hill Road
Woodbury, CT 06798
 
Listing courtesy of Jackie Voegeli of Manzi Real Estate Office Phone: (203) 263-3663 Broker Contact: (203) 206-4280
43 Bethwood Lane Woodbury CT 06798
New Listing - a week on site
1 / 20
$499,900
Single Family Residence For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,750
SQFT
43 Bethwood Lane
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
6 Weekeepeemee Road Woodbury CT 06798
1 / 34
$499,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,548
SQFT
6 Weekeepeemee Road
Woodbury, CT 06798
 
Listing courtesy of Dawn Hough of Coldwell Banker Realty Office Phone: (860) 354-4111 Broker Contact: (203) 648-3467
14 Meadow Crest Drive Woodbury CT 06798
1 / 40
$499,000
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
2,102
SQFT
14 Meadow Crest Drive
Woodbury, CT 06798
 
Listing courtesy of Kat Parlato of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 592-0443
34 Transylvania Road Woodbury CT 06798
1 / 17
$479,900
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,008
SQFT
34 Transylvania Road
Woodbury, CT 06798
 
Listing courtesy of Betsy Rosa of Berkshire Hathaway NE Prop. Office Phone: (203) 264-2880 Broker Contact: (203) 910-9732
242 Bacon Pond Road Woodbury CT 06798
1 / 38
$475,000
Single Family Residence For Sale
Active Under Contract
4
BEDS
1
TOTAL BATH
1,836
SQFT
242 Bacon Pond Road
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
242 Bacon Pond Road Woodbury CT 06798
1 / 39
$475,000
Duplex For Sale
Active Under Contract
4
BEDS
2
TOTAL BATHS
1,836
SQFT
242 Bacon Pond Road
Woodbury, CT 06798
 
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
5 Kimberly Lane Woodbury CT 06798
New Listing - 3 weeks on site
1 / 36
$470,000
Single Family Residence For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,400
SQFT
5 Kimberly Lane
Woodbury, CT 06798
 
Listing courtesy of Heather Crabtree of RE/MAX RISE Office Phone: (860) 274-7917 Broker Contact: (203) 558-7720
89 Lighthouse Road Woodbury CT 06798
Open House Sun, May 17, 12 PM
Please verify times due to COVID-19
1 / 36
$450,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,210
SQFT
89 Lighthouse Road
Woodbury, CT 06798
 
Listing courtesy of Heather Crabtree of RE/MAX RISE Office Phone: (860) 274-7917 Broker Contact: (203) 558-7720
40 Church Street Woodbury CT 06798
1 / 39
$419,000
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,276
SQFT
40 Church Street
Woodbury, CT 06798
 
Listing courtesy of Juliana Suzio of RE/MAX RISE Office Phone: (203) 806-1435 Broker Contact: (203) 240-4038
1545 Main Street North Woodbury CT 06798
1 / 1
$400,000
Unimproved Land For Sale
Active
0.51
ACRES
LITCHFIELD
COUNTY
1545 Main Street North
Woodbury, CT 06798
 
Listing courtesy of Mario Longobucco of Coldwell Banker Commercial NRT Office Phone: (203) 744-7025 Broker Contact: (860) 307-5945
360 Old Sherman Hill Road Woodbury CT 06798
Price Change - 4 weeks ago
1 / 19
$399,000
Single Family Residence For Sale
Pending
3
BEDS
1
TOTAL BATH
1,296
SQFT
360 Old Sherman Hill Road
Woodbury, CT 06798
 
Listing courtesy of Levi Judqin of Brass Moon Realty Office Phone: (203) 945-1000 Broker Contact: (203) 724-7127
2 South Meadows 2 Woodbury CT 06798
1 / 40
$377,750
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,469
SQFT
Woodlake
2 South Meadows 2
Woodbury, CT 06798
Listing courtesy of Terry Lee Adams of Adams & Adams Real Estate Office Phone: (203) 592-6062 Broker Contact: (203) 592-6062
24 Woods Way 122A Woodbury CT 06798
1 / 40
$350,000
Condominium For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1,640
SQFT
Woodlake
24 Woods Way 122A
Woodbury, CT 06798
Listing courtesy of Terry Lee Adams of Adams & Adams Real Estate Office Phone: (203) 592-6062 Broker Contact: (203) 592-6062
8 Tamarack Lane 8 Woodbury CT 06798
Price Change - 3 weeks ago
1 / 24
$325,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,059
SQFT
Condos at Woodlake
8 Tamarack Lane 8
Woodbury, CT 06798
Listing courtesy of Jennifer Mayo of William Raveis Real Estate Office Phone: (203) 264-8180 Broker Contact: (203) 267-0057
54 Mountain Road Woodbury CT 06798
Price Change - a week ago
1 / 9
$325,000
Single Family Residence For Sale
Active
3
BEDS
1
TOTAL BATH
1,089
SQFT
54 Mountain Road
Woodbury, CT 06798
 
Listing courtesy of Genesis Hernandez of BHGRE Shore & Country Office Phone: (203) 504-5005 Broker Contact: (203) 918-7864
439 Washington Road Woodbury CT 06798
1 / 34
$314,900
Commercial Sale For Sale
Active
2
TOTAL BATHS
960
SQFT
439 Washington Road
Woodbury, CT 06798
 
Listing courtesy of Matthew Amatruda of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 707-0596
439 Washington Road Woodbury CT 06798
1 / 32
$314,900
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
960
SQFT
439 Washington Road
Woodbury, CT 06798
 
Listing courtesy of Matthew Amatruda of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 707-0596
13 Clubhouse Drive 13 Woodbury CT 06798
1 / 27
$304,900
Condominium For Sale
Pending
2
BEDS
4
TOTAL BATHS
1,162
SQFT
Woodlake
13 Clubhouse Drive 13
Woodbury, CT 06798
Listing courtesy of Lance Camby of Robert C White & Company LLC Office Phone: (860) 613-6290 Broker Contact: (860) 881-4624
4 Deer Hill Court 4 Woodbury CT 06798
1 / 38
$299,900
Condominium For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,467
SQFT
Woodlake
4 Deer Hill Court 4
Woodbury, CT 06798
Listing courtesy of Allysa DeRosa of Mapleridge Realty Office Phone: (203) 725-7004 Broker Contact: (203) 560-3398
54 Clubhouse Drive 54 Woodbury CT 06798
Price Change - a week ago
1 / 24
$299,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,316
SQFT
Woodlake
54 Clubhouse Drive 54
Woodbury, CT 06798
Listing courtesy of Henrik K Kjaer of Keller Williams Realty Office Phone: (203) 438-9494 Broker Contact: (203) 805-2924
6 Highpoint Court 6 Woodbury CT 06798
New Listing - 2 weeks on site
1 / 35
$299,000
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,182
SQFT
Condos at Woodlake
6 Highpoint Court 6
Woodbury, CT 06798
Listing courtesy of Patricia Huegi of Kiwi Homes Office Phone: (203) 648-6648 Broker Contact: (203) 770-7590
24 Fox Run 24 Woodbury CT 06798
1 / 29
$293,000
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,542
SQFT
Woodlake
24 Fox Run 24
Woodbury, CT 06798
Listing courtesy of Sindy Butkus of Klemm Real Estate Inc Office Phone: (203) 263-4040 Broker Contact: (203) 232-3723
14 Heather Court 14 Woodbury CT 06798
New Listing - 3 weeks on site
1 / 25
$289,900
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,138
SQFT
14 Heather Court 14
Woodbury, CT 06798
 
Listing courtesy of Christopher Gueniat of Northwest CT Realty Office Phone: (860) 379-7245 Broker Contact: (860) 309-8331
9 Upper Commons 9 Woodbury CT 06798
1 / 38
$289,900
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,457
SQFT
Woodlake
9 Upper Commons 9
Woodbury, CT 06798
Listing courtesy of Athan Zeno of William Raveis Real Estate Office Phone: (203) 453-0391 Broker Contact: (203) 908-5164
3 Tamarack Lane 3 Woodbury CT 06798
Price Change - 2 weeks ago
1 / 24
$289,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,059
SQFT
Condos at Woodlake
3 Tamarack Lane 3
Woodbury, CT 06798
Listing courtesy of Stephen Mele of Houlihan Lawrence Office Phone: (914) 361-1065 Broker Contact: (914) 438-1399
7 Highpoint Court 7 Woodbury CT 06798
New Listing - yesterday
1 / 24
$284,500
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
1,467
SQFT
Condos at Woodlake
7 Highpoint Court 7
Woodbury, CT 06798
Listing courtesy of Karen Dibble-Flaherty of Keller Williams Realty Office Phone: (203) 438-9494 Broker Contact: (203) 217-4940
23 Lower Commons 23 Woodbury CT 06798
New Listing - 3 weeks on site
1 / 38
$272,500
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,182
SQFT
Woodlake
23 Lower Commons 23
Woodbury, CT 06798
Listing courtesy of Terry Lee Adams of Adams & Adams Real Estate Office Phone: (203) 592-6062 Broker Contact: (203) 592-6062
9 Highpoint Court 116E Woodbury CT 06798
Price Change - 2 weeks ago
1 / 40
$255,000
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,182
SQFT
Woodlake
9 Highpoint Court 116E
Woodbury, CT 06798
Listing courtesy of Terry Lee Adams of Adams & Adams Real Estate Office Phone: (203) 592-6062 Broker Contact: (203) 592-6062
14 Tamarack Lane 14 Woodbury CT 06798
1 / 20
$245,000
Condominium For Sale
Active Under Contract
2
BEDS
3
TOTAL BATHS
1,059
SQFT
Woodlake
14 Tamarack Lane 14
Woodbury, CT 06798
Listing courtesy of Gina Baumann-Jacobs of Gina Jacobs Real Estate Office Phone: (203) 623-1713 Broker Contact: (203) 623-1713
47 Woods Way 47 Woodbury CT 06798
Price Change - 2 weeks ago
1 / 22
$214,900
Condominium For Sale
Active Under Contract
2
BEDS
2
TOTAL BATHS
1,182
SQFT
Woodlake
47 Woods Way 47
Woodbury, CT 06798
Listing courtesy of Kat Parlato of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 592-0443
126 Sherman Hill Road C14 Woodbury CT 06798
New Listing - 2 weeks on site
1 / 27
$212,000
Condominium For Sale
Active Under Contract
2
BEDS
1
TOTAL BATH
1,150
SQFT
Heritage Hills
126 Sherman Hill Road C14
Woodbury, CT 06798
Listing courtesy of Gena Ruocco-Lockery of GRL & Realtors, LLC Office Phone: (203) 781-0000 Broker Contact: (203) 641-4862
126 Sherman Hill Road APT B12 Woodbury CT 06798
1 / 27
$200,000
Condominium For Sale
Pending
2
BEDS
1
TOTAL BATH
1,150
SQFT
Heritage Hills
126 Sherman Hill Road APT B12
Woodbury, CT 06798
Listing courtesy of Tiffany Clark of RE/MAX Right Choice Office Phone: (203) 744-2400 Broker Contact: (203) 456-4712
Carmel Hill Road Woodbury CT 06798
1 / 1
$179,900
Land For Sale
Active Under Contract
4
ACRES
LITCHFIELD
COUNTY
Carmel Hill Road
Woodbury, CT 06798
 
Listing courtesy of Melissa Gordon of Coldwell Banker Realty Office Phone: (203) 426-5679 Broker Contact: (203) 856-7348
229 Bacon Pond Road 312 Woodbury CT 06798
Price Change - 2 weeks ago
1 / 17
$149,900
Condominium For Sale
Active Under Contract
2
BEDS
1
TOTAL BATH
913
SQFT
Town In Country
229 Bacon Pond Road 312
Woodbury, CT 06798
Listing courtesy of Ron Nettleton of William Raveis Real Estate Office Phone: (203) 264-8180 Broker Contact: (203) 217-4979
229 Bacon Pond Road 453 Woodbury CT 06798
New Listing - 2 weeks on site
1 / 37
$145,000
Condominium For Sale
Active Under Contract
2
BEDS
1
TOTAL BATH
913
SQFT
Town In Country
229 Bacon Pond Road 453
Woodbury, CT 06798
Listing courtesy of Deborah Snopkowski of Coldwell Banker Realty Office Phone: (860) 354-4111 Broker Contact: (860) 488-4800
51 Sherman Hill Road STE A203 Woodbury CT 06798
1 / 26
$125,000
Commercial Sale For Sale
Active
1
TOTAL BATH
1,610
SQFT
51 Sherman Hill Road STE A203
Woodbury, CT 06798
 
Listing courtesy of Michael Sangapore of eXp Realty Office Phone: (866) 828-3951 Broker Contact: (203) 430-6874
28 Leavenworth Road Woodbury CT 06798
1 / 37
$30,000
Single Family Residence For Rent
Active
3
BEDS
3
TOTAL BATHS
3,282
SQFT
28 Leavenworth Road
Woodbury, CT 06798
 
Listing courtesy of Diana Bisselle of William Pitt Sotheby's Int'l Office Phone: (860) 435-2400 Broker Contact: (917) 519-5021
260 White Deer Rocks Road Woodbury CT 06798
New Listing - 2 weeks on site
1 / 40
$7,500
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
3,159
SQFT
260 White Deer Rocks Road
Woodbury, CT 06798
 
Listing courtesy of Michael Caporizzo of William Pitt Sotheby's Int'l Office Phone: (860) 868-6600 Broker Contact: (203) 644-5228
524 Main Street South 1 Woodbury CT 06798
1 / 18
$4,000
Commercial Lease For Rent
Active Under Contract
2,000
SQFT
524 Main Street South 1
Woodbury, CT 06798
 
Listing courtesy of Kat Parlato of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 592-0443
33 Washington Avenue Woodbury CT 06798
1 / 31
$3,750
Single Family Residence For Rent
Active
2
BEDS
2
TOTAL BATHS
1,968
SQFT
33 Washington Avenue
Woodbury, CT 06798
 
Listing courtesy of Rebecca Doh of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511 Broker Contact: (860) 601-4406
524 Main Street South 3 Woodbury CT 06798
1 / 10
$3,000
Commercial Lease For Rent
Active Under Contract
4,320
SQFT
524 Main Street South 3
Woodbury, CT 06798
 
Listing courtesy of Kat Parlato of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 592-0443
25 Elephant Rock Road Woodbury CT 06798
New Listing - 2 weeks on site
1 / 15
$2,600
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
2,630
SQFT
25 Elephant Rock Road
Woodbury, CT 06798
 
Listing courtesy of Ashley Russell of Kiwi Homes Office Phone: (203) 648-6648 Broker Contact: (860) 717-1355
107 Main Street North Woodbury CT 06798
1 / 8
$2,500
Commercial Lease For Rent
Active
6,097
SQFT
107 Main Street North
Woodbury, CT 06798
 
Listing courtesy of Pat Civitella of Civitella Real Estate LLC Office Phone: (203) 736-2484 Broker Contact: (203) 736-2484
17 Pleasant Street Woodbury CT 06798
New Listing - 3 weeks on site
1 / 9
$2,200
Single Family Residence For Rent
Active
2
BEDS
1
TOTAL BATH
1,080
SQFT
17 Pleasant Street
Woodbury, CT 06798
 
Listing courtesy of Sindy Butkus of Klemm Real Estate Inc Office Phone: (203) 263-4040 Broker Contact: (203) 232-3723
4 Main Street South 2 Woodbury CT 06798
New Listing - 7 days on site
1 / 22
$2,200
Apartment For Rent
Active
2
BEDS
1
TOTAL BATH
2,976
SQFT
4 Main Street South 2
Woodbury, CT 06798
 
Listing courtesy of Matthew Amatruda of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 707-0596
533 Weekeepeemee Road Woodbury CT 06798
1 / 17
$2,200
Multi Family For Rent
Active Under Contract
2
BEDS
1
TOTAL BATH
2,718
SQFT
533 Weekeepeemee Road
Woodbury, CT 06798
 
Listing courtesy of Mary Ann Bennett of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 206-7048
74 Washington Road APT 16 Woodbury CT 06798
1 / 25
$2,150
Condominium For Rent
Active Under Contract
2
BEDS
2
TOTAL BATHS
960
SQFT
Woodbury Village
74 Washington Road APT 16
Woodbury, CT 06798
Listing courtesy of Joel Matson of Coldwell Banker Realty Office Phone: (203) 452-3700 Broker Contact: (475) 300-8691
4 Weekeepeemee Road Woodbury CT 06798
New Listing - 7 days on site
1 / 22
$2,000
Multi Family For Rent
Active
2
BEDS
1
TOTAL BATH
4,294
SQFT
4 Weekeepeemee Road
Woodbury, CT 06798
 
Listing courtesy of Mary Ann Bennett of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 206-7048
524 Main Street South 2 Woodbury CT 06798
1 / 11
$2,000
Commercial Lease For Rent
Active Under Contract
1,390
SQFT
524 Main Street South 2
Woodbury, CT 06798
 
Listing courtesy of Kat Parlato of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 592-0443
107 Main Street North Woodbury CT 06798
1 / 10
$1,900
Residential Lease For Rent
Active
2
BEDS
1
TOTAL BATH
6,097
SQFT
107 Main Street North
Woodbury, CT 06798
 
Listing courtesy of Pat Civitella of Civitella Real Estate LLC Office Phone: (203) 736-2484 Broker Contact: (203) 650-1389
229 Bacon Pond Road 352 Woodbury CT 06798
New Listing - 6 days on site
1 / 40
$1,895
Condominium For Rent
Pending
2
BEDS
1
TOTAL BATH
913
SQFT
229 Bacon Pond Road 352
Woodbury, CT 06798
 
Listing courtesy of Cheryl Vitale of Berkshire Hathaway NE Prop. Office Phone: (860) 688-7531 Broker Contact: (860) 558-5401
34 Arrowhead Way A1 Woodbury CT 06798
1 / 13
$1,600
Condominium For Rent
Active
1
BED
1
TOTAL BATH
546
SQFT
Quassuk Heights Gardens
34 Arrowhead Way A1
Woodbury, CT 06798
Listing courtesy of Timothy Drakeley of Drakeley Real Estate, Inc. Office Phone: (203) 263-4336 Broker Contact: (203) 510-9184
16 Pilgrim Trail F8 Woodbury CT 06798
Price Change - 2 weeks ago
1 / 14
$1,400
Condominium For Rent
Active
1
BED
1
TOTAL BATH
546
SQFT
16 Pilgrim Trail F8
Woodbury, CT 06798
 
Listing courtesy of David Landau of RE/MAX Right Choice Office Phone: (203) 426-4004 Broker Contact: (203) 948-2703
51 Sherman Hill Road STE A203 Woodbury CT 06798
1 / 23
$850
Commercial Lease For Rent
Active
1,610
SQFT
51 Sherman Hill Road STE A203
Woodbury, CT 06798
 
Listing courtesy of Michael Sangapore of eXp Realty Office Phone: (866) 828-3951 Broker Contact: (203) 430-6874
1 - 84 of 84 listings (84 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: 2026-05-14 07:03 AM UTC.


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