Woodbury, CT homes for sale & real estate

36 homes

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NEW 21 HRS AGO

38 Barnhill Rd, Woodbury, CT 06798
38 Barnhill Rd, Woodbury, CT 06798
38 Barnhill Rd, Woodbury, CT 06798

$695,000

3 beds2.5 baths2,835 sq ft

38 Barnhill Rd, Woodbury, CT 06798

Oversized kitchen • Spectacular barn • Custom woodworking

NEW 22 HRS AGO

18 Woodbury Hl #18, Woodbury, CT 06798
18 Woodbury Hl #18, Woodbury, CT 06798
18 Woodbury Hl #18, Woodbury, CT 06798

$599,900

2 beds2.5 baths1,796 sq ft

18 Woodbury Hl #18, Woodbury, CT 06798

Private deck • Landscaped rear yard • Walk-in closet

COMING SOON

393 Middle Road Tpke, Woodbury, CT 06798
393 Middle Road Tpke, Woodbury, CT 06798
393 Middle Road Tpke, Woodbury, CT 06798

$895,000

4 beds3 baths3,280 sq ft

393 Middle Road Tpke, Woodbury, CT 06798

6.25 acre lot • 2 garage spots • Car-dependent

5 Old Grassy Hill Rd, Woodbury, CT 06798
5 Old Grassy Hill Rd, Woodbury, CT 06798
5 Old Grassy Hill Rd, Woodbury, CT 06798

$600,000

6 beds3 baths4,487 sq ft

5 Old Grassy Hill Rd, Woodbury, CT 06798

2.23 acre lot • 2 garage spots • Built 1940

49 Scuppo Rd, Woodbury, CT 06798
49 Scuppo Rd, Woodbury, CT 06798
49 Scuppo Rd, Woodbury, CT 06798

$549,000

3 beds1.5 baths2,292 sq ft

49 Scuppo Rd, Woodbury, CT 06798

Led lighting • Cathedral ceilings • Bow windows

Property at 15 Lynns Corner Rd, Woodbury, CT 06798, 4 beds, 3 baths

$538,000

4 beds3 baths2,200 sq ft

15 Lynns Corner Rd, Woodbury, CT 06798

Property at 12 Spring St, Woodbury, CT 06798, 3 beds, 2 baths

$535,900

3 beds2 baths2,064 sq ft

12 Spring St, Woodbury, CT 06798

Property at 158 Hazel Plain Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$424,950

4 beds2.5 baths2,085 sq ft

158 Hazel Plain Rd, Woodbury, CT 06798

Property at 509 Main St N, Woodbury, CT 06798, 6 beds, 7 baths

$1,850,000

6 beds7 baths6,357 sq ft

509 Main St N, Woodbury, CT 06798

Property at 101 Plumb Brook Rd, Woodbury, CT 06798, 3 beds, 2 baths

$595,000

3 beds2 baths1,922 sq ft

101 Plumb Brook Rd, Woodbury, CT 06798

Property at 94 Old Town Farm Rd, Woodbury, CT 06798, 6 beds, 3 baths

$747,000

6 beds3 baths4,245 sq ft

94 Old Town Farm Rd, Woodbury, CT 06798

Property at 90 Rowley Rd, Woodbury, CT 06798, 4 beds, 4 baths

$396,000

4 beds4 baths2,695 sq ft

90 Rowley Rd, Woodbury, CT 06798

Property at 562 Upper Grassy Hl, Call Listing Agent, NY 06798, 4 beds, 3.5 baths

$2,349,999

4 beds3.5 baths6,459 sq ft

562 Upper Grassy Hl, Call Listing Agent, NY 06798

Listing by Showcase Realty Tristate

Property at 54 Mountain Rd, Woodbury, CT 06798, 2 beds, 1 bath

$339,000

2 beds1 bath1,080 sq ft

54 Mountain Rd, Woodbury, CT 06798

Property at 6 Strong Field Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$819,000

4 beds2.5 baths2,600 sq ft

6 Strong Field Rd, Woodbury, CT 06798

Property at 31 McVeigh Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$615,000

4 beds2.5 baths2,256 sq ft

31 McVeigh Rd, Woodbury, CT 06798

Property at 35 Coach Light Dr, Woodbury, CT 06798, 4 beds, 5.5 baths

$1,075,000

4 beds5.5 baths4,214 sq ft

35 Coach Light Dr, Woodbury, CT 06798

Property at 557 Upper Grassy Hill Rd, Woodbury, CT 06798, 4 beds, 3.5 baths

$949,900

4 beds3.5 baths3,784 sq ft

557 Upper Grassy Hill Rd, Woodbury, CT 06798

Property at 105 Minortown Rd, Woodbury, CT 06798, 3 beds, 3 baths

$635,000

3 beds3 baths2,227 sq ft

105 Minortown Rd, Woodbury, CT 06798

Property at 130 Grassy Hill Rd, Woodbury, CT 06798, 3 beds, 2.5 baths

$649,900

3 beds2.5 baths2,124 sq ft

130 Grassy Hill Rd, Woodbury, CT 06798

Property at 60 Pomperaug Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$409,000

4 beds2.5 baths1,668 sq ft

60 Pomperaug Rd, Woodbury, CT 06798

Property at 45 North Gate Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$1,100,000

4 beds2.5 baths3,545 sq ft

45 North Gate Rd, Woodbury, CT 06798

Property at 212 Main St N, Woodbury, CT 06798, 4 beds, 3 baths

$585,000

4 beds3 baths2,861 sq ft

212 Main St N, Woodbury, CT 06798

Property at 31 Woodbury Hl #31, Woodbury, CT 06798, 2 beds, 1.5 baths

$435,000

2 beds1.5 baths1,502 sq ft

31 Woodbury Hl #31, Woodbury, CT 06798

Property at 329 Weekeepeemee Rd, Woodbury, CT 06798, 4 beds, 2.5 baths

$624,900

4 beds2.5 baths2,506 sq ft

329 Weekeepeemee Rd, Woodbury, CT 06798

Property at 337 Main St S, Woodbury, CT 06798, 4 beds, 2.5 baths

$899,900

4 beds2.5 baths3,700 sq ft

337 Main St S, Woodbury, CT 06798

Property at 439 Washington Rd, Woodbury, CT 06798, 2 beds, 1.5 baths

$314,900

2 beds1.5 baths1,920 sq ft

439 Washington Rd, Woodbury, CT 06798

Property at 373 Transylvania Rd, Woodbury, CT 06798, 3 beds, 4 baths

$1,275,000

3 beds4 baths4,059 sq ft

373 Transylvania Rd, Woodbury, CT 06798

Property at 225 Old Sherman Hill Rd, Woodbury, CT 06798, 4 beds, 4.5 baths

$2,100,000

4 beds4.5 baths4,517 sq ft

225 Old Sherman Hill Rd, Woodbury, CT 06798

Property at 27 Middle Quarter Rd, Woodbury, CT 06798, 3 beds, 3 baths

$699,900

3 beds3 baths2,042 sq ft

27 Middle Quarter Rd, Woodbury, CT 06798

Property at 148 Flanders Rd, Woodbury, CT 06798, 3 beds, 4 baths

$899,900

3 beds4 baths3,082 sq ft

148 Flanders Rd, Woodbury, CT 06798

Property at 16 Gate Post Ln, Woodbury, CT 06798, 4 beds, 4 baths

$999,900

4 beds4 baths5,781 sq ft

16 Gate Post Ln, Woodbury, CT 06798

Property at Main St N, Woodbury, CT 06798

$65,000

— beds— baths— sq ft

Main St N, Woodbury, CT 06798

Property at 0 Cowles Rd, Woodbury, CT 06798

$675,000

— beds— baths— sq ft

0 Cowles Rd, Woodbury, CT 06798

$399,900

— beds— baths— sq ft

Main St N, Woodbury, CT 06798

$400,000

— beds— baths— sq ft

00-1055 Main St N, Woodbury, CT 06798

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Based on information submitted to the MLS GRID as of Tue Sep 09 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Woodbury, CT

Cities

Zip Codes
Minor Civil Divisions

Woodbury, CT real estate trends

$628K

Sale price

+42.6%
since last year

$226

Sale $/sq ft

+7.3%
since last year

Under list price

0.1%

Days on market

Down payment

—

Total homes sold

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