Pending Listings in Woodbury, CT

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ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Welcome to Woodlake. Light filled end unit with deck looking out toward woodland views. Two bedrooms and baths on upper level. Spacious lower level with room for media/gym/office. Also included are laundry/ storage/ mechanicals. Convenient to the fabulous shops and restaurants in Woodbury and surrounding towns. BTW, Kitchen and baths have been professional cleaned. Unit needs new flooring on all levels. Investors take notice. Condo will be empty and swept clean prior to closing.

$215,000

2 beds2 baths1,182 sq ft

12 Edgehill Ct #12, Woodbury, CT 06798

$359 HOA • Garage • Built 1980

CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Welcome to this light-filled 2-bedroom, 2.5-bath townhouse-style end unit in the desirable Woodlake community of Woodbury, the antique capital of CT. Sunlight pours into the main level, where the updated kitchen features quartz counters, stainless steel appliances, and excellent cabinet space. The kitchen flows seamlessly into the dining area, making everyday living and entertaining easy and comfortable. The spacious living room offers a cozy fireplace and sliders leading out to a covered deck-perfect for relaxing and enjoying the peaceful setting in any weather. The foyer entry features slate tile flooring, while engineered wood flooring extends throughout both the main and upper levels fo

$294,900

2 beds2.5 baths1,723 sq ft

9 Heather Ct #9, Woodbury, CT 06798

Covered deck • Quartz counters • Updated kitchen

CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple cabinetry. As you ease down the hall, you'll pass a bedroom, a full bath, and an office. The final room is the living room, highlighting the mid-century style element of bringing the outdoors in with floor-to-ceiling windows across the entire back wall. The home's placement at the uppermost portion of

$649,000

6 beds3 baths4,245 sq ft

94 Old Town Farm Rd, Woodbury, CT 06798

All seasons sunroom • Eat in kitchen • Complete apartment

CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Come with a vision! This home is ready for someone to make it their own. Several key updates have already been completed, including a new roof (2018), furnace (2022), hot water heater (2023) and water holding tank (22-23). (The front patio was done in 2021). A convenient half bath has been added to the first floor, and the primary bedroom now features a full ensuite bath with jetted tub. The hallway full bath on the second floor has been remodeled. Most windows have been replaced as well. Hardwood floors run throughout most of the home with the exception of the kitchen and baths. Ideally located close to town, you'll enjoy easy access to the library, schools, shopping, Hollow Park, Woodbury

$439,000

3 beds2.5 baths2,240 sq ft

70 Mountain Rd, Woodbury, CT 06798

Half bath • Hot water heater • Furnace

CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Rarely Available Upper-Level End Unit in Woodbury! Lovingly maintained by the same owner for many years, this bright and inviting 2-bedroom condo offers a desirable upper-level, end-unit location. Vaulted ceilings, laminate flooring throughout, and a striking floor-to-ceiling fireplace create a warm, open feel. Natural light floods the space through oversized windows and a large sliding glass door leading to a private deck. The kitchen features an expansive countertop with bar seating and flows into a dedicated dining area. Both bedrooms are generously sized and offer ample closet space. A full bath includes a spacious vanity and a tub/shower combo. Set just a short walk from the community'

$185,000

2 beds1 bath913 sq ft

229 Bacon Pond Rd Apt 454, Woodbury, CT 06798

$500 HOA • 2 parking spots • Pool

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

$1,998,000

4 beds4.5 baths4,517 sq ft

225 Old Sherman Hill Rd, Woodbury, CT 06798

Property at 437 Middle Road Tpke, Woodbury, CT 06798, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,144 sq ft

437 Middle Road Tpke, Woodbury, CT 06798

Property at 43 Hoop Pole Hill Rd, Woodbury, CT 06798, 2 beds, 1 bath

$390,000

2 beds1 bath1,421 sq ft

43 Hoop Pole Hill Rd, Woodbury, CT 06798

Property at 101 Old Grassy Hill Rd, Woodbury, CT 06798, 4 beds, 4.5 baths

$1,267,500

4 beds4.5 baths4,676 sq ft

101 Old Grassy Hill Rd, Woodbury, CT 06798

Property at 2 Linden Rd, Woodbury, CT 06798, 5 beds, 2 baths

$315,000

5 beds2 baths2,760 sq ft

2 Linden Rd, Woodbury, CT 06798

Property at 2 Judd Hill Rd, Woodbury, CT 06798, 3 beds, 2 baths

$569,000

3 beds2 baths1,470 sq ft

2 Judd Hill Rd, Woodbury, CT 06798

Property at 393 Middle Road Tpke, Woodbury, CT 06798, 4 beds, 3 baths

$849,000

4 beds3 baths3,280 sq ft

393 Middle Road Tpke, Woodbury, CT 06798

Property at 174 Weekeepeemee Rd, Woodbury, CT 06798, 4 beds, 3 baths

$675,000

4 beds3 baths3,064 sq ft

174 Weekeepeemee Rd, Woodbury, CT 06798

Property at 298 Railtree Hill Rd, Woodbury, CT 06798, 3 beds, 2 baths

$409,000

3 beds2 baths1,510 sq ft

298 Railtree Hill Rd, Woodbury, CT 06798

Property at 18 Woodbury Hl #18, Woodbury, CT 06798, 2 beds, 2 baths

$559,900

2 beds2 baths1,796 sq ft

18 Woodbury Hl #18, Woodbury, CT 06798

Property at 523 Main St N, Woodbury, CT 06798, 3 beds, 2 baths

$990,000

3 beds2 baths2,300 sq ft

523 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

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CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Welcome to this charming 3-bedroom, 2-bath home in the heart of Watertown! Perfectly situated close to the center of town, this well-loved property offers comfort, convenience, and incredible potential for its next owner. Step inside to find a bright main level with a traditional layout and hardwood floors waiting beneath the carpet-an easy opportunity to elevate the home's character and style. The spacious living and dining areas flow comfortably, creating a warm setting for everyday living and hosting. Outside, the home truly shines with its large, private backyard-a rare find in this location. Whether you envision gardening, play areas, or summer gatherings, this yard is ready to become

$349,000

3 beds2 baths1,458 sq ft

781 Hamilton Ave, Watertown, CT 06795

0.73 acre lot • 4 parking spots • Built 1959

CONTINGENT

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
Private setting, one level living. Plenty of space, storage, two car garage, open front yard-great space for a garden. Cozy living room, dining area with a fireplace. Work shop, sheds outside. Come make this home your own. NO Disclosures. Estate sale. Out of probate.

$305,000

5 beds2 baths2,036 sq ft

15 Hollow Rd, Watertown, CT 06795

Open front yard • Sheds outside • One level living

PENDING

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second lev

$548,828

3 beds2.5 baths2,462 sq ft

N Benson Rd #55, Middlebury, CT 06762

$284 HOA • 2 garage spots • Built 2026

PENDING

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second lev

$522,128

3 beds2.5 baths1,950 sq ft

N Benson Rd #66, Middlebury, CT 06762

$284 HOA • 2 garage spots • Built 2026

PENDING

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second lev

$533,416

3 beds2.5 baths1,950 sq ft

N Benson Rd #49, Middlebury, CT 06762

$284 HOA • 2 garage spots • Built 2026

PENDING

ABOUT THIS HOME
Pending Listing in Woodbury, CT:
An address that elevates your lifestyle - Aberdeen Estates at Benson Woods is a premier 55+ Adult Community located in the charming town of Middlebury. This under construction neighborhood will be comprised of 32 attached townhomes across 11 buildings offering a two-story design and unique details crafted just for adults over 55. Experience effortless living in beautifully appointed attached townhomes offering 1,950 SF of living space, 3 bedrooms, 2.5 baths, featuring a first floor primary bedroom suite, grand vaulted open living and dining spaces, beautifully designed kitchen and baths, a full basement, 2 car attached garage, backyard patio, natural gas, and option to finish the second lev

$522,128

3 beds2.5 baths1,950 sq ft

N Benson Rd #46, Middlebury, CT 06762

$284 HOA • 2 garage spots • Built 2025

Property at N Benson Rd #44, Middlebury, CT 06762, 3 beds, 2.5 baths

$555,888

3 beds2.5 baths2,252 sq ft

N Benson Rd #44, Middlebury, CT 06762

Property at N Benson Rd #51, Middlebury, CT 06762, 3 beds, 2.5 baths

$523,920

3 beds2.5 baths1,950 sq ft

N Benson Rd #51, Middlebury, CT 06762

Property at N Benson Rd #50, Middlebury, CT 06762, 3 beds, 2.5 baths

$509,900

3 beds2.5 baths1,950 sq ft

N Benson Rd #50, Middlebury, CT 06762

Property at N Benson Rd #57, Middlebury, CT 06762, 3 beds, 2.5 baths

$561,271

3 beds2.5 baths2,206 sq ft

N Benson Rd #57, Middlebury, CT 06762

Property at 23 Caveson Ct #23, Middlebury, CT 06762, 3 beds, 2.5 baths

$565,000

3 beds2.5 baths2,547 sq ft

23 Caveson Ct #23, Middlebury, CT 06762

Property at 277 Painter Hill Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$2,572,500

3 beds2.5 baths2,559 sq ft

277 Painter Hill Rd, Roxbury, CT 06783

Property at 7 Sandy Beach Rd, Middlebury, CT 06762, 6 beds, 4 baths

$4,100,000

6 beds4 baths5,816 sq ft

7 Sandy Beach Rd, Middlebury, CT 06762

Property at N Benson Rd #60, Middlebury, CT 06762, 3 beds, 2.5 baths

$573,584

3 beds2.5 baths2,206 sq ft

N Benson Rd #60, Middlebury, CT 06762

Property at N Benson Rd #48, Middlebury, CT 06762, 3 beds, 2.5 baths

$603,780

3 beds2.5 baths2,706 sq ft

N Benson Rd #48, Middlebury, CT 06762

Property at N Benson Rd #59, Middlebury, CT 06762, 3 beds, 2.5 baths

$568,564

3 beds2.5 baths2,206 sq ft

N Benson Rd #59, Middlebury, CT 06762

Property at N Benson Rd #52, Middlebury, CT 06762, 3 beds, 2.5 baths

$560,753

3 beds2.5 baths2,206 sq ft

N Benson Rd #52, Middlebury, CT 06762

Property at N Benson Rd #45, Middlebury, CT 06762, 3 beds, 2.5 baths

$525,438

3 beds2.5 baths1,950 sq ft

N Benson Rd #45, Middlebury, CT 06762

Property at N Benson Rd #53, Middlebury, CT 06762, 3 beds, 2.5 baths

$519,900

3 beds2.5 baths1,950 sq ft

N Benson Rd #53, Middlebury, CT 06762

Property at N Benson Rd #64, Middlebury, CT 06762, 3 beds, 2.5 baths

$545,400

3 beds2.5 baths2,206 sq ft

N Benson Rd #64, Middlebury, CT 06762

Pending Listings in Woodbury

There are currently 17 pending listings for sale in Woodbury at a median listing price of $590K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Woodbury stay on the market for 77 days. This map is refreshed with the newest listings in Woodbury every 15 minutes.

In the past month, 13 homes have been sold in Woodbury. In addition to houses in Woodbury, there were also 8 condos, 0 townhouses, and 1 multi-family unit for sale in Woodbury last month. Find your dream home in Woodbury using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Woodbury are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Woodbury. If you're looking to sell your home in the Woodbury area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Woodbury with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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