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Newest Homes for Sale in Woodbury, CT

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  • /38

    $289,900 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    9 Upper Commons Unit 9, Woodbury, CT 06798

    Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private

    Athan Zeno William Raveis Real Estate

    9 Upper Commons Unit 9, Woodbury, CT 06798
  • /39

    $849,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    99 Plumb Brook Rd, Woodbury, CT 06798

    Tucked away in a private and peaceful setting, this beautifully appointed Colonial offers an exceptional blend of comfort, style and functionality. Hardwood floors and custom millwork are showcased throughout, creating a warm and refined atmosphere. A dramatic two-story foyer welcomes you and is flanked by a first-floor office with transom-topped French doors for privacy. Opposite, a double

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 871-0905

    99 Plumb Brook Rd, Woodbury, CT 06798
  • /40

    $675,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft

    43 Mill Rd, Woodbury, CT 06798

    Experience the ease of single-level living in this lovingly maintained residence. Nestled on a private lot bordering acres of open space, this home is a study in thoughtful design and architectural detail. The interior is defined by a sense of scale and light, featuring hardwood floors, elegant tray ceilings, and custom crown moldings. At the heart of the home, the spacious living room is

    Christian Jensen William Pitt Sotheby's Int'l

    43 Mill Rd, Woodbury, CT 06798
  • /33

    $340,000

    • 3 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    13 Lower Commons Unit 13, Woodbury, CT 06798

    Higher standards? Meet 13 Lower Commons. This spacious, move-in-ready 3-bedroom end unit in Woodlake requires nothing but you! Entering into the foyer, you're greeted by gleaming hardwood floors flowing through most of the main level. A large living room is centered by a fireplace and flanked by a versatile space, perfect for a home office setup. Sliders lead out to a patio overlooking a serene

    Chelsea Curran Real Broker CT, LLC

    13 Lower Commons Unit 13, Woodbury, CT 06798
  • /20

    $259,000

    • 2 Beds
    • 2.5 Baths
    • 1,983 Sq Ft

    14 Tamarack Ln, Woodbury, CT 06798

    Opportunity awaits in this end unit tucked away in the Woodlake Complex. While in need of some work & new paint colors, there are some nice improvements already in place such as newer windows, wood & tile flooring, & kitchen cabinets. This unit has both a deck & patio overlooking the treed rear yard. Both are accessible from rear sliders. The lower level is finished & has a half bath within the

    Gina Jacobs Gina Jacobs Real Estate

    14 Tamarack Ln, Woodbury, CT 06798
  • /38

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    9 Highpoint Ct Unit 116E, Woodbury, CT 06798

    Owner occupied and thoughtfully maintained since August of 2000. A perfect 1st or 2nd. home. Included: one car garage, plus one assigned parking space, a deck and patio for grilling. Notice the wooded privacy in the back. Inside a convenient kitchen, a breakfast nook (Or computer area etc.) There is a large living/dining room combo. The Fireplace is sealed shut for safety. However, w/permits, you

    Terry Lee Adams Adams & Adams Real Estate

    9 Highpoint Ct Unit 116E, Woodbury, CT 06798
  • /40

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 2,102 Sq Ft

    14 Meadow Crest Dr, Woodbury, CT 06798

    Opportunity knocks! Your chance to reside in an exclusive cul-de-sac area of north Woodbury! Homes on this street rarely come on the market. Situated on almost 4.5 acres and within a short drive of Woodbury and Watertown centers, including prestigious, private Taft School, this three bedroom, 1.5 bath colonial awaits its new owners! Exterior features include a chicken coop, above ground pool,

    Katherine Parlato Drakeley Real Estate, Inc.

    14 Meadow Crest Dr, Woodbury, CT 06798
  • /9

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,089 Sq Ft

    54 Mountain Rd, Woodbury, CT 06798

    Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A

    Genesis Hernandez BHGRE Shore & Country

    54 Mountain Rd, Woodbury, CT 06798
  • /26

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft

    27 Middle Quarter Rd, Woodbury, CT 06798

    Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 457-8490

    27 Middle Quarter Rd, Woodbury, CT 06798
  • /27

    $209,999 Open Sat 9AM - 12PM

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft

    126 Sherman Hill Rd Unit B12, Woodbury, CT 06798

    This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA Includes

    Tiffany Clark RE/MAX Right Choice

    126 Sherman Hill Rd Unit B12, Woodbury, CT 06798
  • /27

    $265,000

    • 2 Beds
    • 2.5 Baths
    • 1,182 Sq Ft

    5 Upper Commons, Woodbury, CT 06798

    Welcome to 5 Upper Commons, a well-maintained 2-bedroom farmhouse-style townhouse set in a quiet, wooded community with walking trails. This home offers three finished levels and a comfortable, functional layout. The main level features an open living and dining area and a practical kitchen with good cabinet space. Central air provides year-round comfort. Upstairs, both bedrooms include walk-in

    Rafael Monegro Coldwell Banker Realty

    5 Upper Commons, Woodbury, CT 06798
  • /25

    $279,990

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    4 Fox Run Unit 4, Woodbury, CT 06798

    Welcome to this beautifully refreshed townhome in the highly desirable Woodlake Condominium Complex in Woodbury. Freshly painted throughout and filled with natural light, the main level features hardwood floors, a spacious living and dining area with a cozy fireplace, and a sliding door that opens to a private deck overlooking peaceful wooded surroundings. The updated kitchen includes granite

    Henrik K Kjaer Keller Williams Realty

    4 Fox Run Unit 4, Woodbury, CT 06798
  • /19

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    360 Old Sherman Hill Rd, Woodbury, CT 06798

    Come view this charming 3 bedroom, 2 full bath, single family home in beautiful Woodbury! Enjoy an above ground pool with a deck wrapped around it-perfect for relaxing year round while taking in the sweeping natural views out back. A spacious 2 car detached garage sits in the middle of a large private semi-circular driveway, offering plenty of parking and storage. Upon entering the front of the

    Levi Judqin Brass Moon Realty

    360 Old Sherman Hill Rd, Woodbury, CT 06798
  • /36

    $1,925,000

    • 3 Beds
    • 3 Baths
    • 2,992 Sq Ft

    819 Main St N, Woodbury, CT 06798

    Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

    Sindy Butkus Klemm Real Estate Inc

    819 Main St N, Woodbury, CT 06798
  • /36

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,033 Sq Ft

    20 Cowles Rd, Bethlehem, CT 06751

    This beautiful meticulous cape built in 2001 looks brand new with 5 bedrooms-the master is on the first floor with master bath-and 4 bedrooms on the second floor. All the rooms have hardwood floors and the large eat-in kitchen was just remodeled. Enjoy the oversized front porch securely hidden from the road as well as the back deck overlooking the large, level grounds with plenty of privacy. This

    Joyce Drakeley Drakeley Real Estate, Inc.

    20 Cowles Rd, Bethlehem, CT 06751
  • /17

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    34 Transylvania Rd, Woodbury, CT 06798

    Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower

    Betsy Rosa Berkshire Hathaway NE Prop.

    34 Transylvania Rd, Woodbury, CT 06798
  • /40

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    92 Minortown Rd, Woodbury, CT 06798

    Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

    Heather Crabtree RE/MAX RISE

    92 Minortown Rd, Woodbury, CT 06798
  • /32

    $559,900

    • 4 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    31 McVeigh Rd, Woodbury, CT 06798

    Welcome home to 31 McVeigh Rd! Privately set on 1.70 acres in the Quassapaug neighborhood, this home blends comfort, efficiency, and convenience. The living room offers a wood-burning fireplace, while a 2019 high-efficiency wood stove in the family room adds warmth and helps lower heating costs. The main level features connected yet distinct spaces-living room, family room, dining area, and a

    Jennifer Bundock Coldwell Banker Realty

    31 McVeigh Rd, Woodbury, CT 06798
  • /21

    $355,000

    • 2 Beds
    • 2 Baths
    • 2,118 Sq Ft

    8 Tamarack Ln Unit 8, Woodbury, CT 06798

    Unique opportunity! This spacious end-unit condo offers 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated kitchen

    Jennifer Mayo William Raveis Real Estate

    8 Tamarack Ln Unit 8, Woodbury, CT 06798
  • /39

    $710,000

    • 4 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    74 Middle Quarter Rd, Woodbury, CT 06798

    Welcome to a piece of New England history-an 1835 Farmhouse lovingly updated for today's living while preserving all its timeless charm. Set on 4.7 acres with a sun-kissed field framed by quiet woodlands, this property offers the perfect balance of country serenity and in-town convenience. From here, you can stroll into the heart of Woodbury, known for its storybook charm, delightful restaurants,

    Heather Crabtree RE/MAX RISE

    74 Middle Quarter Rd, Woodbury, CT 06798
  • /40

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,545 Sq Ft

    45 N Gate Rd, Woodbury, CT 06798

    Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

    Jeff Colt Showcase Realty, Inc.

    45 N Gate Rd, Woodbury, CT 06798
  • /40

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    337 Main St S, Woodbury, CT 06798

    A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    (475) 255-3184

    337 Main St S, Woodbury, CT 06798
  • /32

    $314,900

    • 2 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    439 Washington Rd, Woodbury, CT 06798

    Investors and Contractors take notice! This versatile office space located on close to 10 acres of rural Woodbury land is ripe with opportunity. The 1,920 sqft office can potentially be converted into a single family residential ranch overlooking the babbling Sprain Brook below. Across the brook, with road frontage and access off of Hoop Pole Hill Rd, lies the majority of the acreage with a dry,

    Matthew Amatruda Drakeley Real Estate, Inc.

    439 Washington Rd, Woodbury, CT 06798
  • /40

    $1,275,000

    • 3 Beds
    • 5 Baths
    • 4,059 Sq Ft

    373 Transylvania Rd, Woodbury, CT 06798

    This unique allergy free home is made for entertaining. 4000 ft. home with 3 bedroom suites each containing its own full bath. Total of 5 Bathrooms. 3 Fireplaces. Chef's kitchen with granite counters, double ovens, center island, bow window w/bench seat & walk out to solid mahogany wood deck. Formal dining room has tray ceiling. Living room with fireplace and full bar. Bright piano

    Beatriz Conroy William Raveis Real Estate

    373 Transylvania Rd, Woodbury, CT 06798

Frequently Asked Questions

What is the average home price in Woodbury, CT?
Homes for sale in Woodbury, CT have an average home price of $576,109.
How many homes have sold over the last 12 months in Woodbury, CT?
144 homes have sold in Woodbury, CT over the last 12 months.
What are the most popular zip codes in Woodbury, CT?
The most popular zip codes in Woodbury, CT include 06798, 06783, 06795, 06762 and 06751.
How much do you need to make to afford a house in Woodbury?
The median home price in Woodbury is $499,000. If you put a 20% down payment of $99,800 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $2,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $103K a year to afford the median home price in Woodbury. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Woodbury, CT?
Woodbury, CT has highly rated public and private schools. Some of the best schools in Woodbury based on Niche Grades are The Taft School, Westover School and The Woodhall School. Browse all the schools in Woodbury, CT to learn more.

Home Trends in Woodbury, CT

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$660,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$181,250
Median 1 Bedroom Sale Price
$124,250
Average Price Per Sq Ft
$268
Number of Homes for Sale
24
Last 12 months Home Sales
144
Months of Supply
2.00
Median List Price
$499,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
3%
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