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Newest Homes for Sale in Woodbury, CT

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  • /38

    $272,500

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

    23 Lower Commons Unit 23, Woodbury, CT 06798

    RECENTLY REFURBISHED and move-in-ready! Notice the tile entry. The Kitchen has new S.S. appliances. The Kitchen layout is "chef-friendly" w/plenty of cabinet storage. The first floor includes the convenience of laundry and a 1/2 Bath. Hardwood floors in the living room adds to the inviting ambiance. There is a fireplace: it can easily become working with the insert of a Pellet or Wood-burning

    Terry Lee Adams Adams & Adams Real Estate

    23 Lower Commons Unit 23, Woodbury, CT 06798
  • /2

    $1,495,000

    • 5 Beds
    • 4.5 Baths
    • 4,884 Sq Ft

    30 Hollow Rd, Woodbury, CT 06798

    Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

    Lisa Titcomb William Pitt Sotheby's Int'l

    30 Hollow Rd, Woodbury, CT 06798
  • /36

    $470,000

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft

    5 Kimberly Ln, Woodbury, CT 06798

    Welcome to this beautifully maintained 3-bedroom, 3-bath high ranch nestled in the picturesque New England town of Woodbury. This inviting home offers a perfect blend of comfort, functionality, and modern updates. The upper level features gleaming hardwood floors throughout and an updated kitchen that flows seamlessly into an open-concept dining and living area-ideal for both everyday living and

    Heather Crabtree RE/MAX RISE

    5 Kimberly Ln, Woodbury, CT 06798
  • /25

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    14 Heather Ct Unit 14, Woodbury, CT 06798

    Welcome to this beautifully maintained ranch-style condo nestled in the peaceful charm of Woodbury, CT. Officially listed as a 2-bedroom home, this property offers exceptional flexibility with a mostly finished lower level featuring a spacious third bedroom-perfect for guests, a home office, or additional living space. The main level boasts a generously sized living room centered around a cozy

    Christopher Gueniat Northwest CT Realty

    14 Heather Ct Unit 14, Woodbury, CT 06798
  • /34

    $549,000

    • 3 Beds
    • 1.5 Baths
    • 2,292 Sq Ft

    49 Scuppo Rd, Woodbury, CT 06798

    Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land. Offering 2292 square feet of comfortable one-level living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside you'll find a bright and expansive living room with cathedral ceilings,

    Joseph Conforti West View Properties, LLC

    49 Scuppo Rd, Woodbury, CT 06798
  • /39

    $874,900

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

    339 Main St S, Woodbury, CT 06798

    One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

    Agent Photo

    Marian Van Egas

    Berkshire Hathaway NE Prop.

    (475) 405-2250

    339 Main St S, Woodbury, CT 06798
  • /40

    $799,000

    • 4 Beds
    • 3 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
  • /36

    $759,900

    • 3 Beds
    • 3 Baths
    • 2,420 Sq Ft

    220 Upper Grassy Hill Rd, Woodbury, CT 06798

    Recently renovated from the studs up, this single-family ranch on the Woodbury/Roxbury town line offers the rare chance to own a truly like-new home with immediate availability. This three-bedroom home features all-new electrical, HVAC, spray-foam insulation, trim, drywall, hardwood floors, a beautifully updated kitchen, and three brand-new bathrooms. The main level offers a spacious layout with

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 902-5178

    220 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /39

    $1,800,000

    • 2 Beds
    • 3 Baths
    • 2,072 Sq Ft

    76 Cowles Rd, Woodbury, CT 06798

    Rare opportunity to own a spectacular 40-acre equestrian estate designed for exceptional horse care, training, and country living. This property features a 150' x 80' indoor riding arena with excellent lighting and 3 overhead doors, an immaculate 9-stall barn with concrete floors, mats, stall windows, hay racks, hay chute, 3 cross-tie areas, and convenient hay storage with conveyor system.

    Agent Photo

    Pam Famiglietti

    William Raveis Real Estate

    (475) 252-8273

    76 Cowles Rd, Woodbury, CT 06798
  • /24

    $299,000

    • 2 Beds
    • 3 Baths
    • 1,059 Sq Ft

    3 Tamarack Ln Unit 3, Woodbury, CT 06798

    Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

    Stephen Mele Houlihan Lawrence

    3 Tamarack Ln Unit 3, Woodbury, CT 06798
  • /34

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    6 Weekeepeemee Rd, Woodbury, CT 06798

    Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

    Dawn Hough Coldwell Banker Realty

    6 Weekeepeemee Rd, Woodbury, CT 06798
  • /40

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft

    557 Upper Grassy Hill Rd, Woodbury, CT 06798

    Welcome to Upper Grassy Hill Living!

    Susan Corleto William Pitt Sotheby's Int'l

    557 Upper Grassy Hill Rd, Woodbury, CT 06798
  • /15

    $499,999

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft

    110 Brushy Hill Rd, Woodbury, CT 06798

    Experience the charm of this classic Cape Cod style property, featuring 3 bedrooms and 2 cozy fireplaces that invite warm gatherings on 1 acre of land perfect for outdoor enjoyment. This country eclectic home blends timeless architecture with modern comfort, offering a serene retreat that captures the essence of country living. Whether you're relaxing by the fire or exploring the great outdoors,

    Jacqueline Voegeli Manzi Real Estate

    110 Brushy Hill Rd, Woodbury, CT 06798
  • /25

    $309,990

    • 2 Beds
    • 2.5 Baths
    • 1,316 Sq Ft

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798

    Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

    Henrik K Kjaer Keller Williams Realty

    54 Clubhouse Dr Unit 54, Woodbury, CT 06798
  • /40

    $350,000

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

    24 Woods Way Unit 122A, Woodbury, CT 06798

    An updated condo w/modern overtones for you! Comfort and updated style greet you in this spacious, airy, end unit! 3 Spacious Bedrooms and 2.5 oversized bathrooms for your living enjoyment. The Condo has been tastefully renovated and professionally cleaned for your move-in-day! The Homestead floor plan provides a Galley Kitchen with a "great-room application". This is a lovely space to utilize as

    Terry Lee Adams Adams & Adams Real Estate

    24 Woods Way Unit 122A, Woodbury, CT 06798
  • /40

    $377,750

    • 3 Beds
    • 2.5 Baths
    • 2,069 Sq Ft

    2 South Meadows Unit 2, Woodbury, CT 06798

    Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is

    Terry Lee Adams Adams & Adams Real Estate

    2 South Meadows Unit 2, Woodbury, CT 06798
  • /40

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    58 Good Hill Rd, Woodbury, CT 06798

    Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. This stately circa 1845 home blends historic character with comfortable living. Set along scenic Good Hill Road and surrounded by lush, established gardens, featuring a black bottom gunite pool, private terrace, welcoming

    Christina Zainc BHGRE Gaetano Marra Homes

    58 Good Hill Rd, Woodbury, CT 06798
  • /22

    $224,900

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

    47 Woods Way Unit 47, Woodbury, CT 06798

    This Country House model, end unit in Woodbury's Woodlake community offers two spacious bedrooms, with their own full baths, a detached one car garage and open floor plan on the main level. The Woodlake community provides non-motorized boating on the lake, hiking trails, basketball, tennis courts, and a playground area to name a few. The full unfinished basement offers more storage space. New

    Katherine Parlato Drakeley Real Estate, Inc.

    47 Woods Way Unit 47, Woodbury, CT 06798
  • /2

    $400,000

    • Land
    • 22,215 Sq Ft
    • $784,314 per Acre

    1545 Main St N, Woodbury, CT 06798

    Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their

    Mario Longobucco Coldwell Banker Commercial NRT

    1545 Main St N, Woodbury, CT 06798
  • /38

    $289,900

    • 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
  • /17

    $160,000

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    229 Bacon Pond Rd Unit 312, Woodbury, CT 06798

    Waiting for your personal touch! This Town In Country lower level unit features a Living Room/Dining Room combo with Fireplace and slider leading to your own private Patio, Fully applianced Kitchen, 2 spacious Bedrooms, and Full Bath. Unit freshly painted with new carpet. Convenient to complex's in-ground pool and laundry. Minutes to Woodbury's town center with its shopping, top restaurants, &

    Ron Nettleton William Raveis Real Estate

    229 Bacon Pond Rd Unit 312, Woodbury, CT 06798
  • /40

    $265,000

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

    9 Highpoint Ct Unit 116E, Woodbury, CT 06798

    New price point! Come take a look at this lovely home! 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 can

    Terry Lee Adams Adams & Adams Real Estate

    9 Highpoint Ct Unit 116E, 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

    $999,900

    • 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
  • /34

    $1,675,000

    • 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
  • /40

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    55 Good Hill Rd, Woodbury, CT 06798

    Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

    Stacey Matthews W. Raveis Lifestyles Realty

    55 Good Hill Rd, Woodbury, CT 06798
  • /17

    $479,900

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

    34 Transylvania Rd, Woodbury, CT 06798

    Price Improvement for this 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

    Betsy Rosa Berkshire Hathaway NE Prop.

    34 Transylvania Rd, Woodbury, CT 06798
  • /25

    $325,000

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

    8 Tamarack Ln Unit 8, Woodbury, CT 06798

    3 bedrooms on 2 levels in this spacious end-unit condo offering 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

    Jennifer Mayo William Raveis Real Estate

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

    $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
  • /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

Frequently Asked Questions

What is the average home price in Woodbury, CT?
Homes for sale in Woodbury, CT have an average home price of $585,586.
How many homes have sold over the last 12 months in Woodbury, CT?
123 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, 06751 and 06762.
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 6.23%, your estimated principal and interest payment would be $2,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $105K 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
$499,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$175,000
Median 1 Bedroom Sale Price
$124,250
Average Price Per Sq Ft
$280
Number of Homes for Sale
29
Last 12 months Home Sales
123
Months of Supply
2.80
Median List Price
$499,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
6%
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