11

Woodbury, CT Homes for Sale under $900,000

Section Image Section Image
  • /39

    $849,500

    $25K PRICE DROP
    • 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.

    339 Main St S, Woodbury, CT 06798
  • /26

    $649,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,972 Sq Ft

    348 Hoop Pole Hill Rd, Woodbury, CT 06798

    Exceptional opportunity to renovate and create your dream country estate on 12.69 private acres in the heart of Woodbury. Privately sited along a quiet country road with seasonal long views, this 2,972 sq. ft. contemporary offers an outstanding combination of acreage, privacy, and potential rarely found at this price point. Designed for comfortable living, the home features a dramatic sunken

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    348 Hoop Pole Hill Rd, Woodbury, CT 06798
  • /21

    $600,000

    • 9 Beds
    • 8 Baths
    • 4,492 Sq Ft

    137 & 141 Main St S, Woodbury, CT 06798

    Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while

    Taylor O'Keefe Drakeley Real Estate, Inc.

    137 & 141 Main St S, Woodbury, CT 06798
  • /35

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    253 Bacon Pond Rd, Woodbury, CT 06798

    Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

    Christian Jensen William Pitt Sotheby's Int'l

    253 Bacon Pond Rd, Woodbury, CT 06798
  • /39

    $865,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 4,819 Sq Ft

    1917 Main St N, Woodbury, CT 06798

    Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45'

    Amy Lapierre Coldwell Banker Realty

    1917 Main St N, Woodbury, CT 06798
  • /40

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 3,223 Sq Ft

    62 Heritage Dr, Woodbury, CT 06798

    Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating

    Jonathan Pinto Pinto Real Estate Group LLC

    62 Heritage Dr, Woodbury, CT 06798
  • /28

    $765,000

    New Construction $20K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    86 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5

    Scott Volpe Coldwell Banker Realty

    86 Quail Run Rd, Woodbury, CT 06798
  • /20

    $775,000

    • 4 Beds
    • 3.5 Baths
    • 2,708 Sq Ft

    28 School St, Woodbury, CT 06798

    The Orton-Martin Homestead. One of Woodbury's oldest homes has been updated for today's lifestyle. History surrounds you with wide board flooring, library built-ins, two fireplaces and 1850 barn. This four -bedroom home offers spacious rooms, three finished levels and hidden delights. Enjoy picnics under the mature trees on your own fenced-in level yard. Sidewalks take you everywhere on Main St

    Sindy Butkus Klemm Real Estate Inc

    28 School St, Woodbury, CT 06798
  • /33

    $849,000

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

    92 Minortown Rd, Woodbury, CT 06798

    Live Stress-Free in This Income-Producing Equestrian Retreat! Enjoy the best of country living while generating income from your property. Rental revenue from a separate 1 BR apartment and 4 of the 10 horse stalls offers a rare opportunity to offset ownership costs! Situated on 5.76 level acres of open pasture and riding space, this equestrian property is ideal for horse enthusiasts, trainers, or

    Jill Sloane Brown Harris Stevens

    92 Minortown Rd, Woodbury, CT 06798
  • /11

    $895,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    96 Quail Run Rd, Woodbury, CT 06798

    QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! 2 homes IN CONTRACT, 1 home available for FALL DELIVERY and this new build to start

    Scott Volpe Coldwell Banker Realty

    96 Quail Run Rd, Woodbury, CT 06798
  • /33

    $699,000

    $51K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,838 Sq Ft

    31 Mountain Rd, Woodbury, CT 06798

    Charming and full of character, this beautifully maintained three-bedroom Cape offers the perfect blend of comfort, warmth, and convenience in the heart of Woodbury. Set on a picturesque property with mature perennial gardens and a fenced-in yard, the home feels peaceful and private while being just a two-minute walk from downtown shops, restaurants, the library, schools, community center, and

    Joyce Drakeley Drakeley Real Estate, Inc.

    31 Mountain Rd, Woodbury, CT 06798

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$640,000
Median Townhouse Sale Price
$334,950
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$357,500
Average Price Per Sq Ft
$293
Number of Homes for Sale
31
Last 12 months Home Sales
138
Months of Supply
2.70
Median List Price
$545,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
14%
How to Buy a Home How to Finance a Home How to Sell a Home