161

Recently Sold Woodbury, CT Homes

Section Image Section Image
  • 74 Washington Rd Unit 4, Woodbury, CT 06798

    $220,000 Sold Sep 17, 2025

    • 960 Sq Ft
    • $229/SF
    • 9 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1969

    74 Washington Rd Unit 4, Woodbury, CT 06798

    This comfortable Townhouse unit is located in a quiet complex located off Route 6 and close to downtown Woodbury. The main level has a half bath and laundry room with washer & dryer. There is a private patio off the kitchen accessible thru sliding glass doors. Upstairs there are 2 good sized bedrooms with ample closet space. the Unit comes with 1 built in air conditioner and 2 window units. There

    Jack Gregory Sette Real Estate LLC

    74 Washington Rd Unit 4, Woodbury, CT 06798
  • 14 Arrowhead Way Unit 6, Woodbury, CT 06798

    $125,000 Sold Sep 16, 2025

    • 546 Sq Ft
    • $229/SF
    • 91 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    14 Arrowhead Way Unit 6, Woodbury, CT 06798

    Excellent 2nd floor unit. One of only 4 units in the complex that has direct interior access to the Laundry facility. Close to parking and mail. This bright unit has been well maintained and is move in ready. Updates to kitchen and bath with stall shower installed. Don't miss out on this great opportunity. Close to town for shopping, restaurants and recreation.

    Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 6, Woodbury, CT 06798
  • 1 Alder Ct Unit 1, Woodbury, CT 06798

    $300,000 Sold Sep 11, 2025

    • 1,365 Sq Ft
    • $220/SF
    • 54 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    1 Alder Ct Unit 1, Woodbury, CT 06798

    Welcome to the Woodlake Community! Experience pride of ownership in this beautifully maintained and thoughtfully updated townhouse, ideally located in the highly desirable Woodlake condominium complex in Woodbury. This bright and spacious home welcomes you with a warm and inviting open-concept living and dining area-perfect for relaxing or entertaining. A rare, approved pellet stove insert adds

    Camilo Ramirez Higgins Group Real Estate

    1 Alder Ct Unit 1, Woodbury, CT 06798
  • 173 Railtree Hill Rd, Woodbury, CT 06798

    $528,000 Sold Sep 09, 2025

    • 3,350 Sq Ft
    • $158/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1990

    173 Railtree Hill Rd, Woodbury, CT 06798

    This well-appointed Colonial offers four spacious bedrooms and is set on a secluded lot for added privacy. The front-to-back living room features built-in shelving and a classic fireplace. A sunlit main-level family room includes a raised-hearth fireplace and expansive windows. The primary suite offers French doors leading to a covered porch overlooking the private backyard-ideal for quiet

    Lawrence Madow Calcagni Real Estate

    173 Railtree Hill Rd, Woodbury, CT 06798
  • 81 Park Rd, Woodbury, CT 06798

    $568,000 Sold Sep 08, 2025

    • 2,144 Sq Ft
    • $265/SF
    • 94 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1965

    81 Park Rd, Woodbury, CT 06798

    Welcome to this beautiful 3-bedroom, 2.5-bath Colonial nestled in a prime location just a short walk to Orenaugh Park, offering over 60 acres of passive recreation. This spacious home features a warm and inviting living room with a charming fireplace and gleaming hardwood floors throughout the main level. The updated kitchen boasts maple cabinets with ample space, and a cozy eating area that

    Matt Rose Keller Williams Realty

    81 Park Rd, Woodbury, CT 06798
  • 126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    $196,000 Sold Sep 05, 2025

    • 1,150 Sq Ft
    • $170/SF
    • 32 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798

    Two bedroom, one bath Heritage Hill condo! In town location, close to all major conveniences!

    Katherine Parlato Drakeley Real Estate, Inc.

    126 Sherman Hill Rd Unit C7, Woodbury, CT 06798
  • 181 Railtree Hill Rd, Woodbury, CT 06798

    $750,000 Sold Sep 05, 2025

    • 3,726 Sq Ft
    • $201/SF
    • 111 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    181 Railtree Hill Rd, Woodbury, CT 06798

    Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a

    Tim Drakeley Drakeley Real Estate, Inc.

    181 Railtree Hill Rd, Woodbury, CT 06798
  • 77 Northgate Rd, Woodbury, CT 06798

    $825,000 Sold Sep 05, 2025

    • 2,519 Sq Ft
    • $328/SF
    • 155 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2016

    77 Northgate Rd, Woodbury, CT 06798

    Nestled in one of Woodbury's most sought-after enclaves, 77 North Gate Rd epitomizes refined living. This meticulously updated 4-bedroom, 2.5-bathroom residence spans approximately 2,519 square feet, offering a harmonious blend of modern sophistication and timeless charm. Constructed in 2016, the home's contemporary design is complemented by high-end finishes and an open-concept layout that

    Jason Arcuri eXp Realty

    77 Northgate Rd, Woodbury, CT 06798
  • 1 Summit Ct Unit 1, Woodbury, CT 06798

    $262,500 Sold Sep 04, 2025

    • 1,182 Sq Ft
    • $222/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    1 Summit Ct Unit 1, Woodbury, CT 06798

    Step into this charming end-unit townhouse in the inviting Woodlake Community. It boasts 2 bedrooms and 2 full bathrooms with an open floor plan tailored to your needs. Enjoy a convenient spot near I-84 for an easy commute and close to local shops and restaurants offering farm-to-table delights. The community welcomes you with scenic walking paths and a serene lake for swimming and kayaking.

    Tim Drakeley Drakeley Real Estate, Inc.

    1 Summit Ct Unit 1, Woodbury, CT 06798
  • 22 Lake Rd, Woodbury, CT 06798

    $439,900 Sold Sep 02, 2025

    • 2,008 Sq Ft
    • $219/SF
    • 46 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1956

    22 Lake Rd, Woodbury, CT 06798

    Welcome to this charming ranch-style home offering one-level living with three bedrooms and 2.5 bathrooms. The main level features hardwood floors throughout, abundant natural light, and a spacious layout perfect for everyday living. Enjoy the comfort of central air and oil hot water baseboard heat. The partially finished lower level includes luxury vinyl flooring, a half bath, and generous

    Matt Rose Keller Williams Realty

    22 Lake Rd, Woodbury, CT 06798
  • 97 Westwood Rd, Woodbury, CT 06798

    $250,000 Sold Aug 29, 2025

    • 1,264 Sq Ft
    • $198/SF
    • 13 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1850

    97 Westwood Rd, Woodbury, CT 06798

    Step back in time and discover the enduring charm of the two bedroom, one bath antique home nestled in the picturesque town of Woodbury. Built in the 1850's this property offers a rare opportunity to own a piece of Litchfield Countie's history- brimming with character, original details and timeless appeal. Being sold in "as is" condition. ***Highest and Best by Friday 7/25 by 6pm***

    Amy Vayan BHGRE Gaetano Marra Homes

    97 Westwood Rd, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 432, Woodbury, CT 06798

    $149,500 Sold Aug 29, 2025

    • 913 Sq Ft
    • $164/SF
    • 20 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 432, Woodbury, CT 06798

    This 2 bedroom unit at desirable Town in Country Condos is waiting for your personal touch. The unit features built in bookcases flanking a cozy fireplace in the living room. With summer on the way you may enjoy the unit's patio which looks onto the park-like grounds or take advantage of the complex's large in-ground pool. Town in Country is just a short ride to all of Woodbury has to offer.

    Richard Johnson White Hat Realty, LLC

    229 Bacon Pond Rd Unit 432, Woodbury, CT 06798
  • 220 Church Hill Rd, Woodbury, CT 06798

    $1,075,000 Sold Aug 29, 2025

    • 4,632 Sq Ft
    • $232/SF
    • 51 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1997

    220 Church Hill Rd, Woodbury, CT 06798

    This 4,632 square-foot home sits on 20.97 acres offering complete privacy and featuring woods, waterfalls, and walking trails. The home, affectionately known as "The Lodge" centers around a stunning fieldstone fireplace that soars through the dramatic cathedral ceiling in the living room, which divides the three main bedrooms (all en suite!). Gleaming hardwood floors and ceilings throughout and

    MaryBeth White William Raveis Real Estate

    220 Church Hill Rd, Woodbury, CT 06798
  • 9 Lower Commons Unit 9, Woodbury, CT 06798

    $290,000 Sold Aug 29, 2025

    • 1,456 Sq Ft
    • $199/SF
    • 98 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    9 Lower Commons Unit 9, Woodbury, CT 06798

    This beautiful end unit condo rests in the Woodlake association of Woodbury. Maintenance free living in a sought-after location features 2 generous bedrooms & 2.5 bathrooms. The 1st floor offers hardwood floors, half bathroom, and an updated eat-in kitchen that opens to both the dining room and family room with inserted fireplace. This, along with an additional heat pump cuts heating bills

    Michelle Lorenzetti Premier Re Group LLC

    9 Lower Commons Unit 9, Woodbury, CT 06798
  • 18 Grey Fox Trail, Woodbury, CT 06798

    $585,000 Sold Aug 27, 2025

    • 1,873 Sq Ft
    • $312/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1974

    18 Grey Fox Trail, Woodbury, CT 06798

    Modern Comfort Meets Rustic Charm, this truly unique Post and Beam "Yankee Barn" contemporary with 3 bedrooms and 2.5 baths that blends modern design with rustic warmth. This stunning home is set on a beautifully landscaped and corner 1.5-acre lot, featuring stone walls, specimen trees and a gated entry that offers both privacy and presence. Inside, the expansive great room sets the tone with

    Joseph Lorino Klemm Real Estate Inc

    18 Grey Fox Trail, Woodbury, CT 06798
  • 29 Lighthouse Rd, Woodbury, CT 06798

    $722,000 Sold Aug 22, 2025

    • 2,202 Sq Ft
    • $328/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    29 Lighthouse Rd, Woodbury, CT 06798

    Highest and Best by Monday July 7th at 5pm. Introducing "The Lighthouse," an architectural treasure from 1960 by Robert P. Keating, set amidst 4+ acres of secluded treescape. This Mid-Century Modern boasts classic features like American Redwood beams, birch built-ins, and walls of glass that dissolve boundaries of indoor-outdoor living. The heart of the home is the open-concept main floor with

    Christian Jensen William Pitt Sotheby's Int'l

    29 Lighthouse Rd, Woodbury, CT 06798
  • 5 Blueberry Ln, Woodbury, CT 06798

    $1,075,000 Sold Aug 21, 2025

    • 3,874 Sq Ft
    • $277/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    5 Blueberry Ln, Woodbury, CT 06798

    3184sqft Colonial set on 1.42 acre cul-de-sac rd. lot with Barn with loft, Main level Master Bedroom Suite, Soaring ceilings in Open Floorplan, and outdoor patio paradise. Absolutely Tranquil setting! This home is setup for Main Level living with additional bedrooms upstairs. Eat-in Kitchen with Soaring Ceilings is open to Family Room and boasts Granite and Quartz countertops, large Island with

    John Donato Jr Showcase Realty, Inc.

    5 Blueberry Ln, Woodbury, CT 06798
  • 133 Hoop Pole Hill Rd, Woodbury, CT 06798

    $760,000 Sold Aug 15, 2025

    • 2,994 Sq Ft
    • $254/SF
    • 43 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    133 Hoop Pole Hill Rd, Woodbury, CT 06798

    A short 2.5 hour drive to New York City! 133 Hoop Pole Hill Rd. offers refined country living in this exceptional 4-bedroom, 3.5-bath home set on a peaceful 3.32-acre wooded lot. Surrounded by nature, this well built home blends timeless charm with modern convenience. Step inside to find a bright and inviting foyer, beautiful hardwood floors throughout, and a layout made for everyday living. The

    William Glanville Glanville Real Estate

    133 Hoop Pole Hill Rd, Woodbury, CT 06798
  • 50 Elephant Rock Rd, Woodbury, CT 06798

    $670,000 Sold Aug 13, 2025

    • 1,248 Sq Ft
    • $537/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    50 Elephant Rock Rd, Woodbury, CT 06798

    Please submit all highest and best offers by 3:30pm today 6/28. Welcome to 50 Elephant Rock Road - a hidden, otherworldly retreat tucked away in one of Litchfield County's most desirable historic towns. Towering rock formations, the setting's namesake, and lush park-like gardens provide an idyllic, "nestled in" feeling of serenity and seclusion the moment you arrive. Stone walls and brick

    WENDY WESTCOTT W. Raveis Lifestyles Realty

    50 Elephant Rock Rd, Woodbury, CT 06798
  • 67 Flanders Rd, Woodbury, CT 06798

    $449,900 Sold Aug 08, 2025

    • 2,764 Sq Ft
    • $163/SF
    • 25 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1972

    67 Flanders Rd, Woodbury, CT 06798

    Recently updated Colonial offering 7 rooms, 4 bedrooms, 2 full bathrooms, and 2 half bathrooms with pond views and frontage. The living room includes a fireplace, and the finished walk-out lower level provides added living space with new luxury vinyl plank flooring. Updates include a repointed chimney, refinished hardwood floors, new roof, two new lower-level patio doors, and two new overhead

    Michael Calabro Coldwell Banker Calabro

    67 Flanders Rd, Woodbury, CT 06798
  • 306 Upper Grassy Hill Rd, Woodbury, CT 06798

    $350,000 Sold Aug 08, 2025

    • 1,936 Sq Ft
    • $181/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    306 Upper Grassy Hill Rd, Woodbury, CT 06798

    Your next project starts here at 306 Upper Grassy Hill. Opportunity knocks in the charming town of Woodbury with this 3-bedroom, 2 full bath home packed with potential and ready for its next chapter. Situated on a generous 1.5-acre lot, this property offers plenty of space, privacy, and the chance to build some serious sweat equity. Inside, you'll find hardwood floors, a spacious sunroom

    Shawna Mucherino Coldwell Banker Realty

    306 Upper Grassy Hill Rd, Woodbury, CT 06798
  • 59 Davids Hill Rd, Woodbury, CT 06798

    $805,000 Sold Aug 07, 2025

    • 2,475 Sq Ft
    • $325/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1979

    59 Davids Hill Rd, Woodbury, CT 06798

    This pristine and much-loved shingle-style residence is located at the end of a quiet cul-de-sac in the charming town of Woodbury, known as the "Antiques Capital of CT." With four bedrooms and two and a half baths, the home is nicely sized and has room for expansion. Current owners have invested over 100k in upgrades and remodeling giving it the feel of a new build. Charming details throughout

    Maria Taylor Klemm Real Estate Inc

    59 Davids Hill Rd, Woodbury, CT 06798
  • 3 Lynns Corner Rd, Woodbury, CT 06798

    $483,000 Sold Aug 06, 2025

    • 2,400 Sq Ft
    • $201/SF
    • 67 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    3 Lynns Corner Rd, Woodbury, CT 06798

    Welcome to this beautifully remodeled colonial, nestled in the charming town of Woodbury, CT! Offering 2,400 square feet of thoughtfully updated living space, this home features large front-facing picture windows that flood the interior with natural light. Sleek vinyl flooring runs throughout, providing a durable, low-maintenance finish that complements the home's modern appeal. Step into the

    Rhya Szymansky Drakeley Real Estate, Inc.

    3 Lynns Corner Rd, Woodbury, CT 06798
  • 101 Railtree Hill Rd, Woodbury, CT 06798

    $740,000 Sold Aug 01, 2025

    • 3,341 Sq Ft
    • $221/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    101 Railtree Hill Rd, Woodbury, CT 06798

    This beautiful, well maintained, light and bright Colonial sits on a lot of just over 2 acres, complete with perennial gardens, stone walls stairs and pathways and bucolic views. Freshly painted inside and out, this home features a stunningly updated kitchen with walk in pantry and stainless steel appliances. The family room boasts vaulted ceilings, lots of space and a fireplace. The Primary

    Ellen Vincent William Raveis Real Estate

    101 Railtree Hill Rd, Woodbury, CT 06798
  • 3 Inwood Ln, Woodbury, CT 06798

    $765,000 Sold Jul 29, 2025

    • 3,330 Sq Ft
    • $230/SF
    • 58 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1986

    3 Inwood Ln, Woodbury, CT 06798

    Set on a quiet cul-de-sac and bordering open space, this beautifully maintained 4BR, 4BTH colonial blends charm w/modern comfort & functionality. Step into the grand foyer flanked by a sunken living room with fireplace and private home office. At the heart of the home is the updated eat-in kitchen, featuring abundant white cabinetry, marble countertops, a butcher block center island, and

    Elizabeth Newnham William Pitt Sotheby's Int'l

    3 Inwood Ln, Woodbury, CT 06798
  • 16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    $128,500 Sold Jul 23, 2025

    • 546 Sq Ft
    • $235/SF
    • 19 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798

    Litchfield County Condo - 1st floor unit, set in park like setting. Enjoy all Woodbury has to offer - outstanding restaurants, antiquing, hiking trails, garden shops and more. Close to several nationally recognized private schools. Easy access to highways for commuters. If complex loses power, there is a propane generator to run water systems to units. Highest & Best by Sunday, 5/18/25, 3 pm

    Karen Rigopulos BHGRE Gaetano Marra Homes

    16 Pilgrim Trail Unit F2, Woodbury, CT 06798
  • 258 Good Hill Rd, Woodbury, CT 06798

    $521,000 Sold Jul 23, 2025

    • 2,715 Sq Ft
    • $192/SF
    • 59 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    258 Good Hill Rd, Woodbury, CT 06798

    Nestled on over four private acres just minutes from downtown Woodbury, this expansive Cape Cod-style home offers a blend of classic charm and exceptional amenities. This four-bedroom residence features a first-floor primary suite, striking beamed ceilings, and three fireplaces, creating an inviting and warm atmosphere. The thoughtfully designed eat-in kitchen opens to an enclosed porch,

    Chip Parrish Keller Williams Realty

    258 Good Hill Rd, Woodbury, CT 06798
  • 2 Edgehill Ct, Woodbury, CT 06798

    $290,000 Sold Jul 22, 2025

    • 1,532 Sq Ft
    • $189/SF
    • 47 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    2 Edgehill Ct, Woodbury, CT 06798

    Recently Remodeled Move-in Ready in this quiet Woodlake community. 2 Bedroom, 2 Bathroom Condo w/ beautiful landscaped grounds in front yard, New luxury vinyl plank flooring on first floor, new interior paint throughout, updated appliances including WiFi equipped Range, new cabinetry hardware and countertops in Kitchen w/ smart led under cabinet lighting , new light fixtures, both bathrooms

    Christina Moulthrop Showcase Realty, Inc.

    2 Edgehill Ct, Woodbury, CT 06798
  • 6 Deer Hill Ct, Woodbury, CT 06798

    $214,000 Sold Jul 18, 2025

    • 1,182 Sq Ft
    • $181/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    6 Deer Hill Ct, Woodbury, CT 06798

    Nestled in with only woods in your back yard and hidden on the back side of a bank of garages, this end unit offers privacy you don't find in many condos. Short walk from garage by a pretty perennial garden. This is the least expensive two-bedroom unit in Woodlake at the moment. Country house style with the exposed natural beams and columns, nook off kitchen (many have closed in for a half bath

    Mary Ann Bennett Drakeley Real Estate, Inc.

    6 Deer Hill Ct, Woodbury, CT 06798
  • 54 Barnhill Rd, Woodbury, CT 06798

    $539,000 Sold Jul 18, 2025

    • 1,675 Sq Ft
    • $322/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    54 Barnhill Rd, Woodbury, CT 06798

    This Extraordinary Custom Design and Engineered One - Level Modern/ Contemporary 3 Bedroom, 2.5 Bath is a Masterpiece of Tranquility. A Prominent Design Feature is the Vaulted Ceilings exposing the Natural Wood Beams and Steel with 9 Skylights Illuminating Bright Natural Light in every room. The Beautiful Open Floor allows for a Stunning Great Room encompassing a new Kitchen with Quartz

    Joseph Racanelli William Raveis Real Estate

    54 Barnhill Rd, Woodbury, CT 06798
  • 39 Painter Hill Rd, Woodbury, CT 06798

    $1,400,000 Sold Jul 17, 2025

    • 2,418 Sq Ft
    • $579/SF
    • 62 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1810

    39 Painter Hill Rd, Woodbury, CT 06798

    Stunning Renovated Antique Home w/ Scenic Views & Luxurious Amenities. 4 beds, 3 full baths w/ exquisite craftsmanship throughout. As you enter the WOW factor takes hold as you look through floor to ceiling windows over a spectacular rushing brook. Inside, find wide plank floors, recessed lighting, skylights, & a wood-burning fireplace which create a warm and inviting ambiance. The high-end

    Stacey Matthews W. Raveis Lifestyles Realty

    39 Painter Hill Rd, Woodbury, CT 06798
  • 14 Arrowhead Way Unit 1, Woodbury, CT 06798

    $130,000 Sold Jul 16, 2025

    • 546 Sq Ft
    • $238/SF
    • 43 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    14 Arrowhead Way Unit 1, Woodbury, CT 06798

    Excellent location in Quassuk Heights. This 1st floor, light and bright end unit is one of only 4 in the entire complex with direct interior access to the Laundry facility. A well maintained unit that is move in ready. Updates to kitchen and bath with stall shower. Close proximity to parking and mail. Updated A/C. Walk to town for shopping, restaurants and parks. Don't miss out on this great

    Jeff Boucher Drakeley Real Estate, Inc.

    14 Arrowhead Way Unit 1, Woodbury, CT 06798
  • 8 Highpoint Ct, Woodbury, CT 06798

    $302,500 Sold Jul 09, 2025

    • 1,456 Sq Ft
    • $208/SF
    • 33 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    8 Highpoint Ct, Woodbury, CT 06798

    This extensively renovated (2022) Cornerhouse model condominium offers immediate occupancy and a desirable private setting with a level approach. The updated open-concept floor plan features a redesigned kitchen that seamlessly integrates with the family room, providing an ideal layout for both daily living and entertaining. The kitchen is appointed with quartz countertops, stainless steel

    Tom Greto William Raveis Real Estate

    8 Highpoint Ct, Woodbury, CT 06798
  • 259 Old Town Farm Rd, Woodbury, CT 06798

    $545,000 Sold Jul 07, 2025

    • 3,149 Sq Ft
    • $173/SF
    • 30 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1977

    259 Old Town Farm Rd, Woodbury, CT 06798

    Enjoy small town living in Woodbury, CT! Come home to this 3 Bedroom, 3 Bath Cape which features an open floor plan with Hardwood Floors throughout (less Kitchen). This well maintained home offers: a spacious Living Room with hardwood floors & ceiling fan, a fully applianced (Sub-Zero, Miele) granite Kitchen with "Bird Watching" Bay Window, built-ins and slider to the back Deck, a Dining Room

    Ron Nettleton William Raveis Real Estate

    259 Old Town Farm Rd, Woodbury, CT 06798
  • 16 Fairgrounds Rd, Woodbury, CT 06798

    $700,000 Sold Jul 02, 2025

    • 2,614 Sq Ft
    • $268/SF
    • 47 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    16 Fairgrounds Rd, Woodbury, CT 06798

    Nestled in a sought-after neighborhood, this charming Colonial home welcomes you w/ its classic wrap-around porch, mature plantings, & timeless curb appeal. Inside, you'll find a formal living room w/wood-burning fireplace, formal dining room, powder room & laundry area, & bright kitchen w/ granite countertops, stainless steel appliances, breakfast bar w/ backyard views, & cozy dining nook.

    Taylor O'Keefe Drakeley Real Estate, Inc.

    16 Fairgrounds Rd, Woodbury, CT 06798
  • 59 Arrowhead Way, Woodbury, CT 06798

    $385,000 Sold Jul 02, 2025

    • 1,693 Sq Ft
    • $227/SF
    • 26 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1964

    59 Arrowhead Way, Woodbury, CT 06798

    Discover the potential in this generously sized split level 5-bedroom, 2-full-bath home nestled in charming Woodbury, CT. Situated on just over an acre, this property offers ample space inside and out, perfect for growing families and those who love to entertain. While the home is in need of updating, it offers a lifetime roof under warranty on both the home and pool house. A major investment

    Shawna Mucherino Coldwell Banker Realty

    59 Arrowhead Way, Woodbury, CT 06798
  • 229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

    $165,000 Sold Jul 01, 2025

    • 913 Sq Ft
    • $181/SF
    • 18 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798

    Welcome to 229 Bacon Pond Road, Unit 144, a spacious 2-bedroom, 1-bath condo nestled in the highly desirable Woodberry neighborhood. This unit offers great potential for buyers eager to add their personal touch and create a truly special home. Though it may benefit from some updating, it provides a solid foundation with a comfortable layout and ample natural light. The open living space is

    Reza Abbassi New Door Realty

    229 Bacon Pond Rd Unit 144, Woodbury, CT 06798
  • 7 Orenaug Ave, Woodbury, CT 06798

    $515,000 Sold Jun 30, 2025

    • 1,918 Sq Ft
    • $269/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1820

    7 Orenaug Ave, Woodbury, CT 06798

    New to market.....Lovely, classic antique colonial just off Main Street in center of town Woodbury. Home has been updated, expanded and well maintained over the years. Spacious family room off kitchen and primary bedroom/bath reflect today's lifestyle. Beautiful and private backyard. Easy walk to everything Woodbury offers.

    Lisa Titcomb William Pitt Sotheby's Int'l

    7 Orenaug Ave, Woodbury, CT 06798
  • 332 Good Hill Rd, Woodbury, CT 06798

    $897,000 Sold Jun 27, 2025

    • 2,894 Sq Ft
    • $310/SF
    • 27 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2015

    332 Good Hill Rd, Woodbury, CT 06798

    Stunning reproduction of a mid-1700s New England Center-Chimney Cape, masterfully built in 2015 and set on 3.3+/- acres. This 3-bed, 3-bath home blends timeless craftsmanship-12-over-12 windows, wide plank circle-sawn floors, custom trim and paneling-with modern luxuries including smart home tech, soapstone counters, and a showpiece kitchen hearth. Enjoy nearly 2,900 sq ft of living space,

    Rebecca Doh W. Raveis Lifestyles Realty

    332 Good Hill Rd, Woodbury, CT 06798
  • 98 Old Town Farm Rd, Woodbury, CT 06798

    $499,000 Sold Jun 16, 2025

    • 1,648 Sq Ft
    • $303/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    98 Old Town Farm Rd, Woodbury, CT 06798

    Discover this inviting ranch style, one level living home featuring three bedrooms and two and a half baths, beautifully situated on a scenic lot. A separate front entrance leads into a convenient mudroom that also serves as the laundry area and access to the garage.The spacious living and dining room boasts a charming brick fireplace with a wood stove, perfect for cozy gatherings. The remodeled

    Jeff Boucher Drakeley Real Estate, Inc.

    98 Old Town Farm Rd, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 5

Connecticut Litchfield County Woodbury

Recently Sold Real Estate & Homes in Woodbury, CT

Frequently Asked Questions

What is the average home price in Woodbury, CT?
Homes for sale in Woodbury, CT have an average home price of $578,781.
What is the average time to sell a house in Woodbury, CT?
The houses for sale in Woodbury, CT spend an average of 72 days on the market.
What is the number of active homes for sale in Woodbury, CT?
There are 34 active homes for sale in Woodbury, CT.
How many homes have sold over the last 12 months in Woodbury, CT?
145 homes have sold in Woodbury, CT over the last 12 months.

Home Trends in Woodbury, CT

On average, homes in Woodbury, CT sell after 72 days on the market compared to the national average of 52 days. The median sale price for homes in Woodbury, CT over the last 12 months is $442,500, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$442,500
Median Single Family Sale Price
$628,750
Median Townhouse Sale Price
$362,000
Median 2 Bedroom Sale Price
$190,000
Median 1 Bedroom Sale Price
$112,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
34
Last 12 months Home Sales
145
Months of Supply
2.80
Median List Price
$495,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group