4,994

Homes in ZIP Code 06798

Section Image
  • 32 Plumb Brook Rd, Woodbury, CT 06798
    32 Plumb Brook Rd, Woodbury, CT 06798
    32 Plumb Brook Rd, Woodbury, CT 06798
    /39

    $645,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    32 Plumb Brook Rd, Woodbury, CT 06798

    Falling water...Step away from the day and step on the property and take a deep breath. Instantly feel the weight of the worlds worries fade away. Commune with nature in this sanctuary property. From the front entry views direct to the back lush greenery, beautiful rock outcroppings and every window in between you can feel natures touch. Magnificent gardens and respite areas to sit and reflect

    Mary Ann Bennett Drakeley Real Estate, Inc.

    32 Plumb Brook 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
  • 8 Tamarack Ln Unit 8, Woodbury, CT 06798
    8 Tamarack Ln Unit 8, Woodbury, CT 06798
    8 Tamarack Ln Unit 8, Woodbury, CT 06798
    /31

    $378,000 Open Sat 12PM - 2PM

    • 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. Inside, the updated kitchen shines, complemented by gleaming hardwood floors upstairs and newer laminate flooring on the lower level. The end-unit location provides a serene view of the trees, giving the home a tranquil backdrop. Enjoy the outdoors from your l deck ( with a new rollout

    Jennifer Mayo William Raveis Real Estate

    8 Tamarack Ln Unit 8, 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
  • 437 Middle Road Turnpike, Woodbury, CT 06798
    437 Middle Road Turnpike, Woodbury, CT 06798
    437 Middle Road Turnpike, Woodbury, CT 06798
    /9

    $375,000 Open Sat 11AM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    437 Middle Road Turnpike, Woodbury, CT 06798

    Welcome to this well-positioned hidden gem, perfectly situated in one of the area's most desirable neighborhoods. This 3 bedroom 1 1/2 bath home features hardwood floors throughout, and one-floor living. Boasting a strategic location close to top-rated schools, shopping centers, fine dining options, and recreational facilities, this home offers unbeatable convenience and high demand from future

    Karen Dibble-flaherty Keller Williams Realty

    437 Middle Road Turnpike, 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
  • 49 Scuppo Rd, Woodbury, CT 06798
    49 Scuppo Rd, Woodbury, CT 06798
    49 Scuppo Rd, Woodbury, CT 06798
    /33

    $549,000 Open Sun 12PM - 3PM

    • 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, backing onto a tranquil nature preserve in the heart of Woodbury. Offering 2292 square feet of comfortable 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

    Joseph Conforti BHGRE Gaetano Marra Homes

    49 Scuppo 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
  • 5 Old Grassy Hill Rd, Woodbury, CT 06798
    5 Old Grassy Hill Rd, Woodbury, CT 06798
    5 Old Grassy Hill Rd, Woodbury, CT 06798
    /40

    $600,000

    • 6 Beds
    • 3 Baths
    • 4,487 Sq Ft

    5 Old Grassy Hill Rd, Woodbury, CT 06798

    Welcome to a rare find in scenic Woodbury, CT! A spacious and adaptable 6-bedroom, 3 full bathroom home perfectly suited for multigenerational living. Nestled on over 2 private, park-like acres with a peaceful pond, this property offers a unique combination of comfort, functionality, and natural beauty. Thoughtfully designed for flexible living, the home features separate living quarters,

    Shawna Mucherino Coldwell Banker Realty

    5 Old Grassy Hill Rd, 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
  • 12 Spring St, Woodbury, CT 06798
    12 Spring St, Woodbury, CT 06798
    12 Spring St, Woodbury, CT 06798
    /31

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    12 Spring St, Woodbury, CT 06798

    Step into this well-cared-for 3 bedroom, 2 bath Victorian offering just over 2,000 sq. ft. of comfortable living space. Filled with natural light and character, this home blends historic charm with thoughtful updates, including a mix of original and newer engineered hardwood floors, and two generously sized, updated baths. Original architectural details add warmth and personality, while newer

    Rhya Szymansky Drakeley Real Estate, Inc.

    12 Spring St, 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
  • 0 Main St N Unit 24119173, Woodbury, CT 06798
    0 Main St N Unit 24119173, Woodbury, CT 06798
    0 Main St N Unit 24119173, Woodbury, CT 06798
    /4

    $65,000

    • Land
    • 3.6 Acres
    • $18,056 per Acre

    0 Main St N Unit 24119173, Woodbury, CT 06798

    Unknown access at this time for an interior lot on Woodbury / Watertown Town Line. No current access. Possible building lot. Some information has been located from Town offices. Watertown / Woodbury town line runs in from of the East side of this property. An old "wood road" is indicated on neighboring property deeds. Buyer and Agent to do due diligence. Information already obtained available in

    Jeff Boucher Drakeley Real Estate, Inc.

    0 Main St N Unit 24119173, 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
  • 509 Main St N, Woodbury, CT 06798
    509 Main St N, Woodbury, CT 06798
    509 Main St N, Woodbury, CT 06798
    /40

    $1,850,000

    • 6 Beds
    • 8 Baths
    • 6,357 Sq Ft

    509 Main St N, Woodbury, CT 06798

    Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6,300+ square feet of refined living space that seamlessly blends country sophistication modern luxuries. Crafted w/warmth & character throughout, the home boasts wide board hardwood floors, coffered ceilings, French doors, exposed beams, & built-ins. With 13 thoughtfully designed rooms, the home features 6

    April Furey Keller Williams Realty Prtnrs.

    509 Main St N, 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
  • 158 Hazel Plain Rd, Woodbury, CT 06798
    158 Hazel Plain Rd, Woodbury, CT 06798
    158 Hazel Plain Rd, Woodbury, CT 06798
    /30

    $424,950

    • 4 Beds
    • 2.5 Baths
    • 2,085 Sq Ft

    158 Hazel Plain Rd, Woodbury, CT 06798

    Simply an amazing opportunity awaits. This custom styled Cape Cod home, majestically sitting high on a hill above the town of Woodbury. Welcome to 158 Hazel Plain Road. Allow your imagination to run wild as you stroll through this wonderful property. The adjectives are endless, huge rooms, hardwood flooring, 1st floor master suite. View the kitchen/family room combination with French doors to a

    Michael Ferris eXp Realty

    158 Hazel Plain Rd, 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
  • 101 Plumb Brook Rd, Woodbury, CT 06798
    101 Plumb Brook Rd, Woodbury, CT 06798
    101 Plumb Brook Rd, Woodbury, CT 06798
    /33

    $595,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    101 Plumb Brook Rd, Woodbury, CT 06798

    The epitome of where Contemporary Design, open spaces, light and efficiency meet the true warmth and pride of local master craftsman. If 9 secluded acres is not peace and privacy enough, your abutting neighbor is 128 acres of protected land owned by Flanders Nature Center. Live amongst the trees and fabulous backdrop of rock outcroppings. Some selective clearing could bring back distant mountain

    Mary Ann Bennett Drakeley Real Estate, Inc.

    101 Plumb Brook 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
  • 90 Rowley Rd, Woodbury, CT 06798
    90 Rowley Rd, Woodbury, CT 06798
    90 Rowley Rd, Woodbury, CT 06798
    /40

    $396,000

    • 4 Beds
    • 4 Baths
    • 2,695 Sq Ft

    90 Rowley Rd, Woodbury, CT 06798

    Positioned on a scenic lot, this versatile property offers multiple avenues for value-add improvements and long-term growth. The main single-family residence includes a legal in-law apartment with a walk-out basement-ideal for multi-generational living or flexible use. Two additional outbuildings-a two-story studio and a workshop-provide excellent potential for repurposing as creative spaces,

    Mikaila Riedel eXp Realty

    90 Rowley 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
  • 54 Mountain Rd, Woodbury, CT 06798
    54 Mountain Rd, Woodbury, CT 06798
    54 Mountain Rd, Woodbury, CT 06798
    /19

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    54 Mountain Rd, Woodbury, CT 06798

    Much of the interior of this home is complete. There is still work to be done on the exterior of the home Everything in the interior was gutted and completely remodeled so everything is new. One bed downstairs and a large loft upstairs which could be a second bedroom or office. Basement is now partially finished and can easily be extra living space. Outside of the home is a work in progress.

    Gayle Forster Century 21 AllPoints Realty

    54 Mountain Rd, 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
  • 105 Minortown Rd, Woodbury, CT 06798
    105 Minortown Rd, Woodbury, CT 06798
    105 Minortown Rd, Woodbury, CT 06798
    /35

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft

    105 Minortown Rd, Woodbury, CT 06798

    NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the

    Sindy Butkus Klemm Real Estate Inc

    105 Minortown Rd, 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
  • 130 Grassy Hill Rd, Woodbury, CT 06798
    130 Grassy Hill Rd, Woodbury, CT 06798
    130 Grassy Hill Rd, Woodbury, CT 06798
    /40

    $624,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    130 Grassy Hill Rd, Woodbury, CT 06798

    Majestically perched on 2+ private acres, this beautifully maintained three-bedroom Colonial offers seasonal panoramic views of rolling hills and treetops, providing a picturesque year-round backdrop while being close to town. Thoughtfully updated with modern finishes, this home blends comfort and style with ease. Step into the inviting Great Room, where soaring ceilings with exposed beams,

    Wendy Brazauskas Coldwell Banker Realty

    130 Grassy Hill Rd, Woodbury, CT 06798

Showing Results 81 - 120, Page 3 of 18

Connecticut Litchfield County Woodbury 06798

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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