Homes in ZIP Code 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
• 

  Est $720,741 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  17 Hillview Ln, Woodbury, CT 06798

  17 Hillview Ln, Woodbury, CT 06798
• 

  

  

  /15

  $499,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,247 Sq Ft

  52 Scuppo Rd, Woodbury, CT 06798

  Welcome to this inviting 4-bedroom, 2 bath split level home offering the perfect blend of comfort and style. Step inside to a bright open floor plan featuring spacious living and dining areas, ideal for both relaxing and entertaining. The cozy fireplace creates a warm focal point while the large windows fill the home with natural light. The kitchen flows seamlessly into the dining and living area

  Rhonda Stokes Drakeley Real Estate, Inc.

  52 Scuppo 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
• 

  Est $489,668 Not Listed For Sale

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

  24 Joshua Hill Rd, Woodbury, CT 06798

  24 Joshua Hill Rd, Woodbury, CT 06798
• 

  

  /7

  $365,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,760 Sq Ft

  2 Linden Rd, Woodbury, CT 06798

  Calling All Investors! Opportunity knocks with this spacious corner lot duplex offering great potential in a sought-after location. One unit features 2 bedrooms, while the other boasts 3 bedrooms - each with a living room, dining room, and kitchen for comfortable living. Both units have the convenience of in-unit laundry, located in a bonus room. The home sits on a level lot, and each has its own

  Danielle Rownin Keller Williams Realty

  2 Linden Rd, 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
• 

  Est $1,248,679 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,956 Sq Ft

  45 Birchwood Ln, Woodbury, CT 06798

  45 Birchwood Ln, Woodbury, CT 06798
• 

  

  /35

  $439,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  70 Mountain Rd, Woodbury, CT 06798

  Come with a vision! This home is ready for someone to make it their own. Several key updates have already been completed, including a new roof (2018), furnace (2022), hot water heater (2023) and water holding tank (22-23). (The front patio was done in 2021). A convenient half bath has been added to the first floor, and the primary bedroom now features a full ensuite bath with jetted tub. The

  Donna J. Matula William Raveis Real Estate

  70 Mountain 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
• 

  Est $194,193 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 443, Woodbury, CT 06798

  229 Bacon Pond Rd Unit 443, Woodbury, CT 06798
• 

  

  /38

  $349,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft

  10 Lake Rd, Woodbury, CT 06798

  Charming two-bedroom ranch in desirable Woodbury with great bones and endless potential. Features a new boiler and water heater, level lot, private well, and septic. Enjoy a spacious back deck perfect for relaxing or entertaining. The detached two-car garage offers a finished area ideal for a home office or workout room. Home is being sold in as-is condition-bring your ideas and make it your own!

  Holly Mullins Coldwell Banker Realty

  10 Lake Rd, 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
• 

  Est $681,341 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,022 Sq Ft

  97 Hard Hill Rd, Woodbury, CT 06798

  97 Hard Hill Rd, Woodbury, CT 06798
• 

  

  /8

  $390,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,421 Sq Ft

  43 Hoop Pole Hill Rd, Woodbury, CT 06798

  Nestled in one of Woodbury's most desirable areas, this nearly 9-acre property offers a rare opportunity for visionaries, developers, or those looking to create their own private retreat. The house and barn are in need of significant renovation - or start fresh and build your dream home surrounded by rolling hills, a meandering stream, mature trees, and the serene charm that defines Litchfield

  Laura Rose RE/MAX RISE

  43 Hoop Pole Hill 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
• 

  Est $359,430 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 914 Sq Ft

  274 Minortown Rd, Woodbury, CT 06798

  274 Minortown Rd, Woodbury, CT 06798
• 

  

  /26

  $185,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  229 Bacon Pond Rd Unit 454, Woodbury, CT 06798

  Rarely Available Upper-Level End Unit in Woodbury! Lovingly maintained by the same owner for many years, this bright and inviting 2-bedroom condo offers a desirable upper-level, end-unit location. Vaulted ceilings, laminate flooring throughout, and a striking floor-to-ceiling fireplace create a warm, open feel. Natural light floods the space through oversized windows and a large sliding glass

  Taylor O'Keefe Drakeley Real Estate, Inc.

  229 Bacon Pond Rd Unit 454, 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
• 

  Est $487,391 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,664 Sq Ft

  99 Flanders Rd, Woodbury, CT 06798

  99 Flanders Rd, Woodbury, CT 06798
• 

  

  /30

  $849,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 3,280 Sq Ft

  393 Middle Road Turnpike, Woodbury, CT 06798

  The Tomlinson House, built in 1783, offers a rare chance to own a piece of Woodbury's history. Set on 5+ acres along Middle Road Turnpike, with an additional .87-acres across the street, this 4-bedroom Colonial combines period charm with enduring potential. Historic character is evident throughout-restored wide-board hardwood floors, original millwork, and four (non-working) fireplaces, including

  Kathryn Bassett William Pitt Sotheby's Int'l

  393 Middle Road Turnpike, 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
• 

  Est $303,085 Not Listed For Sale

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

  49 Clubhouse Dr, Woodbury, CT 06798

  49 Clubhouse Dr, Woodbury, CT 06798
• 

  

  /33

  $595,000 Under Contract

  • 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
• 

  $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
• 

  Est $731,257 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft

  60 Main St S, Woodbury, CT 06798

  60 Main St S, Woodbury, CT 06798
• 

  

  /40

  $396,000 Under Contract

  • 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 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, storage, or

  Mikaila Riedel eXp Realty

  90 Rowley 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
• 

  Est $519,253 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  42 Cedar Grove, Woodbury, CT 06798

  42 Cedar Grove, Woodbury, CT 06798
• 

  

  /13

  $675,000 Under Contract

  • Land
  • 23 Acres
  • $29,348 per Acre

  0 Cowles Rd, Woodbury, CT 06798

  Presenting a rare opportunity to acquire a 23-acre parcel that has been held within a family for generations. This expansive property, fronting on a tranquil county road, offers a serene and private setting for your future endeavors. The property is a picturesque combination of woodlands, offering an idyllic setting for those seeking privacy and connection to nature. With approximately 800 feet

  John Sniffen William Pitt Sotheby's Int'l

  0 Cowles Rd, 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
• 

  Est $299,403 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  19 Woodbury Place, Woodbury, CT 06798

  19 Woodbury Place, Woodbury, CT 06798
• 

  

  /32

  $314,900 Under Contract

  • 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
• 

  $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
• 

  Est $617,770 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  394 Washington Rd, Woodbury, CT 06798

  394 Washington 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
• 

  Est $463,469 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  203 Carmel Hill Rd, Woodbury, CT 06798

  203 Carmel 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
• 

  Est $810,644 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,478 Sq Ft

  165 Grassy Hill Rd, Woodbury, CT 06798

  165 Grassy Hill 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

Showing Results 121 - 160, Page 4 of 18