Homes in ZIP Code 06798

/35
$799,000 Under Contract
- 3 Beds
- 3 Baths
- 2,894 Sq Ft
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

(475) 325-5302

332 Good Hill Rd, Woodbury, CT 06798
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/8
$2,400 per month
- 2 Beds
- 1 Bath
- 1,040 Sq Ft
- House for Rent
256 Main St S, Woodbury, CT 06798

In town, cozy two-bedroom rental that is fully applianced and freshly painted. The apartment includes a large living room with hardwood floors and antique paneling, an eat-in kitchen with wide board hardwood flooring, and a 2nd bedroom with storage. Enjoy the convenience of living in town and walking to the library, shopping, and schools.

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 284-8944

256 Main St S, Woodbury, CT 06798
$184,000 Sold May 28, 2025
- 913 Sq Ft
- $202/SF
- 56 Days On Market
- 2 Beds
- 1 Bath
- Built 1971
229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

Ready for immediate occupancy in Woodbury's Town in Country community is this freshly painted two bedroom, one bath condominium with new laminate floors throughout, a new oven/range, microwave and dishwasher. Sliders in the living room lead to a patio with a sun-lit, open view. A great opportunity to live in one of Connecticut's favorite towns.

Tom Greto William Raveis Real Estate

229 Bacon Pond Rd Unit 132, Woodbury, CT 06798

Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
23 Upper Commons Unit 23, Woodbury, CT 06798

23 Upper Commons Unit 23, Woodbury, CT 06798

/2
$399,900
- Land
- 56 Acres
- $7,104 per Acre
0 Main St N Unit 24072824, Woodbury, CT 06798

56 acres in the heart of Woodbury. The perfect spot for a compound or subdivide and create an open space subdivision or a few large parcels. Potential for terrific views over the Nonnewaug Valley. Located a few minutes from downtown and 5 minutes from Nonnewaug High School. Build your dream house and enjoy the views!

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 255-2991

0 Main St N Unit 24072824, Woodbury, CT 06798
/35

$1,599 - $1,975 per month

Woodbury

Studio-2 Beds

302 Tuttle Rd, Woodbury, CT 06798

Discover our premier apartment community, Woodbury Knoll, in Woodbury, CT, near New Haven. This vibrant community in the Waterbury neighborhood is close to high end restaurants and boutique local stores. All of our apartments are pet-friendly and the perfect home for professionals, students, families, seniors, and everyone in between. Take a closer look at everything we have in store for

302 Tuttle Rd, Woodbury, CT 06798
$280,000 Sold May 28, 2025
- 1,482 Sq Ft
- $189/SF
- 69 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1980
22 Woods Way Unit 22, Woodbury, CT 06798

Beautiful townhouses in the wonderful Woodlake complex. This unit is wonderfully updated and impeccably maintained. The well appointed kitchen is light & bright with corian countertops & stainless appliances. The living room is warm & inviting featuring cozy pellet stove, accent beams and slider to a private deck. Laundry & a lovely half bath on the main floor as well. Upstairs there are two good

Joan Junga CB Country to Coast Realty

22 Woods Way Unit 22, Woodbury, CT 06798

Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,895 Sq Ft
13 Tamarack Ln Unit 13, Woodbury, CT 06798

13 Tamarack Ln Unit 13, Woodbury, CT 06798

/20
$184,900
- 2 Beds
- 1 Bath
- 913 Sq Ft
229 Bacon Pond Rd Unit 322, Woodbury, CT 06798

Prime location for affordable living in Woodbury CT! Charming, updated 2-bedroom, 1-bath condo with an open-concept layout. The dining area features sliding doors to a patio, flooding the space with natural light. The living room boasts built-in bookcases flanking a cozy fireplace. Relax on the patio with views of the community's in-ground pool. The Town and Country complex is just 2 minute ride

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 335-8422

229 Bacon Pond Rd Unit 322, Woodbury, CT 06798
/13
$1,900 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- House for Rent
84 Washington Rd Unit 30, Woodbury, CT 06798

Newly updated two bedroom condo. Large open living room with a ceiling fan. Large kitchen with lots of cabinets and counter space. Both bedrooms have ceiling fans. New flooring in living room and bedrooms. Convenient laundry in unit in bath room. Freshly painted throughout. This two bedroom is a must see. Good credit and income is a must. No pets and no smoking. This is a 2 year lease only.

William Gillen Coldwell Banker Realty

84 Washington Rd Unit 30, Woodbury, CT 06798
$875,000 Sold May 22, 2025
- 3,978 Sq Ft
- $220/SF
- 149 Days On Market
- 5 Beds
- 4 Baths
- Built 2004
447 Transylvania Rd, Woodbury, CT 06798

Nestled at the intersection of Route 72 and Route 167 in Woodbury, this exceptional home is the perfect blend of modern amenities and unparalleled convenience. Located in close proximity to both the Center of Woodbury and the Southbury Green you'll be moments away from a diverse selection of shops and restaurants. Enjoy the close by natural beauty of Wood Lake, local parks, walking trails, and

Casey French Litchfield County Real Estate

447 Transylvania Rd, Woodbury, CT 06798

Est $651,828 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,015 Sq Ft
305 Main St S, Woodbury, CT 06798

305 Main St S, Woodbury, CT 06798

/37
$929,900 Open House 6/08
- 4 Beds
- 3.5 Baths
- 3,726 Sq Ft
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.

(475) 473-8503

181 Railtree Hill Rd, Woodbury, CT 06798
/6
$2,895 per month
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- Condo for Rent
264 Main St S Unit first and second floor, Woodbury, CT 06798

Uniquely located, with every convenience within walking distance to Shopping, Restaurants, Parks, Post Office, Library, Community Center Two Completely renovated Luxurious apartments available (1 one bedroom, 1 two bedroom)From the moment you step inside, you’ll be greeted by a warm and inviting atmosphere. The spacious living areas are adorned with sleek, elegant finishes and modern

264 Main St S Unit first and second floor, Woodbury, CT 06798
$1,720,000 Sold May 21, 2025
- 9,296 Sq Ft
- $185/SF
- 31 Days On Market
- 6 Beds
- 7 Baths
- Built 2006
59 Hillside Rd, Woodbury, CT 06798

Auction Opportunity. Please review FAQ and Property Information Package included in the additional documents on MLS (you may have to request these directly from your agent or the auction company). Asking Price is Opening Bid only. Final price will be determined by competitive bidding. All bidding online, opening April 23 at 4pm and ending April 30 at 4pm. Bidding website available upon request. ~

Samantha Kelley Tranzon Auction Properties

59 Hillside Rd, Woodbury, CT 06798

Not Listed For Sale
0 Mill Rd, Woodbury, CT 06798

0 Mill Rd, Woodbury, CT 06798

/40
$899,900
- 4 Beds
- 2.5 Baths
- 3,700 Sq Ft
337 Main St S, Woodbury, CT 06798

A Real Classic! Beautifully renovated with many original features. Located in the Historic District in the heart of Woodbury. Stroll along Main Street to parks, excellent restaurants, house of worship, conveniences and antique shops. Home is just lovely with exposed beams, wide board hardwood floors, 4 fireplaces, outside on the patio, primary bedroom, dining room and living room. One fireplace

Marian Van Egas

Berkshire Hathaway NE Prop.

(475) 255-3184

337 Main St S, Woodbury, CT 06798
/31
$2,250 per month
- 2 Beds
- 1.5 Baths
- 960 Sq Ft
- Townhouse for Rent
74 Washington Rd Unit 16, Woodbury, CT 06798

Gracious townhome just completely reborn! Excellent quality renovations throughout! Bright and open living flow. Great for entertaining. The sun-splashed living room is cheerful. The broad picture window views the lovely landscape and lawn. The new high-end kitchen boasts soft-close doors with very ample cabinet and counter space. There is a convenient first floor laundry. Dining area views

Joel Matson Divine Realty, LLC

74 Washington Rd Unit 16, Woodbury, CT 06798
$160,000 Sold May 20, 2025
- 913 Sq Ft
- $175/SF
- 36 Days On Market
- 2 Beds
- 1 Bath
- Built 1971
229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

Town In Country lower end unit in a great location within the complex. This unit features new mechanicals and appliances with 2 bedrooms, full bath and fireplace. Bright and sunny living space with a private patio out back overlooking the woods and rear yard. Convenient location to the pool and laundry, minutes from town, shopping and restaurants. Don't miss out.

Jeff Boucher Drakeley Real Estate, Inc.

229 Bacon Pond Rd Unit 411, Woodbury, CT 06798

Est $1,041,211 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,813 Sq Ft
68 Nettleton Hollow Rd, Bethlehem, CT 06751

68 Nettleton Hollow Rd, Bethlehem, CT 06751

/6
$119,900
- Land
- 2.10 Acres
- $57,095 per Acre
0 Main St N Unit 24072843, Woodbury, CT 06798

Residential lot of record on Main Street North, Woodbury. A private lot with the potential for distant views over the cornfields in the Nonnewaug Valley. An ideal location within a few minutes to Woodbury's historic downtown and 5 to 10 minutes to Bethlehem and Watertown town centers.

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 447-1659

0 Main St N Unit 24072843, Woodbury, CT 06798
/15
$1,700 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- House for Rent
108 Main St S Unit 2, Woodbury, CT 06798

Live on charming, historic Main Street. If you work from home, you don't even need a car! Walk to the many fabulous restaurants, grocery stores, library, bank and hiking trails. Charming 1800's Colonial - second floor, 2 BR apartment - remodeled in the last 3 years. So charming - drop your things in the mud room/landing and head up to beautiful wide board flooring and abundance of natural

Mary Ann Bennett Drakeley Real Estate, Inc.

108 Main St S Unit 2, Woodbury, CT 06798
$120,000 Sold May 19, 2025
- 546 Sq Ft
- $220/SF
- 18 Days On Market
- 1 Bed
- 1 Bath
- Built 1965
16 Pilgrim Trail Unit 3, Woodbury, CT 06798

First floor 1 bedroom unit in very good condition. Newer cabinets with granite countertops and hardwood floors. Heat, hot water, trash, snow removal, and grounds maintenance included. Occupied by long term tenant on month to month lease.

Carlo Bettini Weichert REALTORS Briotti Group

16 Pilgrim Trail Unit 3, Woodbury, CT 06798

Est $1,281,369 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,050 Sq Ft
8 Stone Hollow Rd, Woodbury, CT 06798

8 Stone Hollow Rd, Woodbury, CT 06798

/26
$699,900
- 3 Beds
- 3 Baths
- 2,042 Sq Ft
27 Middle Quarter Rd, Woodbury, CT 06798

Discover the charm of this beautifully soon to be restored antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this soon to be renovated vintage gem is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home could be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 291-4564

27 Middle Quarter Rd, Woodbury, CT 06798
/40
$5,750 per month
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
- House for Rent
259 Main St S, Woodbury, CT 06798

Located on Main Street South in the heart of Woodbury, in the Litchfield Hills, this versatile property offers the perfect opportunity for a retail antique showroom or traditional living. The main house features 4 bedrooms, 4.5 baths, and boasts original architectural elements, generous living space, and beautifully maintained outdoor areas. The main living area includes a half bath, an eat-in

Michael Baldwin Oxford Realty

259 Main St S, Woodbury, CT 06798
$295,000 Sold May 15, 2025
- 1,025 Sq Ft
- $288/SF
- 29 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1979
3 Woodbury Place Unit 3, Woodbury, CT 06798

Rare opportunity to own a Woodbury Place condo! Quaint community just minutes from all major conveniences, local restaurants, area schools, and major highway I-84. This end unit features wood burning stove to offset heating costs, and higher efficiency heat pump. The first floor includes dining area with slider to stone patio and galley kitchen offering quartz countertops, built-in pantry, and

Katherine Parlato Drakeley Real Estate, Inc.

3 Woodbury Place Unit 3, Woodbury, CT 06798

Est $1,428,828 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,694 Sq Ft
17 Gate Post Ln, Woodbury, CT 06798

17 Gate Post Ln, Woodbury, CT 06798

/15
$990,000 New Construction
- 3 Beds
- 2 Baths
- 2,300 Sq Ft
523 Main St N, Woodbury, CT 06798

To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 284-8768

523 Main St N, Woodbury, CT 06798
/37
$30,000 per month
- 4 Beds
- 2.5 Baths
- 3,282 Sq Ft
- House for Rent
28 Leavenworth Rd, Woodbury, CT 06798

STUNNING JUNE 1, 2025 - JULY 6, 2025 SUMMER RENTAL with POOL and TENNIS COURT (with lights). Enjoy a memorable month+ at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a

Diana Bisselle William Pitt Sotheby's Int'l

28 Leavenworth Rd, Woodbury, CT 06798
$456,000 Sold May 15, 2025
- 1,550 Sq Ft
- $294/SF
- 62 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1895
50 Washington Rd, Woodbury, CT 06798

Step back in time with this beautiful Colonial-style home, full of character and charm, nestled in the heart of Woodbury. Built in 1895, this 3-bedroom, 1.5 bathroom property boasts classic colonial architecture with modern updates that make it both timeless and functional. The home features original hardwood floors and large windows that invite plenty of natural light. This spacious living room

Rhya Szymansky Drakeley Real Estate, Inc.

50 Washington Rd, Woodbury, CT 06798

Est $767,709 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,060 Sq Ft
107 Stagecoach Rd, Woodbury, CT 06798

107 Stagecoach Rd, Woodbury, CT 06798

/31
$750,000 Open Sun 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 3,341 Sq Ft
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
/18
$2,200 per month
- 2 Beds
- 1.5 Baths
- 1,400 Sq Ft
- Townhouse for Rent
13-15 Pleasant St, Woodbury, CT 06798

UNIT #15 (right side- looking from front of building) Two bedroom half duplex with off street parking. Recently painted and second level flooring refinished. Plenty of storage space in basement and walk up attic. Credit scores above 650 and great employment history. NO PETS, NO SMOKING(of any type). Year lease, tenant pays all utilities including heat and water. Landlord responsible for lawn

Sindy Butkus Klemm Real Estate Inc

13-15 Pleasant St, Woodbury, CT 06798
$629,000 Sold May 13, 2025
- 4,800 Sq Ft
- $131/SF
- 166 Days On Market
- 3 Beds
- 3 Baths
- Built 1870
514 Main St N, Woodbury, CT 06798

Your home is your castle! If you've ever dreamed of calling a castle your home, this remarkable 5,000-square-foot stone house is the answer. Known fondly by locals as "The Castle," this property has a fascinating history, with roots tracing back to the 1800s but the all updates including new mechanicals, plumbing, electric, floors, well, septic, roof and more will give you comfort and peace of

Pam Famiglietti William Raveis Real Estate

514 Main St N, Woodbury, CT 06798

Est $973,627 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,726 Sq Ft
181 Joshua Hill Rd, Woodbury, CT 06798

181 Joshua Hill Rd, Woodbury, CT 06798

/40
$1,250,000
- 3 Beds
- 3.5 Baths
- 4,632 Sq Ft
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
/30
$4,000 per month
- 3 Beds
- 2.5 Baths
- 1,632 Sq Ft
- House for Rent
29 Paper Mill Rd, Woodbury, CT 06798

Completely furnished and ready for short term rentals until June 3rd and available as annual rental starting August 22nd. Historic 3 bedroom, 2.1 bath farmhouse set on a quiet country road. Exposed beams, wood floors and lots of light. Wrap around porch, stone walls, level lawn and gardens. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main

Claudine McHugh Klemm Real Estate Inc

29 Paper Mill Rd, Woodbury, CT 06798
$290,000 Sold May 09, 2025
- 1,456 Sq Ft
- $199/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
44 Woods Way Unit 44, Woodbury, CT 06798

This spacious and sunny end-unit townhouse offers the perfect blend of comfort, convenience, and lifestyle-ideal for first-time buyers in sought after Woodlake community. With 2 bedrooms and 2 Full baths, this home features 1,456 sq ft of living space, plus an additional 855 sq ft of unfinished basement-perfect for hobbyists, a home gym, or extra storage. The updated kitchen includes stainless

Kristie Perry William Pitt Sotheby's Int'l

44 Woods Way Unit 44, Woodbury, CT 06798

Est $1,389,255 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,325 Sq Ft
452 Middle Road Turnpike, Woodbury, CT 06798

452 Middle Road Turnpike, Woodbury, CT 06798

Showing Results 1 - 40, Page 1 of 18

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