Skip to main content
Andrew Davis

Woodbury CT Real Estate & Homes for Sale

19 Properties Found

The median home value in Woodbury, CT is $457,500. This is higher than the county median home value of $255,000. The national median home value is $308,980. The average price of homes sold in Woodbury, CT is $457,500. Approximately 72% of Woodbury homes are owned, compared to 20% rented, while 8% are vacant. Woodbury real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Woodbury real estate agent to arrange a tour today!
Learn more about Woodbury.


1–19 of 19 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
4
Baths:
2.50
Sq.Ft.:
3,736
Status:
NEW LISTING
MLS#:
24012182
Type:
Single Family
Lot size:
11.12 Acres
Year built:
1966
Courtesy: Jeffrey Boucher - Drakeley Real Estate, Inc. Jeffrey Boucher
View additional info

Perched atop Hurds Hill in Woodbury, this stunning home is surrounded by majestic trees and boasts wonderful sunset views. The 11.12-acre property offers both privacy and potential for expansion, whether for horses or additional dwellings to serve as a family compound. A pool, expansive patio area, circular drive, and meticulously landscaped grounds lead to the 4-bedroom Colonial-style residence. The open foyer with a floating staircase guides you to the bright family room and kitchen, flooded with natural light from the expansive windows. The chef's kitchen, adjacent to the formal dining area separated by pocket doors, is a delight for culinary enthusiasts. The formal living room and library provide a fireplace, cherry paneling and generous space for gatherings. A convenient laundry and mudroom lead to the home's 3-car oversized garage. Upstairs, the primary bedroom features vaulted ceilings, ample closet space, and a large soaking tub overlooking the rear property. Three additional bedrooms and a bathroom complete the upper level. The lower level offers a game room/family room with an additional 1000+ sq ft of living space, complete with a fireplace and cedar closet. Don't miss this opportunity to live in Woodbury, with easy access to major highways, the Trolley Bed land preserve, fine dining, and all the amenities of this charming town. Close to the train station, this home is just 1.5 hours from NYC. Embrace the beauty of Litchfield County.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,150
Status:
NEW LISTING
MLS#:
24011028
Type:
Condo, Townhouse
Year built:
1965
Courtesy: Katherine Parlato - Drakeley Real Estate, Inc. Katherine Parlato
View additional info

Neat and clean two bedroom, one full bath unit in desirable Woodbury! Recently painted Heritage Hill second floor unit in walking distance to town. This unit features newer appliances, granite countertops and large combination living/dining room. HOA fee includes heat, cable and hot water. Unit overlooks the community pool and is just steps away from the common laundry area. Great opportunity to live in Woodbury, maintenance free and with minimal expense! Unit is being sold as is.

Beds:
5
Baths:
3.50
Sq.Ft.:
1,346
Status:
Active
MLS#:
24008400
Type:
Single Family
Lot size:
4 Acres
Year built:
1985
Courtesy: Timothy Drakeley - Drakeley Real Estate, Inc. Timothy Drakeley
View additional info

A rare find in Woodbury; a sprawling 5-bedroom home accompanied by a legal in-law apartment, designed for harmonious multi-generational living. Nestled at the end of a quiet dead-end road, this raised ranch is set upon a wooded 4-acre lot, offering picturesque seasonal views of a Reichenback Pond. The heart of the home boasts an inviting open floor plan, highlighted by a maple wood kitchen with an expansive center island that seamlessly connects to the spacious living and dining areas. With three bedrooms and two full baths, comfort is paramount. Meanwhile, the legal in-law apartment, with its separate ground-level entrance, provides a private sanctuary complete with its own kitchen, living space, and two cozy bedrooms. Each dwelling enjoys its own outdoor deck/patio, while sharing the convenience of a common laundry area. Ideally positioned within a mere 5-minute drive from four town centers and a quick 10-minute jaunt to major routes. This property promises exceptional value but also an abundance of living space tailored to modern family needs.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,113
Status:
Active
MLS#:
24006785
Type:
Single Family, Ranch
Lot size:
1.61 Acres
Year built:
1985
Courtesy: Sam Pisacreta - Realty ONE Group Connect Sam Pisacreta
View additional info

Welcome to 130 Sage Rd, a stunning property located in the heart of Woodbury with 3 bedrooms and 3 bathrooms spread across this sprawling ranch . As you step inside, you'll be greeted by an inviting foyer that leads into a spacious living room, complete with a cozy fireplace and large windows that let in plenty of natural light. Large EIK with a built-in breakfast nook. The adjacent dining area is perfect for hosting family dinners or entertaining guests. On the main level, you'll find the luxurious primary suite, featuring a spa-like bathroom and walk-in closet. The finished lower level provides even more space for relaxation or recreation, with a large family room, jacuzzi and plenty of storage. Outside, the lush landscaping and expansive patio provide the perfect setting for outdoor gatherings and enjoying the beautiful New England scenery. Great home to convert into an in-law set up or an accessory apartment with separate entrances to the home from the garages. To include a fully functional greenhouse for those gardening lovers. With its convenient location and luxurious amenities, this property is sure to impress. Don't miss your chance to make it your own!

Beds:
4
Baths:
2.50
Sq.Ft.:
2,900
Status:
Active
MLS#:
24007575
Type:
Single Family, Ranch
Subdivision:
Strong Field
Lot size:
0.98 Acres
Year built:
2024
Courtesy: Magda Ballaro - William Raveis Real Estate
View additional info

If you have been searching for the perfect new construction with Master on the first floor nestled in a quaint New England setting, this lovely ranch is the best of both worlds. This home is just 90 minutes from New York City and 45 minutes from either New Haven or Hartford. Don't miss this opportunity new construction in very desirable location in lovely Woodbury.Move in to your ultimate dream home in this tranquil setting but be still relatively close to all highways, town, and all the amenities. This state of the art 4 bedroom, 2 full/1 half bath home is built to perfection,the ideal blend of high quality craftsmanship with a high-end transitional finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dinning room,just fabulously designed for modern life style. Large master bedroom suite with walk-in closets, and opulent master bath. Home is almost ready to move in and could be delivered in just couple weeks.Exceptional Home By CORBO.

Beds:
3
Baths:
1.50
Sq.Ft.:
1,698
Status:
Active
MLS#:
24005863
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1880
Courtesy: Sindy Butkus - Klemm Real Estate Inc Sindy Butkus
View additional info

Sweet in town Victorian. Owner has removed old carpet and refinished floors upstairs, new interior paint, New lighting fixtures in entry and dining room. Remodeled main bath. Custom built closet in bedroom, updated landscaping. Just a minute to Main St with shopping, library, post office, restaurants, coffee shoppes and parks accessible via sidewalks.

Beds:
3
Baths:
2.50
Sq.Ft.:
2,180
Status:
Active
MLS#:
24002284
Type:
Single Family
Lot size:
3.5 Acres
Year built:
1914
Courtesy: Bev Mosch - William Pitt Sotheby's Int'l Bev Mosch
View additional info

1914 Foursquare Farmhouse on 3.5 rolling acres with Barn. 3 Bedrooms, 2.1 baths. The residence, which is set up on a knoll away from the road, has spacious rooms and large windows that flood the house with sunlight. Period Arts & Crafts interior detail is evident throughout including leaded glass windows and stairway bannisters. Newer decorative wooden brackets were added in the kitchen and primary bath. Beautifully maintained hardwood floors throughout. Matching new floors were added recently in the kitchen; all original floors were restored upstairs and down. ATTIC: this massive space could be a lofty studio. 14KW Kohler GENERATOR; water filter system. NEW FURNACE Dec. 2023. Major high quality renovation and kitchen wing added in 1980s. Classic columned front porch and large rear deck provide privacy from which to enjoy the bucolic setting.The Barn is yours to decide how it will be used and includes an adjacent charming, small Milk House in the same architectural style as the house. Rural setting conveniently located between the centers of Woodbury and Washington. A gem from another era!

Beds:
3
Baths:
2.50
Sq.Ft.:
2,500
Status:
Active
MLS#:
24003301
Type:
Single Family
Subdivision:
Flanders West
Lot size:
1.24 Acres
Year built:
2024
Courtesy: Scott Volpe - Coldwell Banker Realty Scott Volpe
View additional info

This Quaint Cluster of NEW HOMES to be built in a quiet and private setting comes just in time for spring market - WELCOME TO QUAIL RUN! 4 lots available in total. 1 on a common driveway shared with 1 other home and the other 3 are on a shared common driveway serving 4 total lots. This home is a CLASSIC EARLY NEW ENGLAND CAPE with primary suite on the main level and 2 bedrooms & loft up. TO BE BUILT on the shared common drive as 2 of 4. Set in Northern Woodbury just minutes off the beaten path, this quiet CUL DE SAC is perfect for buyers looking for PRIVACY WITHOUT ISOLATION. Enjoy your own little village of all new homes along with everything Woodbury has to offer from AWARD WINNING DINING to Flanders Nature Center or even shopping in THE ANTIQUE CAPITAL OF CT. All photos are examples of builders recent work and may contain upgrades. 10-12 month build time. Agent / Builder - ROFR.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
24002958
Type:
Single Family, Ranch
Subdivision:
Flanders West
Lot size:
1.07 Acres
Year built:
2024
Courtesy: Scott Volpe - Coldwell Banker Realty Scott Volpe
View additional info

This Quaint Cluster of NEW HOMES to be built in a quiet and private setting comes just in time for spring market - WELCOME TO QUAIL RUN! 4 lots available in total. 1 on a common driveway shared with 1 other home and the other 3 are on a shared common driveway serving 4 total lots. This home is a RANCH OFFERING ONE LEVEL LIVING and will be built on the shared common drive as 1 of 4. Set in Northern Woodbury just minutes off the beaten path, this quiet CUL DE SAC is perfect for buyers looking for PRIVACY WITHOUT ISOLATION. Enjoy your own little village of all new homes along with everything Woodbury has to offer from AWARD WINNING DINING to Flanders Nature Center or even shopping in THE ANTIQUE CAPITAL OF CT. All photos are examples of builders recent work and may contain upgrades. 10-12 month build time. Agent / Builder - ROFR.

Beds:
5
Baths:
5.00
Sq.Ft.:
8,483
Status:
Active
MLS#:
24001214
Type:
Single Family
Lot size:
8.94 Acres
Year built:
2001
Courtesy: William K. Bolls - Compass Connecticut, LLC William K. Bolls
View additional info

Truly Special, Built to Last Litchfield County Property with almost 9 private acres, stunning freshwater pond, and gunite pool. The listing says 5733 sq feet, but when you add the functional mostly-finished basement, you're up to 8483 of useful living space. Main floor primary suite and flexible layout throughout. Like guests? This is your house. Current owners use as a 7 Bedroom, 4 full+2 half Bathrooms. Soaring ceiling heights throughout, including a jumbo family room and separate living room with stone fireplace. Impressive & functional design. Elevated house site with panoramic views of your private swimming pond and scenic hills in the distance. Solid construction with Solar, Tesla Home Batteries, Geothermal Cooling & Heating, whole house generator, cedar shake roof, and insulated Green Block concrete. This house is set up to weather the storm and be off the grid for 6 months or more. All this and very low taxes with almost 3 acres falling under PA490 (forest land). Owner has created two separate nature areas with one holding fruit trees and a mini-vineyard, and the other a truly unique walking path with stone walls and almost 1000 new plantings. Three outbuildings, including a chicken coop. Historic Woodbury is about 90 minutes from NYC, 20 minutes to Washington Depot and Roxbury, with a historic town and the best amenity in the area: New Morning Market. Intrigued yet? You've got to see this one in person

Beds:
4
Baths:
2.50
Sq.Ft.:
2,500
Status:
Active
MLS#:
170625736
Type:
Single Family, Ranch
Lot size:
0.98 Acres
Year built:
2024
Courtesy: Magda Ballaro - William Raveis Real Estate
View additional info

If you have been searching for the perfect new construction with Master on the first floor nestled in a quaint New England setting, this lovely ranch is the best of both worlds. This home is just 90 minutes from New York City and 45 minutes from either New Haven or Hartford. Don't miss this opportunity new construction in very desirable location in lovely Woodbury.Move in to your ultimate dream home in this tranquil setting but be still relatively close to all highways, town, and all the amenities. This state of the art 4 bedroom, 2 full/1 half bath home is built to perfection,the ideal blend of high quality craftsmanship with a high-end transitional finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dinning room,just fabulously designed for modern life style. Large master bedroom suite with walk-in closets, and opulent master bath. Home is almost ready to move in and could be delivered in just couple weeks.Exceptional Home By CORBO.

Beds:
4
Baths:
6.00
Sq.Ft.:
9,296
Status:
Active
MLS#:
170625749
Type:
Single Family
Lot size:
3.49 Acres
Year built:
2006
Courtesy: Brian Gee - Brian Gee Real Estate LLC Brian Gee
View additional info

This home is perfectly configured for entertaining a variety of lifestyles. With 9000 plus sf, this Colonial offers a life-style to be desired. It's nestled on one of the highest elevation points in Woodbury that takes full advantage of the beautiful naturistic views. Among the incredible architectural design features awaits an incredible kitchen equipped high end appliances. Upstairs you will find 3 large bedrooms with full baths and hardwood floors and a private main bedroom suite. Over the heated 3 car garage is a separate entrance studio suite. The main level apartment that could be used for guest or in-laws that offers the amenities of a full kitchen and bathroom. With a beautiful terrace and in-ground pool, the entertainment possibilities are endless. Do not walk property.

Beds:
3
Baths:
1.50
Sq.Ft.:
2,058
Status:
Active
MLS#:
170620194
Type:
Single Family
Lot size:
0.21 Acres
Year built:
1912
Courtesy: Gary E. Smith - eXp Realty Gary E. Smith
View additional info

For the buyer who is looking for a traditional Turn-of-the-19th-Century Colonial style home loaded with Old World Charm and steps away from Main St South, providing for an ideal location off Main St but very close to it, allowing for a lovely short walk to Main St, this is the house for you! With some exterior TLC the exterior will sparkle like the interior does! From the moment you step onto the open front porch, you will feel the charm and fall in love with both the home and the location! The interior is accented with hardwood floors, high ceilings, beautiful woodwork throughout, original pocket doors for each of the common first floor rooms and a large walk-through pantry, with original cabinetry, connecting the kitchen to the dining room. The kitchen and both bathrooms have been completely renovated and marries the best of present day ammenities with the charm of yesteryear. The renovated kitchen shines with new cabinets, granite counters, farmers sink, tin ceiling, tile backsplash, stainless steel appliance pkg, pot filler faucet and hardwood floors. While the exterior needs some love, the mechanicals have been updated including the septic system (2005), furnace (2020), roof (2017), electric panel (2017) with 200 amp service. The plumbing has been roughed in to the walk-up attic should a future buyer choose to finish that area for additional living space. Seeing is falling in love so come see your new home!

Beds:
3
Baths:
2.50
Sq.Ft.:
3,900
Status:
Active
MLS#:
170619678
Type:
Single Family
Lot size:
3.1 Acres
Year built:
1837
Courtesy: Stacey Matthews - W. Raveis Lifestyles Realty Stacey Matthews
View additional info

Set amongst major estates on one of the best roads in Washington and bordered on 2 sides by Steeprock Land Trust. This barn style home has 3 bedrooms in the main house. The primary is on the main floor with en-suite bath. The silo hosts a 2 level bedroom/office/playroom suite which shares a hall bath with the 3rd bedroom/office. Plus there is a 4th bedroom for guests with its own bath and kitchenette above the 2 car garage. Kitchen opens to Family Room with views over the property and Dining nooks. The vaulted living room is truly spectacular, with built-ins, bar and exposed beam structure. The gorgeous stone terrace faces West overlooking the lawn, pool, and Mountain View's. Just minutes to town, farmer's market, and the Mayflower Spa. Access to the Washington town beach at Lake Waramaug. 10 minutes to Woodbury for addl fine dining and the area's only organic market. This property straddles the Washington/Woodbury town lines. Acreage shown is a combination of both properties. Total taxes are $8385

Beds:
4
Baths:
2.50
Sq.Ft.:
2,111
Status:
Active
MLS#:
170619869
Type:
Single Family
Lot size:
1.3 Acres
Year built:
2024
Courtesy: Timothy Drakeley - Drakeley Real Estate, Inc. Timothy Drakeley
View additional info

New Construction! Cozy new cape with front porch to be built in 2024. The interior provides an open floor plan, a primary bedroom on the main level, two car attached garage, and 2/3 bedrooms/office on the upper level. Hardwood floors throughout the first floor, tile in the bathrooms, and a large family room with propane fireplace. An excellent location within 10 minute to four town centers, 5 minutes to private and public golf courses, and 5 minutes to public and private schools. Call for details.

Beds:
3
Baths:
2.50
Sq.Ft.:
1,921
Status:
Active
MLS#:
170614378
Type:
Single Family
Lot size:
2.31 Acres
Year built:
2015
Courtesy: Katherine Parlato - Drakeley Real Estate, Inc. Katherine Parlato
View additional info

A rare opportunity to own a newer built home in Woodbury! A short drive from the town center is this 2015 3 bedroom, 2.5 baths custom-built Cape. Overlook and listen to the relaxing sounds of Sprain Brook while enjoying your morning coffee or while dining al-fresco on the rear Trek deck. Located on a quiet road, and just steps from the brook, look forward to peaceful walks alongside the brook or grab your fishing pole, no flood insurance required! The peace of this home's location cannot be underestimated nor will it disappear due to the conservation easement. Another valuable feature of this property is the 20 x 16 barn just off the driveway. Use it for additional storage or continue it as a workshop. Inside the home, you will find an inviting kitchen with center island, custom-built cabinetry, and pendant lights. Alongside the kitchen is formal dining room with pocket doors for added privacy. The living room showcases exposed beams, gas fireplace, plenty of room for entertaining and access to the back deck. Lastly, on the main level is the primary bedroom suite with walk-in closet, and full bath with stall shower. Upstairs two identical bedrooms share a full bath and have plenty of closet/storage space. The basement has immense finishing potential with a small kitchenette with granite countertops, and access to another deck! Seize on the opportunity to live in a newer home with no repairs needed for years, all in Reader's Digests most charming town in CT!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
170606375
Type:
Single Family
Lot size:
4.9 Acres
Year built:
1974
Courtesy: Sindy Butkus - Klemm Real Estate Inc Sindy Butkus
View additional info

Opportunity knocks! 4.9 acres ! Three bedroom cape with main level in-law. Two car attached garage with storage above. Beautiful old barn, fruit trees and two ponds! Property is in an estate and being sold "AS IS-WHERE IS"

Beds:
4
Baths:
2.00
Sq.Ft.:
3,069
Status:
Active
MLS#:
170604029
Type:
Single Family
Lot size:
1.43 Acres
Year built:
1979
Courtesy: Sindy Butkus - Klemm Real Estate Inc Sindy Butkus
View additional info

Get ready for summer! Enjoy the heated Gunite pool! A tranquil place to spend those hot summer days. This fabulous expanded contemporary cape is set in a private cul-de-sac location surrounded by Open Space. As you enter, you step into the main living space and it's soaring ceiling with a wall of windows. Imagine a 16' holiday tree in the corner. The room opens to the dining space and remodeled kitchen. Appliances include a 4 burner Wolf Range with griddle and grill, a Wolf wall oven, Sub-Zero refrigerator plus a under counter microwave. You are just a few steps out to the oversized deck for easy outdoor entertaining. There are two generous sized bedrooms and full bath on the main level. The upper level features the primary suite with a wall of deep closets and a spa like bath with a soaking tub, glass shower and beautiful tile. The 4th bedroom is currently used for an office with a wall of book shelves. The loft overlooks the main living area. Both levels boast beautiful hardwood floors. The family room is found on the lower level along with the laundry and mechanical room. It features a fireplace and built-ins. There is a 3 garage with plenty of room for extra storage. No worries about power outages. Included is a 22kW whole house generator. Property is fully fenced and ready for your homecoming!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
170585328
Type:
Single Family, Ranch
Lot size:
3.1 Acres
Year built:
1987
Courtesy: Christine A. Green - Ardor Real Estate Christine A. Green
View additional info

"Ultimate Home for Car Collectors & Hobbyists: Your Dream Workshop Awaits!" Welcome to your dream property in the quaint town of Woodbury in picturesque Litchfield County. It combines the comforts of home with the amenities of a professional workshop and ample storage space. Whether you're a car enthusiast, hobbyist, or entrepreneur looking for a versatile space, this property offers endless possibilities as it can be your weekend get-a-way or year-round home. With its spacious garage, and zoning for owner-occupied businesses, it's the perfect blend of functionality and flexibility. Both garage and shop boast 16ft ceilings, each with overhead garage doors, and the shops' radiant heating system ensures a comfortable working environment during colder months. The single-family home with separate entrance provides a comfortable living space offering privacy and tranquility with views overlooking Three Rivers Park and its large partially finished basement may allow for expansion. Buyer will need approval of Zoning Commission if purchasing for an owner-occupied business. Agent is related to owner.

Refine Property Search
Page 1 of 1    Prev | Next
1–19 of 19 properties displayed
This Information is from Smart MLS and has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy