Connecticut Realtor with experience and knowledge of residential and commercial property in Woodbury

6/16/2025 12:14:01 AM
Active
94 Old Town Farm Road Woodbury CT
94 Old Town Farm Road

Woodbury, Connecticut 06798

$747,700 | Active

6 Beds | 3 Baths | 4245 Sqft | 1.59 Acres | 68 Days on Market

Property Type: Single Family For Sale

This impressive, early 1900s colonial-style barn conversion, uniquely blends historic charm with modern comfort, offering 6 bedrooms, 3 full baths, and spanning 4,245 sq ft on a picturesque 1.59-acre lot. Rich with character, it showcases original architectural details including ...

Email Agent More Info

6/15/2025 2:43:26 PM
Active
3 Inwood Lane Woodbury CT
3 Inwood Lane

Woodbury, Connecticut 06798

$835,000 | Active

4 Beds | 4 Baths | 3330 Sqft | 0.93 Acres | 25 Days on Market

Property Type: Single Family For Sale

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 upda...

Email Agent More Info

6/14/2025 11:06:20 PM
Active
329 Weekeepeemee Road Woodbury CT
329 Weekeepeemee Road

Woodbury, Connecticut 06798

$675,000 | Active

4 Beds | 3 Baths | 2506 Sqft | 0.39 Acres | 54 Days on Market

Property Type: Single Family For Sale

Welcome to your North Woodbury bucolic retreat! Escape from it all, nestled along the banks of the Weekeepeemee River with southern views and sunsets falling over the open fields, Heron fishing only yards from your Adirondack chair and Eagles perched on the nearby trees. Yes, thi...

Email Agent More Info

6/14/2025 6:02:23 PM
Active
133 Hoop Pole Hill Road Woodbury CT
133 Hoop Pole Hill Road

Woodbury, Connecticut 06798

$799,995 | Active

4 Beds | 4 Baths | 2994 Sqft | 3.32 Acres | 13 Days on Market

Property Type: Single Family For Sale

Experience 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 flo...

Email Agent More Info

6/13/2025 4:41:51 PM
Active
34 Hollow Road Woodbury CT
34 Hollow Road

Woodbury, Connecticut 06798

$795,000 | Active

3 Beds | 3 Baths | 1675 Sqft | 0.41 Acres | 4 Days on Market

Property Type: Single Family For Sale

Welcome to one of the most charming communities in Connecticut. This darling of an antique home sits in the heart of Woodbury, CT. It is a Dutch colonial dating to circa 1700, bought in 1750 by a well-respected, wealthy local merchant/ financier, Jabez Bacon. The building became ...

Email Agent More Info

6/12/2025 6:20:43 PM
Active
229 Bacon Pond Road Woodbury CT
229 Bacon Pond Road

Woodbury, Connecticut 06798

$149,500 | Active

2 Beds | 1 Baths | 913 Sqft | 0 Acres | 4 Days on Market

Property Type: Condo/Co-Op For Sale

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 units patio which looks onto the park-like grounds or take advan...

Email Agent More Info

6/12/2025 1:26:37 PM
Active
84 Hurds Hill Road Woodbury CT
84 Hurds Hill Road

Woodbury, Connecticut 06798

$890,000 | Active

4 Beds | 3 Baths | 3736 Sqft | 11.12 Acres | 60 Days on Market

Property Type: Single Family For Sale

Welcome to Woodbury! Rebuilt in 1991, this stunning 3,736 sq ft single-family estate sits gracefully on over 11 acres, offering the perfect blend of refined luxury and serene countryside living. Step inside to discover a spacious, light-filled interior designed for both grand ent...

Email Agent More Info

6/12/2025 4:05:02 AM
Active
130 Grassy Hill Road Woodbury CT
130 Grassy Hill Road

Woodbury, Connecticut 06798

$664,900 | Active

3 Beds | 3 Baths | 2124 Sqft | 2.13 Acres | 4 Days on Market

Property Type: Single Family For Sale

Beautifully maintained three bedroom Colonial with stunning views, conveniently located close to town is ready for its new owners. Thoughtfully updated with modern finishes and necessities, this home offers both comfort and style. Step into the inviting Great Room, where soaring ...

Email Agent More Info

6/11/2025 11:25:10 PM
Under Contract CTS
14 Arrowhead Way Woodbury CT
14 Arrowhead Way

Woodbury, Connecticut 06798

$135,000 | Under Contract - Continue

1 Beds | 1 Baths | 546 Sqft | 0 Acres | 13 Days on Market

Property Type: Condo/Co-Op For Sale

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 proximit...

Email Agent More Info

6/11/2025 8:01:59 PM
Active
60 Pomperaug Road Woodbury CT
60 Pomperaug Road

Woodbury, Connecticut 06798

$459,000 | Active

4 Beds | 3 Baths | 1668 Sqft | 0.67 Acres | 6 Days on Market

Property Type: Single Family For Sale

OVER THE POMPERAUG RIVER AND WATERFALL TO THIS UNIQUE, ENCHANTING OASIS. Situated close to the center of Woodbury, yet the ambiance of this country setting provides the feeling of being miles away from it all! This is a unique opportunity to reside in an historic mill village on ...

Email Agent More Info

6/9/2025 9:16:27 PM
Active
31 McVeigh Road Woodbury CT
31 McVeigh Road

Woodbury, Connecticut 06798

$725,000 | Active

4 Beds | 3 Baths | 2256 Sqft | 1.7 Acres | 7 Days on Market

Property Type: Single Family For Sale

Welcome to this beautifully maintained Colonial, tucked away in the highly desirable Quassapaug area. Set back from the road for added privacy, this home is full of updates and charm. Step inside to a cozy family room featuring a fireplace, seamlessly flowing into the formal dini...

Email Agent More Info

6/9/2025 6:52:46 PM
Coming Soon
105 Minortown Road Woodbury CT
105 Minortown Road

Woodbury, Connecticut 06798

$650,000 | Coming Soon

3 Beds | 3 Baths | 2227 Sqft | 4.05 Acres | Days on Market

Property Type: Single Family For Sale

Looking for space? Need a workshop? Collect cars? Need room for the in-laws? 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...

Email Agent More Info

6/9/2025 6:17:25 PM
Active
562 Upper Grassy Hill Road Woodbury CT
562 Upper Grassy Hill Road

Woodbury, Connecticut 06798

$2,495,000 | Active

4 Beds | 4 Baths | 6459 Sqft | 9.11 Acres | 7 Days on Market

Property Type: Single Family For Sale

Shingle style home with horse barn, paddocks & riding arena, set on over 9 acres with a gorgeous westerly view of Roxburys bucolic rolling hills! This property is an equestrians dream. Horse barn w 5 stalls w waterers. 2nd level in barn loft for additional space. 6 horse paddocks...

Email Agent More Info

6/9/2025 3:12:35 PM
Active
9 Lower Commons Woodbury CT
9 Lower Commons

Woodbury, Connecticut 06798

$319,000 | Active

2 Beds | 3 Baths | 1456 Sqft | 0 Acres | 25 Days on Market

Property Type: Condo/Co-Op For Sale

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 ...

Email Agent More Info

6/9/2025 1:05:31 AM
Under Contract CTS
8 Highpoint Court Woodbury CT
8 Highpoint Court

Woodbury, Connecticut 06798

$310,000 | Under Contract - Continue

2 Beds | 2 Baths | 1456 Sqft | 0 Acres | 10 Days on Market

Property Type: Condo/Co-Op For Sale

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 ...

Email Agent More Info

6/9/2025 12:31:37 AM
Active
3 Lynns Corner Road Woodbury CT
3 Lynns Corner Road

Woodbury, Connecticut 06798

$499,900 | Active

3 Beds | 2 Baths | 2400 Sqft | 1.95 Acres | 27 Days on Market

Property Type: Single Family For Sale

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 ru...

Email Agent More Info

6/8/2025 11:21:01 PM
Active
229 Bacon Pond Road Woodbury CT
229 Bacon Pond Road

Woodbury, Connecticut 06798

$179,900 | Active

2 Beds | 1 Baths | 913 Sqft | 0 Acres | 22 Days on Market

Property Type: Condo/Co-Op For Sale

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 fireplac...

Email Agent More Info

6/5/2025 2:39:47 PM
Active
2 Edgehill Court Woodbury CT
2 Edgehill Court

Woodbury, Connecticut 06798

$294,700 | Active

2 Beds | 2 Baths | 1532 Sqft | 0 Acres | 11 Days on Market

Property Type: Condo/Co-Op For Sale

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 cabin...

Email Agent More Info

6/4/2025 7:34:28 PM
Under Contract CTS
101 Railtree Hill Road Woodbury CT
101 Railtree Hill Road

Woodbury, Connecticut 06798

$750,000 | Under Contract - Continue

4 Beds | 3 Baths | 3341 Sqft | 2.02 Acres | 17 Days on Market

Property Type: Single Family For Sale

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 a...

Email Agent More Info

6/4/2025 7:31:32 PM
Active
467 Weekeepeemee Road Woodbury CT
467 Weekeepeemee Road

Woodbury, Connecticut 06798

$619,000 | Active

4 Beds | 3 Baths | 2555 Sqft | 2.47 Acres | 12 Days on Market

Property Type: Single Family For Sale

Experience the true essence of country living in this classic Saltbox Colonial, perfectly situated on 2.5 acres of peaceful, wooded land in picturesque Woodbury. Surrounded by natures beauty, this home offers a tranquil retreat. Inside, gleaming HW floors flow throughout a timele...

Email Agent More Info

6/3/2025 12:41:19 PM
Active
14 Arrowhead Way Woodbury CT
14 Arrowhead Way

Woodbury, Connecticut 06798

$129,900 | Active

1 Beds | 1 Baths | 546 Sqft | 0 Acres | 13 Days on Market

Property Type: Condo/Co-Op For Sale

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. Dont miss out ...

Email Agent More Info

6/3/2025 11:14:58 AM
Under Contract
59 Arrowhead Way Woodbury CT
59 Arrowhead Way

Woodbury, Connecticut 06798

$399,900 | Under Contract

5 Beds | 2 Baths | 1693 Sqft | 1.06 Acres | 27 Days on Market

Property Type: Single Family For Sale

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 i...

Email Agent More Info

6/2/2025 10:22:52 PM
Under Contract
229 Bacon Pond Road Woodbury CT
229 Bacon Pond Road

Woodbury, Connecticut 06798

$169,000 | Under Contract

2 Beds | 1 Baths | 913 Sqft | 0 Acres | 18 Days on Market

Property Type: Condo/Co-Op For Sale

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 upda...

Email Agent More Info

6/1/2025 11:02:16 PM
Under Contract CTS
6 Deer Hill Court Woodbury CT
6 Deer Hill Court

Woodbury, Connecticut 06798

$214,000 | Under Contract - Continue

2 Beds | 2 Baths | 1182 Sqft | 0 Acres | 18 Days on Market

Property Type: Condo/Co-Op For Sale

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 dont 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. ...

Email Agent More Info

6/1/2025 6:41:55 PM
Active
181 Railtree Hill Road Woodbury CT
181 Railtree Hill Road

Woodbury, Connecticut 06798

$879,900 | Active

4 Beds | 4 Baths | 3726 Sqft | 3.24 Acres | 30 Days on Market

Property Type: Single Family For Sale

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 din...

Email Agent More Info

5/31/2025 2:03:00 PM
Active
81 Park Road Woodbury CT
81 Park Road

Woodbury, Connecticut 06798

$575,000 | Active

3 Beds | 3 Baths | 2144 Sqft | 1.45 Acres | 16 Days on Market

Property Type: Single Family For Sale

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 ...

Email Agent More Info

5/31/2025 1:23:48 AM
Under Contract
34 Clubhouse Drive Woodbury CT
34 Clubhouse Drive

Woodbury, Connecticut 06798

$179,900 | Under Contract

1 Beds | 1 Baths | 814 Sqft | 0 Acres | 9 Days on Market

Property Type: Condo/Co-Op For Sale

Are you starting out, ready to downsize or wishing for a 2nd home in award winning Woodbury? (CTs best small town per Boston Globe & Readers Digest) You will get that good-vibe feeling as you enter the private enclosed patio area. A unique Woodlake floor plan, freshly painted & p...

Email Agent More Info

5/29/2025 8:30:11 PM
Under Contract
16 Pilgrim Trail Woodbury CT
16 Pilgrim Trail

Woodbury, Connecticut 06798

$128,500 | Under Contract

1 Beds | 1 Baths | 546 Sqft | 0 Acres | 12 Days on Market

Property Type: Condo/Co-Op For Sale

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 comple...

Email Agent More Info

5/29/2025 6:57:30 PM
Under Contract CTS
259 Old Town Farm Road Woodbury CT
259 Old Town Farm Road

Woodbury, Connecticut 06798

$575,000 | Under Contract - Continue

3 Beds | 3 Baths | 3149 Sqft | 1.38 Acres | 25 Days on Market

Property Type: Single Family For Sale

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...

Email Agent More Info

5/28/2025 7:08:27 PM
Under Contract CTS
38 Barnhill Road Woodbury CT
38 Barnhill Road

Woodbury, Connecticut 06798

$729,900 | Under Contract - Continue

3 Beds | 4 Baths | 2835 Sqft | 1.62 Acres | 46 Days on Market

Property Type: Single Family For Sale

Peace and tranquility. If that is what you are looking for, you will find it here in this expansive cape. Located on a quiet country road, it provides the privacy and tranquilitygreat spaces for a variety of lifestyles. For preparing great meals, this oversized kitchen is just th...

Email Agent More Info

5/27/2025 5:39:14 PM
Active
220 Church Hill Road Woodbury CT
220 Church Hill Road

Woodbury, Connecticut 06798

$1,250,000 | Active

3 Beds | 4 Baths | 4632 Sqft | 20.97 Acres | 20 Days on Market

Property Type: Single Family For Sale

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 livin...

Email Agent More Info

5/24/2025 4:56:17 PM
Active
18 Grey Fox Trail Woodbury CT
18 Grey Fox Trail

Woodbury, Connecticut 06798

$650,000 | Active

3 Beds | 3 Baths | 1873 Sqft | 1.41 Acres | 23 Days on Market

Property Type: Single Family For Sale

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 t...

Email Agent More Info

5/23/2025 9:00:31 AM
Active
212 Main Street Woodbury CT
212 North Main Street

Woodbury, Connecticut 06798

$599,900 | Active

4 Beds | 3 Baths | 2861 Sqft | 2.1 Acres | 41 Days on Market

Property Type: Single Family For Sale

Charming antique home in the heart of Woodbury! Set on a spacious, cleared lot, this beautifully maintained property offers a perfect mix of historic character and modern updates. The kitchen features quartz countertops, stainless steel appliances, and ample cabinetry. With three...

Email Agent More Info

5/22/2025 12:30:58 PM
Under Contract CTS
258 Good Hill Road Woodbury CT
258 Good Hill Road

Woodbury, Connecticut 06798

$489,000 | Under Contract - Continue

4 Beds | 3 Baths | 2715 Sqft | 4.21 Acres | 32 Days on Market

Property Type: Single Family For Sale

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, ...

Email Agent More Info

5/21/2025 11:52:03 AM
Under Contract CTS
332 Good Hill Road Woodbury CT
332 Good Hill Road

Woodbury, Connecticut 06798

$799,000 | Under Contract - Continue

3 Beds | 3 Baths | 2894 Sqft | 3.3 Acres | 27 Days on Market

Property Type: Single Family For Sale

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 includin...

Email Agent More Info

5/19/2025 6:16:04 PM
Active
31 Woodbury Hill Woodbury CT
31 Woodbury Hill

Woodbury, Connecticut 06798

$475,000 | Active

2 Beds | 2 Baths | 1502 Sqft | 0 Acres | 42 Days on Market

Property Type: Condo/Co-Op For Sale

SELLERS HAVE REMOVED ALL CARPETS, INSTALLED LAMINATE HARD WOOD THROUGHOUT BOTH LEVELS. NEW STAINLESS STEEL REFRIGERATOR, PAINTED KITCHEN CABINETS W NEW HARDWARE, NEW KITCHEN FLOORING AND COUNTER TOPS. TWO BATHS COMPLETELY GUTTED AND REMODELED. Light, bright, clean! Is now ready ...

Email Agent More Info

5/17/2025 10:33:26 PM
Under Contract CTS
7 Orenaug Avenue Woodbury CT
7 Orenaug Avenue

Woodbury, Connecticut 06798

$515,000 | Under Contract - Continue

3 Beds | 3 Baths | 1918 Sqft | 1.25 Acres | 42 Days on Market

Property Type: Single Family For Sale

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 todays lifestyle. Beautiful and private backya...

Email Agent More Info

5/17/2025 1:10:06 PM
Under Contract CTS
39 Painter Hill Road Woodbury CT
39 Painter Hill Road

Woodbury, Connecticut 06798

$1,500,000 | Under Contract - Continue

4 Beds | 3 Baths | 2418 Sqft | 9.4 Acres | 40 Days on Market

Property Type: Single Family For Sale

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,...

Email Agent More Info

5/14/2025 4:14:44 PM
Under Contract CTS
16 Fairgrounds Road Woodbury CT
16 Fairgrounds Road

Woodbury, Connecticut 06798

$695,000 | Under Contract - Continue

4 Beds | 3 Baths | 2614 Sqft | 0.92 Acres | 37 Days on Market

Property Type: Single Family For Sale

Nestled in a sought-after neighborhood, this charming Colonial home welcomes you w/ its classic wrap-around porch, mature plantings, & timeless curb appeal. Inside, youll find a formal living room w/wood-burning fireplace, formal dining room, powder room & laundry area, & bright ...

Email Agent More Info

5/9/2025 4:05:02 AM
Active
45 North Gate Road Woodbury CT
45 North Gate Road

Woodbury, Connecticut 06798

$1,100,000 | Active

4 Beds | 3 Baths | 3545 Sqft | 2.34 Acres | 38 Days on Market

Property Type: Single Family For Sale

Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the lef...

Email Agent More Info

5/6/2025 2:02:46 AM
Under Contract
98 Old Town Farm Road Woodbury CT
98 Old Town Farm Road

Woodbury, Connecticut 06798

$495,000 | Under Contract

3 Beds | 3 Baths | 1648 Sqft | 1.42 Acres | 3 Days on Market

Property Type: Single Family For Sale

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 ...

Email Agent More Info

5/3/2025 7:38:39 PM
Under Contract
54 Barnhill Road Woodbury CT
54 Barnhill Road

Woodbury, Connecticut 06798

$529,900 | Under Contract

3 Beds | 3 Baths | 1675 Sqft | 1.56 Acres | 3 Days on Market

Property Type: Single Family For Sale

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 i...

Email Agent More Info

5/1/2025 9:08:40 PM
Under Contract
1 Woods Way Woodbury CT
1 Woods Way

Woodbury, Connecticut 06798

$289,500 | Under Contract

2 Beds | 3 Baths | 1773 Sqft | 0 Acres | 16 Days on Market

Property Type: Condo/Co-Op For Sale

Country Living at its finest in award winning Woodbury CT. Recently voted The Best Small Town in CT by The Boston Globe and Readers Digest! This home has been remodeled and is in immaculate Move-in-Ready condition. The Fireplace has a pellet stove for cozy winter warmth. The Livi...

Email Agent More Info

4/18/2025 12:21:39 PM
Active
77 Northgate Road Woodbury CT
77 Northgate Road

Woodbury, Connecticut 06798

$875,000 | Active

4 Beds | 3 Baths | 2519 Sqft | 2.3 Acres | 109 Days on Market

Property Type: Single Family For Sale

Nestled in one of Woodburys 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. Constru...

Email Agent More Info

4/16/2025 2:06:26 PM
Active
16 Gate Post Lane Woodbury CT
16 Gate Post Lane

Woodbury, Connecticut 06798

$1,075,000 | Active

4 Beds | 4 Baths | 5781 Sqft | 2.61 Acres | 298 Days on Market

Property Type: Single Family For Sale

Need space! This elegant Colonial in Carriage Hills features approximately 5700 sqft of living space, including a walk-out lower level suitable for an in-law suite or for your au pair . The main level has wood floors, formal living and dining rooms, an eat-in kitchen, bedroom, a ...

Email Agent More Info

4/7/2025 11:48:09 PM
Active
523 Main Street Woodbury CT
523 North Main Street

Woodbury, Connecticut 06798

$990,000 | Active

3 Beds | 2 Baths | 2300 Sqft | 2.1 Acres | 70 Days on Market

Property Type: Single Family For Sale

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 Woodburys town center, this home provides an open floor with a k...

Email Agent More Info

4/4/2025 5:03:41 PM
Active
39 Quanopaug Trail Woodbury CT
39 Quanopaug Trail

Woodbury, Connecticut 06798

$1,950,000 | Active

5 Beds | 6 Baths | 7413 Sqft | 8.94 Acres | 73 Days on Market

Property Type: Single Family For Sale

Exceptionally constructed contemporary set on almost 9 acres with a beautiful view of distant hilltops. Both the house and the outdoor spaces are truly impressive, perfect for entertaining and nature lovers. With over 7,500 sq ft, the home is spacious with exposed beams, an abund...

Email Agent More Info

3/19/2025 11:07:05 PM
Active
225 Old Sherman Hill Road Woodbury CT
225 Old Sherman Hill Road

Woodbury, Connecticut 06798

$2,100,000 | Active

4 Beds | 5 Baths | 4517 Sqft | 33.98 Acres | 130 Days on Market

Property Type: Single Family For Sale

A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, t...

Email Agent More Info

3/18/2025 3:03:32 PM
Active
148 Flanders Road Woodbury CT
148 Flanders Road

Woodbury, Connecticut 06798

$950,000 | Active

3 Beds | 4 Baths | 3082 Sqft | 5 Acres | 280 Days on Market

Property Type: Single Family For Sale

Come home to a unique 3082 sqft, one of a kind custom built Colonial home all set on 5 secluded acres. Featuring an open floor plan, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & ...

Email Agent More Info

3/17/2025 5:09:38 PM
Active
337 Main Street Woodbury CT
337 South Main Street

Woodbury, Connecticut 06798

$899,900 | Active

4 Beds | 3 Baths | 3700 Sqft | 1.39 Acres | 91 Days on Market

Property Type: Single Family For Sale

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 b...

Email Agent More Info

3/12/2025 6:57:11 PM
Active
27 Middle Quarter Road Woodbury CT
27 Middle Quarter Road

Woodbury, Connecticut 06798

$699,900 | Active

3 Beds | 3 Baths | 2042 Sqft | 1.48 Acres | 219 Days on Market

Property Type: Single Family For Sale

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...

Email Agent More Info

3/7/2025 1:31:11 PM
Active
439 Washington Road Woodbury CT
439 Washington Road

Woodbury, Connecticut 06798

$349,900 | Active

2 Beds | 2 Baths | 1920 Sqft | 9.88 Acres | 105 Days on Market

Property Type: Single Family For Sale

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. ...

Email Agent More Info

2/28/2025 10:45:39 PM
Active
373 Transylvania Road Woodbury CT
373 Transylvania Road

Woodbury, Connecticut 06798

$1,275,000 | Active

3 Beds | 5 Baths | 4059 Sqft | 2.24 Acres | 108 Days on Market

Property Type: Single Family For Sale

Custom-built. This unique home is made for entertaining. 4000 ft.2 home with 3 bedroom suites each containing its own full bath. 5 Bathrooms. 3 Fireplaces. Chefs kitchen with granite counters, double ovens, bow window w/bench seat & walk out to deck. Formal dining room has tray c...

Email Agent More Info

12/1/2024 6:22:03 PM
Active
54 Mountain Road Woodbury CT
54 Mountain Road

Woodbury, Connecticut 06798

$339,500 | Active

3 Beds | 1 Baths | 1080 Sqft | 0.49 Acres | 199 Days on Market

Property Type: Single Family For Sale

House is half finished. Seller has completed much of downstairs including kitchen and living area but still a work in progress. Downstairs is all open with a loft upstairs. Great value and beautiful surroundings sits on half an acre. Worth a look ! There are no disclosures and wi...

Email Agent More Info

Reach Out

Looking to buy     Looking to Sell