4 Bedroom homes for sale & real estate in Middlebury, CT

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Located on a most desirable street in North Farms neighborhood, this well loved and beautifully tended 4 bedroom colonial offers great opportunities for comfortable living and entertaining. Filled with light, this home will dazzle you with its beautiful interior. You can prep meals and enjoy them in the updated eat in kitchen with access to a deck overlooking lush grounds. The spacious family room features a fireplace and provides a peaceful retreat after a busy day. The living and dining rooms are great spaces for entertaining and enjoying special times. You can easily relax in the primary bedroom with a recently updated spa-like bathroom and 2 walk in closets. The upper level also feature

$725,000

4 beds2.5 baths2,534 sq ft

106 Mirey Dam Rd, Middlebury, CT 06762

2 walk in closets • Primary bedroom • Spacious family room

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Welcome to this extraordinary 4,261-square-foot home, truly one of a kind within the complex. This 4 bedroom, 3 full baths & 2 half baths is thoughtfully designed for both elegant entertaining and comfortable everyday living. This exceptional residence offers a first-floor primary suite and an impressive open-concept layout. The luxurious primary suite is a private retreat, featuring a newly remodeled spa-inspired bathroom with beautiful fixtures & elegant, white marble throughout and a relaxing soaking tub. Dual walk-in closets with custom-built organizers provide exceptional storage and organization. For effortless entertaining, the home features a generously sized kitchen, op

$979,900

4 beds4 baths4,261 sq ft

9 Whitehall Ct, Middlebury, CT 06762

Dual walk in closets • 0.7 acre lot • 3 garage spots

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
For the antique lover, the one with vision and a desire to bring this fabulous home back to its original glory, this is the place for you. Set on over 2 acres within walking distance to Lake Quassapaug, this is a fabulous property. It offers a main house with approximately 1900 s. f. . You'll love the wide board floors, plaster walls and so many details that reflect a fabulous past. In addition to the main house, there is a detached, oversized 2 car garage with a workshop and a finished artist's loft. Enjoy the opportunity for gardens, more fruit trees and a lovely enclosed screened porch. So many original features. This is a spot for the artist, antique lover, the ones who appreciate histo

$550,000

4 beds2.5 baths1,911 sq ft

802 Charcoal Ave, Middlebury, CT 06762

Original features • Over 2 acres • Workshop

FLOOR PLAN

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Looking for a quiet, secluded location? No street noise, no close neighbors? Welcome to 182 Green Hill Road, where space, privacy, and an exceptional Curtis Farms setting come together. Set at the end of a long private driveway on nearly 3 acres, this spacious 4-bedroom, 2.5-bath Colonial offers over 3,000 square feet of living space with an incredible grand living-room with fireplace and vaulted ceiling, perfect for entertaining or relaxing with the family. The main level features hardwood flooring, generous formal living and dining areas, a private office, and a spacious eat-in kitchen with granite countertops and stainless appliances. The primary suite includes a private en-suite bath wi

$699,900

4 beds2.5 baths3,038 sq ft

182 Green Hill Rd, Middlebury, CT 06762

Hardwood flooring • Nearly 3 acres • Private office

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
SELLER SAYS BRING OFFERS!!!! Welcome Home to this nicely updated New England Cape style home with a comfortable and convenient layout. This move-in ready home offers 4 bedrooms and 2 full bathrooms. An inviting living room showcases a fireplace creating a warm and cozy gathering space for the whole family, adjoining dining area leads to The large kitchen includes ample workspace, lots of cabinets and tile flooring, with easy access to the large deck, and back yard-perfect for all your outdoor entertaining. Two bedrooms, and recently renovated full bath and hardwood floors complete the main level. As you walk upstairs you will find a Full remodeled bathroom, A bedroom and A large primary bed

$439,900

4 beds2 baths1,630 sq ft

106 Steinmann Ave, Middlebury, CT 06762

Inviting living room • Large kitchen • Ample workspace

Property at 66 Artillery Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$535,000

4 beds3.5 baths2,691 sq ft

66 Artillery Rd, Middlebury, CT 06762

Property at 18 Hunting Ridge Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$789,900

4 beds2.5 baths2,700 sq ft

18 Hunting Ridge Rd, Middlebury, CT 06762

Property at 77 Crest Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$749,900

4 beds3.5 baths2,674 sq ft

77 Crest Rd, Middlebury, CT 06762

Property at 10 Curtis Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$650,000

4 beds2.5 baths2,484 sq ft

10 Curtis Rd, Middlebury, CT 06762

Property at 764 Charcoal Ave, Middlebury, CT 06762, 4 beds, 3 baths

$749,900

4 beds3 baths2,250 sq ft

764 Charcoal Ave, Middlebury, CT 06762

Property at 135 Washington Dr, Middlebury, CT 06762, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths3,485 sq ft

135 Washington Dr, Middlebury, CT 06762

Property at 67 Abbott Farms Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$1,399,900

4 beds3.5 baths5,237 sq ft

67 Abbott Farms Rd, Middlebury, CT 06762

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ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
The Art of Living Beautifully | 1333 Bucks Hill Road, Southbury, CT Craving privacy, tranquility, and a place to truly unwind? Your search ends here. Nestled in a picturesque setting with a peaceful pond gracing the front of the property, this beautifully updated residence offers a rare sense of serenity, surrounded by the natural beauty of Southbury. Blending classic New England charm with modern comfort, the home features hardwood floors, two spacious living areas, a cozy fireplace, formal and casual dining rooms, and a beautifully appointed kitchen with granite countertops. Upstairs, the primary suite offers a private bath, complemented by additional bedrooms and another full bathroom.

$680,000

4 beds3 baths2,784 sq ft

1333 Bucks Hill Rd, Southbury, CT 06488

Private bath • Granite countertops • Fresh interior paint

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
25 Joseph Road | Naugatuck, CT 06770 Beautifully Renovated | 4 Bedrooms | 3.5 Bathrooms | 2-Car Garage Welcome to 25 Joseph Road, a beautifully renovated residence where modern elegance meets everyday comfort. This impressive 4-bedroom, 3.5-bath home has been thoughtfully updated with exceptional attention to detail. Step inside to discover gleaming hardwood floors, fresh interior paint, and a stunning new kitchen featuring granite countertops, offering the perfect blend of style and functionality. The beautifully updated bathrooms showcase contemporary finishes throughout. Major improvements include new electrical service and panel, updated electrical and plumbing systems, a brand-new furn

$459,000

4 beds2 baths2,128 sq ft

25 Joseph Rd, Naugatuck, CT 06770

New furnace • New kitchen • Renovated residence

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Desirable Town Plot/Country Club location. Quality New Construction with many upgraded features. 8 rooms, 4 bedrooms and 2.5 baths with utility room and extra deep 2 car garage. Approximately 2150 square feet. Driveway to be paved and rough landscaping completed. Large flat lot. 6 foot vinyl fencing to be installed on right lot boundary for privacy. Hardwood flooring throughout main floor. Custom hand railing, open floor plan with vaulted ceilings and center island. Quartz countertops along with stainless steel appliances. Primary Bedroom with walk in closet and full tile shower with double vanity and glass door. Family room and 4th bedroom all above grade with a full slider off the FR lead

$549,900

4 beds2.5 baths2,150 sq ft

381 Como Ave, Waterbury, CT 06708

Hardwood flooring • Utility room • Large flat lot

NEW CONSTRUCTION

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Brand-new home, fresh beginnings, and a location you'll love! Set on the Middlebury side of Naugatuck, this thoughtfully designed raised ranch offers approximately 1,994 square feet of living space with room to relax, entertain, and make it your own. The main level features a welcoming living room, kitchen and dining area, three bedrooms, and two full baths, including a private primary bath. A rear deck 12'x16'provides a perfect spot for morning coffee or unwinding at the end of the day. The lower level adds a spacious family room, a versatile den or potential fourth bedroom, a half bath, and utility/laundry space. A two-car garage completes the package. Nearby, the Bridle Trail invites you

$525,000

4 beds3 baths1,994 sq ft

83 Evelyn Dr, Naugatuck, CT 06770

New construction • Flexible layout • Family room

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
MULTIPLE OFFERS RECEIVED! Seller is requesting highest and best offers by Wednesday, October 21, 2026, at 12:00 PM. Welcome to 56 Buckingham Street, a beautifully updated 4-bedroom, 2.5-bath Colonial nestled in one of Naugatuck's most prestigious neighborhoods. Situated on a professionally landscaped 0.63-acre lot, this elegant home offers over 3,000 sq ft of thoughtfully designed living space, boasting spacious, sun-drenched rooms that are perfect for entertaining, working from home, or simply enjoying life in comfort and style. Step inside to discover a convenient first-floor primary suite, a gourmet granite kitchen featuring stainless steel appliances, and rich hardwood flooring througho

$549,900

4 beds2.5 baths3,211 sq ft

56 Buckingham St, Naugatuck, CT 06770

Inviting living room • 0.63 acre lot • 2 garage spots

ABOUT THIS HOME
4 Bedroom Homes for Sale in Middlebury, CT
Welcome to this 4-bedroom, 1.5-bath Colonial home located in the Bunker Hill neighborhood of Waterbury, near the Oakville and Watertown lines. This home offers a comfortable layout with a living room that opens to a deck overlooking the backyard, providing space for outdoor enjoyment. The walkout basement offers additional flexibility for storage, recreation, or future finishing possibilities. Located with access to major highways, local schools, and bus lines, this home provides connectivity throughout the area. Nearby amenities include shopping, dining, everyday conveniences, and services throughout Waterbury, Oakville, and Watertown. Outdoor recreation nearby includes Bunker Hill Park, F

$243,350

4 beds1.5 baths1,500 sq ft

431 Oakville Ave, Waterbury, CT 06708

Walkout basement • Nearby amenities • 7,840 sq ft lot

Property at 34 Corona Dr, Waterbury, CT 06708, 4 beds, 2 baths

$309,900

4 beds2 baths1,170 sq ft

34 Corona Dr, Waterbury, CT 06708

Property at 128 Midwood Ave, Waterbury, CT 06708, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,244 sq ft

128 Midwood Ave, Waterbury, CT 06708

Property at 21 Pond St, Naugatuck, CT 06770, 4 beds, 2.5 baths

$339,900

4 beds2.5 baths2,285 sq ft

21 Pond St, Naugatuck, CT 06770

Property at 115 Southwind Rd, Waterbury, CT 06708, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,662 sq ft

115 Southwind Rd, Waterbury, CT 06708

Property at 114 Plainfield Dr, Oakville, CT 06779, 4 beds, 1.5 baths

$384,999

4 beds1.5 baths2,044 sq ft

114 Plainfield Dr, Oakville, CT 06779

Property at 1277 Rubber Ave, Naugatuck, CT 06770, 4 beds, 3.5 baths

$595,000

4 beds3.5 baths3,020 sq ft

1277 Rubber Ave, Naugatuck, CT 06770

Property at 684 Field St, Naugatuck, CT 06770, 4 beds, 1.5 baths

$499,900

4 beds1.5 baths1,750 sq ft

684 Field St, Naugatuck, CT 06770

Property at 50 Manners Ave, Naugatuck, CT 06770, 4 beds, 1 bath

$316,500

4 beds1 bath1,008 sq ft

50 Manners Ave, Naugatuck, CT 06770

Property at 26 Vidich Ln, Naugatuck, CT 06770, 4 beds, 3.5 baths

$545,900

4 beds3.5 baths2,526 sq ft

26 Vidich Ln, Naugatuck, CT 06770

Property at 263 Georgetown Dr, Watertown, CT 06795, 4 beds, 3 baths

$650,000

4 beds3 baths2,631 sq ft

263 Georgetown Dr, Watertown, CT 06795

Property at 232 Lakeside Blvd E, Waterbury, CT 06708, 4 beds, 2.5 baths

$398,900

4 beds2.5 baths2,090 sq ft

232 Lakeside Blvd E, Waterbury, CT 06708

Property at 1 Lake Dr, Oxford, CT 06478, 4 beds, 2.5 baths

$650,000

4 beds2.5 baths1,920 sq ft

1 Lake Dr, Oxford, CT 06478

Property at 59 Michael Ln, Naugatuck, CT 06770, 4 beds, 2.5 baths

$730,000

4 beds2.5 baths3,931 sq ft

59 Michael Ln, Naugatuck, CT 06770

Property at 19 Vidich Ln, Naugatuck, CT 06770, 4 beds, 2 baths

$499,900

4 beds2 baths2,594 sq ft

19 Vidich Ln, Naugatuck, CT 06770

4 Bedroom Homes for Sale in Middlebury

There are currently 12 4 bedroom homes in Middlebury. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middlebury stay on the market for 62 days. This map is refreshed with the newest listings in Middlebury every 15 minutes.

In the past month, 13 homes have been sold in Middlebury. In addition to houses in Middlebury, there were also 8 condos, 0 townhouses, and 1 multi-family unit for sale in Middlebury last month. Find your dream home in Middlebury using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middlebury are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middlebury. If you're looking to sell your home in the Middlebury area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middlebury with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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