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

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ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
BUYER UNABLE TO OBTAIN FINANCING-BACK ON MARKET! Set on nearly half an acre in one of Middlebury's most desirable neighborhoods, this 3-bedroom, 2.5-bath Colonial blends timeless character with everyday comfort. Gleaming hardwood floors run throughout the home, anchoring an open, inviting layout built for both daily living and entertaining. The heart of the home is a spacious family room crowned by a dramatic cathedral ceiling and ceiling fan, a bright and airy retreat that flows naturally into the rest of the main level. The kitchen is ready to cook in and gather around, featuring granite countertops, a breakfast bar, and stainless appliances including a gas cooktop. Generous living and di

$439,900

3 beds2.5 baths2,112 sq ft

42 White Ave, Middlebury, CT 06762

Stainless appliances • Nearly half an acre • Granite countertops

OPEN SAT, 11AM TO 3PM

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Step inside and the first thing you notice is the light: sun pouring through the kitchen's bay window onto warm new bamboo floors, which give way to the original hardwood, refinished, in the living and dining rooms. This 1941 Cape has been renovated top to bottom with high-end materials and a designer's eye, while keeping the original character that makes an older home feel like home. The kitchen and both bathrooms share a thread of rich black stone, and the primary bath is a retreat vanity, warm wood and soft, glowing floor lighting. Custom details show up wherever you look, custom kitchen cabinetry, lots of built-in storage, extra space tucked into the attic. Downstairs, the finished lowe

$485,000

3 beds2 baths1,440 sq ft

314 Porter Ave, Middlebury, CT 06762

Original hardwood • Black stone • Bay window

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Welcome to this beautifully maintained ranch, ideally situated on a quiet cul-de-sac in one of Middlebury's desirable neighborhoods. Set on a private, level 1 acre lot, this 3 bedroom, 3.5 bath home offers comfort, character, and exceptional space for everyday living and entertaining. The inviting open floor plan features a stunning sunken living room, three fireplaces, and a spacious family room. The kitchen and living spaces flow seamlessly to a screened-in porch and newly remodeled deck, creating a wonderful indoor-outdoor entertaining experience. Additional highlights include an attached 3 car garage, partially finished basement, central air, city water and sewer, oil and electric heat,

$850,000

3 beds3.5 baths3,024 sq ft

25 Juniper Rd, Middlebury, CT 06762

Open floor plan • Screened-in porch • Quiet cul-de-sac

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
This charming 3-bedroom, 2-full-bath home offers 1,466 square feet of comfortable living space on nearly half an acre, tucked away in a peaceful neighborhood in one of Connecticut's most sought-after communities. Step inside to a welcoming living room featuring hardwood flooring and a generous 6'x3' walk-in closet. The main-level primary bedroom offers the same warmth of hardwood flooring, along with an impressive 6'x5' walk-in closet. A full bathroom with a convenient shower stall is also included on the main level. The eat-in kitchen features hardwood flooring and recessed lighting and flows naturally into a spacious family room designed for relaxing and entertaining. Here, an impressive

$350,000

3 beds2 baths1,466 sq ft

138 Steinmann Ave, Middlebury, CT 06762

Walk-in closet • Covered patio • Stone fireplace

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Welcome to this beautifully updated three-bedroom Cape in the desirable Steeplechase community. Hardwood flooring flows throughout the home, complemented by custom plantation shutters and window treatments in most rooms. The flexible floor plan includes an additional room off the eat-in kitchen. Upstairs, you'll find three spacious bedrooms, two updated baths, and conveniently located laundry. The primary suite features two walk- in closets, while the additional bedrooms offer built-in closet systems. Enjoy the private deck and backyard, plus a full unfinished walkout basement with plenty of potential. Additional highlights include an automatic whole-house Generac generator, natural gas hea

$575,000

3 beds2.5 baths1,957 sq ft

16 Caveson Ct #16, Middlebury, CT 06762

Hardwood flooring • Private deck • Flexible floor plan

Property at 6 Deer Run Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$849,900

3 beds2.5 baths2,190 sq ft

6 Deer Run Rd, Middlebury, CT 06762

Property at 70 Pine Hollow Dr, Middlebury, CT 06762, 3 beds, 2.5 baths

$639,000

3 beds2.5 baths3,174 sq ft

70 Pine Hollow Dr, Middlebury, CT 06762

Property at 10 Ridgewood Dr #10, Middlebury, CT 06762, 3 beds, 2.5 baths

$529,900

3 beds2.5 baths2,403 sq ft

10 Ridgewood Dr #10, Middlebury, CT 06762

Property at 326 Lake Shore Dr, Middlebury, CT 06762, 3 beds, 2 baths

$520,000

3 beds2 baths1,568 sq ft

326 Lake Shore Dr, Middlebury, CT 06762

Property at 294 Christian Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths2,878 sq ft

294 Christian Rd, Middlebury, CT 06762

Property at 20 Hunting Ridge Rd, Middlebury, CT 06762, 3 beds, 2 baths

$774,900

3 beds2 baths1,877 sq ft

20 Hunting Ridge Rd, Middlebury, CT 06762

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ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Classic charm and an opportunity to make it your own in Waterbury's Bunker Hill neighborhood! Built in 1951, this Colonial offers 1,290 square feet with three bedrooms, one full bath, and a convenient first-floor half bath. The main level features a living room, separate dining room, and eat-in kitchen, along with a sunporch with sliders and a skylight-an inviting spot for morning coffee or relaxing at the end of the day. Hardwood flooring beneath the carpeting adds to the home's potential. Upstairs, you'll find all three bedrooms and the full bath. Updates include a roof replaced in 2023, replacement windows in 2015, and a brand-new natural gas hot water heater in 2026. Natural gas heat, a

$299,900

3 beds1.5 baths1,290 sq ft

11 Media Ave, Waterbury, CT 06708

Hardwood flooring • Skylight • Roof replaced

FLOOR PLAN

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Welcome home to this beautifully maintained 1,718 sq. ft. Colonial, ideally situated in an established neighborhood and offering turnkey convenience! Featuring a two-car attached garage and a spacious, functional layout, this home is ready for you to move right in. The main level boasts a bright living room with a large window, flowing seamlessly into the dining room, also filled with natural light. The dining room opens to the kitchen and breakfast nook, complete with a center island, pantry, and sliding doors leading to the deck overlooking the expansive backyard which is perfect for outdoor entertaining or relaxing. A convenient half bath and laundry area completes the first floor. Upsta

$375,000

3 beds2.5 baths1,718 sq ft

14 Alyce Ter, Waterbury, CT 06708

Pantry • Bright living room • Dining room

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Welcome to 81 Angel Drive, Unit D! This three-bedroom, one-and-a-half-bath condo offers 991 square feet of comfortable living space in a convenient Waterbury location. The updated kitchen features modern cabinetry and ample counter space, while three bedrooms provide flexibility for guests, a home office, or everyday living. Generous closet space keeps essentials tucked away. Located near shopping, dining, and major highways, this home makes errands and commuting easy. Schedule your private showing today! CASH ONLY PURCHASE. Tenant occupied, please reserve a viewing time slot with 24 hour notice.

$145,000

3 beds1.5 baths991 sq ft

81 Angel Dr Unit D, Waterbury, CT 06708

Ample counter space • Modern cabinetry • Updated kitchen

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Welcome to this charming Colonial in Waterbury's Bunker Hill neighborhood. Set on a 0.43-acre corner lot, this 3-bedroom, 2.5-bath home offers 1,898 square feet of above-grade living space plus a 949-square-foot finished basement. Hardwood floors and a wood-burning fireplace bring warmth to the living room, while the finished lower level features a gas fireplace and flexible space for recreation, relaxing, or entertaining. Two enclosed porches add to the home's charm. Step outside to a private backyard retreat featuring an in-ground saltwater pool, hot tub, and patio. An attached two-car garage and private driveway complete this distinctive property.

$395,000

3 beds2.5 baths2,847 sq ft

100 Irvington Ave, Waterbury, CT 06708

Enclosed porches • 0.43-acre corner lot • Gas fireplace

COMING SOON

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Location? You bet. .. . this remodeled home is minutes away from 84 which makes your work commute alot shorter! This 3 bedroom two bathroom RANCH is move in ready and needs some minor cosmetic fixe's. This home offers hardwood floors. .. CENTRAL AIR and fresh paint! THe home offers a finished lower level and could possibly used as an inlaw with a seperate entrance. A show is a sale at this price! Interior pictures coming soon!

$259,000

3 beds1.5 baths1,220 sq ft

53 Elk Ave, Waterbury, CT 06708

Separate entrance • Central air • Hardwood floors

ABOUT THIS HOME
3 Bedroom Homes for Sale in Middlebury, CT
Completely renovated and move-in ready, this three-bedroom ranch in North Woodbury has been gutted to the studs and beautifully rebuilt throughout. The open-concept layout features a gorgeous new kitchen with center island opening to a spacious family and dining area with plenty of room for larger gatherings. No detail was overlooked in the renovation. All three bedrooms feature hardwood floors, while the home also offers a new full bath, new laundry room, and a private side deck just off the entry. The finished lower level provides valuable additional living space for a family room, home office, exercise area, or recreation room. A rare opportunity to own a like-new ranch-style home in Woo

$699,900

3 beds1.5 baths1,960 sq ft

1217 Main St N, Woodbury, CT 06798

Private side deck • New kitchen • Center island

Property at 39 Regency Hl, Waterbury, CT 06708, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,960 sq ft

39 Regency Hl, Waterbury, CT 06708

Property at 62 Hampton Rd, Waterbury, CT 06708, 3 beds, 2.5 baths

$434,900

3 beds2.5 baths2,647 sq ft

62 Hampton Rd, Waterbury, CT 06708

Property at 516 Chipman St, Waterbury, CT 06708, 3 beds, 1 bath

$349,000

3 beds1 bath1,428 sq ft

516 Chipman St, Waterbury, CT 06708

Property at 200 Forest Ridge Rd, Waterbury, CT 06708, 3 beds, 2 baths

$399,900

3 beds2 baths1,500 sq ft

200 Forest Ridge Rd, Waterbury, CT 06708

Property at 63 Oakcrest Cir, Waterbury, CT 06708, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,882 sq ft

63 Oakcrest Cir, Waterbury, CT 06708

Property at 172 Andrew Ave, Naugatuck, CT 06770, 3 beds, 2.5 baths

$349,999

3 beds2.5 baths1,302 sq ft

172 Andrew Ave, Naugatuck, CT 06770

Property at 15 Ashland Ave, Waterbury, CT 06708, 3 beds, 1 bath

$309,000

3 beds1 bath1,450 sq ft

15 Ashland Ave, Waterbury, CT 06708

Property at 327 Highland Dr, Waterbury, CT 06708, 3 beds, 2 baths

$339,000

3 beds2 baths1,506 sq ft

327 Highland Dr, Waterbury, CT 06708

Property at 101 Ridge Rd #12, Naugatuck, CT 06770, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,092 sq ft

101 Ridge Rd #12, Naugatuck, CT 06770

Property at 54 Evelyn Dr, Naugatuck, CT 06770, 3 beds, 1.5 baths

$355,000

3 beds1.5 baths1,224 sq ft

54 Evelyn Dr, Naugatuck, CT 06770

Property at 578 Old Sherman Hill Rd, Woodbury, CT 06798, 3 beds, 2 baths

$550,000

3 beds2 baths1,550 sq ft

578 Old Sherman Hill Rd, Woodbury, CT 06798

Property at 205 Chipman ST EXT, Waterbury, CT 06708, 3 beds, 1 bath

$269,999

3 beds1 bath924 sq ft

205 Chipman ST EXT, Waterbury, CT 06708

Property at 115 N Hoadley St, Naugatuck, CT 06770, 3 beds, 2 baths

$379,000

3 beds2 baths1,767 sq ft

115 N Hoadley St, Naugatuck, CT 06770

Property at 216 Hillside Ave, Naugatuck, CT 06770, 3 beds, 1 bath

$320,000

3 beds1 bath1,628 sq ft

216 Hillside Ave, Naugatuck, CT 06770

3 Bedroom Homes for Sale in Middlebury

There are currently 11 3 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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