Middlebury, CT homes for sale & real estate

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NEW 7 HRS AGO

372 Tucker Hill Rd, Middlebury, CT 06762
372 Tucker Hill Rd, Middlebury, CT 06762
372 Tucker Hill Rd, Middlebury, CT 06762
ABOUT THIS HOME
Middlebury, CT Homes for Sale
Phenomenal renovation and redesign by current owners perfectly blends traditional and modern creating an elegant and luxury living. This exceptional 5 bedroom, 4.3-bath home offers over 6600 square feet of luxurious living. Situated on a private 3.5 acres, the property boasts: stone walls, a 60ft in-ground pool and tennis/pickleball court. Upon entering, you'll be captivated by the stunning carriage house architecture and attention to quality throughout this home. The open floor plan incorporates a family room with fireplace, dining room, coffee station, and custom kitchen and offers comfortable and welcoming spaces to entertain. The tastefully remodeled kitchen features an island that can

$1,685,000

5 beds5.5 baths6,600 sq ft

372 Tucker Hill Rd, Middlebury, CT 06762

Custom kitchen • 60ft in-ground pool • Pickleball court

OPEN SAT, 11AM TO 1PM

225 Whittemore Rd, Middlebury, CT 06762
225 Whittemore Rd, Middlebury, CT 06762
225 Whittemore Rd, Middlebury, CT 06762
ABOUT THIS HOME
Middlebury, CT Homes for Sale
Cozy solid 3 bedroom two bath brick cape with easy access to Route 8 and I-84. Close to 3 parks and the greenway for recreation. The home features an updated kitchen and a living room with a pellet stove. Two bedrooms are on the main level with an additional bedroom on the upper level. Large level fenced in yard, firepit, front covered porch and patio add to ambiance. Two car garage as well as public sewer.

$425,000

3 beds1 bath1,630 sq ft

225 Whittemore Rd, Middlebury, CT 06762

0.92 acre lot • 2 garage spots • Built 1900

2 Dogwood Ct #2, Middlebury, CT 06762
2 Dogwood Ct #2, Middlebury, CT 06762
2 Dogwood Ct #2, Middlebury, CT 06762
ABOUT THIS HOME
Middlebury, CT Homes for Sale
Beautiful 3-bedroom, 3.5-bath 3179 Sqft townhouse with a 1-car garage located on of the best best private streets in the highly sought-after Ridgewood community. The resort style complex people are raving about! This spacious home offers a flexible layout perfect for modern living. The main level features hardwood floors, a half bath, a bright living room, a dining area, and an eat-in kitchen with granite countertops and space for a breakfast nook. Step out from the kitchen to a private deck overlooking a serene, wooded setting, ideal for relaxing or entertaining. Upstairs, you'll find three generously sized bedrooms, including a primary suite with vaulted ceilings, a walk-in closet, and an

$590,000

3 beds3.5 baths2,403 sq ft

2 Dogwood Ct #2, Middlebury, CT 06762

Private deck • Wooded setting • Eat-in kitchen

NEW CONSTRUCTION

2 Deer Run Rd, Middlebury, CT 06762
ABOUT THIS HOME
Middlebury, CT Homes for Sale
Welcome Home to Middlebury's newest 23 lot subdivision-Hunting Ridge Estates. 2 Deer Run Road (aka Lot 13) is just beginning construction and will be one level living at its finest! Please see attached plans and specs. There are several other lots and plans to choose from or will build to suit! City water and sewer.

$729,900

3 beds2.5 baths2,190 sq ft

2 Deer Run Rd, Middlebury, CT 06762

0.92 acre lot • 2 garage spots • Built 2024

111 Dwyer Rd, Middlebury, CT 06762
111 Dwyer Rd, Middlebury, CT 06762
111 Dwyer Rd, Middlebury, CT 06762
ABOUT THIS HOME
Middlebury, CT Homes for Sale
Elegant Saltbox Colonial in Sought-After Middlebury, Nestled on 2.44 secluded acres, this tasteful saltbox colonial boasts park-like grounds with a private, tree-lined driveway leading to professionally landscaped gardens. Enjoy blooming trees and bushes from spring to fall, creating a picturesque setting. Outdoor living is enhanced with a slate patio, built-in barbecue, and bocce court, perfect for entertaining. The chef's kitchen features an island and opens to a bright family room for effortless gatherings. The expansive living and dining room combination provides elegant space for hosting. The primary bedroom suite offers a walk-in closet and dressing area, and a remodeled bath with ste

$717,000

3 beds2.5 baths3,212 sq ft

111 Dwyer Rd, Middlebury, CT 06762

2.44 acre lot • 2 garage spots • Built 1988

Property at 1996 Straits Tpke, Middlebury, CT 06762, 3 beds, 3 baths

$480,000

3 beds3 baths1,768 sq ft

1996 Straits Tpke, Middlebury, CT 06762

Property at 39 Independence Cir #39, Middlebury, CT 06762, 4 beds, 3 baths

$649,900

4 beds3 baths3,382 sq ft

39 Independence Cir #39, Middlebury, CT 06762

Property at 181 Ridgewood Dr #181, Middlebury, CT 06762, 3 beds, 2.5 baths

$600,000

3 beds2.5 baths2,614 sq ft

181 Ridgewood Dr #181, Middlebury, CT 06762

Property at 33 Ridgewood Dr #33, Middlebury, CT 06762, 3 beds, 3 baths

$689,900

3 beds3 baths3,432 sq ft

33 Ridgewood Dr #33, Middlebury, CT 06762

Property at 30 Nick Rd, Middlebury, CT 06762, 3 beds, 3 baths

$495,000

3 beds3 baths2,496 sq ft

30 Nick Rd, Middlebury, CT 06762

Property at 87 Falcon Crest Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$900,000

4 beds2.5 baths3,142 sq ft

87 Falcon Crest Rd, Middlebury, CT 06762

Property at 190 Allerton Farms Rd, Middlebury, CT 06762, 2 beds, 2.5 baths

$539,900

2 beds2.5 baths1,744 sq ft

190 Allerton Farms Rd, Middlebury, CT 06762

Property at 1 Independence Cir #1, Middlebury, CT 06762, 4 beds, 2.5 baths

$630,000

4 beds2.5 baths3,224 sq ft

1 Independence Cir #1, Middlebury, CT 06762

Property at 122 Mirey Dam Rd, Middlebury, CT 06762, 4 beds, 5 baths

$1,475,000

4 beds5 baths6,175 sq ft

122 Mirey Dam Rd, Middlebury, CT 06762

Property at 7 White Birch Ln, Middlebury, CT 06762, 4 beds, 3.5 baths

$1,099,750

4 beds3.5 baths3,325 sq ft

7 White Birch Ln, Middlebury, CT 06762

Property at 4 White Birch Ln, Middlebury, CT 06762, 4 beds, 3.5 baths

$949,500

4 beds3.5 baths2,750 sq ft

4 White Birch Ln, Middlebury, CT 06762

Property at 1 White Brich Ln, Middlebury, CT 06762, 3 beds, 2.5 baths

$869,500

3 beds2.5 baths2,450 sq ft

1 White Brich Ln, Middlebury, CT 06762

Property at 6 White Birch Ln, Middlebury, CT 06762, 4 beds, 3.5 baths

$1,249,500

4 beds3.5 baths3,700 sq ft

6 White Birch Ln, Middlebury, CT 06762

Property at 11 White Birch Ln, Middlebury, CT 06762, 4 beds, 4.5 baths

$999,500

4 beds4.5 baths3,000 sq ft

11 White Birch Ln, Middlebury, CT 06762

Property at 383 Leonard Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$939,000

4 beds3.5 baths3,220 sq ft

383 Leonard Rd, Middlebury, CT 06762

Property at 1 Dogwood Ct #1, Middlebury, CT 06762, 3 beds, 3.5 baths

$630,000

3 beds3.5 baths3,477 sq ft

1 Dogwood Ct #1, Middlebury, CT 06762

Property at 112 Periwinkle Dr #112, Middlebury, CT 06762, 2 beds, 2.5 baths

$534,900

2 beds2.5 baths2,593 sq ft

112 Periwinkle Dr #112, Middlebury, CT 06762

Property at 29 Winding Trl #29, Middlebury, CT 06762, 3 beds, 2.5 baths

$530,000

3 beds2.5 baths2,130 sq ft

29 Winding Trl #29, Middlebury, CT 06762

Property at 1 Winding Trl #1, Middlebury, CT 06762, 4 beds, 3.5 baths

$659,000

4 beds3.5 baths3,195 sq ft

1 Winding Trl #1, Middlebury, CT 06762

Property at 3 Pine Rdg #23, Middlebury, CT 06762, 2 beds, 2.5 baths

$721,000

2 beds2.5 baths2,290 sq ft

3 Pine Rdg #23, Middlebury, CT 06762

Property at 15 Hunting Ridge Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$759,900

3 beds2.5 baths2,190 sq ft

15 Hunting Ridge Rd, Middlebury, CT 06762

Property at 28 Hunting Ridge Rd, Middlebury, CT 06762, 4 beds, 2.5 baths

$759,900

4 beds2.5 baths2,466 sq ft

28 Hunting Ridge Rd, Middlebury, CT 06762

Property at 28 Maple Dr, Middlebury, CT 06762, 3 beds, 3.5 baths

$499,950

3 beds3.5 baths1,596 sq ft

28 Maple Dr, Middlebury, CT 06762

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

$599,000

4 beds3.5 baths2,691 sq ft

66 Artillery Rd, Middlebury, CT 06762

Property at 22 Somerset Dr, Middlebury, CT 06762, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths2,878 sq ft

22 Somerset Dr, Middlebury, CT 06762

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

$899,000

3 beds2.5 baths2,878 sq ft

294 Christian Rd, Middlebury, CT 06762

Property at 28 Pine Hollow Dr, Middlebury, CT 06762

$216,000

— beds— baths— sq ft

28 Pine Hollow Dr, Middlebury, CT 06762

Property at Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762

$699,900

— beds— baths— sq ft

Lots 12,13, 14 Mirey Dam Rd, Middlebury, CT 06762

Property at 440 Lake Shore Dr, Middlebury, CT 06762

$85,000

— beds— baths— sq ft

440 Lake Shore Dr, Middlebury, CT 06762

Property at 19 Deer Run Rd, Middlebury, CT 06762

$274,900

— beds— baths— sq ft

19 Deer Run Rd, Middlebury, CT 06762

Property at 75 GLENEAGLE Rd, Middlebury, CT 06762

$209,900

— beds— baths— sq ft

75 GLENEAGLE Rd, Middlebury, CT 06762

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Average home prices near Middlebury, CT

Cities

Zip Codes
Minor Civil Divisions

Middlebury, CT real estate trends

$578K

Sale price

-1.3%
since last year

$269

Sale $/sq ft

+15.0%
since last year

Over list price

2.2%

Days on market

Down payment

—

Total homes sold

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