Middlebury, CT homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Middlebury, CT Homes for Sale
A grand Cape Cod-style home, nestled in a wonderful and convenient neighborhood. The interior has been freshly painted, and the main level features primarily hardwood flooring. Just off the foyer, you'll find a sunken living room that welcomes you. The spacious eat-in kitchen has been remodeled and opens to the formal dining room, making it perfect for entertaining. Adjacent to the kitchen is a cozy den, complete with a wood-burning fireplace, built-ins, and a skylight to bring in natural light. The primary bedroom suite, located on the main level, boasts a large walk-in closet, a full bath, and a sliding door that leads to a private deck. A second bedroom and another full bath are also con

$649,900

4 beds3 baths2,878 sq ft

72 Carriage Dr, Middlebury, CT 06762

1 acre lot • Garage • Built 1966

ABOUT THIS HOME
Middlebury, CT Homes for Sale
PRICED RIGHT FOR IMMEDIATE SALE! SNOOZE YOU LOSE! THIS IS "NATURES LOVERS DREAM HOME", PERFECT FOR BIRD WATCHERS, ON OPEN & GLORIOUS 1.80 ACRES WITH MATURE FRUIT/NUTS/BERRIES/BUSHES & WILLOW TREES, TO NAME A FEW! ALMOST 1500 S. F. OF LIVING! A BEAUTIFUL BABBLING BROOK FOR PEACE AND SERENITY CAN BE SEEN FROM THE OVERSIZED COVERED DECK, AS YOU ENJOY YOUR MORNING COFFEE OR STRESS-FREE EVENING RELAXATION! GREENWAY FOR WALKING AND BIKING RIGHT AROUND THE CORNER. SOLAR PANELS FOR ENERGY EFFICIENCY, NEWER ROOF IN 2015, FURNACE IN 2016, & HOT WATER HEATER 2018. NESTLED AWAY, YET CONVENIENTLY LOCATED TO RESTAURANTS, SHOPPING AND I-84/RT 8. WHAT ARE YOU WAITING FOR???? HUR

$399,900

3 beds2 baths1,498 sq ft

115 Porter Ave, Middlebury, CT 06762

Mature fruit • Mature nuts • 1.80 acres

3D WALKTHROUGH

ABOUT THIS HOME
Middlebury, CT Homes for Sale
Tucked on a quiet street in the heart of Middlebury, this beautifully maintained Cape is where comfort meets craftsmanship. Step inside to a sunlit living room anchored by gleaming hardwood floors and a cozy gas fireplace-the perfect place to unwind after a long day. The thoughtfully designed first-floor primary suite offers a serene escape, complete with a full bath and walk-in closet. The granite-topped eat-in kitchen blends function and style, ideal for both everyday meals and weekend gatherings. Upstairs, you'll be pleasantly surprised by the spacious landing-no tight ceilings here-and two generous bedrooms flanking a well-appointed full bath. Downstairs, a partially finished basement p

$489,900

3 beds2.5 baths2,311 sq ft

116 Yale Ave, Middlebury, CT 06762

Walk-in closet • Gas fireplace • Full bath

ABOUT THIS HOME
Middlebury, CT Homes for Sale
Beautiful Luxury Portman Condo in the Sought-After Ridgewood Community! This stunning 3-bed, 2.5-bath home by Toll Brothers is perfectly situated on a private cul-de-sac in one of Ridgewood's most desirable and unique locations. Offering over 2,680 SqFt of beautifully designed living space, this residence includes a rare 4-ft bump-out for added size plus a finished walk-out basement. The main level features an open floor plan with gleaming hardwood floors, custom cabinetry, stainless steel appliances, and marble countertops-perfect for modern entertaining. An upgraded skylight fills the kitchen with natural light, while sliding doors lead to a private deck with tranquil wooded views. The sp

$565,000

3 beds2.5 baths2,680 sq ft

27 Winding Trl #27, Middlebury, CT 06762

Private deck • Wooded views • Gas fireplace

ABOUT THIS HOME
Middlebury, CT Homes for Sale
SUPERB LAKE PROPERTY. First time on the market, this 4,811 sf shingle-style home on 6.99 acres in Lake Quassapaug's estate area offers 195 feet of direct waterfront with a private dock and small beach. Designed by renowned architect Rick Moisan and built in 2000, the residence blends timeless design with modern comfort, enjoying complete privacy and pastoral views of permanently protected neighboring hayfields and vineyards. This rare offering combines architectural pedigree, serene natural beauty, and versatile living spaces-a true sanctuary for lakefront living. TWO PARCELS. Includes the main residence and a charming two-bedroom cottage sold together. MAIN RESIDENCE. Classic shingle-style

$4,100,000

6 beds4 baths5,816 sq ft

7 Sandy Beach Rd, Middlebury, CT 06762

Small beach • Bright open layout • High-end appliances

Property at 80 Pine Hollow Dr, Middlebury, CT 06762, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths2,806 sq ft

80 Pine Hollow Dr, Middlebury, CT 06762

Property at 126 Colonial Ave, Middlebury, CT 06762, 3 beds, 1.5 baths

$599,000

3 beds1.5 baths2,531 sq ft

126 Colonial Ave, Middlebury, CT 06762

Property at 281 Watertown Rd, Middlebury, CT 06762, 5 beds, 2 baths

$480,000

5 beds2 baths2,428 sq ft

281 Watertown Rd, Middlebury, CT 06762

Property at 200 N Farm Rd, Middlebury, CT 06762, 4 beds, 3 baths

$799,000

4 beds3 baths3,360 sq ft

200 N Farm Rd, Middlebury, CT 06762

Property at 96 Ridgewood Dr #96, Middlebury, CT 06762, 2 beds, 2.5 baths

$580,000

2 beds2.5 baths2,474 sq ft

96 Ridgewood Dr #96, Middlebury, CT 06762

Property at 1 Hampshire Ct, Middlebury, CT 06762, 4 beds, 3.5 baths

$829,000

4 beds3.5 baths3,711 sq ft

1 Hampshire Ct, Middlebury, CT 06762

Property at 23 Caveson Ct #23, Middlebury, CT 06762, 3 beds, 2.5 baths

$579,900

3 beds2.5 baths2,547 sq ft

23 Caveson Ct #23, Middlebury, CT 06762

Property at 541 Benson Rd, Middlebury, CT 06762, 2 beds, 2 baths

$579,900

2 beds2 baths1,660 sq ft

541 Benson Rd, Middlebury, CT 06762

Property at 587 Shadduck Rd, Middlebury, CT 06762, 2 beds, 1 bath

$389,000

2 beds1 bath1,157 sq ft

587 Shadduck Rd, Middlebury, CT 06762

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

$810,000

3 beds2.5 baths2,190 sq ft

6 Deer Run Rd, Middlebury, CT 06762

Property at 24 Ridgewood Dr #24, Middlebury, CT 06762, 3 beds, 3.5 baths

$619,900

3 beds3.5 baths2,879 sq ft

24 Ridgewood Dr #24, Middlebury, CT 06762

Property at 2 Dogwood Ct #2, Middlebury, CT 06762, 3 beds, 3.5 baths

$560,000

3 beds3.5 baths3,103 sq ft

2 Dogwood Ct #2, Middlebury, CT 06762

Property at 111 Dwyer Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$717,000

3 beds2.5 baths3,212 sq ft

111 Dwyer Rd, Middlebury, CT 06762

Property at 8 White Brich Ln, Middlebury, CT 06762, 6 beds, 4.5 baths

$1,150,000

6 beds4.5 baths4,200 sq ft

8 White Brich Ln, Middlebury, CT 06762

Property at 2 Deer Run Rd, Middlebury, CT 06762, 3 beds, 2.5 baths

$729,900

3 beds2.5 baths2,190 sq ft

2 Deer Run Rd, 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 383 Leonard Rd, Middlebury, CT 06762, 4 beds, 3.5 baths

$899,900

4 beds3.5 baths3,220 sq ft

383 Leonard 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 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 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 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 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 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 Birch Ln, Middlebury, CT 06762, 3 beds, 2.5 baths

$869,500

3 beds2.5 baths2,450 sq ft

1 White Birch Ln, Middlebury, CT 06762

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

$794,900

3 beds2.5 baths2,190 sq ft

15 Hunting Ridge 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 1070 Long Meadow Rd, Middlebury, CT 06762

$199,900

— beds— baths— sq ft

1070 Long Meadow 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 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 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

$219,900

— 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

$565K

Sale price

+28.4%
since last year

$238

Sale $/sq ft

-8.8%
since last year

Under list price

3.2%

Days on market

120

Down payment

—

Total homes sold

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