372 Tucker Hill Road, Middlebury, Connecticut

$1,685,000

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5

Beds

7

Baths

6,600

Square feet

3.58

Acres

About 372 Tucker Hill Road

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 seat 8, quartz counters, ZLINE appliances, walk-in pantry with sink and back up refrigerator. Grand family room with fireplace, office, GYM room, 2 half bath, laundry room, and full bath with double sink vanity, a floating tub, and a spacious walk-in shower complete the main floor. Step up upstairs to discover 5 bedrooms and 3 full baths and one half bath along with a sauna, second floor laundry room, and multiple closets. The primary suite has its own private deck with fantastic views of the grounds, a private bath, and walk-in closet. One guest bedroom has an ensuite full bath, another has an ensuite half bath. The other 2 share a full bath.

Features of 372 Tucker Hill Road

MLS® # 24129892
Price $1,685,000
Bedrooms 5
Bathrooms 7.00
Full Baths 4
Half Baths 3
Square Footage 6,600
Acres 3.58
Type Single Family For Sale
Style Cape Cod
Status Active

Community Information

Address 372 Tucker Hill Road
Area N/A
City Middlebury
County New Haven
State Connecticut
Zip Code 06762

Amenities

Parking Detached Garage
# of Garages 4
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Heated, Salt Water, In Ground Pool

Interior

Appliances Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher
Heating Hot Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 5
Has Basement Yes
Basement Partial, Unfinished, Sump Pump, Storage, Concrete Floor

Exterior

Exterior Brick
Exterior Features Tennis Court, Deck, Patio
Lot Description Level Lot, Professionally Landscaped
Roof Slate, Metal
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed November 2nd, 2025
Days on Market 1
Zoning R80
RE / Bank Owned No

Listing Details

OfficeEagle Eye Realty PLLC

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Listing information last updated on November 3rd, 2025 at 4:05pm EST.