245 Upper Whittemore Road, Middlebury, Connecticut

$875,000

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3

Beds

2/1

Baths

2,990

Square feet

3.03

Acres

About 245 Upper Whittemore Road

Enjoy magnificent sunsets from this exceptional home, privately set on just over three acres in one of the area's most desirable locations. The beautifully landscaped grounds offer both open space and a wooded backdrop for added privacy, along with views of a neighboring stone wall. An in-ground heated saltwater pool is surrounded by an expansive patio and charming pergola-perfect for outdoor entertaining. Three garages are conveniently accessible from both the upper and lower driveways. Inside, the home features 2,990 square feet of thoughtfully designed living space with custom touches throughout. The spacious kitchen includes a dining area, breakfast bar, and a 36" GE Monogram dual-fuel range, offering ample space for cooking and gathering. The adjoining 23' x 20' family room provides a welcoming setting, a propane fired custom fireplace and overlooks the scenic rear property. The primary suite features a walk-in closet, an additional closet, and an updated full bath. The main level is completed by a formal dining room, private office/library, powder room, and laundry area. Upstairs, you'll find two additional bedrooms, a full bath, and a flexible guest area and lots of room for expansion. Additional highlights include the lush grounds, patio, heated saltwater pool, pergola, and more.

Features of 245 Upper Whittemore Road

MLS® # 24167463
Price $875,000
Bedrooms 3
Bathrooms 2/1
Full Baths 2
Half Baths 1
Square Footage 2,990
Acres 3.03
Type Single Family For Sale
Style Cape Cod
Status Closed

Community Information

Address 245 Upper Whittemore Road
Area N/A
City Middlebury
County New Haven
State Connecticut
Zip Code 06762

Amenities

Features Generator, Ridge Vents, Thermopane Windows
Parking Spaces 8
Parking Attached Garage, Under House Garage, Driveway
Garage Spaces 3
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Heated, Vinyl, Salt Water, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
Appliances Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
Heating Hydro Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1

Exterior

Exterior Shake
Exterior Features Underground Utilities, Sidewalk, Gutters, Underground Sprinkler, Patio
Lot Description Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Long Meadow
Middle Memorial
High Pomperaug

Additional Information

Date Listed April 17th, 2026
Days on Market 1
Zoning R40
RE / Bank Owned No

Listing Details

OfficeBHGRE Gaetano Marra Homes

Listing Map

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