94 Upper Whittemore Road, Middlebury, CT 06762 - Photo 1

1/1

$555,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
2,024 Sq. Ft.
2 Car Garage

1/1

Property Description

Nestled along a designated scenic route just seconds from Lake Quassapaug, this custom-built Craftsman-style split-level home offers a rare blend of timeless character and modern comfort. The main-level features rich hardwood floors and a luxurious primary suite, complete with an oversized bedroom, generous closets, a private patio, and a spa-like bathroom with a soaking tub that looks out onto lush backyard greenery. The inviting living room boasts a wood-burning fireplace, built-in bookcase, expansive picture windows, and a corner nook perfect for morning coffee, tea or indulging in a good book. The formal dining area makes way to a chef's kitchen-outfitted with maple cabinetry, granite countertops, and high-end stainless-steel appliances-perfect for entertaining. A bright and airy family room with a loft, cedar siding, second fireplace, and built-in indoor grill provides year-round comfort and flexibility. Upstairs, two spacious bedrooms with another full bath complete the home. Outside, a circle driveway with a Belgian block apron leads to a beautifully landscaped garden and an oversized two-car garage with an unfinished loft space, ideal for a bonus den or rec room. With a new architectural roof, James Hardie cement board siding, updated septic system, and charming features like a pergola and transferable pest control, this home is beautifully designed, impeccably maintained, and practically worry-free.

Full Property Details

Full Property Details for 94 Upper Whittemore Rd

General

Sold For: $555,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24093984
Added to Site: 289 day(s) ago

Interior

Number of Rooms: 6
Fireplace: Yes
Number of Fireplaces: 2
Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Full Bath: Upper

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Primary Bedroom - Bedroom Suite, Full Bath, Hardwood Floor, Main
Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Upper
Bedroom 2: Bedroom - Ceiling Fan, Hardwood Floor, Upper

Other Rooms

Living Room: Living Room - Fireplace, Hardwood Floor, Main
Family Room: Family Room - Fireplace, Main
Eat In Kitchen: Eat-In Kitchen, Main
Dining Room: Dining Room - Hardwood Floor, Main
Loft: Loft, Upper
Laundry: Lower Level

Exterior

Exterior Features: Gutters, Garden Area, Patio
Color: Gray

Parking

Garage: Yes
Garage Spaces: 2
Parking: Detached Garage

Location

County: New Haven
Driving Directions: Middlebury Rd to Upper Whittemore Rd

School Information

Elementary School: Per Board of Ed
High School: Per Board of Ed

Heating & Cooling

Cooling Type: Ceiling Fans, Central Air, Split System
Heating Type: Hot Air, Electric, Oil, Propane
Heating Fuel: Electric, Oil, Propane
Water Heater: Propane, Tankless Hotwater

Utilities

Sewer: Septic
Water: Private Well

Structural Information

Architectural Style: Split Level
Construction Status: No/Resale
Exterior Const.: Cedar
Basement Desc.: Partial
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 2,024
Above Ground: 2,024 Sq. Ft.
Year Built: 1944

Lot Features

Lot Size (Acres): 1.8
Zoning: R40
Lot Description: Level Lot, Professionally Landscaped

Financial Considerations

Assessment Amount: $261,500
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 1193431

Listed by Preston Gray Real Estate, Gina Williams and Preston Gray Real Estate, Anthony Cali
Sold by Carbutti & Co., Realtors, Larry Boada

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Listing agents

— 94 Upper Whittemore Rd —

Gina Williams

Preston Gray Real Estate
Anthony Cali

Preston Gray Real Estate

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Schools

Schools serving 94 Upper Whittemore Rd

School District:Regional School District 15

Name	Grades	Distance
Long Meadow Elementary School 65 North Benson Road, Middlebury, CT 06762	PK-5	1.7 mi
Memorial Middle School, Middlebury, CT 1 Memorial Drive, Middlebury, CT 06762	6-8	2.5 mi
Pomperaug Regional High School 234 Judd Road, Southbury, CT 06488	9-12	2.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 94 Upper Whittemore Rd

Date

Details

Price

Change

Source

7/02/2025

Sold

$555,000

2.8%

MLS

5/08/2025

Listed

$539,900

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Active
Updated 7 hours ago

4
Total Beds

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Just Listed

$339,999

Open House

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Single Family
Active
Updated 1 day ago

4
Beds
2
Total Baths
2,152
Sq. Ft.

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Just Listed

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Active
Updated 4 days ago

8
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Just Listed

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Multi-Family
Active
Updated 3 hours ago

8
Total Beds

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Price Reduced

-$175,000 (-23.33%)

$575,000

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Business
Active

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Apartment
Active
Updated 3 days ago

2
Beds
1
Total Bath
1,150
Sq. Ft.

Listed by RE/MAX Right Choice

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Price Reduced

-$5,000 (-1.89%)

$260,000

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Single Family
Active
Updated 4 days ago

4
Beds
2
Total Baths
2,344
Sq. Ft.

Listed by Dorrance Realty

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Price Reduced

-$9,000 (-5.33%)

$159,900

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Townhouse
Active
Updated 3 days ago

2
Beds
2
Total Baths
1,032
Sq. Ft.

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Sold

$575,000

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Townhouse
Closed

3
Beds
4
Total Baths
3,477
Sq. Ft.

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Sold by Drakeley Real Estate, Inc.

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Sold

$565,000

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Townhouse
Closed

3
Beds
3
Total Baths
2,680
Sq. Ft.

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Sold by William Raveis Real Estate

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Sold

$565,000

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Townhouse
Closed

3
Beds
3
Total Baths
2,614
Sq. Ft.

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Sold

$520,000

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Single Family
Closed

3
Beds
3
Total Baths
2,147
Sq. Ft.

Listed by Gina Jacobs Real Estate
Sold by Corcoran Properties, LLC

94 Upper Whittemore Road, Middlebury, CT 06762 (MLS# 24093984) is a Single Family property that was sold at $555,000 on July 02, 2025. Want to learn more about 94 Upper Whittemore Road? Do you have questions about finding other Single Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

94 Upper Whittemore Rd Middlebury, CT 06762