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$569,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,380 Sq. Ft.
  • 1 Car Garage
  • Updated 6 days ago
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8 Gregory Drive, New Milford, CTVideo Tour of 8 Gregory Drive, New Milford, CT.
Welcome to 8 Gregory Drive, set in the peaceful Merryall area of New Milford-an enclave known for quiet roads, wooded surroundings, and nearby natural treasures like the Aspetuck River and Lander Pond, local nature habitats where wildlife and scenery are part of everyday life. It is the kind of setting that makes you truly love where you live. This Cape Cod home sits on a level, private 0.78-acre lot and offers comfort, flexibility, and room to grow, with 2,080 sq. ft. above grade plus 300 sq. ft. of finished lower-level space. Inside, the layout supports a variety of lifestyles. Two bedrooms on the main level-including the primary-offer everyday convenience, while two large, identical bedrooms upstairs provide excellent separation of space. Both full bathrooms feature radiant heat flooring, a feature you will appreciate during the winter months. The living room feels warm and welcoming with its newer bay window and wood-burning insert, and hardwood floors run throughout. The oversized eat-in kitchen includes modern appliances, a brand-new refrigerator, an island, and a propane range with electric oven. Just off the kitchen, the sun-filled family room-wrapped in windows creates a bright, cheerful gathering space.

Full Property Details for 8 Gregory Dr

General

  • Price: $569,000
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24145029
  • Updated: 1/10/2026
  • Added to Site: 31 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Laundry Room
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Electric Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Built-Ins, Hardwood Floor, 16.5 x 14, Main
  • Bedroom 1: Bedroom - Built-Ins, Hardwood Floor, 12.5 x 8.5, Main
  • Bedroom 2: Bedroom - Built-Ins, Hardwood Floor, 14 x 13, Upper
  • Bedroom 3: Bedroom - Built-Ins, Hardwood Floor, 19 x 13, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Fireplace, Hardwood Floor, 17 x 14, Main
  • Family Room: Family Room - Hardwood Floor, 16 x 20, Main
  • Kitchen: Kitchen - Eating Space, Island, Pantry, Hardwood Floor, 13 x 12, Main
  • Dining Room: Dining Room - Sliders, Hardwood Floor, 13 x 10, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Laminate Floor, Lower
  • Rec Room: Laminate Floor, Lower
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Safety Fence, In Ground Pool

Exterior

  • Exterior Features: Shed, Deck, Garden Area
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 8
  • Parking: Carport, Attached Garage, Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: Aspectuck Road, left onto Gregory Drive, #8 last house on right left,

School Information

  • Elementary School: Northville
  • Middle School: Schaghticoke
  • Intermediate School: Sarah Noble Intermediate Schoo
  • High School: New Milford

Heating & Cooling

  • Cooling Type: Attic Fan, Wall Unit, Window Unit, Zoned
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 30 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 2,380
  • Above Ground: 2,080 Sq. Ft.
  • Below Ground: 300 Sq. Ft.
  • Year Built: 1959

Lot Features

  • Lot Size (Acres): 0.78
  • Driveway/Sidewalk: Private, Paved, Asphalt
  • Zoning: R40
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot

Green Features

  • Energy Features: Fireplace Insert, Generator Ready, Programmable Thermostat, Storm Doors

Financial Considerations

  • Assessment Amount: $218,590
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1870886

Listed by RE/Max Experience, LLC, Shane Burlinson

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Listing agent

— 8 Gregory Dr —

  • Shane Burlinson

    RE/Max Experience, LLC

Agent Contact: (475) 289-1182 Office Contact: (203) 775-2200

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8 Gregory Dr

School District:New Milford School District
NameGradesDistance
Northville Elementary School, New Milford, CT
22 Hipp Road, New Milford, CT 06776
K-22.1 mi
Sarah Noble Intermediate School
25 Sunny Valley Road, New Milford, CT 06776
3-53.2 mi
Schaghticoke Middle School
23 Hipp Road, New Milford, CT 06776
6-82.3 mi
New Milford High School, New Milford, CT
388 Danbury Road, New Milford, CT 06776
9-125.6 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 8 Gregory Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/17/2025
Listed
$569,000
60.28%
MLS
5/26/2005
Sold
$355,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 8 Gregory Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,768
4%
$218,590
—
2023
$6,507
3%
$218,590
—
2023
$6,335
2%
$218,590
—
2022
$6,197
1%
$218,590
—
2021
$6,114
3%
$218,590
5%
2020
$5,955
—
$207,620
—
2019
$5,959
3%
$207,620
1%
2018
$5,784
3%
$205,310
—
2017
$5,595
2%
$205,310
—
2016
$5,496
4%
$205,310
4%
2015
$5,290
2%
$197,750
—
2014
$5,201
2%
$197,750
—
2011
$5,088
—
$196,840
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 8 Gregory Dr

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NMLS#: 1598647

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Listed by RE/Max Experience, LLC, Shane Burlinson

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8 Gregory Drive, New Milford, CT 06776 (MLS# 24145029) is a Single Family property with 4 bedrooms and 2 full bathrooms. 8 Gregory Drive is currently listed for $569,000 and was received on December 17, 2025. Want to learn more about 8 Gregory Drive? Do you have questions about finding other Single Family real estate for sale in New Milford? You can browse all New Milford real estate or contact a Coldwell Banker agent to request more information.

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