Skip main navigation
Sold for $639,000 on 07/31/25
  • $639,000

    102 Hollow Hill Road, Winchester, CT 06098

    3beds
    2,692sqft
    Single Family Residence
    Built in 2004
    2.78 Acres Lot
    $653,100 Zestimate®
    $237/sqft
    $4,956 Estimated rent

    Home value

    $653,100

    $549,000 - $771,000

    $4,956/mo

    Zestimate® history
    Loading...

    Owner options

    List your home for rent

    $4,956/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $4,956/mo

    Rent Zestimate®

    Refinance and save

    $4,225/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $4,225/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Highest & Best Due by 6/17/2025 at 5PM. First time to the market this turnkey 2,692 sq ft Grand Ranch is nestled in on 2.78 bucolic acres surrounded by nature & mature trees. Lovingly maintained, this home provides the perfect set up for stress free living & entertaining boasting a large eat in kitchen with center island, dining area, SS appliances, dual wall ovens and propane cooktop, French door leading to side deck & built-in hutch flowing right into the Living & Dining room combo w/Hardwood flooring, majestic stone surround fireplace, coffered ceiling & entertainment center. True 1 level living offers a huge Primary Suite complete with spa-like primary bath, 2 walk in closets & tray ceiling w/crown molding & access to another private deck. Two other generously sized bedrooms (1 currently being used as an office) a half bath, pantry/mudroom, another Full bath, separate laundry room, full sized basement with second FP piped for propane, an attached 2 car garage with driveway that can fit all of your vehicles round out the tour of this amazing home. Follow this property at Finaloffer.com for instant updates & offer alerts. Close proximity to Burr Pond State Park & Highland Lake. This home will not disappoint. Imagine yourself as one with nature as you relax on any of the outdoor areas with loads of privacy! Room sizes approx. Schedule your private tour today!

    Zillow last checked: 8 hours ago

    Listing updated: July 31, 2025 at 08:19am

    Listed by:

    Team Rousseau Homes at Showcase Realty Inc,

    Dawn Rousseau 203-217-6522,

    Showcase Realty, Inc. 860-283-1298

    Bought with:

    Kim D'andrea, RES.0781717

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24103515MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Bay/Bow Window, Bedroom Suite, French Doors, Full Bath, Walk-In Closet(s)
    • Level: Main
    • Area: 336 Square Feet
    • Dimensions: 16 x 21
    Bedroom
    • Features: Walk-In Closet(s), Wall/Wall Carpet
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12 x 13
    Bedroom
    • Features: Bay/Bow Window, Walk-In Closet(s), Wall/Wall Carpet
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12 x 13
    Primary bathroom
    • Features: Full Bath, Stall Shower, Whirlpool Tub, Tile Floor
    • Level: Main
    Bathroom
    • Level: Main
    Bathroom
    • Features: Tub w/Shower, Tile Floor
    • Level: Main
    Dining room
    • Features: High Ceilings, Combination Liv/Din Rm, Hardwood Floor
    • Level: Main
    Kitchen
    • Features: Built-in Features, Granite Counters, Dining Area, French Doors, Kitchen Island, Pantry
    • Level: Main
    • Area: 475 Square Feet
    • Dimensions: 19 x 25
    Living room
    • Features: High Ceilings, Beamed Ceilings, Ceiling Fan(s), Entertainment Center, Fireplace, Hardwood Floor
    • Level: Main
    • Area: 589 Square Feet
    • Dimensions: 19 x 31
    Heating
    • Forced Air, Propane
    Cooling
    • Ceiling Fan(s), Central Air
    Appliances
    • Included: Cooktop, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Electric Water Heater, Water Heater
    • Laundry: Main Level
    Features
    • Wired for Sound
    • Doors: French Doors
    • Basement: Full,Interior Entry,Walk-Out Access,Concrete
    • Attic: Pull Down Stairs
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 2,692
    • Total interior livable area: 2,692 sqft
    • Finished area above ground: 2,692

    Property

    Parking
    • Total spaces: 8
    • Parking features: Attached, Driveway, Garage Door Opener, Private, Paved
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck
    • Exterior features: Rain Gutters, Lighting
    Lot
    • Size: 2.78 Acres
    • Features: Secluded, Few Trees, Wooded, Level
    Details
    • Parcel number: 2478980
    • Zoning: RR
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch
    • Property subtype: Single Family Residence
    Materials
    • HardiPlank Type
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 2004

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Underground Utilities, Cable Available

    Community & neighborhood

    Community
    • Community features: Lake
    Location
    • Region: Winsted
    • Subdivision: Winchester Center

    Price history

    DateEventPrice
    7/31/2025Sold$639,000+8.3%$237/sqft
    Source: Smart MLS #24103515 Report a problem
    7/31/2025Pending sale$589,900$219/sqft
    Source: Smart MLS #24103515 Report a problem
    6/12/2025Listed for sale$589,900$219/sqft
    Source: Smart MLS #24103515 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$8,374 +10.5%$287,070
    2024$7,576 $287,070
    2023$7,576 -2.8%$287,070 +23.5%

    Find assessor info on the county website

    Neighborhood: 06098

    Nearby schools

    GreatSchools rating
    Get pre-qualified for a loan
    At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.

    An equal housing lender. NMLS #10287.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $653,100
    2% more+ $13,062
    With Zillow Showcase(estimated)
    $666,162