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117 Castle Hill Rd, Windham, MA

Windham · MA 03087

$1,730,000
Price
6
Beds
4.5
Baths
8225
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1989
Lot size: 4.52 Acres Lot
Price per square foot: $225 / Sq.Ft
Parking: 7 Garage Spaces
Heating & cooling: Heat, Pellet Stove, AC

About this home

Set on nearly five acres of complete privacy, this exceptional estate offering over 5,800 sq ft with a separate guest residence offering over 2,400 sq fti s a rare offering—where scale, versatility, and lifestyle come together in a way seldom found. What sets this property apart is the seamless blend of luxury living and purpose-driven spaces, thoughtfully designed to adapt to the way you live today. The main residence offers four spacious bedrooms, an expansive dining room, and a beautifully scaled family room, all connected by a flowing, open layout. A private third-floor office provides a quiet, tucked-away workspace—ideal for productivity and privacy. At the heart of the home, a custom theatre opens directly to the expansive deck, creating a one-of-a-kind indoor-outdoor entertaining experience. Paired with a dedicated bar and game area, this space delivers the feel of a private club within your own home—perfectly designed for gathering and entertaining. The primary suite isa true retreat—generous in scale with a fireplace, a beautifully updated spa-inspired bath, and its own private deck overlooking the grounds. The secondary residence elevates this property into a true estate compound—far beyond a traditional guest house. Alongside a two-car garage, fitness area, sauna, and full bath, it features a bright, fully independent living area offering complete separation and flexibility for extended family, guests, or live-in support. Outdoors, the property unfolds into a private sanctuary, with an in-ground pool surrounded by lush, open grounds that enhance the home’s sense of privacy and scale. This is more than a home—it’s a property designed for how people truly want to live today: offering privacy, space, and flexibility in a rare estate setting.

Neighborhood & Transit

117 Castle Hill Rd, Windham · MA 03087

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
104 days
Listing Price:
$1,849,000
Price per Sq.Ft:
$225
Tax Assessment:
$2,357,100 in 2025
Taxes:
$2,779 / Monthly

Home Facts

Interior Features

Bedrooms
6
Full Bathrooms
4
Half Bathrooms
1
Living Area
8,225 Sq.Ft
Kitchen
Main Floor, Dishwasher, Cooktop, Range, Vent Hood, Wall Oven, Garbage Disposal, Refrigerator, Washer, Dryer
Primary Bedroom
Floor 2
Laundry
Unknown
Living levels
Unknown
Rooms
16
Above grade area
8225
Flooring
Tile, Wall to Wall Carpet, Hardwood
Lead paint
None

Utilities

Heating Type
Pellet Stove, Forced Air, Individual, Fan Coil
Heating Zone
Unknown
Cooling
Central Air
Cooling Zones
Unknown
Water
Private Water
Sewer
Private Sewerage
Electric Features
Circuit Breakers, 200 Amps

Exterior Features

Lot Size
196,891 Sq.Ft
Lot Description
Wooded
Exterior Features
Gazebo, Patio, Pool - Inground, Tennis Court, Storage Shed

Parking

Garage Parking
7 Parking Spaces, Attached
Off Street Parking
None, Paved Driveway

Construction Details

Construction Type
Frame
Siding
Vinyl
Roof
Asphalt/Fiberglass Shingles

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Dining room level
First Floor
Family room level
First Floor
Bedroom 2 level
Second Floor
Bedroom 3 level
Second Floor
Bedroom 4 level
Second Floor
Bedroom 5 level
Second Floor

Listing information

Listing agent
Shannon DiPietro
Listing office
DiPietro Group Real Estate
MLS PIN #
73553289