Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across three levels and seasonal views of the Taconic Hills. Built with wood hewn from trees on the property, including the distinctive stairway, the home offers a huge open-plan main level ideal for gatherings, along with an indoor pool, hot tub, sauna and a dramatic two-story primary suite. Five bedrooms and five baths provide ample space for guests, with additional bedrooms on the upper and lower levels plus a family room downstairs. A second home may be built on a conserved, included, second parcel. Expansive decks, a three-car garage, sold fully furnished, and abutting the Appalachian Trail conservation lands complete the offering.
For sale
$2,400,000
89 Undermountain Rd, South Egremont, MA 01258
5beds
6,092sqft
Single Family Residence
Built in 1988
30.44 Acres Lot
$2,381,200 Zestimate®
$394/sqft
$-- HOA
What's special
Indoor poolLarge pondThree-car garageFamily room downstairsHot tubExpansive decksLong private driveway
- 16 days |
- 687 |
- 62 |
Zillow last checked:
Listing updated:
Listed by:
Timothy Lovett 413-446-0059,
COMPASS MASSACHUSETTS , LLC GB,
Fintan Hanley 914-471-3750,
COMPASS MASSACHUSETTS , LLC GB
Source: BCMLS,MLS#: 249684
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Primary bedroom
- Level: First
Bedroom 1
- Level: First
Bedroom 2
- Level: Second
Bedroom 3
- Level: Lower
Bedroom 4
- Level: Lower
Primary bathroom
- Level: First
Full bathroom
- Level: First
Full bathroom
- Level: Second
Full bathroom
- Level: Lower
Full bathroom
- Level: Lower
Den
- Description: Part of the primary suite
- Level: Second
Dining room
- Level: First
Family room
- Level: Lower
Foyer
- Level: First
Game room
- Description: In the open second floor landing
- Level: Second
Great room
- Level: First
Kitchen
- Level: First
Laundry
- Level: First
Other
- Description: Large indoor pool, Hot Tub and Sauna
- Level: First
Heating
- Oil, Boiler, Hot Water, Fireplace(s)
Appliances
- Included: Built-In Electric Oven, Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Features
- Cathedral Ceiling(s), Interior Balcony, Sauna, Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Wood
- Basement: Walk-Out Access,Finished
- Has fireplace: Yes
Interior area
- Total structure area: 6,092
- Total interior livable area: 6,092 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garaged & Off-Street
- Garage spaces: 2
- Details: Garaged & Off-Street
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath, 1st Flr Bdrm w/Bath, 1st Flr Half Bath
Features
- Patio & porch: Deck, Patio
- Exterior features: Privacy, Mature Landscaping
- Has private pool: Yes
- Pool features: In Ground
- Has spa: Yes
- Spa features: Indoor Hot Tub
- Has view: Yes
- View description: Water, Seasonal, Pond, Hill/Mountain, Distant
- Has water view: Yes
- Water view: Water,Pond
- Waterfront features: Pond Access, Pond, Waterfront
Lot
- Size: 30.44 Acres
- Features: Adj to Protected Ld
Details
- Parcel number: M:004.0 B:0000 L:0343 & 343B
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1988
Utilities & green energy
- Electric: 200 Amp
- Sewer: Private Sewer
- Water: Well
- Utilities for property: Satellite Available, Trash Private
Community & HOA
Community
- Security: Alarm System
Location
- Region: South Egremont
Financial & listing details
- Price per square foot: $394/sqft
- Tax assessed value: $2,445,300
- Annual tax amount: $15,308
- Date on market: 5/28/2026
Estimated market value
$2,381,200
$2.26M - $2.52M
$7,915/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/28/2026 | Listed for sale | $2,400,000+15.7%$394/sqft |
Source: | ||
| 5/11/2021 | Sold | $2,075,000$341/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 01258
Nearby schools
GreatSchools rating
- 7/10New Marlborough Central SchoolGrades: PK-3Distance: 3.1 mi
- 6/10Mount Everett Regional SchoolGrades: 6-12Distance: 3.1 mi
- 4/10Undermountain Elementary SchoolGrades: PK-5Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: SBRSD
- Middle: SBRSD
- High: SBRSD
Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Berkshire County
- Egremont
- 01258
- 89 Undermountain Rd







