241 Highland Street, Milton MA 02134

Milton, MA 02134
$8,900,000
Est. $49,009/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

Adjust the payment calculator
7
Beds
5.5
Baths
10,707
Sq Ft
$831
Price/Sq Ft
19.69
Acres
1900
Year Built
2
Garage Spaces
1
Day on Market
For Sale Listed Nov 7, 2026 • MLS# 73599988 Copied! • Updated Nov 7, 2026

Track this home for price, status, and open-house alerts.

About this home

AUCTION: Bidder registration deadline: 7 Dec. Starting bids expected between $4M-6M.Nearly 20 private acres in the heart of Milton, just 20 minutes from downtown Boston, make this turn-of-the-century estate a truly rare offering. Land holdings of this scale have all but disappeared this close to the city, and this estate along storied Highland Street preserves the sense of space and seclusion that once defined Boston’s great country houses. Built around 1900, the residence carries enduring New England character, while a multi-residence configuration adds flexibility for guests. Beyond the grounds, the 7,000-acre Blue Hills Reservation extends the feeling of open land, with downtown Boston’s dining, culture, and waterfront an easy drive away. Property and opportunity details provided by seller or others; buyer to verify.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Price & Status History

Property Timeline

🏠
Listed for Sale
Nov 7, 2026
$8,900,000
Original listing
Agent: Tammy Motsick DeWolfe Office: Gibson Sotheby's International Realty

Tax History

Year Taxes Assessment
2026 $45,675 $3,867,000

Financial Details

Annual Property Tax
$45,675
Tax Year 2026
Assessed Value
$3,867,000

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 10,707 sq ft
Lot Size 19.69 acres
Bedrooms 7
Full Baths 5
Half Baths 1
Total Rooms 16

Interior

Heating Central, Hot Water, Oil
Cooling None
Flooring Wood, Vinyl, Flooring - Hardwood
Appliances Electric Water Heater
Fireplace Dining Room, Living Room, Master Bedroom
Fireplaces 5
Basement Full, Bulkhead, Concrete, Unfinished
Laundry None
Features Closet/cabinets - Custom Built, Closet, Entrance Foyer, Den, Bedroom, Elevator

Exterior

Construction Brick
Architecture Colonial
Roof Slate
Features Deck, Patio, Rain Gutters, Stone Wall
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Off Street, Paved
Total Spaces 22
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range
Annual Tax $45,675
Assessed Value $3,867,000
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Please Do Not Walk Property.
Possession None
Accepted Financing None
Structure Type []
House Color Brick
Sq Ft Source Public Record
Documents None
County Norfolk

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
7
Full Bathrooms
5
Half Bathrooms
1
Living Area
10,707 sq ft
Total Rooms
16

Floor Layout

Interior Features

Flooring: Wood, Vinyl, Flooring - Hardwood
Appliances: Electric Water Heater
Interior Features: Closet/Cabinets - Custom Built, Closet, Entrance Foyer, Den, Bedroom, Elevator
Windows:
Basement: Full, Bulkhead, Concrete, Unfinished
Laundry:
Security:

Construction & Materials

Style: Colonial
Year Built: 1900
Structure Type:
Exterior Materials: Brick
Roof: Slate
Foundation: Stone

Utilities & Systems

Heating: Central, Hot Water, Oil
Cooling: None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Patio, Rain Gutters, Stone Wall
Patio & Porch: Deck, Patio
Fencing:
Other Structures:
Lot Features: Wooded, Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 22
Parking Features: Attached, Garage Door Opener, Off Street, Paved

Special Features

Fireplaces: 5
Fireplace Type: Dining Room, Living Room, Master Bedroom
Community Amenities:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $3,806
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

241 Highland Street, Milton MA 02134

Milton, MA 02134

Listing Information

Listing Agent Tammy Motsick DeWolfe
Listing Office Gibson Sotheby's International Realty
Office Phone 781-329-8008
Agent MLS ID BB910505
Office MLS ID BB5915
Listing Data Updated Nov 7, 2026 11:45 AM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
BMN Boston Powered by SERHANT
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Milton, MA

Real-time market trends and pricing data for this area

Loading market insights for Milton.