Active
37 Days on market
442 High St Dedham — Photo 1 of 22

442 High St Dedham — Photo 1 of 22

Recent Drop: $15,000

$1,075,000
$1,060,000

$1,060,000

20% down, 6.5% rate, 30-year fixed

Includes taxes and insurance. Estimate only.

Listing updated Nov 8, 2026

442 High St, Dedham, MA 02026

Dedham, MA 02026 — East Dedham

Investor Analysis

Beds

3

Baths

4

SqFt

2,350

$/SqFt

$451

Style

Single Family

Built

1880

Brand-New 2025 Construction: 3-Bed, 4-Bath Modern Oasis + $10,000 Buyer Credit!Perfect for downsizers, city movers, or a growing family ready to expand! Built as brand-new construction in 2025 and never been lived in, this magnificent three-bedroom Dedham home delivers pristine, untouched condition alongside unbeatable value and room to grow. A complete top-to-bottom gut renovation has transformed this property into a high-performance modern masterpiece, featuring a brand-new roof, premium low-maintenance siding, energy-efficient windows, and a state-of-the-art two-zone heating and cooling system for perfect climate control.The heart of the home is a massive, custom-built kitchen featuring a large dining and living area. This entirely open-space design is perfectly tailored for entertaining friends or hosting memorable family gatherings, boasting premium finishes, sleek countertops, and rich cabinetry. Just off this main hub, the versatile layout features a highly desirable first-floor home office, offering a quiet, private space for remote work or managing household schedules. With three comfortable bedrooms and four full bathrooms, morning routines are completely seamless and stress-free for family members and overnight guests alike.Adding massive functional value is a bonus finished basement, complete with its own dedicated egress walkout stairs leading directly to the driveway—perfect for an extended guest suite, recreation room, or private second workspace. The real surprise awaits out back: a generous, ample-sized yard positioned directly behind the house. This private outdoor oasis is safely tucked completely away from the street, providing a secure, quiet sanctuary for children to play, pets to run, or adults to relax and entertain.Positioned beautifully at a highly competitive price point, this property blends modern, energy-efficient construction with effortless proximity to Boston, excellent schools, local parks, and commuter routes. Take advantage of the incredible $10,000 buyer credit to buy down your interest rate or cover closing costs. Secure your perfect next chapter in a home where everything is completely brand new. Tour today!

Key facts

It was listed on October 5, 2026. The price has come down from an original $1,139,000 to $1,060,000 across 9 changes, most recently on November 4, 2026. The annual property taxes are $5,384 (2025 tax year). It sits on a 0.17-acre (7,460 sq ft) lot. Its asking price works out to $451 per square foot, in line with the median of $443 among 39 homes listed in Dedham, MA.

How it compares

Against 39 homes listed in Dedham, MA, by asking price.

Price per sq ft
$451 · in line with the median ($443)
Size
2,350 sq ft · 25% above the median (1,882 sq ft)
Asking price
$1,060,000 · 33% above the median ($799,900)

Compares asking prices of homes for sale now; it isn't an appraisal or an estimate of this home's value.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$451/sqft
Local Avg (Dedham)$459/sqft
2% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Dedham, MA.

Property Details

Financials

Original Price$1,139,000
Annual Taxes$5,384

Parking

Garage--
Off-Street3

Interior Specifications

Total Rooms7
Fireplaces2
FlooringWood, Tile
BasementPartially Finished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone
ZoningGB

Property & Lot

Acres0.17
SqFt Lot7,460
Lot FeaturesLevel

Amenities & Appliances

Gas Water Heater • Disposal • ENERGY STAR Qualified Refrigerator • ENERGY STAR Qualified Dryer • ENERGY STAR Qualified Dishwasher • ENERGY STAR Qualified Washer • Range • Oven

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

Third
Bathroom 3
Second
Primary BedroomBathroom 1Bathroom 2
First
Office
Unknown
Living RoomKitchenBedroom 2Bedroom 3

Living Room

Lvl null

14.166666666 x 19.25

Kitchen

Lvl null

29.916666666 x 19.166666666

Flooring - Wood, Countertops - Upgraded, Cabinets - Upgraded, Open Floorplan

Office

Lvl First

9.5 x 6.583333333

Primary Bedroom

Lvl Second

14 x 14.416666666

Bathroom - Full, Flooring - Hardwood, Recessed Lighting

Bedroom 2

Lvl null

11.416666666 x 14.833333333

Bedroom 3

Lvl null

10.833333333 x 10.75

Bathroom 1

Lvl Second

Bathroom - Tiled With Tub & Shower

Bathroom 2

Lvl Second

Bathroom 3

Lvl Third

Property History

Price over time

Filled points are sales; dashed lines span time off the market.

  1. Price Drop

    $1,060,000

    Was $1,075,000

    Nov 4, 2026

    MLS® 73577601

  2. Price Drop

    $1,075,000

    Was $1,085,000

    Oct 29, 2026

    MLS® 73577601

  3. Price Drop

    $1,085,000

    Was $1,109,999

    Oct 26, 2026

    MLS® 73577601

  4. Price Drop

    $1,109,999

    Was $1,115,000

    Oct 24, 2026

    MLS® 73577601

  5. Price Drop

    $1,115,000

    Was $1,119,000

    Oct 18, 2026

    MLS® 73577601

  6. Price Drop

    $1,119,000

    Was $1,120,000

    Oct 16, 2026

    MLS® 73577601

  7. Price Drop

    $1,120,000

    Was $1,124,000

    Oct 16, 2026

    MLS® 73577601

  8. Price Drop

    $1,124,000

    Was $1,125,000

    Oct 11, 2026

    MLS® 73577601

  9. Price Drop

    $1,125,000

    Was $1,139,000

    Oct 6, 2026

    MLS® 73577601

  10. Listed

    $1,139,000

    Oct 5, 2026

    MLS® 73577601

  11. Expired

    $1,135,000

    Jun 1, 2026

    MLS® 73483887

  12. Listed

    $1,135,000

    Mar 7, 2026

    MLS® 73483887

  13. Expired

    $1,139,000

    Mar 6, 2026

    MLS® 73467915

  14. Listed

    $1,139,000

    Jan 13, 2026

    MLS® 73467915

Questions about this home

When was 442 High St, Dedham listed?

442 High St, Dedham was listed on October 5, 2026.

Has the price of 442 High St, Dedham changed?

The price has come down from an original $1,139,000 to $1,060,000 across 9 changes, most recently on November 4, 2026.

What are the property taxes for 442 High St, Dedham?

The annual property taxes for 442 High St, Dedham are $5,384 (2025 tax year).

How big is the lot at 442 High St, Dedham?

442 High St, Dedham sits on a 0.17-acre (7,460 sq ft) lot.

How does the price per square foot of 442 High St, Dedham compare with other homes in Dedham, MA?

442 High St, Dedham is listed at $451 per square foot, in line with the median of $443 among 39 homes listed in Dedham, MA.

What is the status of 442 High St, Dedham?

442 High St, Dedham is actively listed for sale.

Population

25,237

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$129K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

26.6%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,576 housing units permitted in the last 12 months (+59% vs the prior 12 months) — 1,089 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Aug '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,350 sq ft principal dwelling). Lot size: 7,460 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Richard Knox

Listing Office: RF Boston Realty Group

MLS® Number: 73577601