For sale

$1,350,000

21 S Orleans Road, Orleans, MA 02653

5beds

4,416sqft

$7,893/mo

Get pre-qualified

Multi Family

Built in 1840

-- sqft lot

$1,290,900 Zestimate^®

$306/sqft

$-- HOA

What's special

Prime retail spaceWalk-out lower levelWater views

This stately Orleans landmark offers an ideal in-town location with high visibility and multi-use as apartments and retail space. This sale is for land and building only; not a business. The prime retail space overlooks busy Route 28 at the front for fabulous exposure and pretty Town Cove at the rear. The retail space is entered at street level with ample (15 space) parking, office and break room areas. There are 2 upstairs apartments for nice rental income - one unit is 2-bdrms and the other is 1-bdrm; both with water views. The walk-out lower level offers about 600 additional sqft of office or storage space. This prime, central location, versatile use and large square footage building presents a wonderful opportunity for business owners and investors!

134 days
557
14

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 4
Full bathrooms: 3
1/2 bathrooms: 1

Heating

Cooling

None

Appliances

Included: Oil, Water Heater

Features

Flooring: Wood, Laminate, Carpet

Interior area

Total structure area: 4,416
Total interior livable area: 4,416 sqft

Property

Parking

Parking features: Off Street, Paved

Features

Stories: 3
Patio & porch: Deck
Exterior features: None
Waterfront features: Waterview

Lot

Size: 0.46 Acres
Features: Gentle Sloping, Easements, Views

Details

Parcel number: ORLE M:026.0 B:0067 L:0000.0
Special conditions: None

Construction

Type & style

Home type: MultiFamily
Property subtype: Multi Family

Materials

Shingle Siding
Roof: Asphalt

Condition

Year built: 1840

Details

Warranty included: Yes

Utilities & green energy

Sewer: Other
Water: Public

Community & HOA

HOA

Has HOA: No

Location

Region: Orleans

Financial & listing details

Price per square foot: $306/sqft
Tax assessed value: $1,308,400
Annual tax amount: $7,994
Date on market: 4/22/2026
Cumulative days on market: 93 days

Estimated market value

$1,290,900

$1.23M - $1.36M

$2,058/mo

Price history

Date	Event	Price
4/22/2026	Listed for sale	$1,350,000-38.6%$306/sqft
Source: CCIMLS #22601618 Report a problem
11/2/2025	Listing removed	$2,199,999$498/sqft
Source: CCIMLS #22502073 Report a problem
6/13/2025	Price change	$2,199,999-12%$498/sqft
Source: CCIMLS #22502073 Report a problem
5/5/2025	Listed for sale	$2,499,999+635.3%$566/sqft
Source: CCIMLS #22502073 Report a problem
6/17/1999	Sold	$340,000$77/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$7,634 +3.7%	$1,223,400 +6.5%
2024	$7,363 +11.2%	$1,148,600 +8.1%
2023	$6,621 +23.3%	$1,062,800 +55.1%
2022	$5,372	$685,200
2021	$5,372 +4.8%	$685,200 +1%
2020	$5,127 +4.2%	$678,200 +2%
2019	$4,921 +16.7%	$665,000 +4.5%
2018	$4,218 +10.3%	$636,200 +5.3%
2017	$3,823 -0.5%	$604,000 +1.6%
2016	$3,841 +4.9%	$594,600 +4.3%
2015	$3,660 +12.2%	$570,100 -2.6%
2011	$3,261 -6.9%	$585,500 -13.9%
2010	$3,503 +5.5%	$680,100
2009	$3,319 +8%	$680,100
2008	$3,074 +6.1%	$680,100 +0.2%
2007	$2,898 +22.4%	$678,600 +19.2%
2006	$2,368 +3.9%	$569,300 +9.6%
2005	$2,279 -1.2%	$519,200 -0.7%
2004	$2,306 +0.8%	$522,900 +17.1%
2003	$2,287 +5.1%	$446,700 +34.3%
2001	$2,176	$332,700