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!
For sale
$1,350,000
21 S Orleans Road, Orleans, MA 02653
5beds
4,416sqft
Multi Family
Built in 1840
-- sqft lot
$1,285,900 Zestimate®
$306/sqft
$-- HOA
What's special
Prime retail spaceWalk-out lower levelWater views
- 129 days
- 567
- 14
Zillow last checked:
Listing updated:
Listed by:
Tracey E Oringer 508-292-9775,
Kinlin Grover Compass
Source: CCIMLS,MLS#: 22601618
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Electric Stove
Cooling
- None
Appliances
- Included: Dishwasher, Refrigerator
Features
- Flooring: Wood, Carpet, Laminate, Vinyl
- Windows: Skylight(s)
- Has fireplace: No
Interior area
- Total structure area: 4,416
- Total interior livable area: 4,416 sqft
Property
Features
- Stories: 3
- Entry location: Unit 1: Second Floor,Unit 2: Second Floor,Unit 3: Street Level
- Patio & porch: Deck
- Exterior features: None
- Has view: Yes
- Has water view: Yes
- Water view: Other
Lot
- Size: 0.46 Acres
- Features: In Town Location, Medical Facility, Shopping
Details
- Parcel number: ORLE M:026.0 B:0067 L:0000.0
- Zoning: LB
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Greek Revival
- Property subtype: Multi Family
Materials
- Shingle Siding
- Foundation: Slab, Stone
- Roof: Asphalt
Condition
- Cer. Historic
- New construction: No
- Year built: 1840
Details
- Warranty included: Yes
Utilities & green energy
- Sewer: Other
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: 129 days
- Road surface type: Paved
Estimated market value
$1,285,900
$1.22M - $1.35M
$2,388/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/22/2026 | Listed for sale | $1,350,000-38.6%$306/sqft |
Source: | ||
| 11/2/2025 | Listing removed | $2,199,999$498/sqft |
Source: | ||
| 6/13/2025 | Price change | $2,199,999-12%$498/sqft |
Source: | ||
| 5/5/2025 | Listed for sale | $2,499,999+635.3%$566/sqft |
Source: | ||
| 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 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02653
Nearby schools
Schools provided by the listing agent
- District: Nauset
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






