SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, and boating. The existing deepwater mooring is available subject to Harbormaster approval. With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.
For sale
$4,200,000
5 Kidd Way, Orleans, MA 02653
5beds
3,130sqft
Single Family Residence
Built in 1946
1.39 Acres Lot
$3,933,000 Zestimate®
$1,342/sqft
$25/mo HOA
What's special
- 43 days
- 430
- 29
Zillow last checked:
Listing updated:
Listed by:
Fran I Schofield 508-237-0006,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22604327
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Oil, Propane
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Electric Range, Refrigerator, Washer, Electric, Oil, Water Heater
- Laundry: Electric Dryer, Electric Dryer Hookup, Washer Hookup
Features
- Linen Closet, Recessed Lighting, Walk-In Closet(s)
- Flooring: Hardwood, Vinyl, Laminate, Tile, Carpet
- Basement: Finished,Full
- Number of fireplaces: 1
Interior area
- Total structure area: 3,130
- Total interior livable area: 3,130 sqft
Property
Parking
- Total spaces: 12
- Parking features: Gravel
Features
- Stories: 3
- Patio & porch: Deck
- Exterior features: Outdoor Shower, Garden
- On waterfront: Yes
- Waterfront features: Waterview, Waterfront, Bay/Harbor
- Body of water: Pleasant Bay,Salt
Lot
- Size: 1.39 Acres
- Features: Corner Lot, Gentle Sloping, Wooded, Level, Views
Details
- Additional structures: Guest House, Outbuilding
- Parcel number: ORLE M:56 B: L:100
- Special conditions: Standard,None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Roof: Pitched,Widow's Walk,Wood,Shingle
Condition
- Unknown/Mixed
- New construction: No
- Year built: 1946
Utilities & green energy
- Water: Public
Community & HOA
Community
- Features: Conservation Area, Deeded Beach Rights
- Subdivision: Mayflower Point
HOA
- Has HOA: Yes
- Amenities included: Beach Access, Road Maintenance, Snow Removal, Common Area
- Services included: Common Area
- HOA fee: $300 annually
Location
- Region: Orleans
Financial & listing details
- Price per square foot: $1,342/sqft
- Tax assessed value: $2,586,400
- Annual tax amount: $15,790
- Date on market: 9/1/2026
- Cumulative days on market: 34 days
- Road surface type: Dirt
Estimated market value
$3,933,000
$3.74M - $4.13M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/11/2026 | Listed for sale | $4,200,000-15.9%$1,342/sqft |
Source: MLS PIN #73570743 Report a problem | ||
| 1/1/2026 | Listing removed | $4,995,000$1,596/sqft |
Source: MLS PIN #73388087 Report a problem | ||
| 7/7/2025 | Price change | $4,995,000-13.9%$1,596/sqft |
Source:  CCIMLS #22502799 Report a problem | ||
| 6/9/2025 | Listed for sale | $5,800,000+9.4%$1,853/sqft |
Source: CCIMLS #22502799 Report a problem | ||
| 11/25/2024 | Listing removed | $5,300,000$1,693/sqft |
Source: MLS PIN #73242918 Report a problem | ||
| 5/27/2024 | Listed for sale | $5,300,000-3.6%$1,693/sqft |
Source: CCIMLS #22402462 Report a problem | ||
| 5/25/2024 | Listing removed | -- |
Source: Owner Report a problem | ||
| 5/16/2024 | Listed for sale | $5,500,000+272.9%$1,757/sqft |
Source: Owner Report a problem | ||
| 11/12/2015 | Sold | $1,475,000$471/sqft |
Source: CCIMLS #21509036 Report a problem | ||
| 9/19/2015 | Pending sale | $1,475,000$471/sqft |
Source: Robert Paul Properties, Inc. #21509036 Report a problem | ||
| 9/17/2015 | Listed for sale | $1,475,000+315.5%$471/sqft |
Source: Robert Paul Properties, Inc. #21509036 Report a problem | ||
| 6/21/1990 | Sold | $355,000$113/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,287 +3% | $2,289,600 +5.8% |
| 2024 | $13,873 +10% | $2,164,300 +6.9% |
| 2023 | $12,613 -4.2% | $2,024,600 +20.6% |
| 2022 | $13,160 | $1,678,600 |
| 2021 | $13,160 +4.1% | $1,678,600 +0.4% |
| 2020 | $12,637 +4.1% | $1,671,600 +1.9% |
| 2019 | $12,138 +9.1% | $1,640,300 -2.3% |
| 2018 | $11,130 +16.9% | $1,678,800 +11.6% |
| 2017 | $9,525 -13.5% | $1,504,800 -11.7% |
| 2016 | $11,007 +2.8% | $1,703,800 +2.2% |
| 2015 | $10,707 +3.5% | $1,667,800 |
| 2014 | $10,340 +6.5% | $1,667,800 +4.7% |
| 2013 | $9,712 +2.1% | $1,592,200 -1% |
| 2012 | $9,509 +6.1% | $1,608,900 0% |
| 2011 | $8,964 +8.7% | $1,609,400 +0.5% |
| 2010 | $8,244 +0.3% | $1,600,800 -4.9% |
| 2009 | $8,216 +11% | $1,683,600 +2.8% |
| 2008 | $7,402 +5.8% | $1,637,700 -0.1% |
| 2007 | $6,998 -2.9% | $1,638,900 -5.4% |
| 2006 | $7,210 +0.7% | $1,733,100 +6.2% |
| 2005 | $7,161 -4.4% | $1,631,300 -3.9% |
| 2004 | $7,488 +0.7% | $1,697,900 +16.9% |
| 2003 | $7,438 +5.3% | $1,452,700 +34.5% |
| 2001 | $7,063 | $1,079,900 |
Find assessor info on the county website
Monthly payment
Est. payment
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Neighborhood: 02653
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