Orleans Jewel with Private tennis court- This lovingly restored, meticulously maintained 1820 property sits perfectly located between two fresh water ponds and a saltwater inlet. Capturing filtered views of Pilgrim Lake, this property captures authentic charm with renovated beauty . As you move from room to room, you will admire all the thoughtful period details, beautiful floors, fantastic wooden doors, beamed ceilings & a country kitchen. There is a charming first floor master en suite overlooking the gardens, guest house and tennis court. Three cozy bedrooms, a sitting area and full bath complete the 2nd floor. Newer windows, heating system and AC demonstrate the up keep of this property. Outdoor space boasts of lovely manicured grounds, stone patio, irrigation, detached garage & tennis court. A separate guest studio with Jacuzzi, and cathedral ceilings provide a bonus spot for guests. Crystal Lake is a few steps out the door and a town landing at Lonnie's Pond for boating to Pleasant Bay is just around the corner. Close to everything and yet in a world apart. Great investment or generational property!
Pending
$1,910,000
142 Monument Road, Orleans, MA 02653
4beds
2,565sqft
Est.:
Single Family Residence
Built in 1820
1.05 Acres Lot
$1,771,900 Zestimate®
$745/sqft
$-- HOA
What's special
- 212 days |
- 95 |
- 2 |
Zillow last checked: 8 hours ago
Listing updated: December 11, 2025 at 01:09pm
Listed by:
Robin B Thayer robin.thayer@gibsonsir.com,
Gibson Sotheby's International Realty
Source: CCIMLS,MLS#: 22502874
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Closet
- Level: First
Bedroom 2
- Features: Bedroom 2, Closet
- Level: Second
Bedroom 3
- Features: Bedroom 3, Closet
- Level: Second
Bedroom 4
- Features: Bedroom 4, Closet
- Level: Second
Primary bathroom
- Features: Private Full Bath
Dining room
- Features: Dining Room
- Level: First
Kitchen
- Features: Kitchen, Beamed Ceilings, Breakfast Bar, Built-in Features
- Level: First
Living room
- Features: Built-in Features, Living Room, Beamed Ceilings
- Level: First
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air
Appliances
- Included: Cooktop, Washer, Wall/Oven Cook Top, Refrigerator, Microwave, Electric Dryer, Dishwasher, Electric Water Heater
- Laundry: Laundry Room, First Floor
Features
- Flooring: Hardwood, Other
- Windows: Bay/Bow Windows
- Basement: Bulkhead Access,Partial
- Number of fireplaces: 1
Interior area
- Total structure area: 2,565
- Total interior livable area: 2,565 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage, Open
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Patio
- Exterior features: Outdoor Shower, Garden
- Has spa: Yes
- Spa features: Bath
- Fencing: Fenced, None
- Has view: Yes
- Has water view: Yes
- Water view: Lake/Pond
Lot
- Size: 1.05 Acres
- Features: Conservation Area, House of Worship, Level, Cleared
Details
- Additional structures: Tennis Court(s), Outbuilding
- Parcel number: 55660
- Zoning: R
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique, Cape Cod
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Block, Poured
- Roof: Shingle
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1820
- Major remodel year: 2022
Utilities & green energy
- Sewer: Septic Tank
Community & HOA
HOA
- Has HOA: No
Location
- Region: Orleans
Financial & listing details
- Price per square foot: $745/sqft
- Tax assessed value: $1,929,500
- Annual tax amount: $12,040
- Date on market: 6/11/2025
- Cumulative days on market: 198 days
- Road surface type: Paved
Estimated market value
$1,771,900
$1.68M - $1.86M
$3,610/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/26/2025 | Contingent | $1,910,000$745/sqft |
Source: MLS PIN #73390955 Report a problem | ||
| 12/11/2025 | Pending sale | $1,910,000$745/sqft |
Source:  CCIMLS #22502874 Report a problem | ||
| 12/5/2025 | Listing removed | $1,910,000$745/sqft |
Source: MLS PIN #73390955 Report a problem | ||
| 10/2/2025 | Price change | $1,910,000-2.6%$745/sqft |
Source: CCIMLS #22502874 Report a problem | ||
| 6/11/2025 | Listed for sale | $1,960,000+78.2%$764/sqft |
Source: CCIMLS #22502874 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,040 +12.6% | $1,929,500 +15.7% |
| 2024 | $10,693 +9.4% | $1,668,200 +6.3% |
| 2023 | $9,773 +15.8% | $1,568,700 +45.7% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$11,183/mo
Principal & interest
$9543
Property taxes
$971
Home insurance
$669
Climate risks
Neighborhood: 02653
Nearby schools
GreatSchools rating
- 9/10Orleans Elementary SchoolGrades: K-5Distance: 1.1 mi
- 6/10Nauset Regional Middle SchoolGrades: 6-8Distance: 1.1 mi
- 7/10Nauset Regional High SchoolGrades: 9-12Distance: 6.3 mi
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.
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