85 Baileys Path
Chatham, MA 02633
3 Beds
4 Baths
2,976 sqft (on 0.47 acres)
3 Beds
4 Baths
2,976 sqft
(on 0.47 acres)
Local Information
- Map ViewExplore the area around 85 Baileys Path.
- Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Description
You really need to see this home and landscaping to appreciate the feeling of peacefulness that it creates. A very special place. Enjoy this "almost brand new" 3 bedroom house, with too many upgrades to mention and the lovely outdoor spaces. A wonderful year round or seasonal home.
85 Baileys Path, Chatham, MA 02633 is a 3 bedroom, 4 bathroom, 2,976 sqft single-family home built in 2004. It last sold for $950,000 on Oct 31, 2008. It is currently off market. The Trulia Estimate is $2,071,800, with a rent estimate of $5,628/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 85 Baileys Path
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Heating & Cooling Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 8 |
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Exterior Home Features Roof: Shake ShingleExterior: Wood |
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Year Built Year Built: 2004Year Updated: 2008 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.47 acres |
Price History for 85 Baileys Path
| Date | Price | Event | Source |
|---|---|---|---|
| 10/31/2008 | $950,000 | Sold | CCIMLS #20808159 |
| 08/29/2007 | $1,125,000 | Sold | CCIMLS #20610606 |
Market trends in Chatham
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
75
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,048 |
| Assessment | $1,742,900 |
Home facts updated by county records
Comparable Sales for 85 Baileys Path
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.36 | Single-Family Home | $1,175,000 | 06/25/26 | 3 | 2 | 1,528 | |
0.23 | Single-Family Home | $1,249,000 | 10/01/25 | 3 | 2 | 1,775 | |
0.43 | Single-Family Home | $835,000 | 10/17/25 | 3 | 2 | 1,144 | |
0.64 | Single-Family Home | $3,200,000 | 04/30/26 | 3 | 3.5 | 2,940 | |
0.40 | Single-Family Home | $650,000 | 07/31/25 | 3 | 2 | 1,813 | |
0.43 | Single-Family Home | $2,025,000 | 10/10/25 | 4 | 4.5 | 3,902 | |
0.83 | Single-Family Home | $1,435,000 | 05/14/26 | 3 | 2.5 | 2,441 | |
0.85 | Single-Family Home | $1,725,000 | 09/12/25 | 3 | 3.5 | 3,057 | |
0.70 | Single-Family Home | $850,000 | 05/05/26 | 3 | 2 | 1,713 | |
0.48 | Single-Family Home | $1,227,000 | 07/25/25 | 3 | 2 | 1,639 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE0.46 ACRESCompass Massachusetts, LLC
OFF MARKETLaurie Paine, William Raveis Real Estate & Homes Services
OFF MARKETGibson Sotheby's International Realty
OFF MARKETKinlin Grover Compass
OFF MARKETJohn C Ricotta & Assoc.
OFF MARKETShane Masaschi, Kinlin Grover Compass
OFF MARKETChristie's International Real Estate Atlantic Brokerage
Assigned Schools
These are the assigned schools for 85 Baileys Path.
- Chatham Elementary School
- PK-4
- Public
- 153 Students
8/10GreatSchools RatingParent Rating AverageBoth my daughters were challenged and encouraged in math and ELA! Teachers were very nurturing, too!Parent Review7y ago - Monomoy Regional Middle School
- 5-7
- Public
- 381 Students
7/10GreatSchools RatingParent Rating AverageThe teachers disrespectful behavior are probably the only downer, I feel like a pet every time I go to this school, I try to do everything in my path I can to stop from going to this school. most if almost everything about this school is bad. that includes, lunches ,teachers ,unfairness, . if you came to this school you will notice very big differences on how the teachers treat kids, vs adults. one last thing, the grading is badStudent Review2y ago - Monomoy Regional High School
- 8-12
- Public
- 700 Students
5/10GreatSchools RatingParent Rating AverageIt is a very nice school which makes my daughter feel included and has really good honors classes.Parent Review3y ago 
Check out schools near 85 Baileys Path.
What Locals Say about Chatham
At least 40 Trulia users voted on each feature.
88 % Say there's wildlife
87 % Say parking is easy
83 % Say there's holiday spirit
83 % Say yards are well-kept
83 % Say it's dog friendly
82 % Say people would walk alone at night
82 % Say car is needed
73 % Say it's quiet
71 % Say they plan to stay for at least 5 years
59 % Say neighbors are friendly
48 % Say it's walkable to restaurants
47 % Say kids play outside
38 % Say there are community events
33 % Say there are sidewalks
21 % Say streets are well-lit
20 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
NEW - 2 DAYS AGOAPPLY INSTANTLYPET FRIENDLYFURNISHED
See more homes for rent inChatham
Homes for sale near 85 Baileys Path
- 0.46 ACRESCompass Massachusetts, LLC
0.52 ACRESChristie's International Real Estate Atlantic Brokerage
OPEN FRI, 3:30-5PM0.54 ACRESGibson Sotheby's International Realty
0.73 ACRESChristie's International Real Estate Atlantic Brokerage
OPEN SAT, 10-12PM0.47 ACRESJohn C Ricotta & Assoc.
See more homes for sale inChatham
Off Market Homes Near 85 Baileys Path
SOLDJUL 15, 2026Kinlin Grover Compass
SOLDJUL 15, 2026Home*Land Realty
SOLDJUL 15, 2026Berkshire Hathaway HomeServices Robert Paul Properties
SOLDJUL 9, 2026Christie's International Real Estate Atlantic Brokerage
SOLDJUL 8, 2026Christie's International Real Estate Atlantic Brokerage
SOLDJUL 7, 2026John C Ricotta & Assoc.
SOLDJUL 2, 2026Gibson Sotheby's International Realty
SOLDJUL 2, 2026Berkshire Hathaway HomeServices Robert Paul Properties
SOLDJUN 30, 2026William Raveis Real Estate & Home Services- See more homes for sale inChatham
