65 Baileys Path
Chatham, MA 02633
3 Beds
4.5 Baths
3,800 sqft (on 0.47 acres)
3 Beds
4.5 Baths
3,800 sqft
(on 0.47 acres)
Local Information
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Description
CHATHAM:This Exquisite 3 Bedroom 3.5 Home built by Eastward CO in Baileys Path has unrivaled attention to detail and Cape Cod charm thru out!! The 3200 sq ft Home features 3 fireplaces,Great room with Gourmet Kitchen complete with Viking Stove, Island,& extensive Cabinetry. There are multiple living areas including a private Bonus room with full Bath,Den,& Lovely Sunroom that leads to a deck and patio,all surrounded with mature landscaping that affords much privacy! Private Tennis and walk to the Bike Path! Perfect for a Pool!!$999,950
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 65 Baileys Path
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Interior Details BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room, Sun RoomCeiling Fan |
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3Floors: Carpet, Hardwood |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceHot Tub or Spa |
Security Security System |
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Exterior Home Features Roof: Shake ShingleDeckExterior: Shingle, WoodLawnPatioPorchSprinkler System |
Pool Pool |
Parking & Garage GarageParking Spaces: 5Parking: Garage Attached |
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Year Built Year Built: 2005Year Updated: 2025 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Lot Area: 0.47 acres |
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Sport Court |
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Fitness & Sports Tennis Court |
Price History for 65 Baileys Path
| Date | Price | Event | Source |
|---|---|---|---|
| 12/16/2011 | $870,000 | Sold | CCIMLS #21102562 |
| 07/20/2011 | $999,950 | Listed For Sale | Agent Provided |
| 10/05/2005 | $900,000 | Sold | N/A |
Market trends in Chatham
Last updated May 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
77
14MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,942 |
| Assessment | $2,000,700 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$7,027/mo
Homes for rent near 65 Baileys Path
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Comparable Sales for 65 Baileys Path
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.37 | Single-Family Home | $2,025,000 | 10/10/25 | 4 | 4.5 | 3,902 | |
0.34 | Single-Family Home | $2,685,000 | 07/09/25 | 4 | 2.5 | 3,056 | |
0.40 | Single-Family Home | $835,000 | 10/17/25 | 3 | 2 | 1,144 | |
0.22 | Single-Family Home | $1,249,000 | 10/01/25 | 3 | 2 | 1,775 | |
0.35 | Single-Family Home | $650,000 | 07/31/25 | 3 | 2 | 1,813 | |
0.66 | Single-Family Home | $3,200,000 | 04/30/26 | 3 | 3.5 | 2,940 | |
0.68 | Single-Family Home | $3,499,900 | 12/22/25 | 3 | 4.5 | 4,565 | |
0.69 | Single-Family Home | $3,200,000 | 06/20/25 | 3 | 4.5 | 4,620 | |
0.80 | Single-Family Home | $1,725,000 | 09/12/25 | 3 | 3.5 | 3,057 | |
0.17 | Single-Family Home | $485,000 | 04/16/26 | 4 | 1 | 1,112 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE0.26 ACRESGreer Real Estate, 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.
Assigned Schools
These are the assigned schools for 65 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
4/10GreatSchools 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 65 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
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Homes for sale near 65 Baileys Path
OPEN SAT, 10-1PM0.5 ACRESBerkshire Hathaway HomeServices Robert Paul Properties
0.43 ACRESShining Sea Realty
0.73 ACRESChristie's International Real Estate Atlantic Brokerage
1.38 ACRESChristie's International Real Estate Atlantic Brokerage
0.43 ACRESGibson Sotheby's International Realty
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Off Market Homes Near 65 Baileys Path
SOLDJUN 15, 2026Cort LaBonte Coldren Coopersmith Group, Compass
SOLDJUN 12, 2026Berkshire Hathaway HomeServices Robert Paul Properties
SOLDJUN 11, 2026William Raveis Real Estate & Home Services- SOLDJUN 10, 2026Berkshire Hathaway HomeServices Robert Paul Properties
SOLDJUN 5, 2026Berkshire Hathaway HomeServices Robert Paul Properties
SOLDJUN 5, 2026Kinlin Grover Compass
SOLDJUN 4, 2026Compass Massachusetts, LLC
SOLDJUN 2, 2026Gibson Sotheby's International Realty
SOLDMAY 29, 2026Gibson Sotheby's International Realty- See more homes for sale inChatham
65 Baileys Path, Chatham, MA 02633 is a 3 bedroom, 5 bathroom, 3,800 sqft single-family home built in 2005. This property is not currently available for sale. 65 Baileys Path was last sold on Dec 16, 2011 for $870,000. The current Trulia Estimate for 65 Baileys Path is $2,367,900.