20 Jessies Landing, Chatham, MA 02633 - Photo 1

1/1

$3,200,000

Sold
Closed
Single Family
3 Beds
3 Full Baths
1 Partial Bath
2,940 Sq. Ft.
0.47 Acres
Updated 3 days ago

1/1

Property Description

Welcome to this beautifully crafted residence in Jessie's Landing, an exclusive Eastward Companies development, ideally located just a short walk to Harding's Beach. Set on nearly a half-acre and outside the flood zone, this thoughtfully designed home offers the perfect blend of Cape Cod charm, modern comfort, and peace of mind. The open floor plan is ideal for everyday living and entertaining, featuring an oversized chef's kitchen with a large center island, a dining area, and an inviting living room with a gas fireplace. The main-level primary suite offers a walk-in closet and an elegant bath, along with the convenience of a first-floor laundry. The second level includes two spacious bedrooms, a full bath, and a separate bonus room perfect for guests, a home office, or media space. Outdoor living is exceptional, with an expanded paver patio, custom pergola, mature landscaping, and professionally designed landscape lighting. Additional highlights include a full-house generator, central vacuum, security system with cameras, Hunter Douglas window treatments, and an expansive unfinished basement offering excellent storage and future potential. With its private setting, timeless curb appeal, and turnkey condition, this home offers a rare opportunity to enjoy the very best of Cape Cod living close to beaches, town landing, and local amenities.

Full Property Details

Full Property Details for 20 Jessie's Lndg

General

Sold For: $3,200,000
HOA FEE: $83/month
HOA FEE FREQ.: Annually
Taxes: $6,580 (2025)
Status: Closed
Type: Single Family
Source: CCI
MLS ID: 22600591
Added to Site: 63 day(s) ago

Interior

Number of Rooms: 9
Interior Features: Recessed Lighting, Pantry, Mud Room, Hookup for Cable TV
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas
Appliances: Cooktop, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Dishwasher, Gas Water Heater
Flooring: Hardwood, Tile

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 3
Half Bathrooms: 1
Primary Bathroom: Private Full Bath

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Walk-In Closet(s), Recessed Lighting, First
Bedroom 3: Second Level

Other Rooms

Living Room: First Level
Kitchen: Kitchen, Pantry, Private Half Bath, Recessed Lighting, First Level
Laundry: Recessed Lighting, First Floor

Exterior

Exterior Features: Outdoor Shower
Deck/Patio: Deck, Patio

Parking

Garage: Yes
Total Spaces: 6

Location

County: Barnstable
Subdivision: Jessie's Landing
Driving Directions: Barn Hill Road to Jessie's Landing. First House on the right.

Community

Association: Yes

Heating & Cooling

Cooling Type: Central Air

Utilities

Sewer: Public Sewer

Structural Information

Architectural Style: Cape Cod
Construction: Shingle Siding
Exterior Const.: Shingle Siding
Basement Desc.: Bulkhead Access, Interior Entry, Full
Roof: Asphalt, Pitched
Stories/Levels: 2
Square Feet: 2,940
Sq. Ft. Source: Plans
Year Built: 2017
Property Condition: Actual

Lot Features

Lot Size (Acres): 0.47
Lot Size (Sq. Ft.): 20,534
Lot Size Source: Field Card
Road Maintenance: Assoc Maintained
Zoning: R20

Financial Considerations

Price Per Sq. Ft.: $1,122
Association Fee: $1,000
Assoc Fee Freq.: Annually
Assessment Amount: $1,896,300
Land Assmt: $636,100
Tax Amount: $6,580
Tax Year: 2025

Disclosures and Reports

Special Conditions: None
Property ID: CHAT M:09D B:0011 L:24

Listed by Christie's International Real Estate Atlantic Brokerage, Doug Grattan
Sold by Cci.Unknownoffice, Member Non

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Listing agent

— 20 Jessie's Lndg —

Doug Grattan

Christie's International Real Estate Atlantic Brokerage

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Schools

Schools serving 20 Jessie's Lndg

School District:Monomoy Regional School District

Name	Grades	Distance
Monomoy Regional Middle School 425 Crowell Road, Chatham, MA 02633	5-7	1.1 mi
Chatham Elementary School 147 Depot Road, Chatham, MA 02633	PK-4	1.6 mi
Monomoy Regional High School 75 Oak Street, Harwich, MA 02645	8-12	4.1 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Jessie's Lndg

Date

Details

Price

Change

Source

4/30/2026

Sold

$3,200,000

-3.03%

MLS

3/02/2026

Listed

$3,299,900

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

14 Lovers Ln, Harwich, MA 02645 - Photo 1

Just Listed

$859,000

14 Lovers Ln Harwich, MA 02645

Single Family
Active
Updated 8 hours ago

3
Beds
2
Total Baths
1,737
Sq. Ft.

3 Freshwater Rd, Harwich, MA 02645 - Photo 1

Just Listed

$639,900

3 Freshwater Rd Harwich, MA 02645

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,192
Sq. Ft.

23 Prince Charles Dr, Harwich, MA 02645 - Photo 1

Just Listed

$2,150,000

23 Prince Charles Dr Harwich, MA 02645

Single Family
Active
Updated 8 hours ago

5
Beds
3
Total Baths
3,450
Sq. Ft.

25 Cedardale Rd, Harwich, MA 02645 - Photo 1

Just Listed

$640,000

25 Cedardale Rd Harwich, MA 02645

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,831
Sq. Ft.

26 Walkerwoods Dr, Harwich, MA 02645 - Photo 1

Price Reduced

-$401,000 (-9.11%)

$3,999,000

26 Walkerwoods Dr Harwich, MA 02645

Single Family
Active
Updated 3 days ago

5
Beds
9
Total Baths
5,406
Sq. Ft.

1 Belmont Rd, Harwich, MA 02671 - Photo 1

Price Reduced

-$26,000 (-5.25%)

$469,000

1 Belmont Rd #425 Harwich, MA 02671

Condo
Active
Updated 2 days ago

1
Bed
2
Total Baths
1,209
Sq. Ft.

181 Rock Harbor Rd, Orleans, MA 02653 - Photo 1

Price Reduced

-$151,000 (-12.08%)

$1,099,000

181 Rock Harbor Rd Orleans, MA 02653

Single Family
Active
Updated 1 day ago

2
Beds
4
Total Baths
1,888
Sq. Ft.

343 Tonset Rd, Orleans, MA 02653 - Photo 1

Price Reduced

-$200,000 (-7.16%)

$2,595,000

343 Tonset Rd Orleans, MA 02653

Single Family
Active
Updated 8 hours ago

6
Beds
4
Total Baths
4,676
Sq. Ft.

29 Jessie's Lndg, Chatham, MA 02633 - Photo 1

Sold

$3,499,900

29 Jessie's Lndg Chatham, MA 02633

Single Family
Closed

3
Beds
5
Total Baths
4,565
Sq. Ft.

40 Youngs Farm Ln, Chatham, MA 02633 - Photo 1

Sold

$3,150,000

40 Youngs Farm Ln Chatham, MA 02633

Single Family
Closed

4
Beds
4
Total Baths
4,797
Sq. Ft.

93 Bucks Creek Rd, Chatham, MA 02633 - Photo 1

Sold

$3,025,000

93 Bucks Creek Rd Chatham, MA 02633

Single Family
Closed

3
Beds
4
Total Baths
3,544
Sq. Ft.

314 Cockle Cove Rd, Chatham, MA 02659 - Photo 1

Sold

$2,950,000

314 Cockle Cove Rd Chatham, MA 02659

Single Family
Closed

4
Beds
5
Total Baths
3,120
Sq. Ft.

20 Jessies Landing, Chatham, MA 02633 (MLS# 22600591) is a Single Family property that was sold at $3,200,000 on April 30, 2026. Want to learn more about 20 Jessies Landing? Do you have questions about finding other Single Family real estate for sale in Chatham? You can browse all Chatham real estate or contact a Coldwell Banker agent to request more information.

20 Jessie's Lndg Chatham, MA 02633