45 Bobbie’s Lane South Chatham MA 02659 MLS #22601418

45 Bobbie’s Lane South
Chatham, MA, 02659
$4,499,900
3 Beds
6 Baths
4,450 SqFt
0.7 Acres
$4,499,900
45 Bobbie’s Lane South
Chatham, MA, 02659
MLS #22601418 image #0MLS #22601418 image #1MLS #22601418 image #2MLS #22601418 image #3MLS #22601418 image #4MLS #22601418 image #5MLS #22601418 image #6MLS #22601418 image #7MLS #22601418 image #8MLS #22601418 image #9MLS #22601418 image #10MLS #22601418 image #11
South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home’s striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4,450 square feet of sophisticated, modern design across three impeccably finished levels. A dramatic foyer introduces a sweeping staircase and opens to a grand great room, where coffered ceilings, a statement fireplace, and wide-plank white oak floors create a setting of understated elegance. Walls of glass draw the eye outward to the private grounds, seamlessly connecting indoor and outdoor living. The chef’s kitchen is both functional and exquisite–anchored by an oversized island, quartz surfaces, and a well-appointed pantry–while a sunlit breakfast nook overlooks the pool and manicured landscape. A formal dining room offers flexibility as an entertaining space or refined retreat. The first-floor primary suite is a sanctuary unto itself, offering a spa-inspired bath and expansive walk-in closet. Thoughtfully designed, the main level also includes a powder room, laundry room, and custom built-ins for effortless organization. Upstairs, a vaulted family room with wet bar opens to a private deck, capturing gentle ocean breezes. Two en-suite bedrooms–each with distinctive architectural character–are complemented by a private office and an additional lounge or game room with full bath, providing exceptional versatility. The finished lower level, spanning over 1,350 square feet, offers a full bath and additional laundry–ideal for poolside living or extended guest accommodations. Outdoors, a resort-caliber setting unfolds with a heated Gunite saltwater pool and spa, expansive stone patio, and professionally landscaped grounds supported by a private irrigation well. A two-car attached garage completes this extraordinary offering. This is a rare opportunity to own a meticulously crafted coastal estate where timeless design, modern luxury, and an exceptional location converge.

Property Details

Price:
$4,499,900
MLS #:
22601418
Status:
Active
Beds:
3
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 14, 2026
Finished Sq Ft:
4,450
Total Sq Ft:
4,450
Lot Size:
30,492 sqft / 0.70 acres (approx)
Year Built:
2026
GambrelPoolNewconstructionMonomoy

Schools

School District:
Monomoy

Interior

Appliances
Cooktop, Wine Cooler, Washer, Range Hood, Security System, Refrigerator, Gas Range, Microwave, Electric Dryer, Dishwasher, Gas Water Heater
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Tile, Laminate
Interior Features
Recessed Lighting, Pantry, Linen Closet, HU Cable TV
Laundry Features
Laundry Room, Recessed Lighting, First Floor
Main Level Bathrooms
2

Exterior

Architectural Style
Gambrel
Attached Garage YN
1
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Outdoor Shower
Garage Spaces
2
Lot Features
Bike Path, Major Highway, Cape Cod Rail Trail, Public Tennis, Cleared, Level, South of Route 28
New Construction YN
1
Open Parking YN
1
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck, Patio
Roof
Asphalt, Pitched
Stories
3

Financial

Tax Year
2026
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chatham as of Apr 17, 2026
62
Single Family Listed
97
Avg DOM
1,065
Avg $ / SqFt
$3,334,358
Avg List Price

Community

Similar Listings Nearby

broker reciprocity
MLS# 22600543broker reciprocity
48 Sylvan Way South
Chatham, MA

$4,999,000

0.5 miles away

broker reciprocity
MLS# 22504680broker reciprocity
2550 Main Street South
Chatham, MA

$3,999,900

0.3 miles away

broker reciprocity
MLS# 22504678broker reciprocity
2548 Main Street South
Chatham, MA

$3,999,900

0.3 miles away

broker reciprocity
MLS# 22505703broker reciprocity
92 Indian Trail
Chatham, MA

$3,200,000

1.4 miles away

Property Summary

    45 Bobbie’s Lane South Chatham MA is a Single Family for sale in Chatham, MA, 02659. It is listed for $4,499,900 and features 3 beds, 6 baths, and has approximately 4,450 square feet of living space, and was originally constructed in 2026. The current price per square foot is $1,011. The average price per square foot for Single Family listings in Chatham is $1,065. The average listing price for Single Family in Chatham is $3,334,358. To schedule a showing of MLS#22601418 at 45 Bobbie’s Lane South in Chatham, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
45 Bobbie’s Lane South
Chatham, MA