45 Bobbie's Lane
Chatham, MA · $4,499,900
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45 Bobbie's Lane

Chatham, MA 02659
$4,499,900
0 days on market · Listed Apr 14, 2026
Data refreshed Apr 14, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
6
Sq Ft
4,450
Acres
0.7
Year Built
2026
$ / Sq Ft
$1,011
Days on Market
0

Investment Snapshot

Monthly Carrying
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Cash Flow / yr
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Cash-on-Cash
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Cash Required
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Projected Revenue / yr
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Avg Daily Rate
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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 45 Bobbie's Lane, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Pisces Coastal Kitchen
    0.24 mi
  • B
    🍽️ Drifters
    0.27 mi
  • C
    🌲 Forest Beach Conservation Area
    0.45 mi
  • D
    🏖️ Forest Beach
    0.56 mi
  • E
    🌲 Twine Fields Conservation Area
    0.64 mi
  • F
    🏖️ Pleasant Street Beach
    0.74 mi
  • G
    🍽️ DIVE Dine & Drink
    0.85 mi
  • H
    🍽️ Depot Dogs
    0.88 mi

About this property

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.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Doug Grattan, Christie's International Real Estate Atlantic Brokerage