298 Chippingstone Road
Chatham, MA · $1,050,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

298 Chippingstone Road

Chatham, MA 02633
$1,050,000
0 days on market · Listed Apr 8, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
View on Zillow ↗
Type
SF
Beds
4
Baths
2
Sq Ft
2,148
Acres
0.46
Year Built
1972
$ / Sq Ft
$489
Days on Market
0

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$5,612
Cash Flow / yr
$16,188
Cash-on-Cash
5.5%
Cash Required
$294,000
Projected Revenue / yr
$110,099
Avg Daily Rate
$603
Occupancy
50%
STR Range (P50)
$80,590
🟢 LOW RISK — Registration required with town clerk. No current caps.
STR revenue range: $53,684$111,601

Location & Nearby

Map of 298 Chippingstone Road, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🌲 Training Field Triangle
    0.52 mi
  • B
    Pleasant Bay Marina
    0.86 mi
  • C
    🌲 Goose Pond Forest
    0.93 mi
  • D
    🐟 School House Pond
    0.95 mi
  • E
    🌲 Old Comers Woodland
    0.97 mi
  • F
    🐟 Goose Pond Beach
    0.99 mi
  • G
    🏖️ Jacknife Beach
    1.09 mi
  • H
    🐕 Chatham Dog Park
    1.17 mi

About this property

Set on a beautifully landscaped half-acre lot in one of Chatham's most sought-after neighborhoods, this 4-bed, 2-bath home is move-in ready, full of character, and built for every season.Enter through a truly special mudroom off the attached garage, rich brick floors, custom built-in cabinetry, bookshelves, a slider to the outdoors, and its own fireplace. It's a warm, one-of-a-kind welcome home.The open living and dining area flows through out-swinging French doors to a private brick courtyard, over 560 sq ft of sun-drenched, sheltered space made for entertaining at its finest. The southwest-facing updated kitchen stays naturally bright from morning through evening.The generous first-floor primary suite includes an adjoining sun room, with a second bedroom and full bath also on the main level. Two additional bedrooms upstairs share a full bath. Updated roof and windows (2006), new forced hot air system with central A/C (2023). Irrigated in the front with drips for flower beds, professionally landscaped, and finished with an outdoor shower. At 2,148 square feet, the layout makes excellent use of every inch. The oversized foyer sets the tone the moment you step inside, offering a rare sense of arrival seldom found in a home this size. The living room is genuinely expansive, giving the space a true great room feel without sacrificing the warmth of the fireplace. The primary bedroom is exceptionally generous, and the adjoining sitting room adds versatility few homes at this price point can match. The attached one-car garage feeds directly into the remarkable mudroom, keeping daily life clean and organized. Upstairs, two well-proportioned bedrooms and a full bath offer privacy and flexibility for guests, family, or rental use, a natural separation that works equally well for a vacation household or long-term tenants.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Robert Bantick, Keller Williams Realty