309 Great Fields Road
Brewster, MA · $950,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

309 Great Fields Road

Brewster, MA 02631
$950,000
24 days on market · Listed Mar 19, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
1.5
Sq Ft
1,792
Acres
1.41
Year Built
1986
$ / Sq Ft
$530
Days on Market
24

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$5,245
Cash Flow / yr
$7,441
Cash-on-Cash
2.8%
Cash Required
$266,000
Projected Revenue / yr
$94,033
Avg Daily Rate
$505
Occupancy
51%
STR Range (P50)
$69,485
🟢 LOW RISK — Registration required. No current permit caps.
STR revenue range: $47,383$94,246

Location & Nearby

Map of 309 Great Fields Road, Brewster MA with nearby beaches and points of interest
HThis property
  • A
    🌲 Stony Brook Grist Mill & Herring Run
    1.05 mi
  • B
    🐕 Brewster Dog Park
    1.11 mi
  • C
    🍽️ Cafe Alfresco
    1.13 mi
  • D
    🍽️ The Cape House
    1.29 mi
  • E
    🌲 Punkhorn Parklands
    1.34 mi
  • F
    🐟 Upper Mill Pond
    1.43 mi
  • G
    🚤 Fisherman's Landing
    1.47 mi
  • H
    🐟 Sheep Pond
    1.50 mi

About this property

Beautifully remodeled, this unique saltbox post & beam is set on 1.41 acres of tranquility with a 22 acre wildlife sanctuary (privately owned) behind. The list of updates is extensive (see attached photo of list) including kitchen, baths, heating system, electrical, full house insulation, decks, doors, appliances and so much more! The main floor offers large kitchen, dining and living rooms, den and half bath. Two bdrms and full bath up while the walk-out lower level is 3/4 finished (framed, plumbed, insulated, wired) and will offer 3rd bdrm, family-game and utility room(s). Please note some photos are virtually staged. The heavy lifting has been done with beautiful woodworking, refinished floors, high end touches and extensive remodeling. This fabulous area of Brewster boasts large acreage, horse farms and historical significance. Well worth seeing this gorgeous property through to its full potential!

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📋 Brewster Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Brewster
Listed by Tracey E Oringer, Kinlin Grover Compass