858 Main Street
Dennis, MA · $2,895,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

858 Main Street

Dennis, MA 02638
$2,895,000
4 days on market · Listed May 18, 2026
Data refreshed May 22, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
6
Baths
5
Sq Ft
Acres
0.92
Year Built
2018
Days on Market
4

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 858 Main Street, Dennis MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ The Pheasant
    0.14 mi
  • B
    🍽️ Fin
    0.22 mi
  • C
    🍽️ Scargo
    0.23 mi
  • D
    🍽️ The Mercantile
    0.26 mi
  • E
    🍦 Ice Cream Smuggler
    0.42 mi
  • F
    🛝 Scargo Lake Playground
    0.46 mi
  • G
    🛝 Dennis Village Playground
    0.56 mi
  • H
    🛒 Dennis Public Market
    0.57 mi

About this property

A masterful combination of timeless Antique charm and Contemporary luxury is what this recently renovated 1850's shingled Cape style compound has to offer. Located in a spectacular historic setting on The Old King's Highway in Dennis village, this home was totally renovated down to the stud walls and re-built in 2018. The main residence unfolds in a thoughtfully designed layout highlighting it's timeless character by well-known architect Karen Kempton. The project was awarded local and state recognition for it's Historic Preservation. The interior of the main residence balances scale and intimacy to perfection. Included in the 4 bedroom, 3.5 bath design is a Great rm, formal dining rm, butler's pantry, office/5 th bedroom, guest ensuite bedroom w/ soaking tub, well appointed 1st floor Master bedroom/bath featuring steam shower, Dutch doors, vaulted ceilings, and easy French door access to the beautifully landscaped private backyard. The heart of the home is the Chef's kitchen w/ oversized reclaimed Heart pine center island top, vaulted beamed ceiling, and antique pine floors. This home showcases superlative finishes and craftsmanship with custom built ins, wainscotting, crown mold moldings, reclaimed hardwood flooring, stone and marble tile, and multiple fireplaces. The octagon screened porch w/ gas fireplace overlooks the pool, hot tub, and private professionally landscaped backyard. The pool house is as comfortable as the main residence for entertaining guests featuring 24' Nano glass folding doors, an exercise rm, living rm, powder bath, and finished loft for overflow guests. There is also a guest house with loft, kitchen, and bath. The oversized garage is great for vehicles and bike storage. All of this within a short stroll with protected sidewalk access to all of the amenities the village of Dennis has to offer.

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📋 Dennis Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Dennis
Listed by Chuck Deluga, Paul W Sullivan & Assoc