15 Twenty First Street North, Edgartown, MA 02539
15 Twenty First St N

15 Twenty First St N

15 Twenty First Street North, Edgartown, MA

$2,950,000

HIGHLIGHTS
  • 4 Beds
  • 5 Full Baths
  • 3 Half Baths
  • 0.53 Acres Lot
  • 3,695 Sq.Ft. Living
  • 1993 Year Built
  • For Sale Status
  • 44320 MLS® ID

OPEN HOUSE

5/24/2026 11:00AM - 1:00PM EDT

Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island's most treasured outdoor amenities.

Set on over a half-acre, the property features a main residence and a detached guest house, thoughtfully positioned with separate driveways and a natural buffer of mature trees.

The main house offers a comfortable and inviting interior, highlighted by a bay window and a spacious open kitchen and dining area with granite countertops, custom cabinetry, and direct access to the deck. A sunken living room offers separation while maintaining an open flow. The main level includes a primary bedroom and an additional bedroom, while the second floor offers a third bedroom, a full bathroom, and flexible living space. The finished lower level offers approximately 790 sq ft of additional finished space, including a recreation area, den, and full bathroom, along with approximately 525 sq ft of unfinished storage.

Outdoor living is equally inviting, with a deck off the kitchen leading to the heated pool and patio. The space includes a pool house with half bath, an outdoor shower, and ample room for dining and lounging, surrounded by hydrangeas. A side yard gently rises to a tucked-away bluestone pad, ideal for a future fire pit or outdoor gathering area.

The guest house offers its own private setting with living space, a main-level bedroom and additional finished space upstairs, each with its own full bathroom, plus a half bath, one-car garage, and full basement.

At the end of 21st Street you'll find direct access to over 150 acres within the Caroline Tuthill Preserve, as well as the Boulevard landing on Sengekontacket Pond -- perfect for kayaking, paddle boarding, or boating. Edgartown Village is approximately 1.5 miles away.

A unique opportunity with an established rental history -- details upon request. Furniture available for separate purchase.
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Jen Hawkins O'Hanlon, REALTOR®

Jen Hawkins O'Hanlon, REALTOR®

Team Leader

FEATURES & AMENITIES

Interior

  • Total Bedrooms4
  • Total Bathrooms8
  • Full Bathrooms5
  • Half Bathrooms3
  • FlooringHardwood/Tile/Luxury Laminate
  • Fireplace1
  • APPLIANCESStove: Yes, Electric, Washer: Yes
  • other interior FeaturesMedia, OSh, Floor 1: Open kitchen and dining area with granite countertops, custom cabinetry Primary bedroom and additional bedroom, Floor 2: 1 Bedroom, Full Bathroom additional living space

Area & Lot

  • Status For Sale
  • OPEN HOUSE5/24/2026, 11:00 AM - 1:00 PM
  • Living Area3,695 Sq.Ft.
  • Total Area3,695 Sq.Ft.
  • Lot Area0.53 Acres
  • MLS® ID44320
  • TypeResidential
  • YEAR BUILT1993
  • neighborhoodEdgartown
  • View DescriptionNone, Trees/Woods

Exterior

  • Water SourceWell
  • utilitiesCbl
  • lot featuresYes
  • parking6
  • HEAT TYPEGFHW
  • sewerSeptic Tank
  • SubstructurePoured concrete
  • other exterior FeaturesDeck, P/Pool, Porch, Garden

Financial

  • Sales Price$2,950,000
  • Real Estate Tax $5,879/yr
  • Zoning R20

Edgartown

Outside of Edgartown Village and Katama, the rest of Edgartown has amazing walking trails that are beautiful and often under utilized.

Edgartown

WORK WITH THE O'HANLON GROUP

As a team, we work in harmony for the benefit of our clients. We handle multiple transactions at once and are able to execute a complex marketing strategy by leveraging team resources. We can be in several physical locations at once to ensure showings are always possible for our buyers and sellers. Our clients benefit from the combined experience of our agents and administrative staff.

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