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44 Seapuit Road, Osterville, MA 02655

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For Sale

$5,840,000

5 beds • 5 baths • 8,345 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • $699.82
    Price per square foot

  • 21-30 Years Old
    Age

  • Basement
    Rooms

Explore this Property

Set on 3.4 acres and bordered by an additional 2.88 acres of protected land, this exceptional estate offers a family retreat unlike any other. Featured in The Wall Street Journal, the home spans over 8,000 square feet of thoughtfully designed living space, with fully updated systems maintained in pristine condition. Outdoor amenities are second to none-enjoy a sparkling pool with a charming two-bedroom, kitchenette-equipped pool house, a premier pickleball court, and a bocce court. Perfect for both quiet moments and large-scale entertaining, the interior boasts two elegant living rooms, a welcoming eat-in kitchen, and seamless access to the patio, where a hot tub awaits for year-round relaxation. The main level hosts the luxurious primary suite, a true private retreat. Upstairs, four additional bedrooms and a recreation room offer abundant space for family and guests. The architect-designed residence also appeals to collectors, featuring a discreetly positioned basement with a private drive-in entrance for easy access. Whether you prefer peaceful seclusion or vibrant gatherings, this estate delivers.
MLS# 22500391

Courtesy Of LandVest, Inc.

(617) 723-1800

Property Features

  • Age
    21-30 Years Old
  • Amenities
    Patio, Basement, Pool
  • Floor Covering
    Carpet, Hardwood
  • Heating System
    Forced Air
  • Lot Size
    3.4 Acres
  • Roof Type
    Asphalt
  • Rooms
    Basement

Map and Directions

Directions to 44 Seapuit Road, Osterville, MA 02655

Home seller CENTURY 21 Tassinari Gold

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 Tassinari Gold

(508) 866-8100
Learn More About Us

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Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

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Copyright © 2025 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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