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Welcome to 111 W Wind Cir, a beautifully renovated single-family home nestled in the heart of Osterville, MA. This stunning 3-bedroom, 2-bathroom property has been thoughtfully updated and offers comfortable living across 1,248 square feet of well-designed space. Step inside to find a bright and airy layout with six inviting rooms, perfect for relaxing or entertaining. The newly renovated kitchen boasts modern updates and plenty of space to cook and gather. Both bathrooms have been tastefully updated to offer a fresh, contemporary feel. Cozy up by the charming fireplace in the living area, creating a warm and welcoming ambiance throughout the seasons.Outside, enjoy the serene surroundings from your private deck – ideal for morning coffee, evening dinners, or simply unwinding in nature. The home offers the convenience of air conditioning to keep you comfortable year-round. A walk out basement offers exceptional additional living space and is tastefully finished.Parking will never be a concern with an included garage and additional parking spaces. Whether you're looking for a full-time residence or a seasonal retreat, this property offers both comfort and practicality in a fantastic location. Experience the perfect blend of modern amenities and timeless charm – a true gem on Cape Cod! Don’t miss this opportunity to make 111 W Wind Cir your next home.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1985
  • 0.5 Acre Lot
  • 1 Car Garage
  • 81 days on Market

  • Bedrooms
    3
  • Bathrooms
    2
  • Year Built
    1985
  • Architectural Style
    Ranch
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    1.0
  • Parking Features
    Attached, Paved, Garage Door Opener, Garage
  • Living Area
    1248.0
  • Patio And Porch
    Deck
  • Cooling
    Central Air
  • Heating
    Natural Gas
  • Basement
    Finished, Full, Walk-Out Access

  • Acres
    0.5
  • Lot Features
    Gentle Sloping
  • Water Front Features
    Ocean Front
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 111 Westwind?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 111 Westwind.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 111 Westwind?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 2 bath, listed for $795,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Barnstable, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 111 Westwind?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 111 Westwind at around $4,694. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 111 Westwind?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Barnstable County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 111 Westwind?

In most cases, yes. Whether 111 Westwind is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Barnstable's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 111 Westwind?

We can handle that for you. Our preferred local agent specializes in residentials in Barnstable and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $795,000 with 1,248 sqft of space—that comes out to approximately $637 per square foot.

How long has this property been on the market?

111 Westwind was listed on August 18, 2026, which means it's been on the market for 81 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1985, making it approximately 41 years old.

What is the lot size of this property?

111 Westwind sits on a 0.5-acre lot, which is 21,780 square feet.

What are the property taxes for 111 Westwind?

The most recent public record shows annual property taxes for 111 Westwind were approximately $4,596. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 111 Westwind still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data


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Listing information provided exclusively 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 deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 07, 2026 at 07:01PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73565006