- 2
- beds
- 2
- baths
- 1,808
- sqft
- 1985
- year built
- Status:
- Pending/Continue to Show
- MLS #:
- 22603216
- County:
- Barnstable
- Listed By:
- Cindy Crawford - Compass Massachusetts, LLC
- Agent Phone:
- (508) 737-1481
- Agent Email:
- cindycrawford@compass.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
Nestled in a neighborhood south of Route 28, this charming Osterville ranch offers the perfect blend of classic Cape Cod character & modern comfort. Before you even step inside, a private front patio welcomes you, the ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright open concept layout. Upon entry, you're greeted by a sun-drenched dining area that sets an inviting tone w/ its cathedral ceilings, a skylight & sliders that lead out to a freshly painted deck. The kitchen offers a central island providing a natural gathering spot before transitioning into the living room. Anchored by a fireplace this central living space feels remarkably open & airy. The home features 2 bedrooms, including a primary en-suite. Brand-new carpeting flows throughout the entire home, paired w/ an abundance of storage space to keep everything perfectly organized. The living space extends to a walkout basement, providing a versatile layout that easily adapts to your specific needs. This lower level opens to a private, level yard. This Osterville gem is ready for you and its next chapter to begin.
-
- Bedrooms
- 2
-
- Bathrooms
- 2
-
- Year Built
- 1985
-
- Stories
- 1.0
-
- Architectural Style
- Ranch
-
- Construction Materials
- Shingle Siding, Clapboard
-
- Garage Spaces
- 1.0
-
- Living Area
- 1808.0
-
- Interior Features
- Recessed Lighting
-
- Appliances
- Water Heater
-
- Flooring
- Carpet, Other
-
- Cooling
- None
-
- Heating
- Natural Gas
-
- Basement
- Full
-
- Acres
- 0.38
-
- Water
- Public
-
- Area
- Barnstable
-
- County
- Barnstable
-
- City
- Osterville
-
- Zip Code
- 02655
-
Nearby Schools
-
52out of 100
-
53out of 100
-
53out of 100
-
74out of 100
-
49out of 100
-
72out of 100
-
54out of 100
-
57out of 100
-
53out of 100
-
55out of 100
Disclaimer: ez Home Search School Ratings are on a scale of 1-100 and represent our evaluation of school quality based on academic performance, school resources, community feedback, and demographic factors. School attendance boundaries are for reference only. Contact the school directly to verify enrollment eligibility.
-
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Estimated Value
$634,306
$564,532 - $704,079
Source: Constellation Data Labs
Price History
| 07/01/2026 | Listed | $649,000 |
| Source: Cape Cod & Islands Association of REALTORS #22603216 | ||
| 07/01/2026 | Listed | $649,000 |
| Source: MLS Property Information Network (MLS PIN) #73544012 | ||
Source: MLS Data
Deed History
| 10/04/2016 | Quit Claim Deed (non-arm's length) | $0 |
| 03/02/1995 | Deed | $120,000 |
Source: Public records via Constellation Data Labs
Mortgage History
| 11/04/2002 | $68,500 | |
| 11/03/1995 | $96,000 | |
| 03/02/1995 | $96,000 |
Source: Public records via Constellation Data Labs
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There are currently 0 properties available in Osterville, with 0 under contract to close soon. Properties in the city have an average sale price of $0 and typically spend 0 days on the market before being sold.
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Source: ez Home Search, MLS Data
Frequently Asked Questions
How do I schedule a tour of 295 Westwind Cir?
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 295 Westwind Cir.
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 295 Westwind Cir?
Click Ask a Question to talk with our team. You already know it is a 2 bed, 2 bath, listed for $649,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Osterville, and can even get you in to see the property quickly.
How much is the monthly mortgage payment for 295 Westwind Cir?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 295 Westwind Cir at around $4,002. This includes estimated property taxes and insurance.
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How do I get pre-approved to buy 295 Westwind Cir?
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.
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Can I negotiate the asking price for 295 Westwind Cir?
In most cases, yes. Whether 295 Westwind Cir is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Osterville'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 295 Westwind Cir?
We can handle that for you. Our preferred local agent specializes in residentials in Osterville 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 $649,000 with 1,808 sqft of space—that comes out to approximately $359 per square foot.
How long has this property been on the market?
295 Westwind Cir was listed on July 01, 2026, which means it's been on the market for 132 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?
295 Westwind Cir sits on a 0.38-acre lot, which is 16,553 square feet.
What are the property taxes for 295 Westwind Cir?
The most recent public record shows annual property taxes for 295 Westwind Cir were approximately $3,707. 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 295 Westwind Cir still available for sale?
This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.
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, Cape Cod & Islands Association of REALTORS. All rights reserved.
Last Updated: November 10, 2026 at 03:44PM | Source: Cape Cod & Islands Association of REALTORS | MLS#: 22603216
