27 Windsor Way, Mashpee, MA 02649
Property image
Property image
OFF MARKET

$631,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,476 sqft (on 0.66 acres)

27 Windsor Way, Mashpee, MA 02649

Est. Refi. Payment $3,610/mo*
Refinance Your Home
Currently Off Market - Sold Sep 24, 2015 for $290,000

Home Value

Trulia Estimate
$632K
Since last month
Decreased$9K (-1.4%)
Since last year
Decreased$17K (-2.7%)
Since last sale
Increased$338K (+116.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years
MonthEstimated value
2026
August 2026$628K
July 2026$637K
June 2026$648K
May 2026$640K
April 2026$639K
March 2026$631K
February 2026$621K
January 2026$616K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Windsor Way, Mashpee, MA
0.05
Single-Family Home
$710,000
01/05/26
3
3
2,071
14 Sheffield Place, Mashpee, MA
0.12
Single-Family Home
$861,500
06/30/26
3
2
2,595
45 Pequot Rd, Mashpee, MA
0.32
Single-Family Home
$550,000
05/28/26
3
2
1,180
42 Beechwood Drive, Mashpee, MA
0.26
Single-Family Home
$500,000
11/17/25
3
1.5
1,048
235 Main Street, Mashpee, MA
0.34
Single-Family Home
$470,000
07/17/26
3
1.5
1,430
290 Main St, Mashpee, MA
0.33
Single-Family Home
$467,000
05/11/26
3
2
2,144
12 Sheffield Place, Mashpee, MA
0.12
Single-Family Home
$850,000
11/17/25
3
3
3,141
14 Lakewood Dr, Mashpee, MA
0.35
Single-Family Home
$557,050
05/29/26
3
1.5
1,086
10 Candlewood Lane, Mashpee, MA
0.51
Single-Family Home
$700,000
03/31/26
3
2.5
1,512
59 Oregon Road, Mashpee, MA
0.43
Single-Family Home
$511,000
10/21/25
3
2.5
1,056

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
20 Windsor Way, Mashpee, MA 02649
0.05
$710,000
3
3
2,071
Recently Sold
11 Tudor, Mashpee, MA 02649
0.09
$1,149,800
3
2.5
2,282
Off Market
11 Tudor Terrace, Mashpee, MA 02649
0.10
$1,091,500
3
2.5
2,282
Off Market
7 Sheffield Place, Mashpee, MA 02649
0.11
$1,006,800
3
2.5
2,639
Off Market
12 Sheffield Place, Mashpee, MA 02649
0.12
$850,000
3
3
3,141
Recently Sold
14 Sheffield Place, Mashpee, MA 02649
0.12
$861,500
3
2
2,595
Recently Sold
26 Windsor Point #1, Mashpee, MA 02649
0.10
-
2
2.5
2,077
Off Market
26 Windsor Point, Mashpee, MA 02649
0.10
$698,900
2
2.5
2,077
Off Market
15 Tudor Ter, Mashpee, MA 02649
0.13
$1,285,800
3
2.5
2,625
Off Market
15 Tudor Terrace, Mashpee, MA 02649
0.13
$1,355,500
3
2.5
2,625
Off Market
305 Cotuit Road, Mashpee, MA 02649
0.20
$528,400
3
1
960
Off Market
299 Cotuit Road, Mashpee, MA 02649
0.21
$641,300
4
2
1,385
Off Market

Local Information

  • Map ViewExplore the area around 27 Windsor Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1991
Lot Size
0.66 acres
Living Area
1,476 sqft
Price/Sqft
$428

About this House

One owner totally updated and well maintained 3 BR/2Bath home. Walk into perfection! Beautifully done inside and out. Open floor plan, LR with slate framed fireplace with custom mantle and glass door. Open kitchen with top of the line appliances. MBR with 3 huge closets. First floor laundry and bedroom. 2 additional BR on 2nd flr. 2 updated full baths. Architectural roof, easy maintenance vinyl front clapboard with shingled sides, matching shed! Daylight basement and abuts open space for added privacy.This home is a pleasure to show, great pride of ownership. Very easy to show!
27 Windsor Way, Mashpee, MA 02649 is a 3 bedroom, 2 bathroom, 1,476 sqft single-family home built in 1991. It last sold for $290,000 on Sep 24, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $631,600, with a rent estimate of $3,141/month.

Home Details for 27 Windsor Way

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 5
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1991Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.66 acres

Price and Tax history

DateEventPrice
Sep 24, 2015
Source: CCIMLS #21507412
Sold
$290,000
Oct 21, 2014
Source: Agent Provided
ListingRemoved
$314,900
Aug 29, 2014
Source: Agent Provided
PriceChange
$314,900
Price decreased by 2%
Aug 13, 2014
Source: Agent Provided
PriceChange
$319,900
Price decreased by 2%
Jul 27, 2014
Source: Agent Provided
Listed For Sale
$324,900

Market trends in Mashpee

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$666K
$1.17KMoM
Sale-to-List Price
98.6%
0.2%MoM
Price per sq ft
$405
$7MoM
Available listings
135
3MoM

Around this home

What Locals Say about Mashpee

At least 83 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say it's dog friendly

  • 84 % Say parking is easy

  • 80 % Say there's wildlife

  • 77 % Say yards are well-kept

  • 77 % Say it's quiet

  • 73 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 64 % Say people would walk alone at night

  • 61 % Say neighbors are friendly

  • 55 % Say kids play outside

  • 40 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 28 % Say there are sidewalks

  • 24 % Say it's walkable to grocery stores

  • 19 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Tyler Williams
    "We visit frequently and it’s always a pleasure to get away from the city. The “cape air” always has the food & drink taste better "
    0
    Flag
  • Shirleyrief
    "With easy access to Rt 28, commuters will find both bridges just 15 minutes away. Summer commutes are easy. Take a half day on Friday to arrive and a half day for a Monday morning return."
    5
    Flag
  • Tabetha L.
    "my neighborhood is quiet and has lots of families. i feel safe to let me kids go out and play without supervision cause we all watch each others kids"
    1
    Flag
  • Cordom33
    "Fireworks on the docks are a really good time. There are actually two public docks that are fun with family. "
    0
    Flag
  • Mauramurray
    "Nice neighborhood. Feels safe. Many say school system is excellent. Mashpee commons is a tremendous asset"
    6
    Flag
  • Brigitte A.
    "I am not aware of any community events. much of the year people are not here. I've lived here for 4 years and do not know any of my neighbors. no one has ever introduced themselves to me."
    0
    Flag
  • Trulia User
    "very quiet but friendly area, neighborhood. many people use their mashpee house as their summer home, but will mostly come on summer weekends. So it is very quiet."
    0
    Flag
  • Tonkahyde
    "I have lived here since 1986, my sons grew up here. Great school system but Town Hall leaves a lot to be desired.New sidewalks will improve pedestrian safety.Reasonable tax rate."
    4
    Flag
  • Rickferrari223
    "Community Center July 4 children’s baseball and races . They also have teenage dances in the summer"
    0
    Flag
  • Pmbrennan
    "This is a quiet street and we know each other. We have children playing and riding bikes in the street in the summer. The neighborhood has half year round residence and half permanent residence. "
    5
    Flag
  • Pmbrennan
    "Great street with friendly neighbors and close proximity to shopping, golf, and the beach. Also, close to Bourne and Sagamore bridges! "
    2
    Flag
  • Pmbrennan
    "I walk my dog in the morning and night. Everyone is friendly and clean up after their dogs. I see several people on my walks and there is never a problem. It is safe and enjoyable! "
    6
    Flag
  • Florence S.
    "Quiet. Great for young families. We know most people in town. Beaches are wonderful and the trails in our backyard go on for miles and miles. "
    5
    Flag
  • Blackheartz
    "It takes me minutes to get to work , stores, gas, liquor store & great restaurants, close to highway to get the Cape."
    0
    Flag
  • erinbanner
    "I've lived in this community for 3 years. The town is small enough to know and take care of each other and yet big enough to bring businesses and new opportunities for all ages. "
    2
    Flag
  • Johan B.
    "Oktoberfest, seaside lemans. barnstable fair , scallopfest. Falmouth road race. best buddies race. "
    0
    Flag
  • Atputdy1
    "Great walking areas ..... low car traffic .... friendly neighbors ..... close to willowbend golf course "
    1
    Flag
  • Jodi L. J.
    "I have lived here for over 20 years an enjoy the amount of space and community around. It is a quiet friendly neighborhood."
    3
    Flag
  • Pegala22
    "Pot lucks at the community house for those who are here year round. There is a full summer schedule of events including a 5k, earth day clean up and art events to name a few. "
    0
    Flag
  • Nancy S.
    "Beautiful area. 1 mile from Mashpee Commons, 4 miles from the beach. "
    0
    Flag
  • Ellen K.
    "I live here all year round and just love the lake, which Massachusetts' hidden treasure. If you love your privacy - yet want to have access to loads of activities - Mashpee-Wakeby Lake is the place for you!! It is Paradise on earth!!"
    0
    Flag
  • Deb B.
    "I grew up on Mashpee-Wakeby Lake in the summers and now live here full-time. It is total paradise all year long. I love the lake and waking up in the morning to it and see the trees through my skylights. I love to hear the birds singing and see the swans on the lake. It is heaven. And there is so much to do in the area - there is Mashpee Commons and South Cape Village, with their shops and restaurants, and the local library that has just been built - gorgeous - and theaters and movie houses. Plus, Mashpee is only one hour from Boston, so if you want even more excitement or want to commute for your work, you can get home to your paradise so easily."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Windsor Way

  • What is 27 Windsor Way estimated to be worth?
    Trulia's estimated value for 27 Windsor Way in Mashpee, MA is $631,600.
  • What is the price history for 27 Windsor Way?
    27 Windsor Way in Mashpee, MA last sold for $290,000 in September 2015.
  • Is Mashpee a buyer's or seller's market?
    Mashpee is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Mashpee?
    The median sale price in Mashpee is $666K. That is down $1.17K from the prior month.
  • How big is the lot at 27 Windsor Way?
    The lot at 27 Windsor Way in Mashpee, MA is about 0.65 acres (28,313 sq ft).

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