66 Simons Road #A, Mashpee, MA 02649
Property image
Property image
OFF MARKET

66 Simons Road #A
Mashpee, MA 02649

  • 2 Beds
  • 2.5 Baths
  • 2,082 sqft

$1,547,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $8,693/mo*
Refinance Your Home

$1,547,200

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $8,693/mo*
Refinance Your Home
2 Beds
2.5 Baths
2,082 sqft

Home Value

Trulia Estimate
$1.55M
Since last month
Increased$800 (+0.1%)
Since last year
Increased$17K (+1.1%)
Since last sale
Decreased$3K (-0.2%)
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 +1% in the last 10 years
MonthEstimated value
2026
August 2026$1.55M
July 2026$1.55M
June 2026$1.62M
May 2026$1.57M
April 2026$1.54M
March 2026$1.54M
February 2026$1.57M
January 2026$1.56M
2025

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
66-66A Simons Rd #A, Mashpee, MA
0.01
Condo
$1,550,000
10/03/25
2
2.5
2,082
66 Simons Road #C, Mashpee, MA
0.07
Condo
$1,375,000
09/10/25
2
2.5
2,049
195 Falmouth Road #16A, Mashpee, MA
0.58
Condo
$485,000
10/30/25
2
2.5
2,067
195 Falmouth Road #4A, Mashpee, MA
0.59
Condo
$417,500
09/15/25
2
2.5
1,520
195 Falmouth Road APT 19F, Mashpee, MA
0.59
Condo
$339,000
04/10/26
2
2.5
1,520
15 Riverview Ave #15E, Mashpee, MA
0.68
Condo
$505,000
01/15/26
2
2
1,508

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
66 Simons Road #C, Mashpee, MA 02649
0.00
$1,490,100
2
2.5
2,049
Off Market
66 E Simons Road, Mashpee, MA 02649
0.00
$1,508,800
2
2.5
2,049
Off Market
66 Simons Rd #E, Mashpee, MA 02649
0.01
$1,445,200
2
2.5
2,049
Off Market
66-66D Simons Rd #D, Mashpee, MA 02649
0.01
-
2
2.5
2,041
Off Market
66-66A Simons Rd #A, Mashpee, MA 02649
0.01
-
2
2.5
2,082
Off Market
45 Simons Rd #A, Mashpee, MA 02649
0.03
$2,319,000
3
3.5
3,460
Recently Sold
74 Simons Rd #B, Mashpee, MA 02649
0.06
$770,000
1
1.5
1,022
Recently Sold
74 Simons Road #B, Mashpee, MA 02649
0.06
$733,400
1
1.5
1,022
Off Market
66 Simons Road #C, Mashpee, MA 02649
0.07
$1,372,500
2
2.5
2,049
Off Market
45 Simons Road #A, Mashpee, MA 02649
0.11
$2,319,000
3
3.5
3,460
Recently Sold
31 N Glen Drive, Mashpee, MA 02649
0.16
$1,150,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 66 Simons Road #A.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2015
Living Area
2,082 sqft
Price/Sqft
$743
Parking
1 Parking Spaces
HOA
$979/Monthly

About this House

Rare first floor villa available to enjoy all Willowbend and Cape Cod have to offer this summer! This 2082 sq. ft., 2 bedroom, 2.5 bathroom condo all on one floor offers not only a screened in porch, but a spacious stone patio with firepit and piped in gas grille for enjoying warm summer nights! A Sub Zero refrigerator, Wolf range, wood floors, tile bathrooms, spacious office, elevator access to a large storage area, a golf cart garage and cart are just some of the features of this beautiful condo! The combination of being within walking distance to Willowbend's golf course, tennis and pickle-ball courts, state of the art fitness center, pool and restaurants, paired with the maintenance free living of a condo and the fact that it comes fully furnished, makes enjoying this summer easy!
66 Simons Road #A, Mashpee, MA 02649 is a 2 bedroom, 3 bathroom, 2,082 sqft condo built in 2015. It last sold for $1,550,000 on Oct 3, 2025 (3% below the $1,595,000 asking price). It is currently off market. The Trulia Estimate is $1,547,200, with a rent estimate of $3,300/month.
Last check for updates: about 3 hours ago
Listed by Team Willowbend, (508) 539-5200
Southworth Willowbend RE, LLC
Bought with: Buyer Unrepresented, cci.UnrepBuyer
Source: CCIMLS, MLS#22503383

Home Details for 66 Simons Road #A

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 2082 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Washer, Range Hood, Refrigerator, Microwave, Gas Water HeaterDishwasherMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Number of Fireplaces: 1Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Wood, Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Floors: Wood, Carpet, Tile
View
Has a ViewView: Golf Course

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedPatio / Porch: Patio, Screened PorchFoundation: Concrete Perimeter, PouredNo Private Pool
Parking & Garage
No CarportNo GarageNo Open ParkingParking Spaces: 1Parking: Guest
Pool
Pool: Community
Frontage
Frontage Type: Golf CourseResponsible for Road Maintenance: Assoc MaintainedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Days on Market

Cumulative Days on Market: 25

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium
Building
Building Name: WillowbendConstruction Materials: ClapboardNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: 639515

Price & Status

Price
List Price: $1,595,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Mashpee
School Information
Elementary School District: MashpeeJr High / Middle School District: MashpeeHigh School District: Mashpee

Building

Building Area
Building Area: 2082 Square Feet

Community

Community Features: Playground, Putting Green, Golf, ClubhouseUnits in Building: 40
Other
Playground

HOA

HOA Fee Includes: Professional Property ManagementHas an HOAHOA Fee: $979/Monthly

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Condo

Miscellaneous

Mls Number: 22503383Showing Requirements: Appointment Required, Call Listing Office

Additional Information

HOA Amenities: Common Area, Snow Removal, Security, Trash, Road Maintenance, Landscaping

Price and Tax history

DateEventPrice
Oct 3, 2025
Source: CCIMLS #22503383
Sold
$1,550,000
Aug 5, 2025
Source: CCIMLS #22503383
Pending
$1,595,000
Jul 22, 2025
Source: CCIMLS #22503383
PriceChange
$1,595,000
Price decreased by 3%
Jul 11, 2025
Source: CCIMLS #22503383
Listed For Sale
$1,650,000

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

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 66 Simons Road #A

  • What is 66 Simons Road #A estimated to be worth?
    Trulia's estimated value for 66 Simons Road #A in Mashpee, MA is $1,547,200.
  • What is the price history for 66 Simons Road #A?
    66 Simons Road #A in Mashpee, MA last sold for $1,550,000 in October 2025.
  • 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.
  • Does 66 Simons Road #A have air conditioning?
    Yes, 66 Simons Road #A in Mashpee, MA has air conditioning.
  • Does 66 Simons Road #A have a pool?
    Yes, 66 Simons Road #A in Mashpee, MA has a pool.

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