4 Callaway Dr, Middleton, MA 01949
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Property image
OFF MARKET

4 Callaway Dr
Middleton, MA 01949

  • 4 Beds
  • 4 Baths
  • 3,900 sqft

$1,205,800

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $7,145/mo*
Refinance Your Home

$1,205,800

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $7,145/mo*
Refinance Your Home
4 Beds
4 Baths
3,900 sqft

Local Information

  • Map ViewExplore the area around 4 Callaway Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2009
Living Area
3,900 sqft
Price/Sqft
$309
Parking
Garage

About this House

Beautiful elegant home in Village Estates featuring an open floor plan, crown molding and detailed woodwork finishes throughout. Attention to every detail is the constant theme throughout this home. Two built in window seats, hard wood floors and soaring ceilings. The kitchen includes custom cabinets, a breakfast area, dining room and living room w/ fireplace. Huge patio doors that open to beautiful views of the Ferncroft Golf Course - overlooking hole #4. Master Suite boasts tray ceiling, custom walk in closet and private bath w/tiled shower and separate jacuzzi. The amazing walk out basement adds the additional 1250+ sq.ft. which includes full granite bar, gym, office, full bath, walk in closet and huge open area for big screen, pool table and game table. The huge lower level can be utilized as an in-law-suite if need be. Conveniently located to 95 easy access to major routes and Boston, close to the center of town. OH 11/2 12-4.
4 Callaway Dr, Middleton, MA 01949 is a 4 bedroom, 4 bathroom, 3,900 sqft condo built in 2009. It last sold for $855,000 on Nov 21, 2019. It is currently off market. The Trulia Estimate is $1,205,800, with a rent estimate of $5,193/month.

Home Details for 4 Callaway Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2009
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 10

Lot Information

Lot Area: 0.99 acres

Price History for 4 Callaway Dr

DatePriceEventSource
11/21/2019$855,000Sold
N/A
02/27/2015$765,000Sold
N/A
10/27/2014$799,000Listed For SaleAgent Provided
12/04/2009$699,900Sold
N/A

Market trends in Middleton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
6MoM
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Property Tax and Assessment

Year2025
Tax$10,913
Assessment$917,800
Home facts updated by county records

Comparable Sales for 4 Callaway Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Village Rd #606, Middleton, MA
0.09
Condo
$571,000
08/01/25
2
2
1,513
40 Village Rd #1210, Middleton, MA
0.09
Condo
$565,000
04/21/26
2
2
1,531
40 Village Rd #Penthouse 1704-4, Middleton, MA
0.09
Condo
$539,000
11/03/25
2
2
1,589
40 Village Rd #1601, Middleton, MA
0.09
Condo
$490,000
12/24/25
2
2
1,639
38 Village Rd #201, Middleton, MA
0.20
Condo
$565,000
01/14/26
2
2
1,093
36 Village Rd #601, Middleton, MA
0.25
Condo
$570,000
12/29/25
2
2
1,103
36 Village Rd #506, Middleton, MA
0.26
Condo
$570,000
05/12/26
2
2
1,036
36 Village Rd #712, Middleton, MA
0.25
Condo
$550,000
12/30/25
2
2
1,036
40 Village Rd #608B, Middleton, MA
0.09
Condo
$501,000
12/02/25
1
1.5
1,209
11 Lebeau Dr, Middleton, MA
1.02
Condo
$1,200,000
08/18/25
3
3.5
3,776

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Callaway Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middleton

At least 22 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 90 % Say parking is easy

  • 87 % Say yards are well-kept

  • 82 % Say it's dog friendly

  • 82 % Say there's wildlife

  • 77 % Say people would walk alone at night

  • 77 % Say it's quiet

  • 72 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 64 % Say streets are well-lit

  • 64 % Say there are sidewalks

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 38 % Say it's walkable to grocery stores

  • 36 % Say there are community events

  • 31 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Fabioandrade1982
    "The neighborhood is very quiet. Very good people. Good restaurants nearby. The school is very good! "
    0
    Flag
  • Pong S.
    "Halloween trick or treat every year. Community email support for any special events. Local school union respect parent opinions."
    0
    Flag
  • Ryan K.
    "Great dog community here in Middleton. Pets are definitely welcome. Park behind Howe Manning is a great place to bring the dog to run around."
    1
    Flag
  • Masoud
    "It is a beautiful small town with great schools and great people. It is very safe and close to everything. "
    0
    Flag
  • michael k.
    "A family community of professionals with 3 miles of low traffic neighborhood roads. Quiet and great walkability. "
    0
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Apartments for Rent

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Homes for sale near 4 Callaway Dr

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Off Market Homes Near 4 Callaway Dr

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