27 Rolling Ln, Weston, MA 02493
OFF MARKET

27 Rolling Ln
Weston, MA 02493

  • 5 Beds
  • 4.5 Baths
  • 5,200 sqft (on 0.92 acres)

$3,025,500

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $18,047/mo*
Refinance Your Home

$3,025,500

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $18,047/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,200 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 27 Rolling Ln.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2013
Lot Size
0.92 acres
Living Area
5,200 sqft
Price/Sqft
$582
Parking
Garage

About this House

SPECTACULAR NEW CONSTRUCTION! This 5 bedroom, 4.5 bathroom custom colonial thoughtfully designed with beautiful details throughout. Elegant living room with fireplace adjoins formal dining room. State of the art custom kitchen, granite center island and stainless steel appliances. Sunfilled breakfast area opens to large family room with fireplace and French door to stone patio. Private office Spacious master bedroom suite with his and her custom walk-in closets and gorgeous masterbathroom. 4 additional bedrooms with ensuite baths. Finished lower level with playroom, media or exercise room and full bath. Set on a beautiful, professionally landscaped one acre lot. This home features 5 Star energy star certification.
27 Rolling Ln, Weston, MA 02493 is a 5 bedroom, 5 bathroom, 5,200 sqft single-family home built in 2013. It last sold for $1,820,000 on Jul 23, 2014. It is currently off market. The Trulia Estimate is $3,025,500, with a rent estimate of $9,636/month.

Home Details for 27 Rolling Ln

Interior Features

Interior Details
BasementIn-law unitNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: WoodGardenLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price History for 27 Rolling Ln

DatePriceEventSource
07/23/2014$1,820,000Sold
N/A
06/05/2014$1,930,000PendingAgent Provided
04/24/2014$1,930,000PriceChange
Agent Provided
03/13/2014$1,995,000PriceChange
Agent Provided
12/03/2013$2,090,000Listed For SaleAgent Provided
03/07/2013$690,000Sold
N/A
01/05/2013$718,800Listed For SaleAgent Provided
10/16/2012$718,800ListingRemovedAgent Provided
09/21/2012$718,800Listed For SaleAgent Provided

Market trends in Weston

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
8MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$24,281
Assessment$2,187,500
Home facts updated by county records

Comparable Sales for 27 Rolling Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
60 Rolling Ln, Weston, MA
0.15
Single-Family Home
$2,500,000
03/10/26
5
4
4,300
51 Summer St, Weston, MA
0.26
Single-Family Home
$2,326,000
09/12/25
4
3.5
4,418
215 Boston Post Rd, Weston, MA
0.14
Single-Family Home
$3,325,000
11/10/25
6
4
8,500
110 Robin Rd, Weston, MA
0.16
Single-Family Home
$2,624,888
08/25/25
6
3
4,462
51 Church St, Weston, MA
0.75
Single-Family Home
$2,425,000
01/13/26
5
4
4,977
10 Old Rd, Weston, MA
0.81
Single-Family Home
$2,650,000
09/15/25
5
5
5,647
3 Conant Rd, Weston, MA
0.88
Single-Family Home
$2,862,500
09/03/25
5
3.5
4,800
55 Forest Ridge Rd, Weston, MA
0.85
Single-Family Home
$2,600,000
07/17/26
4
3.5
5,095
55 Hillcrest Rd, Weston, MA
0.28
Single-Family Home
$3,380,000
05/06/26
6
9
11,283
41 Skating Pond Rd, Weston, MA
0.20
Single-Family Home
$6,225,000
06/30/26
5
8
11,820

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 27 Rolling Ln.
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 Weston

At least 28 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
    0
    Flag
  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
    3
    Flag
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
    0
    Flag
  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
    1
    Flag
  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
    0
    Flag
  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

7 pet-friendly rentals in Weston, MA

Explore by feature - Garage

6 rentals with a garage in Weston, MA

Explore by feature - Air Conditioning

8 rentals with air conditioning in Weston, MA

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Weston, MA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Weston, MA

Homes for sale near 27 Rolling Ln

Skip to last item
Skip to first item

Off Market Homes Near 27 Rolling Ln

Skip to last item
Skip to first item