27 Ledgeways, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$4,939,300

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 6,466 sqft (on 0.51 acres)

27 Ledgeways, Wellesley, MA 02481

Est. Refi. Payment $29,327/mo*
Refinance Your Home
Currently Off Market - Sold Nov 5, 2018 for $3,597,750

Home Value

Trulia Estimate
$4.94M
Since last month
Decreased$73K (-1.4%)
Since last year
Increased$29K (+0.6%)
Since last sale
Increased$1M (+37.7%)
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 +44% in the last 10 years
MonthEstimated value
2026
August 2026$4.95M
August 2026$4.94M
July 2026$5.03M
June 2026$5.01M
May 2026$5.02M
April 2026$4.97M
March 2026$4.99M
February 2026$4.78M
January 2026$4.76M
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
33 Hundreds Cir, Wellesley, MA
0.10
Single-Family Home
$3,900,000
08/14/26
5
3.5
5,074
3 Ravine Rd, Wellesley, MA
0.09
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
56 Ledgeways, Wellesley, MA
0.07
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
10 Lanark Rd, Wellesley, MA
0.29
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
22 Valley Rd, Wellesley, MA
0.29
Single-Family Home
$5,250,000
06/15/26
5
7
7,285
8 Glen Brook Rd, Wellesley, MA
0.27
Single-Family Home
$4,620,000
07/08/26
6
6.5
7,606
8 Valley Rd, Wellesley, MA
0.37
Single-Family Home
$4,000,000
08/31/26
6
6.5
6,975
26 White Oak Rd, Wellesley, MA
0.32
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
101 Edmunds Rd, Wellesley, MA
0.45
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
70 Old Farm Rd, Wellesley, MA
0.06
Single-Family Home
$2,842,000
10/15/25
2
2
3,736

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
17 Ravine Rd, Wellesley, MA 02481
0.06
$4,181,400
5
4.5
4,401
Off Market
70 Old Farm Rd, Wellesley, MA 02481
0.06
$2,963,100
2
2
3,736
Off Market
9 Ravine Rd, Wellesley, MA 02481
0.08
$3,916,900
1
2
3,900
Off Market
56 Ledgeways, Wellesley, MA 02481
0.07
$4,400,000
6
8
7,000
Recently Sold
33 Hundreds Cir, Wellesley, MA 02481
0.10
$3,900,000
5
3.5
5,074
Recently Sold
3 Ravine Rd, Wellesley, MA 02481
0.09
$4,750,000
5
7
7,720
Recently Sold
38 Old Farm Rd, Wellesley, MA 02481
0.13
$5,129,800
6
7.5
7,800
Off Market
36 Old Farm Rd, Wellesley, MA 02481
0.14
$3,603,700
5
5.5
5,359
Off Market
55 Old Farm Rd, Wellesley, MA 02481
0.14
$6,531,400
6
9
8,211
Off Market
73 Ledgeways, Wellesley, MA 02481
0.13
$3,631,100
6
5.5
5,154
Off Market
1 Old Farm Rd, Wellesley, MA 02481
0.19
$5,809,000
6
5.5
7,391
Off Market
56 White Oak Rd, Wellesley, MA 02481
0.17
$3,989,200
5
4.5
4,309
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 2006
0.51 acre lot
6,466 sqft
$764/sqft

About this House

Exquisite custom built stone and shingle style home in the heart of Wellesley Farms offers soaring ceilings, gleaming hardwood floors and stunning architectural detail throughout. Grand foyer with sweeping staircase leads to fireplaced formal living room streaming with natural light and handsome oversized dining room includes gorgeous fireplace. Elegant mahogany library/office with beautiful mill work perfect for all your needs. Magnificent kitchen includes double islands, stainless steel appliances, granite counter tops, lovely dining area and gracious family room with floor to ceiling stone fireplace, stunning built-ins and french doors leading to beautiful stone patio with impressive fireplace overlooking mature manicured grounds. Fabulous second floor offers luxurious master suite, four well proportioned bedrooms and three full baths. Fantastic finished lower level and third floor offer exercise room, play room, media room and wine cellar. Nothing has been spared,truly spectacular!
27 Ledgeways, Wellesley, MA 02481 is a 5 bedroom, 6 bathroom, 6,466 sqft single-family home built in 2006. It last sold for $3,597,750 on Nov 5, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,939,300.

Home Details for 27 Ledgeways

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
Nov 5, 2018
Source: N/A
Sold
$3,597,750
Sep 10, 2018
Source: Agent Provided
Pending
$3,850,000
Sep 4, 2018
Source: Agent Provided
Listed For Sale
$3,850,000
Jul 5, 2005
Source: N/A
Sold
$1,520,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

Around this home

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Ledgeways

  • What is 27 Ledgeways estimated to be worth?
    Trulia's estimated value for 27 Ledgeways in Wellesley, MA is $4,939,300.
  • What is the price history for 27 Ledgeways?
    27 Ledgeways in Wellesley, MA last sold for $3,597,750 in November 2018.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • How big is the lot at 27 Ledgeways?
    The lot at 27 Ledgeways in Wellesley, MA is about 0.51 acres (22,215 sq ft).

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