22 Skyline Dr, Wellesley, MA 02482
Property image
Property image
OFF MARKET

$3,636,100

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 5,099 sqft (on 0.55 acres)

22 Skyline Dr, Wellesley, MA 02482

Est. Refi. Payment $21,667/mo*
Refinance Your Home
Currently Off Market - Sold Jun 6, 2019 for $2,427,500

Home Value

Trulia Estimate
$3.64M
Since last month
Decreased$45K (-1.2%)
Since last year
Increased$49K (+1.4%)
Since last sale
Increased$1M (+49.8%)
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 +133% in the last 10 years
MonthEstimated value
2026
August 2026$3.64M
July 2026$3.68M
June 2026$3.76M
May 2026$3.75M
April 2026$3.63M
March 2026$3.65M
February 2026$3.49M
January 2026$3.45M
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
98 Great Plain Ave, Wellesley, MA
0.07
Single-Family Home
$2,400,000
01/30/26
4
4
4,304
122 Great Plain Ave, Wellesley, MA
0.10
Single-Family Home
$2,050,000
08/07/26
4
3.5
3,122
93 Seaver St, Wellesley, MA
0.47
Single-Family Home
$2,500,000
01/16/26
5
5
5,200
38 Fuller Brook Rd, Wellesley, MA
0.30
Single-Family Home
$3,135,000
11/05/25
6
5.5
5,991
173 Benvenue St, Wellesley, MA
0.46
Single-Family Home
$2,750,000
10/28/25
5
5
4,216
27 Radcliffe Rd, Wellesley, MA
0.54
Single-Family Home
$3,510,000
06/30/26
5
5
6,037
24 Radcliffe Rd, Wellesley, MA
0.55
Single-Family Home
$3,050,000
07/27/26
5
4.5
3,773
15 Great Plain Ave, Wellesley, MA
0.35
Single-Family Home
$1,850,000
04/09/26
4
2.5
3,016
15 Alden Rd, Wellesley, MA
0.42
Single-Family Home
$2,625,000
04/30/26
4
3.5
3,433
10 Allen Rd, Wellesley, MA
0.57
Single-Family Home
$2,625,000
11/03/25
4
3.5
4,720

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
106 Great Plain Ave, Wellesley, MA 02482
0.03
$2,733,300
4
4
5,037
Off Market
98 Great Plain Ave, Wellesley, MA 02482
0.07
$2,400,000
4
4
4,304
Recently Sold
11 Skyline Dr, Wellesley, MA 02482
0.06
$3,600,000
5
6.5
6,511
For Sale
72 Great Plain Ave, Wellesley, MA 02482
0.16
$2,919,300
4
4.5
6,373
Off Market
122 Great Plain Ave, Wellesley, MA 02482
0.10
$2,050,000
4
3.5
3,122
Recently Sold
5 Fieldstone Way #5, Wellesley, MA 02482
0.13
$1,885,000
3
3
3,032
Off Market
130 Great Plain Ave, Wellesley, MA 02482
0.13
$3,584,700
5
5.5
7,162
Off Market
1 Fieldstone Way #1, Wellesley, MA 02482
0.14
$1,626,900
2
3
2,660
Off Market
18 Fieldstone Way, Wellesley, MA 02482
0.18
$1,632,800
2
3
2,660
Off Market
10 Fieldstone Way #10, Wellesley, MA 02482
0.18
$1,900,000
3
3
3,092
Recently Sold
24 Fuller Brook Rd, Wellesley, MA 02482
0.22
$2,193,000
3
2.5
2,157
Off Market
18 Fieldstone Way #18, Wellesley, MA 02482
0.21
$1,711,800
2
3
2,660
Off Market

Local Information

  • Map ViewExplore the area around 22 Skyline Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2017
Lot Size
0.55 acres
Living Area
5,099 sqft
Price/Sqft
$713
Parking
Garage

About this House

Built in 2017 by renowned local builder, this exceptional 5 bedroom 5/1bath Colonial is filled with natural light, floor to ceiling windows and the simple elegance of custom contemporary built ins and fixtures. Family room with gas fireplace and stunning wall of stone opens to the sleek and sophisticated chef's kitchen with butler's pantry and views of the private level grounds beyond. A dramatic rod iron staircase artfully placed in the center of the house divides the formal and informal spaces but allows for a circular flow for easy entertaining. Fabulous second level with 5 good sized bedrooms all en-suite including a master with sitting area and spa bath. The lower level has been finished to perfection with home gym and sauna, play or recreation room and full bath. All of this beautifully sited on a private cul de sac close to everything Wellesley has to offer!
22 Skyline Dr, Wellesley, MA 02482 is a 5 bedroom, 6 bathroom, 5,099 sqft single-family home built in 2017. It last sold for $2,427,500 on Jun 6, 2019. More recently, it was listed as a rental in August 2015 with an asking price of $1,650 per month. That rental listing was removed on September 6, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,636,100, with a rent estimate of $12,448/month.

Home Details for 22 Skyline Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Price and Tax history

DateEventPrice
Jun 6, 2019
Source: N/A
Sold
$2,427,500
Apr 18, 2019
Source: Agent Provided
Pending
$2,595,000
Feb 22, 2019
Source: Agent Provided
Listed For Sale
$2,595,000
Oct 27, 2017
Source: N/A
Sold
$2,375,000
Sep 11, 2017
Source: Agent Provided
Pending
$2,395,000

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 22 Skyline Dr

  • What is 22 Skyline Dr estimated to be worth?
    Trulia's estimated value for 22 Skyline Dr in Wellesley, MA is $3,636,100.
  • What is the price history for 22 Skyline Dr?
    22 Skyline Dr in Wellesley, MA last sold for $2,427,500 in June 2019.
  • 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 22 Skyline Dr?
    The lot at 22 Skyline Dr in Wellesley, MA is about 0.55 acres (23,958 sq ft).
  • Does 22 Skyline Dr have a garage?
    Yes, 22 Skyline Dr in Wellesley, MA has a garage.

Explore by feature - Pet Friendly

16 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

29 rentals with a washer/dryer in Wellesley, MA

Explore by feature - Outdoor Space

8 rentals with an outdoor space in Wellesley, MA

Apartments for Rent

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Off Market Homes Near 22 Skyline Dr

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