22 Skyline Dr
Wellesley, MA 02482
5 Beds
5.5 Baths
5,099 sqft (on 0.55 acres)
5 Beds
5.5 Baths
5,099 sqft
(on 0.55 acres)
Local Information
© Google
-- mins to
Description
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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 22 Skyline Dr
|
|---|
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 |
|
|---|
Year Built Year Built: 2017 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
|
|---|
Exterior Home Features Exterior: Wood |
Parking & Garage GarageParking: Garage Attached |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 0.55 acres |
Price History for 22 Skyline Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 06/06/2019 | $2,427,500 | Sold | N/A |
| 04/18/2019 | $2,595,000 | Pending | Agent Provided |
| 02/22/2019 | $2,595,000 | Listed For Sale | Agent Provided |
| 10/27/2017 | $2,375,000 | Sold | N/A |
| 09/11/2017 | $2,395,000 | Pending | Agent Provided |
| 09/08/2017 | $2,395,000 | Listed For Sale | Agent Provided |
| 08/12/2016 | $975,000 | Sold | N/A |
| 09/06/2015 | $1,650 | ListingRemoved | Agent Provided |
| 08/13/2015 | $1,650 | Listed For Rent | Agent Provided |
| 03/17/2014 | $1,100,000 | ListingRemoved | Agent Provided |
| 03/14/2014 | $1,100,000 | Listed For Sale | Agent Provided |
| 12/03/2013 | $1,100,000 | ListingRemoved | Agent Provided |
| 08/15/2013 | $1,100,000 | Listed For Sale | Agent Provided |
| 09/23/1993 | $332,500 | Sold | N/A |
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $29,123 |
| Assessment | $2,833,000 |
Home facts updated by county records
Comparable Sales for 22 Skyline Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $2,400,000 | 08/29/25 | 4 | 4.5 | 6,373 | |
0.07 | Single-Family Home | $2,400,000 | 01/30/26 | 4 | 4 | 4,304 | |
0.36 | Single-Family Home | $2,475,000 | 06/30/25 | 5 | 4 | 4,037 | |
0.47 | Single-Family Home | $2,500,000 | 01/16/26 | 5 | 5 | 5,200 | |
0.30 | Single-Family Home | $3,135,000 | 11/05/25 | 6 | 5.5 | 5,991 | |
0.47 | Single-Family Home | $2,900,000 | 08/15/25 | 5 | 5 | 5,500 | |
0.46 | Single-Family Home | $2,750,000 | 10/28/25 | 5 | 5 | 4,216 | |
0.23 | Single-Family Home | $2,055,000 | 07/03/25 | 4 | 4 | 3,991 | |
0.35 | Single-Family Home | $1,850,000 | 04/09/26 | 4 | 2.5 | 3,016 | |
0.63 | Single-Family Home | $2,335,000 | 07/01/25 | 5 | 3.5 | 4,635 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETMizner + Montero, Gibson Sotheby's International Realty
SOLDJAN 30, 2026Prudence B. Hay, Rutledge Properties
OFF MARKETPrudence B. Hay, Rutledge Properties
FOR SALE0.64 ACRESChristine Norcross & Partners, William Raveis R.E. & Home Services
SOLDAUG 29, 2025The Madden David Real Estate Group, Coldwell Banker Realty - Wellesley
FOR SALE0.47 ACRESCara Rogers, NorthStar Real Estate, LLC
OFF MARKETSusan Bevilacqua, Douglas Elliman Real Estate - Wellesley
OFF MARKETKevin Caulfield, Compass
OFF MARKETSusan Bevilacqua, Douglas Elliman Real Estate - Wellesley
OFF MARKETBell Property Partners, Compass
OFF MARKETSusan Bevilacqua, Douglas Elliman Real Estate - Wellesley
SOLDDEC 5, 2025Debi Benoit, William Raveis R.E. & Home Services
Assigned Schools
These are the assigned schools for 22 Skyline Dr.
- Hunnewell Elementary School
- K-5
- Public
- 307 Students
9/10GreatSchools RatingParent Rating AverageHunnewell is a great school. Very welcoming, friendly, encouraging environment for learning, and amazing teachers.Parent Review6y ago - Wellesley Middle School
- 6-8
- Public
- 910 Students
8/10GreatSchools RatingParent Rating AverageAfter an amazing experience at Wellesley public schools for elementary school, I entered middle school optimistic and excited. However, I was incredibly disappointed to find that Wellesley Middle School did not at all live up to my expectations. Most teachers seemed disinterested in their work and in teaching students. Little effort was given to support students who had difficulty learning material. Administrators were harsh and unkind to students. Students experiencing discrimination or bullying received next to no help from the school. The unfortunate reality is that Wellesley Middle School is a three year hell, and many other students and parents I have spoken to agree.Other Review1y ago - Wellesley High School
- 9-12
- Public
- 1231 Students
10/10GreatSchools RatingParent Rating AverageThis High School is excellent in that the teaching staff is top notch. There are so many courses to choose from and the individual departments and teacher encourage student to challenge themselves, stretch themselves and not limit them to mid-level course offerings. There seems to be a lot of communication between families, teachers and administration. The communication is open and the atmosphere is positive. Our kids all got great educations and had their choice of top tier colleges. The principal is very open to talking with parents and makes sure that the faculty adopts a similar open policy. I feel like they are concerned with your child and work with the student to achieve success.Parent Review12y ago 
Check out schools near 22 Skyline Dr.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
NEW - 1 DAY AGOPET FRIENDLYTotal price$2,723 - $8,311/moStudio-3 bd1-2 baThe Nines | 40 William St #323,
Wellesley Hills, MA 02481
NEW - 1 DAY AGOPET FRIENDLY
PET FRIENDLYINCOME RESTRICTED$3,577 - $6,201/moFees may apply1-3 bd1-2 baWoodland Station Apartments | 1940 Washington St #120,
Auburndale, MA 02466
$2,800 - $3,300/moFees may apply2 bd1-2 baHamilton Highlands | 757 Highland Ave #211S,
Needham Heights, MA 02494
APPLY INSTANTLYPET FRIENDLYTotal price$3,500 - $3,995/mo2 bd1-2 baPhilips' Park | 324 Washington St #307,
Wellesley Hills, MA 02481
PET FRIENDLYTotal price$4,078 - $4,187/mo2 bd2-3 baHastings Village | 66 Hastings St #101,
Wellesley Hills, MA 02481
NEW - 19 HRS AGOAPPLY INSTANTLY
APPLY INSTANTLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
See more homes for rent inWellesley
Explore by feature
- NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLYTotal price$2,723 - $8,311/moStudio-3 bd1-2 baThe Nines | 40 William St #323,
Wellesley Hills, MA 02481 - SPECIAL OFFERPET FRIENDLYTotal price$4,078 - $4,187/mo2 bd2-3 baHastings Village | 66 Hastings St #101,
Wellesley Hills, MA 02481 - APPLY INSTANTLYSPECIAL OFFERPET FRIENDLYTotal price$3,500 - $3,995/mo2 bd1-2 baPhilips' Park | 324 Washington St #307,
Wellesley Hills, MA 02481 
APPLY INSTANTLYPET FRIENDLYFURNISHED
APPLY INSTANTLYPET FRIENDLY
Homes for sale near 22 Skyline Dr
- 0.64 ACRESChristine Norcross & Partners, William Raveis R.E. & Home Services
- 0.47 ACRESCara Rogers, NorthStar Real Estate, LLC
OFF MARKETThe Pinnacle Group, Douglas Elliman Real Estate - Wellesley
OFF MARKET
OFF MARKET
OFF MARKETTeri Adler, MGS Group Real Estate LTD - Wellesley
OFF MARKET
0.45 ACRESMelissa Dailey, Coldwell Banker Realty - Wellesley
OFF MARKETJames Pappas, Conway - West Roxbury
0.37 ACRESJill Boudreau, eXp Realty LLC - Corporate Office
See more homes for sale inWellesley
Off Market Homes Near 22 Skyline Dr
SOLDMAY 29, 2026Teri Adler, MGS Group Real Estate LTD - Wellesley
SOLDMAY 29, 2026Steve & Nicole Connolly Group, Coldwell Banker Realty - Wellesley
SOLDMAY 28, 2026The Margie and Jon Team, Gibson Sotheby's International Realty- SOLDMAY 28, 2026Teri Adler, MGS Group Real Estate LTD - Wellesley
SOLDMAY 28, 2026Amy Gworek, William Raveis R.E. & Home Services
SOLDMAY 27, 2026Jane Johnstone, Gibson Sotheby's International Realty- SOLDMAY 27, 2026Luisa A. Cestari, Coldwell Banker Realty - Wellesley
SOLDMAY 26, 2026Fleet Homes Group, Keller Williams Realty
SOLDMAY 26, 2026Steve Leavey, Keller Williams Realty
SOLDMAY 22, 2026- See more homes for sale inWellesley
Homes for rent near 22 Skyline Dr
NEW - 1 HR AGOAPPLY INSTANTLY- APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLY
APPLY INSTANTLYFURNISHED
NEW - 2 HRS AGOPET FRIENDLY
NEW - 5 HRS AGO
APPLY INSTANTLY
- See more homes for rent inWellesley
22 Skyline Dr, Wellesley, MA 02482 is a 5 bedroom, 6 bathroom, 5,099 sqft single-family home built in 2017. This property is not currently available for sale. 22 Skyline Dr was last sold on Jun 6, 2019 for $2,427,500. The current Trulia Estimate for 22 Skyline Dr is $3,734,800.