26 Redwing Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$2,212,100

Trulia Estimate
as of Sep 21, 2026
  • 4 Beds
  • 5 Baths
  • 3,664 sqft

26 Redwing Rd, Wellesley, MA 02481

Home Highlights

Single-Family Home
3,664 sqft
$604/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 26 Redwing Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Stunning 2014 Colonial on Quiet Cul-de-Sac | Walk to Schofield
Welcome home to this bright, beautifully appointed 5-bedroom, 4.5-bath colonial nestled on a peaceful cul-de-sac in one of Wellesley Hills' most sought-after pockets. Built in 2014, this 3,673 sq ft home combines newer construction quality with warm, elegant design and the views are simply breathtaking.
The open-concept first floor is made for living: a sun-drenched family room with gas fireplace flows into a chef's kitchen with generous island seating, a breakfast room, and expansive windows that frame the gorgeous outdoor scenery. Formal living and dining rooms feature coffered ceilings, wainscoting, and detailed crown moldings throughout. A mudroom with built-in cubbies and half bath completes the level.
Upstairs, the primary suite offers a spa-like bath, separate shower, and walk-in closet. Three additional bedrooms include one with ensuite bath and two sharing a jack-and-jill plus a convenient second-floor laundry. The bright, finished lower level adds a large family room, a fifth bedroom, and a full bath perfect for guests, au pair, or a dedicated home office.
Why you'll love it:

Stunning views from multiple rooms
Walk to top-rated Schofield Elementary
Quiet cul-de-sac no through traffic
Newer construction (2014) with high-end finishes throughout
Spacious and flexible layout for families of all sizes

Minutes to Wellesley Hills commuter rail, Route 9, and I-95. Zoned for Wellesley's nationally ranked public schools.
Available for lease. Showings by appointment.

Last month's rent due at signing as a deposit. Pets Negotiable. 1 year contract, negotiable to 2 years. Tenant pays utilities.
26 Redwing Rd, Wellesley, MA 02481 is a 4 bedroom, 5 bathroom, 3,664 sqft single-family home. It last sold for $1,632,500 on Oct 19, 2020 (16,225% above the $10,000 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $10,000 per month. That rental listing was removed on July 27, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,212,100, with a rent estimate of $9,750/month.

Home Details for 26 Redwing Rd

Interior Features

Heating & Cooling
Heating: Central, Forced AirAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
GarageParking: Attached Garage, On Site

Comparable Sales for 26 Redwing Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
59 Fiske Rd, Wellesley, MA
0.18
Single-Family Home
$1,340,000
01/09/26
4
4.5
3,300 sqft
23 Thackeray Rd, Wellesley, MA
0.14
Single-Family Home
$1,880,000
06/05/26
4
3
2,332 sqft
4 Fiske Rd, Wellesley, MA
0.42
Single-Family Home
$2,090,000
06/10/26
4
3.5
3,283 sqft
50 Dwhinda Rd, Newton, MA
0.43
Single-Family Home
$1,700,000
08/07/26
4
2.5
2,994 sqft
225 Walnut St, Wellesley, MA
0.48
Single-Family Home
$1,616,000
08/07/26
6
3.5
3,447 sqft
26 Varick Hill Rd, Newton, MA
0.55
Single-Family Home
$2,068,000
03/16/26
4
3.5
3,929 sqft
10 Fife Rd, Wellesley, MA
0.56
Single-Family Home
$2,600,000
03/30/26
4
4
3,282 sqft
21 Madison Rd, Wellesley, MA
0.49
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609 sqft
272 Quinobequin Rd, Newton, MA
0.43
Single-Family Home
$2,300,000
05/01/26
5
2.5
3,685 sqft
28 Emerson Rd, Wellesley, MA
0.35
Single-Family Home
$2,325,000
06/17/26
3
2.5
2,897 sqft

Nearby homes

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Rental Market Trends in Wellesley

Last updated Sep 2026
Trulia Rent Estimate$9,750/mo
Average rent
$4.5K
$195MoM
Available listings
33
View rental market trends in Wellesley, MA

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

Price and Tax history

DateEventPrice
Jul 27, 2026
Source: Zillow Rentals
ListingRemoved
$10,000
May 12, 2026
Source: Zillow Rentals
Listed For Rent
$10,000
Nov 21, 2023
Source: Zillow Rentals
ListingRemoved
Nov 7, 2023
Source: Zillow Rentals
Listed For Rent
$8,500
Nov 3, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #73128128
ListingRemoved
$2,095,000

Frequently asked questions about 26 Redwing Rd

  • What is 26 Redwing Rd estimated to be worth?
    Trulia's estimated value for 26 Redwing Rd in Wellesley, MA is $2,212,100.
  • What is the price history for 26 Redwing Rd?
    26 Redwing Rd in Wellesley, MA last sold for $1,632,500 in October 2020.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • Does 26 Redwing Rd have air conditioning?
    Yes, 26 Redwing Rd in Wellesley, MA has air conditioning.
  • Does 26 Redwing Rd have a garage?
    Yes, 26 Redwing Rd in Wellesley, MA has an attached garage.

Homes for rent near 26 Redwing Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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