265 Dutton Rd, Sudbury, MA 01776
OFF MARKET

265 Dutton Rd
Sudbury, MA 01776

  • 4 Beds
  • 2.5 Baths
  • 2,985 sqft (on 2.08 acres)

$1,448,400

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $8,527/mo*

$1,448,400

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $8,527/mo*
4 Beds
2.5 Baths
2,985 sqft
(on 2.08 acres)

Local Information

  • Map ViewExplore the area around 265 Dutton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This is a beautiful colonial home set back off the road. It is a private estate setting with over two acres, a tennis court, beautiful gardens, bluestone patio, screened in porch, and access out the back door to hundreds of acres of conservation land. The house has a living room, a library, a family room, kitchen, mud/laundry room, half bath, foyer and dining room on the first floor. On the second floor are 4 good sized bedrooms and 2 full baths. The master bath was completely renovated in 2005 as were the master closets.

Neighborhood Description

Dutton road is a scenic road in Sudbury. There are horses, cyclists, pedestrians, etc. that stroll up and down this country road every day. There are horse properties up and down Dutton Road, and we are close to the historic Longfellow's Wayside Inn and Grist Mill, as well as the Martha-Mary Chapel. There are farmer's markets held at the Wayside Inn as well as historic fairs that include the fife and drum corps and summer concerts at the chapel and concerts and dining at the Wayside Inn. (You cannot hear the activities at from our house). You are walking distance to the Sudbury Swim & Tennis Club as well, the soccer fields, Curtis Middle School, Grist Mill, Wayside Inn, Martha Mary Chapel, and the Hop Brook Conservation area.
265 Dutton Rd, Sudbury, MA 01776 is a 4 bedroom, 3 bathroom, 2,985 sqft single-family home built in 1974. It last sold for $1,220,000 on Oct 26, 2022. It is currently off market. The Trulia Estimate is $1,448,400, with a rent estimate of $6,072/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 265 Dutton Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, OfficeStorageCeiling Fan
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Cement ConcreteGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1974Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.08 acres

Additional Information

Sport Court

Building

Fitness & Sports
Tennis Court

Price History for 265 Dutton Rd

DatePriceEventSource
10/26/2022$1,220,000Sold
MLS PIN #73034536
09/12/2022$1,199,900ContingentMLS PIN #73034536
09/09/2022$1,199,900Listed For SaleMLS PIN #73034536
06/02/2021$1,160,000Sold
N/A
05/03/1999$529,900Sold
N/A

Market trends in Sudbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.05M
Sale-to-List Price
99.6%
Price per sq ft
$419
Available listings
89
19
MoM
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Property Tax and Assessment

Year2025
Tax$18,464
Assessment$1,261,200
Home facts updated by county records

Comparable Sales for 265 Dutton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.31
Single-Family Home
$1,550,000
10/29/25
4
4.5
4,312
0.50
Single-Family Home
$1,425,000
11/19/25
4
2.5
3,600
0.52
Single-Family Home
$1,605,000
05/13/26
4
2.5
3,050
0.53
Single-Family Home
$1,600,000
12/17/25
4
3
3,650
0.44
Single-Family Home
$1,060,000
09/30/25
4
3
3,865
0.60
Single-Family Home
$1,000,000
10/30/25
4
2.5
2,664
0.76
Single-Family Home
$1,200,000
09/24/25
4
2.5
5,342
0.64
Single-Family Home
$842,000
11/24/25
3
2.5
2,658
0.39
Single-Family Home
$1,850,000
09/22/25
4
4
4,744
0.68
Single-Family Home
$1,135,000
03/09/26
4
3
2,807

Nearby homes

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Assigned Schools

These are the assigned schools for 265 Dutton Rd.
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 Sudbury

At least 52 Trulia users voted on each feature.
  • 94 % Say car is needed

  • 93 % Say it's dog friendly

  • 93 % Say yards are well-kept

  • 89 % Say parking is easy

  • 88 % Say there's holiday spirit

  • 87 % Say there's wildlife

  • 82 % Say people would walk alone at night

  • 79 % Say it's quiet

  • 77 % Say kids play outside

  • 67 % Say neighbors are friendly

  • 57 % Say there are community events

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say there are sidewalks

  • 33 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 18 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Dogs are very welcome here, all of my neighbors have them. The streets are walkable and clean, and everyone is very friendly."
  • Debedout
    "Beautiful, friendly and calm. A relaxed town right outside of Boston. This place is terrific! "
  • Jessi M.
    "The historic Wayside Inn has revolutionary war re-enactment events. Also festivals (a dog festival, apple cider festival, etc.)"
  • Larey R
    "It is a 17 minute drive with no traffic to any major highway: mass pike, 128, route 2 or 495. There is no public transportation Sudbury has a lot of great benefits. The commute is not one of them. "
  • Alskarjess
    "Our home is close to shops and restaurants. We can walk to the library and to a gourmet shop to get cheese or candy!"
  • Jbtho
    "Lots of trees, hiking trails, grassy fields. Neighbors have dogs, good for doggie play dates. It gets cold in winter, snows, not fun dog walking weather "
  • Peloquinbill
    "Great schools, great neighbors, wonderful , and environment to raise a family and enjoy nature, yet you are close to Boston too."
  • Devans
    "Landscape is great for dogs. Plenty of cool trails and fields as well. Sidewalks are convenient in most areas."
  • Johnny C.
    "I've lived in this neighborhood for my entire life and it's always been a quaint and quiet area, despite 117 being a main route. "
  • Johnny C.
    "It's a good halfway point between Worcester and Boston, with plenty of amenity laden towns and cities adjacent. "
  • Clara P.
    "The home is within walking distance to Josiah Haynes Elementary School and is within the Curtis Middle School and Lincoln-Sudbury Regional High School district. The town has a variety of Churches and Synagogs. Shopping and most traveling requires driving since there is no public transportation. Neighboring towns are: Maynard, Acton, Concord, and Framinham."
  • Kate G.
    "With Wayside Inn meandering paths on one side od Boston Post Road, private nature trails on the other and 840 acre Callahan State Park 5 minutes away, this is beautiful, peaceful country, with a great bakery, an old fashioned candy store, and country breakfasts 5 minutes away to the west, and live jazz brunch 5 minutes away to the east ! Upscale spa services down the road apace and the historic Wayside Inn tavern, restaurant and lodging across the road."
  • frances j. K.
    "Sudbury is a great town for families with top neighborhoods and schools. "

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Apartments for Rent

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Homes for sale near 265 Dutton Rd

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Off Market Homes Near 265 Dutton Rd

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