249 Dutton Rd, Sudbury, MA 01776
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Property image
OFF MARKET

249 Dutton Rd
Sudbury, MA 01776

  • 5 Beds
  • 6 Baths
  • 9,164 sqft (on 11.80 acres)

$4,206,700

Trulia Estimate
as of Jul 7, 2026

$4,206,700

Trulia Estimate
as of Jul 7, 2026
5 Beds
6 Baths
9,164 sqft
(on 11.80 acres)

Local Information

  • Map ViewExplore the area around 249 Dutton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Discover this one of a kind property sited on 12 mesmerizing, pastoral acres, abutting 3000+ acres of conservation land and rail trail offering walking, biking, and horse back riding. Masterfully designed, meticulously built and completed in 2006, to embrace the beauty of the natural elements, while brilliantly blending understated elegance, sophisticated style and comfortable living. Grand yet intimate indoor-outdoor gathering spaces welcome family, friends and entertaining. The finest quality is evident in every detail, fixture and finish. Exceptional exterior features include Canadian cedar beams, expansive stonework, covered outdoor FP, multiple patios and outdoor shower. Unique to the interior include 8' doors, 9'- 12' ceilings, up to 18" VT King's Pine planks, plus home gym with full bath and steam room. Watch the sunrise from the primary suite with gas fireplace, sitting room, and luxe bath and watch the sunset by the fireplace on the outdoor patio. Peace, privacy and quiet.
249 Dutton Rd, Sudbury, MA 01776 is a 5 bedroom, 7 bathroom, 9,164 sqft single-family home built in 2006. It last sold for $4,000,000 on Sep 29, 2023 (4% below the $4,150,000 asking price). It is currently off market. The Trulia Estimate is $4,206,700, with a rent estimate of $7,416/month.

Home Highlights

Parking
5 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 249 Dutton Rd

Interior Features

Interior Details
Basement: Partial,Crawl Space,Partially Finished,Interior Entry,Garage AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 9164 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup, Generator ConnectionAppliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range HoodDishwasherDryerLaundry: Sink,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Stone/Granite/Solid Countertops,Gas Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,Fireplace(s),FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 5Fireplace: Family Room, Master BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service, Generator Connection
Windows, Doors, Floors & Walls
Window: ScreensDoor: Pocket DoorFlooring: Tile, Carpet, Pine, Stone / Slate, Flooring - Wood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Pine, Stone Slate, Flooring Wood, Flooring Stone Ceramic Tile, Flooring Wall To Wall Carpet
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Shingle MetalPatio / Porch: Patio, CoveredOther Structures: Barn/StableExterior: Patio, Covered Patio/Deck, Balcony, Barn/Stable, Paddock, Professional Landscaping, Sprinkler System, Screens, Outdoor Shower, Stone WallFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5Open Parking Spaces: 12No CarportHas a GarageHas an Attached GarageParking Spaces: 17Parking: Attached,Garage Door Opener,Heated Garage,Storage,Garage Faces Side,Off Street
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Farm & Range
Horse Amenities: Paddocks

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Frame, Stone, Post & BeamNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Exercise Equipment Excluded. Refrigerator In Garage Negotiable.Parcel Number: J0400107., 783204

Price & Status

Price
List Price: $4,150,000
Status Change & Dates
Off Market Date: Tue Aug 15 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Sudbury
School Information
Elementary School: Peter NoyesJr High / Middle School: Ephraim CurtisHigh School: Lsrhs

Building

Building Area
Building Area: 9164 Square Feet

Community

Community Features: Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 11.7983 Acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73086291

Additional Information

ShoppingPoolTennis Court(s)Walk/Jog TrailsGolfMedical FacilityConservation AreaHighway AccessHouse of WorshipPublic School
Last check for updates: about 18 hours ago
Listed by The Ridick Revis Group, (617) 593-3492
Compass, (351) 207-1153
Deborah C. Smith, (978) 758-2693
Bought with: Katherine Meisenheimer, (617) 767-4882, LAER Realty Partners, (978) 251-8221
Source: MLS PIN, MLS#73086291

Price History for 249 Dutton Rd

DatePriceEventSource
09/29/2023$4,000,000Sold
MLS PIN #73086291
08/05/2023$4,150,000ContingentMLS PIN #73086291
05/07/2023$4,150,000PriceChange
MLS PIN #73086291
04/25/2023$4,290,000PriceChange
MLS PIN #73086291
03/09/2023$4,390,000Listed For SaleMLS PIN #73086291
12/13/2022$4,390,000ListingRemovedMLS PIN #72887071
11/21/2022$4,390,000PriceChange
MLS PIN #72887071
05/18/2022$4,490,000PriceChange
MLS PIN #72887071
10/20/2021$4,890,000Listed For SaleMLS PIN #72887071
08/01/2003$2,400,000Sold
N/A
05/28/1993$650,000Sold
N/A
12/28/1989$512,500Sold
N/A

Market trends in Sudbury

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
70
2
MoM
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Property Tax and Assessment

Year2025
Tax$53,070
Assessment$3,625,000
Home facts updated by county records

Comparable Sales for 249 Dutton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.44
Single-Family Home
$1,550,000
10/29/25
4
4.5
4,312
0.43
Single-Family Home
$1,850,000
09/22/25
4
4
4,744
0.64
Single-Family Home
$1,800,000
04/16/26
4
4
6,731
0.35
Single-Family Home
$1,060,000
09/30/25
4
3
3,865
0.76
Single-Family Home
$1,135,000
03/09/26
4
3
2,807
0.61
Single-Family Home
$1,425,000
11/19/25
4
2.5
3,600
0.61
Single-Family Home
$1,605,000
05/13/26
4
2.5
3,050
0.66
Single-Family Home
$1,600,000
12/17/25
4
3
3,650
0.86
Single-Family Home
$1,900,000
08/18/25
4
3.5
4,752
0.51
Single-Family Home
$842,000
11/24/25
3
2.5
2,658

Nearby homes

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Assigned Schools

These are the assigned schools for 249 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. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 249 Dutton Rd

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Off Market Homes Near 249 Dutton Rd

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.