Precinct One/Upper Dedham Homes with Colonial Style

Welcome to Precinct One in Upper Dedham, a charming enclave nestled in the heart of Dedham, Massachusetts, within the picturesque Norfolk County. This vibrant community boasts a rich history, stunning landscapes, and an inviting atmosphere that makes it a perfect place to call home.

Upper Dedham is renowned for its beautiful tree-lined streets and friendly neighborhoods, offering a blend of suburban tranquility and urban convenience. With easy access to major highways and public transportation, residents can enjoy a seamless commute to Boston and surrounding areas, making it ideal for professionals and families alike. The area is also home to a variety of parks, recreational facilities, and excellent schools, ensuring that residents can enjoy an active lifestyle while benefiting from top-notch education.

One of the most captivating features of Upper Dedham is its collection of stunning Colonial-style homes. These timeless residences exude elegance and charm, characterized by their symmetrical facades, classic gabled roofs, and inviting front porches. Many of these homes have been meticulously maintained or thoughtfully updated, combining modern amenities with historic character. Picture yourself hosting gatherings in spacious living rooms, preparing meals in well-appointed kitchens, or enjoying quiet evenings in beautifully landscaped yards.

With a strong sense of community and a rich tapestry of history, Precinct One in Upper Dedham is an exceptional place to find your dream home. Whether you’re drawn to the architectural beauty of Colonial homes or the welcoming spirit of the neighborhood, Upper Dedham offers a lifestyle that is both charming and fulfilling. Discover the perfect blend of tradition and modern living in this delightful Massachusetts gem!

Newest Precinct One/Upper Dedham Homes with Colonial Style

$2,499,000

8 Beds ⋅ 5 Baths ⋅ 73577275 MLS

Welcome to a premier property in the coveted Precinct 1 neighborhood, this distinguished residence combines timeless elegance, generous scale, and an exceptional location just steps from downtown Dedham. Beautifully positioned, the home showcases hardwood floors, classic finishes, and refined carpentry throughout. The sun-filled first floor offers gracious living, dining, family room and country kitchen with brick fireplace, creating an inviting setting for both everyday living & entertaining. With 8 bedrooms in total, including 3 in a private accessory apartment on the top floor, the home offers exceptional flexibility for extended family, guests, or au pair accommodations. Six fireplaces add architectural charm, while a detached 2-car garage and expansive grounds complete this rare offering. From its stately presence to its unbeatable proximity to downtown Dedham, this is a special opportunity to own a home with history and charm.

800 High St., Dedham

Listing courtesy of Listing Agent: Linda Dwinell Logan from Listing Office: Compass.

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 73574597 MLS

Set on a quiet cul-de-sac in Precinct 1 with easy access to Route 95, this young Classic Colonial pairs timeless curb appeal with sophisticated interior design. The clapboard exterior showcases arched windows, decorative keystone lintels, and pilasters, while a south-facing orientation fills the home with natural light throughout the day. Inside, professionally designed spaces feature high ceilings, wainscoting, and crown moldings. The front entry, flanked by gracious living room and office, leads to a cozy sitting room and a two-story family room with fireplace. A large eat-in kitchen with stainless steel appliances and butcher block counters opens to an expansive deck overlooking the large level yard. Also accessible from the kitchen is a pantry, mudroom, and attached two-car garage. Upstairs you will find a luxurious primary bedroom suite with spacious bath and two walk-in closets. Three more bedrooms and bath complete this floor. An unfinished attic and basement offer tremendous potential to expand — imagine the possibilities. Deerpath offers easy access to Wilson Mountain’s 200+ acres of trails and kayaking on the Charles River. Also nearby are the historic village center with boutique shopping, restaurants, yoga/Pilates studios and independant movie theater, Legacy Place and University Station for mall shopping, commuter rail stations to Boston, Providence and NYC, and easy access to many fine private schools. Discover all that Dedham has to offer!

65 Deerpath Road, Dedham

Listing courtesy of Listing Agent: Hope McDermott from Listing Office: Hope McDermott Real Estate.

$2,375,000

6 Beds ⋅ 6 Baths ⋅ 73574095 MLS

Precinct 1 Refined 6-bedroom residence that blends classic New England charm with modern luxury. Set on a private 1.3-acre lot, this beautifully updated home offers the rare combination of tranquil living & walkable convenience—just blocks from Dedham Square’s restaurants and shops. The home’s elegant design welcomes you with gracious living spaces drenched in natural light, showcasing fine millwork, gleaming hardwood floors, and thoughtful updates throughout. A chef’s kitchen with premium appliances seamlessly transitions to an inviting dining room, perfect for entertaining. A first-floor bedroom with its own ensuite bath offers ideal flexibility for guests, extended family, or single-level living. Upstairs, additional spacious bedrooms provide flexibility for family, guests, or office needs. Outside are impeccable gardens ideal for entertaining or relaxing. Every corner reflects comfort, craftsmanship, and sophistication.

47 Bemis Road, Dedham

Listing courtesy of Listing Agent: Linda Dwinell Logan from Listing Office: Compass.

$2,590,000

5 Beds ⋅ 7 Baths ⋅ 73569193 MLS

Welcome to 7 Schoolmaster Lane, a distinguished residence offering luxury, privacy, and refined living in one of Dedham's most desirable neighborhoods. From the moment you enter, you're greeted by soaring ceilings, sun-filled interiors, and a thoughtful layout designed for both everyday comfort and elevated entertaining. The main living spaces flow seamlessly into a chef's kitchen featuring premium appliances, generous prep space, and an open design ideal for gatherings. The upper level offers spacious bedrooms, including a serene primary suite with spa-like finishes and ample closet space. Multiple living areas throughout the home provide flexibility for work, relaxation, and hosting. A multi-zone heating and cooling system ensures year-round comfort across all levels, complemented by a spacious garage and ample driveway parking. Over time, the home has quietly hosted notable professional athletes and high-profile guests, reflecting its exclusivity and privacy. Property will be delivered with passing Title V Certificate.

7 Schoolmaster Lane, Dedham

Listing courtesy of Listing Agent: Smith & Oak Greater Boston Group from Listing Office: Smith and Oak Real Estate Co..

$2,849,900

5 Beds ⋅ 5 Baths ⋅ 73555272 MLS

An exceptional opportunity to personalize a luxury new construction residence in one of Dedham’s most desirable neighborhoods. Designed to offer over 6,000 SF of thoughtfully planned living space, this custom home combines timeless architecture with expansive interiors, generous entertaining spaces, and exceptional flexibility for today’s lifestyle. Offered during construction, buyers may have the opportunity to select certain finishes and design elements, depending on the stage of completion. Conceptual AI renderings illustrate the intended architectural vision and possible completed design, providing inspiration for the home’s full potential. A rare chance to create a custom luxury residence with outstanding craftsmanship, scale, and location, just minutes from Boston, Legacy Place, private schools, and major commuter routes.

20 Shuttleworth Place, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$2,749,999

5 Beds ⋅ 5 Baths ⋅ 73552132 MLS

Exceptional new luxury construction offering over 6,000 SF of thoughtfully designed living space on a beautifully sited lot in one of Dedham’s most desirable neighborhoods. This custom residence blends timeless architecture with expansive, light-filled interiors, generous entertaining spaces, and flexible living designed for today’s lifestyle. A gourmet kitchen anchors the main level, flowing seamlessly to elegant gathering areas, private home office, covered porch, and outdoor living spaces. Upstairs, spacious bedroom suites provide comfort and privacy, while the finished third level offers exceptional flexibility for a family lounge, playroom, media room, fitness studio, or home office. The property is presented with both current photography and conceptual design renderings to showcase its potential. A rare opportunity to own a distinguished new home with exceptional scale, craftsmanship, and versatility, minutes from Boston, Legacy Place, private schools, and major commuter routes.

35 Shuttleworth Place, Dedham

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$1,300,000

4 Beds ⋅ 3 Baths ⋅ 73550165 MLS

Nestled in Dedham's highly sought after Precinct 1, this beautiful center-entrance Colonial offer timeless charm, exceptional space, & classic architectural details. This 9 room home features 4 bedrooms, 2.5 baths, and a thoughtfully designed floor plan with a gracious living room w/ wood burning fireplace, dining room, sunroom, home office, kitchen and a lower level play room w/ the 2nd fireplace. The 2nd floor includes a spacious primary suite w/ full bath & walk in closet, 3 additional bedrooms, a 2nd full bath & a large unfinished room w/ separate staircase, presenting an outstanding opportunity for future expansion. Rich in character, the home showcases original built-ins, dentil moldings, hardwood floors, 2 fireplaces, & beautifully restored 12 over 12 windows. Set on a beautifully landscaped, fenced lot, the outdoor space features a private terrace, hot tub & storage shed-ideal for relaxing or entertaining. A 2 car attached garage complete this exceptional offering

31 Old Farm Road, Dedham

Listing courtesy of Listing Agent: Robert Keogh from Listing Office: Hope McDermott Real Estate.

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