Precinct One/Upper Dedham Real Estate

Welcome to Precinct One, Upper Dedham – a hidden gem nestled in the heart of Massachusetts, within the charming town of Dedham in Norfolk County. This picturesque region seamlessly blends suburban tranquility with urban convenience, making it an ideal locale for families, professionals, and retirees alike.

Upper Dedham boasts a rich history that dates back to the early colonial days, and its historic charm is evident in the beautifully preserved architecture that lines its streets. Residents enjoy a strong sense of community, with friendly neighbors and local events that foster connections and create lasting memories. The area is known for its lush green spaces, including the serene parks and scenic walking trails that invite outdoor enthusiasts to explore and unwind.

Convenience is key in Upper Dedham, with easy access to major highways and public transportation options that make commuting a breeze. Just a short drive away, you’ll find the vibrant shopping and dining scene of Dedham Square, where eclectic boutiques and delightful eateries await. For those seeking recreational activities, the nearby Legacy Place offers an array of shopping, dining, and entertainment options, ensuring there’s always something to do.

Education is a priority in Upper Dedham, with highly-rated schools that provide excellent learning environments for children. Families can take pride in the strong educational foundation available to their kids, coupled with a safe and welcoming neighborhood atmosphere.

Whether you're looking for a place to call home or an investment opportunity, Precinct One, Upper Dedham, offers the perfect blend of charm, convenience, and community spirit. Discover the magic of this delightful region today!

Newest Listings in Precinct One/Upper Dedham

$1,300,000

4 Beds ⋅ 3 Baths ⋅ 73574990 MLS

This Gothic Revival, built in 1845 and thoughtfully improved, is tucked away on nearly a 1/2 acre just outside of vibrant Dedham Square. It feels private, yet close to everything you need and has all the elegant, charming period details: gracious entry, high ceilings, tall windows, crown molding, rich hardwood floors and pocket doors. The current owners have been meticulous stewards, completing numerous capital improvements inside and out. The flexible layout balances gathering spaces for entertaining with comfy retreats to work from home or simply relax. Eat-in kitchen features a Sub-Zero fridge, new Bertazzoni induction stove and separate butler's pantry with plenty of storage to hide multiple appliances. Upstairs, four corner bedrooms all fit a king bed, including the primary with an ensuite bath featuring a 13'x5' walk-in, cedar closet. The expansive, level, fenced yard is a rarity; the landscape curated with gorgeous trees, shrubs and a row of hydrangeas lining the driveway. Central air, EV charger, NEST tech, plenty of parking and generous storage create everyday ease for today's lifestyle. Easy access by car or public transportation. Close to restaurants, shops, hiking trails, Charles River, Farmers' Market, Legacy Place, Costco, commuter rail to Boston, and Amtrak to Providence & NY. Showings start Friday 9/11 at noon. Open house Sat & Sun 9/12-13, 11-1 or by appointment

82 Old River Place, Dedham

Listing courtesy of Listing Agent: Joanne Adduci from Listing Office: Leading Edge Real Estate.

$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.

$2,090,000

3 Beds ⋅ 3 Baths ⋅ 73573881 MLS

Final home on Horrigan Drive at Rodman Pond in Precinct 1 Dedham is now available! To be built, scheduled for April 2027 occupancy. This new neighborhood is an HOA community of 26 detached SF style homes. You'll appreciate the quality craftsmanship, attention to detail, open floor plan, high ceilings & abundance of natural light throughout. Main level features gorgeous chef's kitchen with custom cabinetry, quartz counters, center island, Thermador appliances; great room with fireplace; dining room; primary bedroom suite with bath & walk-in closets; powder room; laundry room. Upper floor offers two large bedrooms; full bath; bonus conditioned area that runs front to back. Patio, attached 2-car garage. Buyers may add an enclosed screened porch, finish the basement & select options to personalize the home. The community is beautifully sited; you'll enjoy living in nestled in nature surrounded by conservation land in Precinct 1 while just minutes from Dedham's vibrant Village center. Close to many local amenities, dining & shopping with easy access to Boston & beyond.

106 Horrigan Drive Unit 21, Dedham

Listing courtesy of Listing Agent: Jill Kelly from Listing Office: Coldwell Banker Realty - Westwood.

$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..

$3,150,000

4 Beds ⋅ 4 Baths ⋅ 73566486 MLS

Extraordinary, one-of-a-kind private estate commanding a majestic hilltop position on 9.5 sprawling acres of broad lawns, mature woods, and breathtaking western sunsets. Serving as the anchor of Rocky Ridge Lane—an exclusive new four-lot private enclave situated near the prestigious Dedham Country & Polo Club—this rare property seamlessly blends tranquil privacy with ultimate geographic convenience. Built in 2000, the architect-designed main house exudes the classic elegance and sophistication of a European country house. Principal rooms boast high ceilings, impeccable attention to detail, and an abundance of natural light streaming through a series of French doors that open to a stunning west-facing stone and brick terrace. The generous spaces are perfectly tailored for both grand and casual entertaining, having recently been beautifully renovated and reconfigured to yield additional informal living spaces. Newly renovated kitchen with island bar and sitting area opens onto dining area and family room with bar. Main-level living is made effortless by a luxurious first-floor primary suite, which captures serene views of the outdoor fountain and the property’s defining historic feature. Steeped in history, the property which once was the Capen Farm, then the site of the clubhouse of Dedham Country Club, includes the "Castle," a spectacular c.1930 stone and slate 1,400-square-foot fairy-tale outbuilding. Designed by renowned architect Henry Richardson Shepley, it features a striking crenelated tower and was originally built to house and protect its owner’s important collection of books and manuscripts. The magnificent library’s original casework and paneling have recently been painstakingly restored to their former beauty and luster. Featuring its own kitchenette and 3/4 bath, this one-of-a-kind sanctuary, complete with hidden doors, spiral staircase, and lofted garret room offers endless potential to be reimagined as the ultimate home professional office, artist or writer's studio, wunderkammer, music room, collector's display, masculine retreat, or ADU. While offering a peaceful and secluded country-like sanctuary, this exceptional home enjoys unparalleled proximity to Dedham, Westwood, and Needham town centers. It provides easy access to Route 128/95, top-tier private schools, multiple commuter rail options, Legacy Place, and Westwood Station, striking the perfect balance between timeless luxury and convenient accessibility.

34 Rocky Ridge Lane, Dedham

Listing courtesy of Listing Agent: Gregory Carlevale from Listing Office: eXp Realty LLC - Corporate Office.

$749,000

3 Beds ⋅ 3 Baths ⋅ 73563397 MLS

Don't miss this lovingly cared for 3-bedroom ranch - with central air conditioning - in the sought-after Precinct One neighborhood! The first floor contains the primary living space and is highlighted by a welcoming sunken living room and pretty “fleur-de-lis”- framed fireplace. A large eat-in-kitchen with ample cabinets is adjoined by a formal dining room. An adjacent sunroom overlooks the lush rear landscape and offers a tranquil retreat. The three 1st-floor bedrooms are all well-proportioned and include a primary bedroom with half-bath. An additional full bath with tub/shower and “make-up nook” complete the first-floor. Lower-level with walk-out basement features a family room, office/guest room, half-bath, laundry area – and access to a 2-car garage (under). The home is nestled on nearly 1/3 acre in a bucolic setting, ideal for entertaining and outdoor fun! This wonderful, suburban neighborhood is only 10 minutes to the shops & restaurants at Legacy Place, and has easy highway access. A true gem that has been well maintained by its owner for over 30 years! Open House SAT SEPT 12th, 12-2pm

31 Pacella Drive, Dedham

Listing courtesy of Listing Agent: Dan J. Keating from Listing Office: Coldwell Banker Realty - Brookline.

$379,000

1 Beds ⋅ 1 Baths ⋅ 73559806 MLS

Situated right outside of Dedham square in a mature neighborhood of highly sought after Precinct One. Within the gardens and treelined streets lies this beautiful home. This home boasts hardwood floors throughout. Gorgeous parquet floor in the main living space with brand new windows throughout the home letting the natural light flood the home. A short distance to the restaurants and shopping that Dedham Square offers. 1.6 miles from Endicott station. 1 Deeded parking space that could accommodate two vehicles. Legacy Place, Westwoods University Station and Islington Square are right down the road. Your home search ends here.

4 Spruce Street Unit 4, Dedham

Listing courtesy of Listing Agent: Jacob McBride from Listing Office: Donahue Real Estate Co..

$4,499,900

5 Beds ⋅ 7 Baths ⋅ 73555706 MLS

An extraordinary new luxury residence to be constructed in Dedham’s coveted Precinct One. Thoughtfully designed to blend timeless architecture with modern living, this exceptional home will offer approximately 4,000–6,000 square feet of refined living space, premium finishes, and outstanding craftsmanship throughout. Depending upon the stage of construction, purchasers may have the opportunity to personalize select finishes and design elements. Ideally situated on one of Precinct One’s most desirable streets, the property offers convenient access to Legacy Place, private schools, commuter routes, and downtown Boston. Renderings are for illustrative purposes only. Specifications, dimensions, features, and finishes are subject to change.

262 Meadowbrook Road, Dedham

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

$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.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.