$834,291Average Value$475Average Price per Sq Ft30Homes For Sale
A historic Massachusetts town of convenience and contentment
Settled in the 1630s, the town of Dedham sits 26 miles southwest of downtown Boston, anchored between the Charles River and Interstate 95. The town motto, “Contentment,” reflects the impressive abundance of amenities offered by the community, from public parks to the upscale Legacy Place open-air shopping mall. “I like that area because it gives people options – there’s regular dining, fine dining, bowling and movie theaters,” says Jay McHugh, who grew up in Dedham and is now a Realtor with LAER Realty. “People priced out of Needham and Westwood can come there and find new constructions and rehabbed Victorian homes and still have the benefit of being close to train stations.” The Massachusetts Bay Transportation Authority’s Franklin/Foxboro Line runs right through town directly to downtown Boston’s South Station.
While only a few miles from Boston, Dedhams charms make it feel a world away.
This historic Colonial sits on a quiet street just outside the downtown Dedham area.
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From historical Victorians to contemporary builds
The median home price hovers around $735,000, which is well above the national median of $410,000. Listings typically sell within three weeks, twice that of the national average of about 40 days.
Dedham is the location of the Fairbanks House, constructed circa 1641 and the oldest wood-frame home in North America. While the city has a sizable inventory of vintage homes, buyers shouldn’t expect to find many 17th century cabins on the market but rather late 19th century Colonial Revivals and Victorians. Colonial Revivals run through the 1950s, joined by midcentury split-levels, ranch-style and raised ranch-style houses. Homes date all the way up to the 2020s, with New Traditionals continuing to enter the market. “There are estates with dozens of acres that are still being developed,” McHugh says. “It’s a matter of finding 3-4 homeowners who want to sell to one developer so they can carve up the intricate lots and make them into a subdivision.” Typically, builds with 1,500 square feet of space or less start around $500,000. Prices taper off after $1.2 million, though homes with 3,000 square feet and beyond can reach $4 million or higher in the city’s prestigious Dexter neighborhood.
Historic Colonial homes can be found mixed in with newer constructions all over Dedham.
Split Level homes can regularly be found among Dedham developments from the 50's to 70's.
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Dedham Public Schools is the oldest district in the country
Public education has long been valued by Dedham, which in 1644 established the first taxpayer-funded public school in the country. This also makes Dedham Public Schools the nation’s oldest school district. The district receives an overall B-plus from Niche serves some 2,500 students, starting at the B-rated Curran Early Childhood Education Center, where integrated preschool classrooms accommodate students of all abilities. Niche awards Noble and Greenough School, commonly called Nobles, an A-plus and ranks it as the fourth best private high school in the state. The school offers five-day boarding and promotes arts and athletics as well as academics. The institution’s website states that around 1 in 5 students take private music lessons on campus, and that 28 varsity teams have won New England Championships. Northeastern University operates a small campus in Dedham with a soccer field, track and other facilities. “We have a very good relationship with the school,” says Bob Stanley, director of the Dedham Parks and Recreation for almost two decades. “They help us out a lot and let us use their fields, and we let them do the same.”
Dedham Middle School in Upper Dedham.
Dedham High School in Upper Dedham.
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High-end shopping at Legacy Place
Legacy Place is debatably Dedham’s premier shopping center. The outdoor mall offers dozens of upscale boutiques and restaurants, bakeries, a parking garage and the Showcase Cinema de Lux Legacy Place. “Since these high-end stores are generating taxes, income taxes are comparatively low in Dedham,” McHugh says. T.J. Maxx and other stores anchor the indoor Dedham Mall in East Dedham.
Local restaurants encircle Dedham Village’s roundabout and fill Dedham Square, which encompasses parts of Washington and High Streets. Big box stores line Boston Providence Highway.
Stop into the Midway Cafe to enjoy a drink and catch the game in Dedham.
Visit Oscar's in Dedham Square for great drinks and delicious gastropub fare.
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Close to the interstate and MBTA Commuter Rail
Boston Providence Highway divides the town into two, while Interstate 95 hugs the community to the south. This expressway traces the East Coast and forms a partial beltway around Boston. Approximately 24 miles by car, a trip to Boston typically takes 40 minutes or longer. Residents might find it faster to hop on the Massachusetts Bay Transportation Authority (MBTA) Commuter Rail. The Franklin/Foxboro Line stops by Dedham Corporate Center and other stations on the south side of town, while the Needham Line runs just to the north through West Roxbury. Both lines terminate at Boston’s South Station. Atrius Health hospital is just northwest of town.
Dedham is also home to many pedestrians. “Lots of people walk in the neighborhood, but with the highway right there, there is a lot of driving. It’s a healthy mix,” Stanley says. The Dedham Square Improvement Project added pedestrian signals, handicap accessible ramps and other enhancements to Dedham Square.
I95 is a convenient way for Dedham residents to travel through out the area.
Visit downtown Dedham for historic charm and the many options for shopping and dining.
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Learning the basics of skiing at Blues Hills Ski Area
According to the Trust for Public Land, 3 in 4 Dedham residents are within a 10-minute walk of a park. The Dedham Parks and Recreation Complex features a baseball diamond, a shaded dog park and a boat ramp for kayakers and canoers seeking to explore the Charles River. Wilson Mountain Reservation is just up the road and a popular spot for hiking up to the Wilson Mountain summit, which affords scenic views from an elevation of 295 feet, making it Dedham’s highest point.
Only a few miles to the east, Blue Hills Ski Area is popular for beginners, offering lessons and gently sloping trails. Just on the other side of Interstate 95, Norfolk Golf Club invites members to play nine holes of golf.
Pups love a visit to the dog park at Dedham Parks and Rec Complex.
Humans and dogs alike love to walk through the pristine forest of Wilson Mountain Reservation.
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The James Joyce Ramble is like a literary marathon
Inspired by the endurance required to read the Irish writer’s novels, the James Joyce Ramble is a 10-kilometer race taking place a few days after the Boston Marathon with a literary twist. “The first time I ran it in high school, it started off in the center of town, and you ran through the rich areas before ending up at Endicott Estate,” McHugh says. “While you’re running, you see different people on the sidelines dressed up in costumes and wigs. I thought they were just old Yankee residents outside their doors, but I realized they were dressed up like Joyce and reading from his books, planted there to give the race flavor.” The organizers reward runners handsomely for their efforts. “When you finish up, there’s a band playing, and you get free snacks and beer – and it’s usually the good stuff from the local Harpoon Brewery,” McHugh adds. Proceeds from the race go to Boston’s Dana-Farber Cancer Institute, an internationally ranked cancer hospital.
Other cherished community events include the Flag Day Parade and Dedham Day in late September, where attendees can go on carnival rides, support local vendors and enjoy live music.
Crime and climate in Dedham
According to FBI crime statistics, property crimes increased 78% and violent crimes increased 16% between 2023 and 2022.
Dedham experiences four seasons with humid summers and cold, snowy winters. The town averages roughly 5 feet of snow per year.
Written By
Alexander Breuhan
Photography Contributed By
Colin Gee
Video By
EB Fox
Interested in learning more about homes in this area?
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On average, homes in Dedham, MA sell after 25 days on the market compared to the national average of 55 days. The median sale price for homes in Dedham, MA over the last 12 months is $775,000, up 3% from the median home sale price over the previous 12 months.
Looking for space, flexibility, and opportunity for future customization? Located in a well established neighborhood with access to local schools and convenient commuting options, including nearby commuter rail and routes to the Longwood area, this home blends New England charm with everyday convenience. Updated with a newer roof and heating, plumbing, and electrical systems, the home also
Set on a corner lot along quiet Winfield Street, this mid century Cape perfectly blends the charm and character of the 1950s building style with fresh, modern updates. The result is a beautiful home in a wonderful neighborhood that's close to EVERYTHING. Step into the tiled mud/sunroom from the driveway which leads directly into the well-appointed kitchen with stainless appliances, quartz
Welcome to 442 High Street, Dedham, MA – a fully renovated 3-bed, 4-bath W/ office. classic New England home that feels brand new in 2026 This move-in-ready gem offers 2,900 sq ft of thoughtfully designed space with gleaming refinished hardwood floors, an open concept living/dining area, and a stunning chef’s kitchen featuring quartz counters, white shaker cabinets, a large island, and stainless
Looking for space, flexibility, and opportunity for future customization? Located in a well established neighborhood with access to local schools and convenient commuting options, including nearby commuter rail and routes to the Longwood area, this home blends New England charm with everyday convenience. Updated with a newer roof and heating, plumbing, and electrical systems, the home also
Do not miss this stunning townhome that lives like a single family and offers a flexible floor plan, hardwood floors throughout, high ceilings and exceptional natural light. Ideally located in the Riverdale school district and across from Noble and Greenough School, this home is minutes to Legacy Place and all that Dedham has to offer. The open concept living and dining space feels airy and
Located in the highly desirable Oakdale area, this picture-perfect Cape offers 3–4 bedrooms, 2 full baths, and exceptional value for the neighborhood. The first floor features an open-concept kitchen that flows seamlessly into a warm and inviting fireplaced living/dining area, creating the perfect space for entertaining or everyday. A flexible den or optional fourth bedroom, a separate living
Brand new full renovation! Just unpack and enjoy. This stunning 5-bedroom, 3.5-bath Colonial has been completely transformed with high-end finishes throughout. The open-concept main level wows with a chef's kitchen featuring a quartz waterfall island, high-gloss cabinetry, stainless appliances, and pendant lighting, all flowing seamlessly into the dining and living areas with a statement stone
Welcome home to this completely renovated and move-in ready 1-bedroom condo at 90 High Street, Unit 309 in Dedham. This beautifully updated unit offers modern comfort and convenience with brand-new luxury vinyl plank flooring, fresh paint throughout, and a stylish refreshed interior. The updated kitchen features upgraded cabinetry, countertops, and modern lighting, perfect for everyday living.
Need a new construction project ? Build your own home on cul-de-sac lot in Greenlodge School district. Last lot in Azalea Circle where local high end builder constructed 7 new homes. There is town water and sewer with electric and gas at the street. Engineering started several years ago and can be provided. Price reflects that you will need to go through approval process. Owner believes good
Experience refined living in this distinguished 9-bedroom estate set within Dedham’s coveted Precinct 1. Poised on nearly two acres with serene views of the Charles River marshes, the property blends classic elegance with modern comfort. A grand foyer leads to gracious formal living & dining rooms, each with a fireplace and sweeping windows that invite natural light—perfect for entertaining. The
MOTIVATED SELLER!!! Welcome to this beautifully maintained two-family property, ideally situated near major amenities, schools, shopping, restaurants, and more. Perfect for both homeowners and investors, this residence has been lovingly cared for over the years, preserving its classic charm while offering modern updates for today’s lifestyle. Each side of the home features spacious living areas
One of the area's most distinctive addresses - a bright, updated 2BR/2BA condo set within a historic 19th-century mill on one of America's oldest man-made waterways. Soaring ceilings, tall windows, exposed brick and hand-hewn beams lend timeless character to the sun-filled living and dining area. The inviting kitchen features white shaker cabinets, quartz countertops and stainless steel
Move In Ready, Stunning New Construction with all the amenities you are looking for in your next home! You will appreciate the architectural detail, quality craftsmanship, high-end finishes, designer upgrades, and open/flexible floor plan. Main level features a spectacular chef's kitchen with upgraded quartz counters, center island & Thermador appliances; fireplaced great room; spacious dining
Our captivating location embodies a sociable atmosphere, within a 3 minute walk of Legacy Place offering the best shopping, dining and entertainment experience in the region. Take in the day with some of the trendiest boutique shops or experience the lavish collection of specialty retailers. Enjoy a dinner with friends at The Yard House and complete your evening at the Showcase Cinema De Lux or
Searching for a stylish, fully renovated 3-bedroom unit? This stunning home features a modern kitchen with stainless steel appliances, perfect for preparing meals. Two included parking spaces ensure hassle-free parking, while private laundry in the basement and ample storage add convenience. The unit has efficient gas heating and a full deleading compliance letter from 2015. Ideally located steps
Live carefree every day. At The Avens at Dedham Station, coming home feels like you're on vacation. With impressive finishes and resort-quality amenities, our one-, two-, and three-bedroom apartments make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Conveniently located next to premier shopping and dining at Legacy
Available 5/1! Located in the desirable Greenlodge neighborhood, just 0.7 miles from the Endicott commuter rail, this home offers versatile living with an open first floor featuring a kitchen with granite counters, dining room with built-in cabinet, updated full bath, and flexible bedroom/playroom. Upstairs includes 3 bedrooms and a renovated full bath. The lower level offers new floors, recessed
The advertised rate of $35,936/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
Furnished one bedroom apartment located on the second floor in a majestic 6-unit Queen Anne Victorian. Gleaming hardwood floors throughout the unit with plenty of light in the living room. Extra-large master bedroom contains a new ceiling fan and clothes closet. Small den also has a small storage closet. Tiled eat-in kitchen with granite countertops, refrigerator, gas stove, and garbage disposal.
Property Id: 2255135Newly renovated second-floor 3-bedroom, 1-bath apartment offering 1,200 sq. ft. of living space in Dedham’s quiet Riverdale neighborhood. Features a modern kitchen and bath, central AC, private in-unit laundry, dedicated storage space, and direct access to an outdoor patio and fenced-in lawn. Enjoy two dedicated driveway parking spaces plus plenty of street parking.
This classic hip roof brick Colonial offers timeless elegance in an exceptional setting at the heart of the historic village of Dedham. Prominently sited overlooking the picturesque First Church Green, home to the beloved weekly Farmers’ Market during the summer months, this stately home blends historic charm with everyday convenience. Filled with natural light, the home features beautifully
This nice 3 Bedrooms 1 Bath place in the Dedham area is available for 09-01-2026. Included Features are: Gas Heat, Yard, Deck, and Laundry in Common Area.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information
Not often you get to rent a home like this. A perfect 3 bed 3 full bath Single Family with attached 2 car garage and a large driveway. Take pride in where you live! Riverdale neighborhood- best location within Dedham. Get on I95 in 2 minutes. Two miles down the road from the Hersey commuter rail station. Bordering West Roxbury/Needham. Abutting Cutler Park Reservation and near many parks and
New 3-Bedroom Listing in Highly Desirable Precinct One – DedhamWelcome to this beautifully maintained 3-bedroom home located in the sought-after Precinct One neighborhood of Dedham. Tucked away on a quiet dead-end street, this home offers both privacy and convenience.Enjoy an easy walk to Dedham Square (the Village) with its shops, restaurants, and local amenities. The home
This apartment is available on Sept 1st. An absolutely beautiful fully renovated three-bed unit up for rent! Minutes away from the bus stop, with ceiling fans in all rooms including the kitchen! Unit Features: This unit boasts modern stainless steel appliances, an attractive kitchen, parking space included. We are going to repaint the walls, ceilings and regrout the bathroom tub tiles. Private
Riverdale is an island community in Dedham that is surrounded by the riverways of the Charles River on all sides. Bordering Boston on the northeast, Cow Island and Motley Ponds, Riverdale is a suburban enclave in the northern part of the town. Known for having waterfront homes, scenic nature areas and easy access to the Charles River for water activities, Riverdale is a peaceful retreat for those seeking an active lifestyle by the waters. “Riverdale is actually an island,” says Amy Black, a local Realtor at Donahue Real Estate with 21 years of experience. “It’s surrounded by the Charles River and there are a total of 4 bridges that bring it all together and connect Riverdale to the rest of Dedham.”
Built throughout the 1900s, single-family residences in Riverdale mainly include cottages, Cape Cods, Colonial Revivals and raised ranches. Many properties list between $500,000 and $850,000, while renovated, waterfront houses over 3,000 square feet may fetch around $1 million. Residential streets are winding and narrow, and homes are often hidden or shaded by mature trees. Although more recent residences have attached or detached garages, some of the older houses do not have garages, and people park their cars in the driveways. Yard sizes vary from 5,000 square feet to 1 acre, and most are well-landscaped with neatly trimmed lawns or white picket fences. Two-bedroom townhouses are between $400,000 and $550,000. Homebuyers who have properties in designated flood zones may have to purchase flood insurance.
Outlined by the Charles River, Riverdale has many canoe and kayak launch sites, and people spend much of their free time boating, paddling and doing water activities. Riverdale Park, which is also known as Marie Louise Kehoe Park, has basketball and tennis courts as well as a playground. A popular place for bird watching, fishing and hiking, the 600-acre Cutler Park Reservation sits adjacent to Riverdale and is home to Kendrick Pond, which has a 1.5-mile loop trail and a boat ramp. Slightly north, Millennium Park has the Alice Hennessey Playground and more trails, and the Dolan Recreation Center offers recreational classes, including dance and gymnastics.
“There are some great local restaurants around,” Black says. “There’s Waterford’s, Brickhouse Café and McGulf, which is a driving range. McGulf has mini golf and a popular ice cream sandwich shop, and it’s a nice draw for families.” Waterford's Family Restaurant is a riverfront diner with classic American cuisine and live music. An area staple for sports nights, Brickhouse Café serves hearty Italian fare and has a full bar. Pancho’s Taqueria is a local cantina chain, and Tahiti Restaurant and Lounge, a Cantonese-Polynesian fusion eatery, is in the heart of the town. Dedham has a weekly farmers market in spring, summer and winter for people to shop for local produce and specialty foods. Dedham Mall is right across the Charles River and has big-box retailers such as Lowe’s Home Improvement and T. J. Maxx, as well as franchise restaurants. Stop & Shop is a block north in the adjacent plaza, and Target is less than 4 miles east in Roslindale.
Dedham Public Schools, the oldest public school district in America, serves Riverdale. Riverdale Elementary School is America’s first free tax-supported public school and has a B-plus Niche rating. Dedham Middle School scores a B, and Dedham High School receives an A-minus. In addition to the general core academic teachings, Dedham High also offers courses in business, computer science, creative writing and journalism. Through the School to Careers Partnership and The Education Cooperative, the school also provides students with career-focused internship opportunities.
Riverdale is largely car-dependent, and Interstate 95 is west of the area for convenient access. There is a commuter rail station in the adjacent neighborhood, West Roxbury, and commuters can take the Needham Line to access downtown Boston. Those who prefer to drive can take Interstate 90, and Boston and the Boston Logan International Airport are about 15 to 20 miles northeast. There are also Massachusetts Bay Transportation Authority bus stops throughout the town, and the West Roxbury VA Medical Center is less than 1 mile away in neighboring West Roxbury.
Many community events are planned throughout the year, including the James Joyce Ramble in April, the Flag Day Parade and the Dedham Trails Day, which is held at the Dolan Recreation Center with races and festive games. Each September, the town celebrates Dedham Day at John Barnes Memorial Park with carnival rides, a barbeque, live shows and music, crafts and games. There is also a tree-lighting ceremony for Christmas, along with a winter market. Local historic places around town include the Fairbanks House, which was built in 1637 and is considered the oldest surviving wooden frame house in North America, and the Dedham Museum & Archive.
Filled with classic homes from the 20th century, Greenlodge creates a welcoming neighborhood for residents of all ages to relax after a day of working in Boston, enjoying nearby parks or learning at school. “Greenlodge was the American dream when it was built,” says Sarah Sally, an experienced Realtor with Donahue Real Estate Co. The neighborhood sits next door to Legacy Plaza, a retail center stuffed with shops, nearby grocery options and restaurants. Across Interstate 95, the Norfolk Golf Club waits for new and avid golfers to tee off. Young residents attend highly rated schools in the Dedham School District before returning home to hang out with their neighborhood friends.
This neighborhood is carefully planned out with similarly sized lots, Sally says. Most of these properties sit on moderate lots and feature front and back yards. Homeowners take pride in keeping their yards manicured and clean. Some of the neighborhood features asphalt sidewalks, giving neighbors a path to use when going for a walk or stopping next door to chat with a neighbor. Split-levels, Colonial Revivals and simple Cape Cods fill the streets and can sell for anywhere from about $650,000 to over $1 million. Future homeowners can easily find units with four bedrooms, a paved driveway and an attached garage.
Sally says anyone looking for a friendly atmosphere will want to move here. “There’s a lot of block parties going on,” she says. “The kids all play together, run around and ride bikes.”
On the weekends, parents take their kids for a stroll around nearby Paul Park, a roughly 3-acre facility “which has a nice playground and ballfields,” Sally says. The Dedham Parks and Recreation department hosts free summer programming for kids at Paul Park and other parks around town, featuring sports, arts and crafts and field trips. Alternatively, locals can head for a hike via the Burma Road Trail to see the beautiful Fowl Meadow wetlands. This open path runs for roughly two and a half miles and features scenic views of the surrounding wetlands. Those who prefer indoor fun visit the Booth Ice Center for ice skating lessons or hockey practice.
The city of Dedham puts on multiple annual events throughout the year for locals to enjoy. Car shows, races, family events and parades bring neighbors together. Residents make memories at the Flag Day parade, Dedham Square Farmers Market and Arts at Endicott Summer Concert Series. Greenlodge residents always have something fun to do just around the corner.
Locals like to drive up to Fisherman’s Restaurant, which proclaims to have the best seafood in all of Dedham. “It’s kind of a neighborhood haunt,” Sally says. Visitors here enjoy the fish and chips and the lobster rolls. Others head to Yard House in Legacy Place for a dinner of truffle fries and burgers, all washed down with a local beer. After their meal, locals walk around Legacy Place mall to shop at the high-end and popular stores. Costco sits behind the mall when homeowners want to stock up on bulk groceries, but Whole Foods also provides groceries for locals who don’t need such large quantities.
Commuters who work in Boston settle in Greenlodge because of the nearby train stations. The neighborhood sits right by the Dedham Corporate Center and Endicott Massachusetts Bay Transportation Authority commuter rail stops. Commuters can reach Downtown Boston, which sits 25 miles away, in less than an hour from either of these stations. Greenlodge also borders Interstate 95, giving drivers a direct path to Boston. Still, drivers will likely get stuck in morning and evening traffic with other commuters—a common occurrence throughout the Boston area.
Right in the middle of the neighborhood, Greenlodge Elementary School welcomes students to learn at their B-plus-rated school. Students later transition to Dedham Middle, which gets a B from Niche. Dedham High earns an A-minus from Niche and hosts multiple clubs for students to join, including clubs for performing arts, authors, student council and art.
East Dedham is a neighborhood whose highlights are clear: accessibility and variety. This section of Dedham offers plenty of housing and green space beside the heart of the town, meaning it is also steeped in the area’s history. “Dedham was established in 1635 as one of Massachusetts’ first inland settlements, says Johanna McBrien, director of the Dedham Museum & Archive. “The museum houses all its history and stands as one of the most important archives in New England. I’ve been making efforts to reach out to the community to create exhibits that showcase all of Dedham and make history relevant to the people who live here.”
Locals don’t have to travel far for a day of shopping. The neighborhood houses Dedham Mall, which has a variety of brand-name stores like T.J. Maxx, Burlington and Five Below. Quick bites are available at Chipotle, Panda Express and Chick-fil-A, or shoppers can choose to stock up on groceries at Stop & Shop. Right on the other side of Providence Highway is Dedham Square, where Dedham Museum & Archive and an abundance of other restaurants are located. Salem Food Market sells Italian-style subs in a casual deli environment, and Eggs and Thai Cafe serves global flavors all day long. For pastries and peach blossom lemonade, Big Bear Cafe & Espresso Bar is the go-to spot, while Oscar's gastropub is where locals flock for New England craft brews. On the other side of the neighborhood is local staple Dedham Diner. Here, diners are treated more like friends than customers and full breakfasts rarely cost over $15.
Green spaces abound around East Dedham, offering residents areas to relax, walk around and reflect on life. As fate would have it, many of these green spaces are actually cemeteries, but there are plenty of traditional parks too. Condon Park and Mill Pond Park both border Mother Brook, which McBrien shares is one of the oldest industrial canals.” Condon Park is larger, roughly 7 acres, with athletic fields and a playground. “It’s always busy,” local Realtor Denise Connell of Donahue Real Estate Co. Connell says. “There are always children playing there. They also have ball fields, so Little League plays there.” Mill Pond Park has a fishing platform where residents like to sit and can catch largemouth bass. On the west side of the neighborhood is the winding Charles River and Barnes Memorial Park. During the summertime, the park’s parking lots and fields are full of baseball, softball and soccer players and their spectators; the space is also a popular spot for community and holiday events, like the annual easter egg hunt.
Houses in East Dedham range from properties that were built in the late 1800s to those built fairly recently. Common styles include Colonials, Cape Cods and Victorians. The area also features a medley of multifamily homes mixed with single-family homes. Lots are on the smaller side, so homes are situated closely together. Regardless of the space between houses, the area’s housing market is a hotspot. Connell shares her experience selling a two-bedroom Cape Cod home that was built in 1952 and renovated in 2015: “I had 85 people through, 11 offers and the seller did very well.” Houses such as this often sell between $550,000 and $900,000, but condominiums and town houses run between $350,000 and $500,000.
A key benefit of East Dedham’s location, besides its proximity to Boston, is its proximity to schools. While many students attend private institutions, public education is just as important and accessible. McBrien says that Dedham was actually “the first town in Massachusetts to vote for a publicly supported school, and just a year later, public schooling became widely available throughout the state.” Children are within walking distance of Avery Elementary School, which has a B-minus on Niche. Students continue their education at the B-rated Dedham Middle School, which has various clubs, including an A Capella club and a literary magazine. High schoolers attend Dedham High School, which earns an A-minus Niche score. The school hosts annual awards recognizing outstanding student filmmaking, with categories such as mini-biographies, mock commercials, animations and music videos.
Commuters from this area can reach Downtown Boston in just about 22 miles via Interstate 95 3 miles away. Public transportation is not widely accessible; the closest Massachusetts Bay Transportation Authority bus stops are only along River Street south of the neighborhood. The closest train stations, Readville and Hyde Park, are under 2 miles away as well. The area is a little over 12 miles from Boston Logan International Airport.
In the neighborhood of Oakdale, a walk through history is as simple as a stroll down the streets. Within this section of the almost 400-year-old Boston suburb of Dedham, residents pass multiple streets named after former U.S. presidents—from John Adams to James Madison and Abraham Lincoln to Ulysses S. Grant. “The streets are picturesque,” says Sarah Sally, real estate agent with Donahue Realty and longtime resident of the area. “They’re filled with homes that carry a real stateliness to them.” Considered the most densely populated neighborhood in the town of Dedham, Oakdale is a popular choice for reasons beyond its proximity to Boston—though being less than 20 miles from the city doesn’t hurt.
Homes in the Oakdale neighborhood are classic constructions, with many originating in the early/mid-20th century. “Oakdale is well known for its Bailey houses,” says Sally. “There big, beautiful structures full of history.” Named after the famous Dedham architect Robert Morris Bailey, these homes were constructed for himself, relatives, and friends. Apart from these, the most common styles in the neighborhood are Colonials and Cape Cods. Being suburban in its makeup, lots in Oakdale are relatively spacious—with well-kept yards offering privacy that balances nicely with its highly walkable streets and series of connected sidewalks. Prices for a 3-bedroom home tend to range from $585,000 to $750,000—though the more historic Bailey homes and larger estates can go for much more. “Those homes for go $1 million to $2 million easily,” says Sally.
During free time, residents can take a quick excursion to Fairbanks Park for some outdoor fun. “The facility is great,” Sally says. “They have baseball fields there, and a big playground, which is nice,” she added. In the winter months, those looking to celebrate the season can head to nearby Wigwam Pond for ice skating. In the summer, meanwhile, residents can visit Oakdale’s historic Endicott Estate. This massive, 25-room Colonial-style home was constructed in 1904 by the founder of the former Endicott-Johnson Shoe Corporation, Henry Bradford Endicott. Now, Dedham hosts summer concerts on the lawn here. The home can also be rented for weddings and other events. The estate’s carriage house is now home to the Endicott branch of the Dedham Public Library.
Those looking for a bite to eat can grab food at the popular Yard House, a local chain with classic burgers and chicken nachos. Right next door to the Legacy Place shopping center, residents can pick up groceries for a home-cooked meal at the Whole Foods or Costco. Thanks to the proximity of Boston, residents also always have the option to head into the city for their favorite chain retailers or unique urban boutiques.
Students in the neighborhood start their learning at Oakdale Elementary, before moving on to Dedham Middle School and finishing up at Dedham High School. According to Niche, these schools earned grades of B-plus, B, and A-minus, respectively. Soccer is particularly successful at Dedham High, with both the boys and girls varsity teams making the state championship in 2022.
Oakdale’s desirability stems from not just the attractiveness of the homes’ architecture, but also the neighborhood’s proximity to the commuter rail, to schools and to the City of Boston. Oakdale borders Boston’s southernmost neighborhoods, in fact, and its residents are near both the Dedham Corporate Center and Endicott Massachusetts Bay Transportation Authority commuter rail stations. The trains that traverse both of these stops can have residents in Downtown Boston in about a half an hour.
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