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$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.
$695,000
4 Beds ⋅ 2 Baths ⋅ 73573735 MLS
This 4 Bed / 2 full bath home is on a quiet street close to Dedham Square & the Boston line. You will love the 4 car driveway, shed, and spacious yard. The home features a working fireplace, a partially finished basement, and hardwood floors throughout. The Avery Elementary school is close by as well as Dedham square restaurants, coffee shops & movie theatre. Legacy Place shopping & fine dining are also close by. The home is being sold by its original owner & includes the washer & dryer. Open houses: Sat 9/12 from 12:00-2:00 & Sun 9/13 from 12:00 -2:00. Offers are due on Mon 9/14 at 5:00 pm.

125 Whitehall St, Dedham

Listing courtesy of Listing Agent: Dennis Cotter from Listing Office: Minuteman Apartment and Homes.
$625,000
4 Beds ⋅ 1 Baths ⋅ 73573686 MLS
Welcome home to this charming Cape-style gem nestled on a private lot at the end of a peaceful dead-end road, just a short stroll to Paul Park and the Endicott commuter rail station! Full of character, flexibility, and exciting potential, this is a wonderful opportunity to build equity and create the home you’ve always envisioned. The sunny eat-in kitchen flows into a spacious living room with gleaming hardwood floors—perfect for relaxing or entertaining. Two first-floor bedrooms offer endless possibilities: use them as a primary suite, family room, home office, guest rooms, or whatever best suits your lifestyle. Upstairs, you’ll discover two spacious front-to-back bedrooms with beautiful hardwood floors, generous closet space, and a full dormer that fills the rooms with natural light. There’s even room to add a bathroom, offering exciting possibilities for future expansion. The clean, dry walk-out lower level provides a blank slate ready to be finished for additional living space, a home gym, office, or recreation room. Conveniently located near Legacy Place, University Station, major routes, and commuter rail, this home offers the perfect combination of charm, opportunity, convenience, and value. Come see all the possibilities and start imagining your dream home today!

135 Crane St, Dedham

Listing courtesy of Listing Agent: Jennifer Anderson from Listing Office: Keller Williams Elite.
$729,000
4 Beds ⋅ 2 Baths ⋅ 73574082 MLS
Welcome to this spacious expanded 4 bedroom Cape, offering exceptional flexibility and plenty of room to spread out on a lovely cul de sac. The first floor features an oversized galley kitchen with abundant cabinet space, a formal dining room with custom built-ins, a comfortable living room, and a versatile and convenient home office. A large primary bedroom with a full bath completes the first floor. Hardwood floors run throughout the home, and abundant sunlight fills the rooms, creating a warm, inviting atmosphere. Upstairs are three additional bedrooms, a full bath, and a flexible bonus room ideal for a nursery, closet or an additional office. The basement offers two additional bonus rooms for even more space plus a laundry room. A new wraparound deck overlooks the large lot and provides the perfect setting for entertaining or relaxing outdoors. The property has been freshly painted, the windows have been replaced, and the solar panels can be transferred to the new owners. Conveniently located near Endicott Train Station, major highways, Legacy Place, Endicott Estate, the library, and more. If space and flexibility are what you're looking for, you've found your new home.

21 Lamoine St, Dedham

Listing courtesy of Listing Agent: Christman Johnsson Group from Listing Office: Hammond Residential Real Estate.
$725,000
4 Beds ⋅ 2 Baths ⋅ 73572831 MLS
Affectionately known as the Reda Family Home, 80 Oakdale Avenue once served as the parish rectory for St. Luke’s Church. Set on a pretty, large level lot in the heart of Oakdale Square, this early-1900s colonial offers a warm, inviting floor plan and timeless character throughout. The welcoming foyer with stained glass windows and built in benches leads to a gracious living room and a dining room featuring built-in china cabinets and working pocket doors. The fully applianced kitchen includes gas cooking and convenient bar seating, making it a natural gathering spot. The updated powder room rounds out the floor. The second floor offers four well-proportioned bedrooms and a modern full tiled bath. A walk-up attic provides exceptional expansion potential — imagine a stunning primary suite, a family room, or a quiet home office. Enjoy outdoor living on both the front and back porches, perfect for hosting friends and family. As a bonus, you’ll be the go-to house for Flag Day parade celebrations, BBQs, and neighborhood get-togethers. This location is unbeatable: walk to the commuter rail, all local schools, the Endicott Estate, and Oakdale Common, which hosts live band concerts and community events throughout the year. The next concert is September 20th! Check it out!

80 Oakdale Avenue, Dedham

Listing courtesy of Listing Agent: Amy Black from Listing Office: Donahue Real Estate Co. Inc..
$849,900
4 Beds ⋅ 2 Baths ⋅ 73572582 MLS
Welcome to the desirable Greenlodge neighborhood! This wonderful 4-bedroom home is ready for its new owners and offers plenty of space and potential to make it your own. Featuring four generously sized bedrooms and 1.5 baths, this home provides comfortable living for today's lifestyle. Enjoy the sunroom overlooking the private backyard, perfect for relaxing or entertaining. The basement offers tons of potential for additional living space. Enjoy the convenience of being able to walk your kids to school while also being just minutes from major highways. University Avenue, with its fantastic selection of shops, restaurants, and commuter rail station, is only approximately 10 minutes away. Conveniently located yet tucked away in a sought-after neighborhood, this home offers the perfect combination of location, space, and potential. Don't miss this fantastic opportunity to make this home your own!

20 Bonney Lane, Dedham

Listing courtesy of Listing Agent: John Murtagh from Listing Office: John M. Murtagh Real Estate.
$850,000
4 Beds ⋅ 2 Baths ⋅ 73569119 MLS
Welcome home! This expansive side entrance colonial is ideally situated on a quiet cul-de-sac in the highly desirable Greenlodge neighborhood, just a short walk to the commuter rail, and offers an exceptional combination of space, comfort and convenience. Beautiful hardwood flooring flows throughout much of the home, complemented by numerous updates and thoughtful improvements. A substantial 1969 addition created a massive family room on the 1st level and a spacious primary suite upstairs, providing wonderful flexibility for today’s lifestyle. The majority of the windows have been upgraded. Additional highlights include convenient first-floor laundry, a mudroom with slider leading to garage and a back porch overlooking a fenced-in turf dog run—ideal for four-legged family members while helping keep the dirt/mud outdoors! A fenced side yard provides additional outdoor space (above ground pool excluded). The home features two-zone gas hot-water baseboard heat, an updated electric panel, main roof 2007 and garage roof 2018. Upstairs you will find 4 bedrooms and a remodeled full bath, plus a bonus den or home office! There is a walk up 3rd floor finished space awaiting your TLC, flooring and paint to add another finished level. The basement level under the addition also offers even more finished space. Four off-street parking spaces plus an oversized two-car garage offering storage and workspace. All of this in a peaceful, established neighborhood close to shopping, dining, major routes and easy access into Boston. Opportunity knocks!

10 Azalea Cir, Dedham

Listing courtesy of Listing Agent: Watson Homes Team from Listing Office: RE/MAX Real Estate Center.
$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.
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 73568006 MLS
Brand-new construction offering 4 bedrooms and 2.5 bath with thoughtfully designed living spaces and high-end finishes throughout. The first floor features a custom eat-in kitchen with stainless steel appliances, spacious living room with fireplace, private study, and formal dining room. Upstairs, the luxurious primary suite offers a private en-suite bathroom and large walk-in closet, along with three additional bedrooms and a convenient second-floor laundry room with extra storage. The property also includes a 2-car garage and sits on a beautifully landscaped, fenced lot providing plenty of outdoor space. Ideally located just minutes from major highways, Dedham Square, Legacy Place, shopping, dining, and more. This exceptional new construction home combines modern comfort, style, and convenience.

8 Booth Rd, Dedham

Listing courtesy of Listing Agent: Marcella Musto from Listing Office: Discover Properties.
$749,000
4 Beds ⋅ 2 Baths ⋅ 73563602 MLS
SPACE TO SPREAD OUT! This sun-filled 4-bedroom, 2-bath bungalow in Dedham’s desirable Riverdale neighborhood offers a flexible layout with room to live, work, gather, and grow. Newly refinished hardwood floors and fresh paint give the home a bright, refreshed feel, while a charming enclosed front porch adds an inviting bonus space. The main level offers comfortable everyday living with a spacious family room, bedroom, full bath, and updated kitchen (2020) leading to the laundry area, deck, and backyard. The second floor features three additional bedrooms, a second full bath, and a flexible bonus area with a kitchenette create a separate space perfect for a home office, study/lounge area, guests, or older children who would appreciate a little independence while still being part of the home. The basement includes a finished office/gym with a sink, ideal for hobbies, fitness, or working from home, plus an exceptionally clean utility and storage area. Outside, enjoy the new back deck (2026) overlooking a lovely yard with plenty of room for entertaining, gardening, or play. Additional updates include a roof (2015), Burnham boiler (2011), water heater (2023), and Gray Seal-coated basement. Owned by the same family since 1923, this special home offers something increasingly hard to find: space that can evolve with you. Convenient to I-95, VFW Parkway, Hersey Commuter Rail, neighborhood amenities, and all that Dedham has to offer.

18 Kiely Rd, Dedham

Listing courtesy of Listing Agent: Jennifer Barsamian from Listing Office: Compass.
$824,000
4 Beds ⋅ 2 Baths ⋅ 73563126 MLS
Stunningly updated home where timeless charm meets modern convenience! Ideally located just 2–2.5 miles from Whole Foods, Costco, and Legacy Place, this property is thoughtfully improved throughout. The interior features beautiful hardwood and tile flooring across the first floor, a newly renovated bathroom, and fresh carpet throughout the second floor. Upstairs, enjoy a recently finished attic complete with skylights, abundant storage, and versatile living space. Energy-efficient upgrades include Mass Save insulation, a newer heating system, brand-new water heater (2026), and 2026 window A/C units. The professionally waterproofed basement comes with a transferable 30-year warranty, providing added peace of mind. EV-ready with an included Tesla charger, this home also offers the convenience of two driveways for ample parking. Outside, relax on the beautifully updated front porch or in the huge, fully fenced backyard—perfect for entertaining, pets, or play. A rare opportunity to own a character-filled home with extensive upgrades already completed—just move in and enjoy!

63 Oakdale Ave, Dedham

Listing courtesy of Listing Agent: Marina Korenblyum from Listing Office: Redfin Corp..
$5,200
4 Beds ⋅ 3 Baths ⋅ 73557140 MLS
Gorgeous and expansive 4-bedroom single family home in a quiet street in Dedham. Plenty of natural light throughout the first and second floor. The first floor has an open concept with a modern kitchen, a deck, a formal dining room, half a bath, an office/family room, and a living room. The second floor has 4 bedrooms and 2 full bathrooms, including your very own primary suite with walk-in closets. The basement has an additional playroom/family room and a workout studio. Ask for the YouTube video tour of the property. Cats or small dogs are okay. Could possibly be rented furnished.

227 Central Ave, Dedham

Listing courtesy of Listing Agent: McCaul & Mounsif Real Estate Group from Listing Office: McCaul & Mounsif Real Estate Group LLC.
$870,000
4 Beds ⋅ 3 Baths ⋅ 73555299 MLS
Welcome to this beautifully maintained home in one of Dedham’s most convenient locations, offering the perfect blend of space, flexibility, and privacy. Set back from the road on an expansive 28,000+ sq. ft. lot, this property is ideal for multigenerational living with a full studio apartment featuring its own private entrance. The home offers four bedrooms, as well as the studio, and three full bathrooms, providing plenty of room for everyone. Designed for both everyday living and entertaining, you’ll love the large wraparound deck overlooking the private backyard, as well as the detached garage and abundant outdoor space. Energy-efficient updates include solar panels to help reduce electricity costs and a brand new heat pump system providing efficient heating and cooling year round. Commuters will appreciate the easy access to Route 1, I-95, and nearby commuter rail stations, making travel to Boston and surrounding areas a breeze. Immaculately maintained inside and out, this is a rare opportunity to own a move-in ready home with incredible versatility in a highly desirable Dedham location. Don’t miss your chance to make this exceptional property your own.

279 Sprague Street, Dedham

Listing courtesy of Listing Agent: Angela Hirtle from Listing Office: Lyv Realty.
$919,000
4 Beds ⋅ 2 Baths ⋅ 73554330 MLS
Very rare listing for this quiet, hidden gem of a neighborhood. One owner for the last 54 years. Meticulously maintained, while also modernized to todays standards. Period details include custom wainscotting and brass sconces at the front hallway as well as built in storage spaces. Intricately patterned maple flooring at hall, living room and dining room. Hallway, living room and dining area with large, charming colored glass windows. New roof 2026. Complete newly painted interior. Harvey insulated vinyl windows throughout, including 7 new cellar windows. New maple floor front bedroom. Main bedroom is 16' X 24 ' with a vaulted barnboard ceiling and exposed carrying beams and 2 skylights. New carpet in main bedroom. Modern kitchen with granite counters and stainless steel appliances. First floor half bath and laundry completely rebuilt within the past 6 years. 2nd floor full bath completely rebuilt within past 10 years. 2 ductless mini splits for family room and main bedroom. Approximately 384 sf of finished basement space ideal for home office or rec room, includes a full additional bath and a custom built sauna. Property is professionally landscaped and an irrigation system is in place. Covered front porch with newly refinished mahogany flooring. Rear concrete patio with a custom canopy.

15 Mills Street, Dedham

Listing courtesy of Listing Agent: Edward Hickey from Listing Office: Hickey Properties.
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 73551013 MLS
Welcome to this beautifully updated home nestled in a quiet neighborhood. The expansive, open layout is an entertainer's dream, featuring central air and a seamless flow. A large kitchen highlights a convenient breakfast bar, while the rest of the main floor offers multiple versatile rooms, providing endless possibilities to customize the space to your lifestyle. Retreat to the large master bedroom, boasting a walk-in closet and a bath with a relaxing jacuzzi tub. The impressive footprint continues downstairs into a finished basement anchored by a dedicated media room. Between this massive lower level and the extra main-floor rooms, there is incredible flexibility to utilize the home exactly as you envision. Step outside to a large, fully fenced-in backyard perfect for summer barbecues. The location is unbeatable. Enjoy a peaceful street while remaining a commuter's dream with quick highway access, all just minutes from Legacy Place for premier shopping, dining, and entertainment.

100 Kimball Rd., Dedham

Listing courtesy of Listing Agent: Zachary Chapline from Listing Office: Round Room.
$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.
$4,500
4 Beds ⋅ 3 Baths ⋅ 73545569 MLS
Avl September 1st!!! Lead compliant! New recessed lighting in the living room, renovated lower level with new flooring and bathroom. Charming 4+ bedroom, 2.5 bath Colonial has been beautifully updated and is nestled in the highly desirable Endicott neighborhood. This move-in-ready single family home exceeds expectations with hardwood floors through out the first and second floors. Eat in kitchen with stainless appliances and slider to a new large wood deck. Second floor boasts 4 generous corner bedrooms with a full bath on the same floor. If you are looking for an in-law suite, playroom or an au-pair room, the basement provides it all. Full kitchen, full bath, living room area with one bedroom with walkout access. The backyard shed is a perfect storage for all your belongings along with partially fenced in yard. 0.5 mile to Endicott commuter rail, short distance to schools, town center, playground, Legacy Place and steps from The Endicott Estate

36 Wentworth St, Dedham

Listing courtesy of Listing Agent: Ozlem Moore from Listing Office: Compass.
$2,324,000
4 Beds ⋅ 4 Baths ⋅ 73477286 MLS
This stunning new construction home offers 4 bedrooms and 3.5 baths, beautifully tucked away on a private dead-end street surrounded by a wooded lot for exceptional privacy. The first floor is designed for both comfort and entertaining, featuring three fireplaces in the dining, living, and family rooms, along with a custom chef’s dream kitchen complete with stainless steel appliances, a scullery, large pantry, and exquisite custom cabinetry. Upstairs, the spacious primary suite boasts two oversized closets with custom cabinetry and a luxurious full bath, complemented by three additional bedrooms and a convenient second-floor laundry room. Ideally located just minutes from Dedham Square, Legacy Place, and major highway access. This home seamlessly blends elegance, functionality, and convenience.

213 Sandy Valley Road, Dedham

Listing courtesy of Listing Agent: Marcella Musto from Listing Office: Discover Properties.
$1,688,888
4 Beds ⋅ 3 Baths ⋅ 73462058 MLS

19 Lewis Ln, Dedham

Listing courtesy of Listing Agent: Patrick Lydon from Listing Office: USA Real Estate Advisors.

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