Dedham Homes under $600,000

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Newest Dedham Homes under $600,000

$359,900

1 Beds ⋅ 1 Baths ⋅ 73590739 MLS

Attn:...First Time Home Buyer's.....New to market. Great-Move-in ready one bedroom condo located on the Boston line located only minutes to Rt 1 and Rt 95. and Commuter Rail. This condo has been approved for the Mass Housing First Time Home Buyer Program. Why keep paying those ever increasing big city taxes and cost of living expenses. The open floor plan extends from the kitchen to the living room and leads to a private balcony. Come live in this affordable and highly desirable pet friendly Dedham Condo Community where the convenient location will be something you will never regret.

90 High Street Unit 206, Dedham

Listing courtesy of Listing Agent: David O Shea from Listing Office: Northeast Property Network.

$599,000

3 Beds ⋅ 2 Baths ⋅ 73590396 MLS

This home has been lovingly maintained by the same family since 1965! Here's your chance to make it your own. Located on a dead end street in Greenlodge, this house is a 3 bedroom 1.5 bath Colonial built in 1959. There is a large living room with a fireplace and pretty picture window. The room flows nicely into the formal dining room. A nice sized eat-in kitchen is awaiting your personal touches! A convenient side entrance leads to a mudroom. A half bath completes the first floor. Upstairs you will find 3 bedrooms with abundant closet space and a full bath. The basement is partially finished with a recreation room and an old-school bar! The unfinished part of the basement includes a laundry area and tons of storage. Direct access to the one car garage. The home is situated on a nice level lots with a storage shed. Very quiet dead end street. Walking distance to the Greenlodge Elementary School. Easy highway access and close to the commuter rail. Come see it today!

40 Winstead Avenue, Dedham

Listing courtesy of Listing Agent: Lisa Iantosca from Listing Office: Donahue Real Estate Co..

$379,000

3 Beds ⋅ 1 Baths ⋅ 73588832 MLS

PETS WELCOME! 70 Leonard Street, Unit 2, East Dedham. A three-bedroom upper condo in a 4-unit condo building, listed at just $379,000 — a price that is increasingly hard to find in Dedham, or anywhere inside 128 with this much finished space. East Dedham is the town’s eastern edge, on the Boston line. The streets are residential and tree-lined, with older multi-families and single homes. Route 1 and I-95/128 are a short drive. Readville Station on the Fairmount Line and the Needham Line stops in Dedham put South Station within reach for a commute. Dedham Square, Legacy Place, and the shops along Providence Highway cover daily errands. Public schools are Avery Elementary, Dedham Middle, and Dedham High. The unit is 968 square feet, all above grade, on the second level. Gleaming refinished hardwood runs through the living areas and bedrooms. Walls are freshly painted, trim and baseboards are white, and steam radiators and ceiling fans are in place. Gas steam heat. The full bath has a granite vanity, wood vanity cabinets, tile floor, and a tiled tub and shower, plus a linen closet. Closets have shelving. Laundry is in the unit — washer and dryer included — along with a range, dishwasher, and refrigerator. Two deeded off-street parking spaces. No garage. The monthly fee is $326 and covers hot water, water, sewer, master insurance, exterior maintenance, and snow removal. That is a meaningful offset against ownership costs on a 1920 building: the association handles the roof, siding, and winter clearing. Taxes are about $4,154 on a 2026 assessment of $337,700. The building has a porch and composite deck; the lot is landscaped with mature trees and a stone wall along the street. At roughly $392 a square foot, this is an entry price for Norfolk County housing with three bedrooms, in-unit laundry, and deeded parking. It works as a first home, a downsizing condo, or a hold for an owner-occupant or investor who wants Dedham schools and a Boston-adjacent address without a seven-figure purchase.

70 Leonard Street Unit 2, Dedham

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

$599,900

3 Beds ⋅ 2 Baths ⋅ 73588684 MLS

This well maintained 7-room, 3-bedroom, 2-full-bath Ranch offers wonderful space, flexibility, and value, ideally situated on a dead-end street in a desirable, well-established neighborhood. The bright and inviting main level features a spacious fireplaced living room, cheerful sunroom, and updated kitchen with brand-new laminate flooring, brand-new stainless-steel refrigerator, range, range hood, and disposal. Three generously sized bedrooms and a full tile bath complete the main level. The finished lower level is a standout feature, offering tremendous versatility with excellent potential for an ADU, guest suite, home office, recreation space, or extended-family living. It includes a spacious bonus room, full bath with walk-in shower, utility room with washer and dryer hookup and direct access to a deep one-car garage. Beautifully refinished hardwood floors, a brand-new two-zone gas heating system, fresh interior paint throughout, and numerous additional updates make this home truly move-in ready. Outside, enjoy an oversized, level, fully fenced backyard offering plenty of room for entertaining, play, gardening, and outdoor enjoyment. Ideally located just minutes from Avery Elementary School, Legacy Place, the commuter rail, Route 1, and I-95, this exceptional home combines comfortable everyday living with outstanding convenience and location. Don't miss this wonderful opportunity!

81 Berlin St, Dedham

Listing courtesy of Listing Agent: John R. Bethoney from Listing Office: Discover Properties.

$600,000

2 Beds ⋅ 1 Baths ⋅ 73585693 MLS

COMMUTER'S OPEN HOUSE MONDAY (10/5) 5:30pm - 6:30pm. Exceptional value in Dedham and a fantastic condo alternative. This move-in-ready two-bedroom home offers the privacy and independence of single level, single-family living in a quiet, established neighborhood. Thoughtfully refreshed throughout, the home features freshly painted interiors, beautifully refinished hardwood and parquet floors, an updated kitchen with new granite countertops, tile backsplash and modern finishes, and an updated bath. 7 rooms provide flexibility with enough space to suit your needs. Outside, the private fenced back yard offers room to entertain, garden, play, or simply relax. A spacious basement provides valuable storage and workspace along with convenient garage access. Located near Dedham Square, shopping, major routes, and commuter options, this well-loved and carefully maintained home combines neighborhood living with everyday convenience. Whether you're looking for your first home or simplifying your space this is an opportunity to move right in and enjoy. Some photos have been digitally staged. Also listed as a Single Family MLS #73585690. Offers due by Tuesday (10/6) at 5pm.

36 Maynard Road Unit 36, Dedham

Listing courtesy of Listing Agent: Greater Boston Home Team from Listing Office: Greater Boston Home Buying.

$600,000

2 Beds ⋅ 1 Baths ⋅ 73585690 MLS

This move-in-ready two-bedroom home offers the privacy and independence of single level, single-family living in a quiet, established neighborhood. Thoughtfully refreshed throughout, the home features freshly painted interiors, beautifully refinished hardwood and parquet floors, an updated kitchen with new granite countertops, tile backsplash and modern finishes, and an updated bath. 7 rooms provide flexibility with enough space to suit your needs. Outside, the private fenced back yard offers room to entertain, garden, play, or simply relax. A spacious basement provides valuable storage and workspace along with convenient garage access. Located near Dedham Square, shopping, major routes, and commuter options, this well-loved and carefully maintained home combines neighborhood living with everyday convenience. Whether you're looking for your first home or simplifying your space this is an opportunity to move right in and enjoy. Exceptional value in Dedham and a fantastic condo alternative. Some photos have been digitally staged. Also listed as a Condo MLS #73585693.

36 Maynard Road, Dedham

Listing courtesy of Listing Agent: Greater Boston Home Team from Listing Office: Greater Boston Home Buying.

$385,000

2 Beds ⋅ 2 Baths ⋅ 73584302 MLS ⋅ ['Hillside Condominiums'] BLDG.

There’s something especially easy about life at the end of the road. Tucked into Dedham’s Hillside community on a dead-end street, 91 Durham is a two-bedroom townhouse with room to spread out and the ease of condo living. Hardwood floors refreshed in a dark finish bring warmth and character to the main level, where living and dining spaces connect to the kitchen, a convenient half bath and a west-facing rear patio that catches some afternoon sunlight, perfect for unwinding or enjoying dinner outside. Upstairs are two bedrooms and a full bath, plus an exclusive-use attic crawl space. The second bedroom has doubled as a creative studio, showing just how easily the layout can adapt. Downstairs, a partially finished lower level adds flexible space for movie nights, a home office, workouts, hobbies or overnight guests, beyond the home’s 864 sq. ft. of above-grade living area. In-home laundry and two assigned off-street parking spaces cover the everyday practicalities. Hillside has also undergone substantial association exterior improvements, with recent association listings reporting updates including roofing, siding, windows, exterior doors, gutters, decking and exterior insulation. For buyers thinking beyond move-in day, the property may also appeal to investors or owner-occupants considering future long-term rental potential, subject to association requirements. Endicott and Readville commuter rail, Route 128/I-95, Dedham Square and Legacy Place keep commuting, groceries, dining, shopping and entertainment close at hand. It’s a home with useful space in all the right places, a little personality and just enough left to make your own.

91 Durham Road Unit 91, Dedham

Listing courtesy of Listing Agent: Briana Brookins from Listing Office: Charlesgate Realty Group, llc.

$549,900

2 Beds ⋅ 1 Baths ⋅ 73584180 MLS

WOW! Turnkey comfort, bungalow charm. Welcome home to Dedham. This charming bungalow in East Dedham offers easy single-level living with refinished hardwood floors, a bright living room, and a new kitchen featuring quartz countertops, a gas range, and gold hardware. The home has two bedrooms, including a primary with a spacious closet. An updated full bath features a double-sink vanity, and main-level laundry adds everyday convenience. New siding, windows, electrical, and plumbing mean you can focus on settling in. A large yard, new two-car driveway, and additional parking with access from Upland Road complete the package. Conveniently located minutes from Dedham Square, Legacy Place, Route 1, and I-95. A move-in-ready home with systems this new is rare at this price.

926 East St, Dedham

Listing courtesy of Listing Agent: VIP Group from Listing Office: Moor Realty Group.

$360,000

2 Beds ⋅ 2 Baths ⋅ 73582008 MLS ⋅ ['Hillside Condominium'] BLDG.

SELLER WILL PAY 6 MONTHS OF CONOD FEES. Corner townhouse living that feels more like a single family home! This move-in-ready end unit offers three levels of living, your own front and back entrances, and the convenience of pulling right up to your home with easy access for groceries and everyday living. The open kitchen and dining area features gas cooking, granite countertops, and maple cabinetry. Hardwood floors flow through the living room and stairs, while a half bath and access to the back deck complete the main level.Upstairs are two generous bedrooms, a full bath, lined closets, and hardwood floors throughout. Enjoy central air conditioning, private basement storage, In-unit laundry, sump bump and potential to expand the living space. Two assigned parking spaces are conveniently located right by your door, separate from the other units.The home has benefited from numerous recent improvements, including new windows, roof, siding, gutters, decks, and bulkhead, making for easy, low-maintenance living. Ideally located just minutes from Route 128 and within 1.5 miles of two commuter rail stations. Walk to the neighborhood park/playground, convenience store, and restaurant village Manor. Close to public and private schools, colleges, Dedham Town Center, Costco, Whole Foods, Legacy Place, Endicott Estate, farmers' market, community gardens, librariesetc. Move in and enjoy!

37 Leominster Rd Unit 37, Dedham

Listing courtesy of Listing Agent: Love Live Team from Listing Office: Insight Realty Group, Inc.

$579,900

3 Beds ⋅ 1 Baths ⋅ 73581727 MLS

Looking for a great starter home? Look no further! This charming Cape-style home features a freshly painted, open-concept living and dining area that flows seamlessly into a fully applianced eat-in kitchen with solid-surface countertops and stainless-steel appliances. The first floor also includes a full bath with a tub and shower, as well as a versatile home office, perfect for remote work or study. Upstairs, you'll find three generously sized bedrooms with hardwood floors, overhead lighting, and ample closet space. The basement offers additional space for storage, laundry, and a playroom or recreation area. Located in the desirable Manor neighborhood, this home provides convenient access to major routes, commuter rail service, shopping, and a variety of dining options. Enjoy the neighborhood playground and take advantage of the active community association, which hosts popular annual events including block parties and Porchfest concerts. Join us for the Open House on Saturday 10/17 from 11-1pm.

34 Trenton Road, Dedham

Listing courtesy of Listing Agent: Amy Black from Listing Office: Donahue Real Estate Co..

$525,000

4 Beds ⋅ 2 Baths ⋅ 73579415 MLS

Set back from the street, this sweet c.1890 Cape is brimming with character and ready for its next chapter. Featuring 3 bedrooms and 1.5 baths, this home is a fantastic opportunity for first time home buyers or investors looking to get into the market or add value. A beautiful stone decorative fireplace is the focal point in the large light filled living room. The eat-in kitchen has already been updated with beamed ceilings, granite counters, and island seating, an ideal setting for everyday meals or a gathering with family and friends. A versatile additional room on the first floor would serve as an excellent home office or possible fourth bedroom.The second floor consists of 3 bedrooms and a full bath, including a primary bedroom with excellent closet space and room for a desk or reading nook. The front porch overlooks a small, but fully fenced yard and detached garage offering potential as a future studio or workshop.Conveniently located near schools, Endicott Estate and library, Legacy Place, several commuter rail stations, and Dedham Square – this is a rare chance to bring your vision to a home with charm and character in a sought-after area. Being sold “as is”, price to reflect the opportunity.

29 Myrtle Street, Dedham

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

$499,000

2 Beds ⋅ 1 Baths ⋅ 73579022 MLS

This charming and affordable home in Dedham, MA, offers a peaceful backyard, two driveways, and a garage. The home features an open floor plan with a spacious living room, kitchen, and an upstairs loft that was previously used as a third bedroom and/or storage space. The property has been well cared for over the past decade and has recently been refreshed with new interior paint and new flooring throughout, making it truly move-in ready. Located in a highly desirable area, the home is surrounded by properties valued in the millions, offering an exceptional opportunity to own in a sought-after neighborhood. For those looking to expand, the seller is also offering rough plans for a potential addition that could transform the home into approximately 3,200 square feet. If approved and completed, the expansion could significantly increase the home's size and potentially enhance its future value and equity. Prefer to keep the home as-is? You’ll still have a wonderful move-in-ready property at an attractive price, with plenty of character and potential. This is an opportunity you won’t want to miss! Schedule your private tour today.

222 Sprague St, Dedham

Listing courtesy of Listing Agent: G&G Realty Group from Listing Office: StartPoint Realty.

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