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$499,000
2 Beds ⋅ 1 Baths ⋅ 73573457 MLS ⋅ ACTIVE Status
Welcome to one of the most affordable opportunities to enter the Hamilton single family market. Tucked away near the end of a quiet dead end street, this charming two bedroom home offers an ideal opportunity for first time buyers, downsizers, or anyone seeking the ease of single level living. Inside, hardwood floors run throughout the home, with an open flow from the living room through the dining area and into the kitchen. The kitchen features natural stone countertops and stainless steel appliances. Two bedrooms, bathroom and convenient first floor laundry complete the main living space. Outside, a spacious lot and fully fenced backyard offer plenty of room to relax, garden, and entertain. Mature trees and shrubs throughout the neighborhood create a peaceful outdoor environment and privacy. This property has established perennial plantings that return year after year and blueberry bushes provide a summer treat. Recent improvements include a new electric water heater in 2023, a propane furnace in 2025, and Mass Save weatherization improvements in 2025, including insulation and air sealing. The basement provides ample storage along with a workbench for projects and hobbies. Comfortable and functional as is, this property also offers exciting potential for future expansion. Move in and enjoy its simplicity today, or explore the possibilities of expanding and creating your dream home over time.

75 Perkins Ave, Hamilton

Listing courtesy of Listing Agent: Levana Group from Listing Office: RE/MAX Beacon.
$749,900
4 Beds ⋅ 2 Baths ⋅ 73572473 MLS ⋅ ACTIVE Status
Open House Next Saturday September 12th & Sunday the 13th from 11am - 1pm!!! Check out this amazing single family w/4 bedrooms in sought after South Hamilton! Hardwood floors throughout, huge family room w/vaulted ceilings, beautiful wood trimmed beams great for entertaining! Large yard & oversized driveway! Perfect sitting/reading room w/vaulted beam ceilings! 2 sets of French patio doors leading out to two different decks overlooking the large backyard! 2 Full baths and all 4 bedrooms are a great size for any family! Beautiful woodwork throughout the well appointed living room w/fireplace! Cute breakfast nook right off the kitchen! Plenty of space for all your gardening at this storybook cape! This home has a great separation & flow of living space & open entertaining space great for large family gatherings! Tons of storage in the basement w/open concept perfect for future expansion of living space. Come make Hamilton your home in this amazing property! Make sure you check out the 3D walk through tour here - https://my.matterport.com/show/?m=wzBuRWTpo8J

25 Moynihan, Hamilton

Listing courtesy of Listing Agent: Kevin McCafferty from Listing Office: RyVal Homes.
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 73569429 MLS ⋅ PRICE CHANGED Status
Exceptional Hamilton living begins at 161 Bridge Street, house #6. Set on 1.65 private acres with beautiful scenic views, this impressive residence offers nearly 4,900 sq. ft. of beautifully finished living space across multiple levels. The main floor welcomes you with 9' ceilings, wide-plank natural oak flooring and a bright, open floor layout designed for both everyday living and entertaining. At the heart of the home, a stunning chef's kitchen features quartz countertops, a quartersawn oak center island, stainless appliances and a custom walk-in pantry, flowing seamlessly into spacious dining and living areas. A gas fireplace adds warmth to the great room, while multiple additional rooms provide exceptional flexibility for a home office, sitting room or playroom. Upstairs, the expansive vaulted primary suite is a true retreat with a walk-in closet and luxurious bath, accompanied by three additional bedrooms, a full bath and dedicated laundry. The finished third floor creates another incredible bonus space, while the finished walk-out lower level offers even more versatility plus a mudroom and direct access to the oversized 3-car garage. Outside, enjoy maintenance-free decking, patio space, extensive retaining walls and a large paved driveway. Sophisticated, spacious and move-in ready, 161 Bridge Street delivers the space of new construction with the privacy and setting that make Hamilton so special.

161 Bridge St, Hamilton

Listing courtesy of Listing Agent: Cley Oliveira from Listing Office: REMAX Andrew Realty Services.
$899,000
3 Beds ⋅ 2 Baths ⋅ 73568763 MLS ⋅ ACTIVE Status
Come discover a home that feels like a retreat, yet offers all the comforts of everyday living. Set on 1.32 acres in South Hamilton, this thoughtfully updated circa-1900 Colonial farmhouse blends the warmth and character of a classic New England home with inviting spaces designed for modern life. From the navy-blue exterior and welcoming porch to the peaceful setting beyond, there is a sense of charm from the moment you arrive. Inside, natural light fills the spacious living areas, highlighting beautiful hardwood floors, high ceilings and the distinctive character of this historic home. The living room, with its high coffered ceilings, custom built-ins and direct porch access, is made for slow mornings, quiet afternoons and gatherings with friends. Nearby, the dining room pairs historic millwork and a large bay window with a gas fireplace, creating a warm backdrop for memorable meals. The kitchen brings everyone together with ceiling-height cabinetry, new granite countertops, a deep undermount sink, gas range, oven and pantry. A recently renovated den with custom cabinetry offers a cozy space for reading, working from home or relaxing. The first-floor primary suite provides privacy and ease, with garden views, a custom walk-in closet and dressing room, and convenient in-suite laundry. Two additional bedrooms and a skylit full bath complete the second floor. Outside, the composite deck, porch, fenced yard and established gardens invite you to slow down and enjoy the setting. The backyard welcomes wildlife throughout the year, with deer often seen just beyond the windows, while the restored chicken coop and garden offer opportunities to make the grounds your own. Recent improvements add comfort and thoughtful functionality throughout. Whether you're gathering around the dining table, enjoying the porch, tending the garden or watching the seasons unfold, 52 Bridge Street offers something increasingly hard to find: a home with a story, a sense of place and room to create your own. Don't let this special property pass you by. Come experience it for yourself and discover where your next chapter could begin!

52 Bridge St, Hamilton

Listing courtesy of Listing Agent: Jon Growitz from Listing Office: Gibson Sotheby's International Realty.
$745,000
4 Beds ⋅ 2 Baths ⋅ 73568540 MLS ⋅ ACTIVE Status
A Rare Opportunity in the Heart of South Hamilton: Set on an exceptional ¾-acre lot in the heart of downtown South Hamilton, this distinctive four-bedroom shingle-style home offers a rare combination of character, location, land, and tremendous potential. Just minutes from the Winthrop School and Hamilton train station, the property provides the convenience of in-town living while offering an expansive and private setting.The home retains the charm and character of a classic New England property, highlighted by a welcoming front porch, a beautiful rear porch, hardwood floors, abundant windows, and a flexible floor plan ready for its next chapter. Surrounded by mature trees and established gardens, the property has a wonderful sense of privacy and an inviting connection to the outdoors. Adding to its appeal is a charming old barn with endless possibilities—ideal for a workshop, studio, storage, hobby space, or a future creative vision, subject to approvals. The generous lot provides ample space to enhance, renovate and thoughtfully reimagine this classic home. This property, with its shingle-style architecture, front and back porches and undeniable potential, offers possibilities that are increasingly difficult to find in Hamilton. Whether you are a developer or home buyer, this prime in-town location, with its substantial lot and timeless character, presents a rare opportunity to create a dream home.

42 Walnut Rd, Hamilton

Listing courtesy of Listing Agent: Henry Gourdeau from Listing Office: Gibson Sotheby's International Realty.
$799,999
3 Beds ⋅ 2 Baths ⋅ 73561909 MLS ⋅ ACTIVE Status
Welcome home to this beautifully maintained one level ranch, offering the ease of single floor living plus a large partially finished basement ready for storage, a workshop, or future finished space. Looking for an alternative to condo living? Enjoy the convenience of one level living without condo fees, while still having your own private yard and outdoor space. Gleaming hardwood floors flow throughout the entire home, tying together a bright, versatile layout. The heart of the home is the stunning updated kitchen, featuring granite countertops, a stylish glass tile backsplash, and stainless steel appliances including a French door refrigerator and gas range. The adjoining dining room is warm and welcoming, perfect for hosting family dinners. The spacious living room offers a cozy stone front fireplace, custom shelving, and an easy flow into the rest of the home, ideal for both relaxing and entertaining. This home offers 3 bedrooms, including a primary suite with its own private bath, plus an additional full bathroom for family or guests. Outside, enjoy a large backyard, covered patio seating, and a firepit area, an entertainer's dream for summer barbecues and cool evening gatherings. Don't miss this move-in ready home that blends classic charm with modern updates! Please note that some photos have been virtually staged to illustrate the potential of the space.

314 Highland St, Hamilton

Listing courtesy of Listing Agent: Sarah Jaber from Listing Office: Keller Williams Coastal and Lakes & Mountains Realty.
$1,750,000
5 Beds ⋅ 3 Baths ⋅ 73560127 MLS ⋅ ACTIVE Status
Fabulous, custom-built 5 bedroom 2 ½ bath home in a very desirable neighborhood in Hamilton. Extensively updated and improved with major systems already addressed. The thoughtfully designed floor plan with abundant natural light offers great gathering spaces inside and out. The first floor includes a very large gourmet kitchen with 2 large islands and plenty of storage space. The kitchen leads to a formal dining room and library/office with fireplace. Step down to the spacious, more casual dining area with walls of glass. Oversized family room with built-ins and spacious mudroom. Sunroom and terrific screened in porch showcase an inviting in-ground Gunite pool with incredible entertainment areas including several multi-level decks. Upstairs you’ll find a large primary bedroom with cathedral ceiling and stunning palladium window and huge walk-in closet. Recently renovated primary bath. 4 additional bedrooms, one large entertainment/ gaming room complete the second floor. 3 (2 singles and one double) car garage. Close to town, shopping & train.

2 Horseshoe Lane, Hamilton

Listing courtesy of Listing Agent: Josephine Mehm Baker from Listing Office: J. Barrett & Company.
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 73558536 MLS ⋅ ACTIVE Status
Step into the living history of this masterfully built and lovingly maintained estate. Built circa 1710, the property offers 18th-century heritage seamlessly blended with modern amenities. The setting includes 2.74 acres of open lawn and gardens accented by stone walls and multiple patios. The gracious residence offers 4000+sf of living area including a first-floor primary bedroom suite with luxury bath, two additional en suite bedrooms, and a remodeled kitchen with a French La Cornue range, leathered counter tops, and custom cabinetry. The towering great room features a tray ceiling and glass atrium extension. Inside, timeless period details abound including wood beamed ceilings, wide plank floors, and 6 classic fireplaces – telling a story spanning over three centuries. Recent upgrades include a Buderus boiler, Kohler generator, water filtration, 200-amp electrical, and roof upgrade. The full basement with wine cellar and 3-car garage complete this legacy property. Present owners have invested more than $400,000 in upgrades and improvements including a new chef's kitchen.

34 Miles River Road, Hamilton

Listing courtesy of Listing Agent: Karen Bernier from Listing Office: Churchill Properties.
$845,500
2 Beds ⋅ 2 Baths ⋅ 73551978 MLS ⋅ ACTIVE Status
One look at this home and you will fall in love with the large front yard with mature trees, very well maintained home, wrap around porch with Trex decking, blue stone patio and two car detached garage, upgraded in 2024, as well as at least four parking spaces in the driveway. The modern kitchen was beautifully redone in 2018, as well as new windows in 2000, siding in 2020, and new roof in 2020. The large primary suite was added in 2001 with a cathedral ceiling and primary bath with separate tub and glass-enclosed shower, as well as a large closet and built in storage. The second bedroom and a smaller room, perfect for a nursery or home office, round out the second floor. This beautiful home is located near the center of Hamilton, a five minute walk to the train, shopping, restaurants, community pool, tennis courts, library, a fantastic park with play equipment for children, gazebo for summer concerts in the park, and a Community House with great programs for the town.

159 Railroad Avenue, Hamilton

Listing courtesy of Listing Agent: Sheila MacDonald from Listing Office: J. Barrett & Company.
$2,695,000
4 Beds ⋅ 7 Baths ⋅ 73533514 MLS ⋅ ACTIVE Status
Located in one of Hamilton’s most sought after EQUESTRIAN friendly neighborhoods! Where a gently sloping meadow meets perpetually conserved woodland sits your opportunity to own a PRIVATE COUNTRY ESTATE..Sited on over 21 acres,159 Woodland Mead is a stately brick home with lovely balance, flow and design details. Plentiful tall windows and French doors invite the ample natural light.Hardwood Flooring,Hand milled dentil and crown moldings compliment 11.6’ HIGH CEILINGS. Priced at less than $500/sf, this is an INCOMPARABLE VALUE offering plenty of margin to customize with fresh paint, a barn, or update the plentiful baths - a slight modification to current septic could effectively make this a 6 BR residence.Exquisitely detailed fireplaces all lend elegance to a thoughtful layout built for Single Level Living with FIRST FLOOR PRIMARY SUITE, yet placed on a knoll offering additional 2+ Bedroom suites on walkout lower level, including a caregiver suite. The possibilities to further customize and create music room, studio,media, gym, generational or spa like space already exist in this 5700+ sf footprint.A little paint and your own window treatments will bring this gem the grace she deserves. A brick poolhouse hidden within a tall hedgerow adds a summer bedroom suite to the recently updated INGROUND POOL area.Enveloped by stone walls and conservation, your oasis awaits! This PRIVATE retreat is just minutes from downtown Hamilton/Wenham amenities, top notch public schools (and private like Pingree & Landmark), Bradly Palmer State Park, Myopia Hunt Club & Schooling Fields &Crane Beach. Incomparable direct trail access to miles of walking, riding & xc skiing. Many north shore beaches nearby - enjoy all this area has to offer!

159 Woodland Mead, Hamilton

Listing courtesy of Listing Agent: Cricket Sperry from Listing Office: J. Barrett & Company.
$2,750,000
5 Beds ⋅ 4 Baths ⋅ 73482073 MLS ⋅ ACTIVE Status
Welcome to 2 Spingler Drive, set privately on 9 acres of vast rolling pastures and beautifully landscaped grounds. This exceptional shingle style home blends timeless craftsmanship with modern luxury. The main level affords effortless entertaining with a newly updated, well-equipped chefs' kitchen. Dine al fresco on the porch overlooking acres of rolling pastures, sounds of the koi pond and views of spectacular, manicured gardens. The first-floor open concept design boasts two beautiful and efficient gas fireplaces in both the oversized living rooms and another upstairs in the master suite. This home is truly an equestrian paradise with its 5-stall barn, heated tack room, hay loft, run-in sheds, frost free hydrants, and a gorgeous riding arena with GGT footing. All located directly on the trail system and just a 20-minute hack to Myopia! Detached carriage barn has 4 garage bays and a fully finished space above - perfect for a game room, yoga studio or anything that suits your needs

2 Spingler Dr, Hamilton

Listing courtesy of Listing Agent: Amy Tissera from Listing Office: Gibson Sotheby's International Realty.
$1,975,000
5 Beds ⋅ 8 Baths ⋅ 73413645 MLS ⋅ ACTIVE Status
A beautifully crafted custom-designed Contemporary offering comfort, elegance and functionality. Spanning 3 levels of finely tailored finishes & dramatic architectural lines, this open concept home w/ a covered barrel front entry, soaring ceilings, a winding staircase & a Juliette balcony, features 5 BR's, 5 baths & 3 half baths. The chef's Kitchen offers granite counter-tops, SS appliances, a large island, coffee station/bar area & a huge walk-in pantry/laundry area. Dining rm. & Breakfast rm. The sunken Family room, w/ wet bar & sliders to a spacious outdoor patio, has a floor to ceiling fireplace w/ stunning stone accents that exude warmth and refinement. The stylish Den/Office & lovely Living room also have fireplaces. Expansive first floor primary suite with built-ins & his/her baths. The lower level features a Rec/Media room w/ Kitchenette & half bath, a spectacular wine-cellar, a Music room & unbelievable storage area. The beautiful, lush yard offers privacy & room for a pool!

30 Autumn Lane, Hamilton

Listing courtesy of Listing Agent: Shelly Shuka from Listing Office: J. Barrett & Company.

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