243 Cutler Road offers a rare blend of bucolic charm, privacy, and refined living in the heart of Hamilton. Set on 1.5 acres amid mature trees, established gardens, and classic New England landscaping, this distinctive 4-bedroom, 3.5-bath residence offers 3,502 sq ft of character-filled living enhanced by significant improvements. The main level unfolds through a series of distinct yet connected gathering spaces, including a generous family room with wet bar, a separate fireplaced living room, an inviting eat-in kitchen, a fireplaced dining room, and a cozy den opening directly to the rear patio and gardens.A completely reimagined first-floor primary suite, completed in 2025 by KMW Construction, was taken down to the studs and rebuilt as a private retreat. The renovation included foundation work, mini-split climate control, a gas fireplace, custom built-ins, walk-in closet, and dual-vanity bath. Upstairs, three additional bedrooms offer exceptional versatility, including a spacious second potential primary with its own full bath and separate staircase.Substantial investment has been made throughout the property, including a comprehensive exterior renovation with a new roof and replacement windows, along with numerous interior, structural, and mechanical enhancements. Outside, gravel drives and pathways meander through stone-edged gardens, mature plantings, and beautifully established grounds. A spacious terrace, newly built outdoor shower, and detached garage/barn complete the idyllic setting. A rare Hamilton property where timeless New England character, thoughtful updates, and an enchanting country setting come together.
This is how you make an ENTRANCE. An elegant foyer that leaves you impressed by its scale and invited by its warmth. Mahogany doors greet you and usher you into a grande space with heated MARBLE floors, soaring ceilings and gracious views to the deck and private yard. Flanked on either side by Living and Dining spaces designed for entertaining with Hardwood floors, oversized windows dressed with custom fabrics, handsome wood mouldings and curated seating areas for all of your lifestyle needs. The Living room enjoys an impressive fireplace, custom built-ins with window seat, beautiful draperies and a new statement chandelier. You will love living in this room. The kitchen becomes the heart of this home with CHIC white cabinetry, Bosch appliances (Gas stove), marble counters and an entertainment sized island. Looking for a formal dinner? Head to the Dining Room for a space that warmly welcomes all of your family and friends. Step outside for dessert to the 700 square foot composite deck that overloooks the beautifully landscaped and private yard. Upstairs a primary suite complete with his/her vanities, free standing tub and a wow dressing room style walk-in closet. 2 additional bedrooms, guest bath w/walk in shower, laundry and access to the unfinished add value attic space completes the 2nd floor. Lower level family room with fireplace & french doors to the yard, full bath and gym or office space. Seller has enhanced this home since purchasing with updated electrical, installed free standing tub in primary, custom mouldings, L.R. fireplace surround, bespoke built ins, gutters, radon mitigation and professional landscaping and lighting. Hamilton offers excellent public and private schools, historic charm, an equestrian heritage and beautiful open spaces. Showings begin at 1st OH Friday Sept. 18 430-6p Don't forget to check out the video clip attached.
Some homes are renovated. This one has been reimagined. Extensively updated in 2018, 165 Forest Street offers over 2,000 sq. ft. of beautifully finished living space across two thoughtfully designed levels. This light-filled 3-bedroom, 2-bath South Hamilton home stands out with hardwood and LVP flooring, custom cabinetry and woodwork, raised-panel detailing, wainscoting, crown molding, and two custom fireplaces. The open main living space flows into a beautifully appointed kitchen featuring white and gray granite, a marble-shard backsplash, custom cabinetry, Samsung appliances, and direct access to the deck. Two generous bedrooms and a full bath complete the main level.Downstairs, the finished walk-out lower level feels like a true extension of the home, offering a spacious third bedroom, full bath with oversized walk-in shower, family room with second fireplace, dedicated office, laundry, and mudroom with backyard access. Mini-splits, a Viessmann boiler with SuperStor, energy-efficient insulation, whole-house Generac generator, attached garage, composite deck, patio, Reeds Ferry shed, landscaped yard, and ample parking add serious substance behind the style. Just a short walk to Chebacco Lake and its kayak/canoe launch, with convenient access to trails, commuter rail, restaurants, shopping, and the community pool. Distinctive, extensively updated, and effortlessly livable, 165 Forest Street is the rare home where style meets substance—and every detail has already been taken care of. All that’s left is to move in.
HUGE PRICE IMPROVEMENTS! 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.
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!
Single level two bedroom condo on second floor, full of natural light, offering a granite kitchen w/ SS appliances, freshly painted walls, newly refinished fir and pine hardwood flooring and two equally sized bedrooms connected by a jack and jill tiled bathroom. The spacious living room has enough room to put a dining table set and features a decorative fireplace & closet space. All double pane windows were replaced in 2019. The basement has assigned storage space, laundry area and a high efficiency gas heating system (2016). The exterior offers a large common backyard w/ resident & guest parking. Desirable location moments away from the Hamilton commuter T station, Crane Beach, Appleton Farms, local restaurants & charming shops. Hamilton residents enjoy access to a community pool, tennis & basketball courts and summer concerts at Patton Park. This condo is pet friendly allowing dogs & cats with association permission and comes with two deeded parking spaces. Some photos are virtually staged.
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. ***Open House this Sunday 9/20 from 12PM to 2PM***
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.
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.
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.
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!
This stylish Hamilton "Bow House" Colonial has been thoughtfully renovated throughout. On nearly a half-acre with huge fenced yard, this 4 bedroom, 2.5 bath sun-splashed home offers the perfect blend of style and convenience. Expansive kitchen with center island and new appliances opens to family room area with handsome wood burning fireplace and wall of sliders to oversize deck. Front-facing parlor/ office enjoys bright natural light and 2nd fireplace, and opposing formal dining room contains chair rail details. Convenient access to kitchen from garage with adjoining ½-bath and mudroom/laundry with separate rear entrance. Top floor has 2 large bedrooms plus full bath and luxurious primary suite that leads to bonus office/ 4th bedroom. Skylights bring in sunshine and tree-top views. Copious closet space/storage throughout. Bright, fully finished basement has endless potential. Enjoy top-rated Hamilton/Wenham school system, proximity to Essex, Crane Beach, commuter routes and more.
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
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!

Hamilton is located in Massachusetts. Hamilton, Massachusetts has a population of 7,617. Hamilton is more family-centric than the surrounding county with 40% of the households containing married families with children. The county average for households married with children is 30.06%.
The median household income in Hamilton, Massachusetts is $116,699. The median household income for the surrounding county is $86,684 compared to the national median of $69,021. The median age of people living in Hamilton is 41.5 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 48.4 inches per year, with 43.6 inches of snow per year.