Why Buy a Home in Medfield, MA?

Medfield is widely regarded as one of the most prestigious and sought-after towns in the MetroWest area. It strikes a perfect chord between sophisticated suburban living and historic New England charm. Known for its top-tier educational system, Medfield consistently ranks among the best in the state, making it a primary destination for families who prioritize academic excellence. The town center is a picture-perfect hub of activity, featuring local boutiques, upscale dining, and the historic Medfield State Hospital grounds, which have been transformed into a beautiful public space for walking and community events.

For the modern professional, Medfield offers a peaceful retreat with surprisingly accessible commuting options. While the town itself is quiet and residential, it is bordered by Route 109 and Route 27, providing a direct path to the I-95/Route 128 corridor. Residents often utilize the nearby Commuter Rail stations in Walpole or Norfolk for a stress-free trip into Boston. This balance allows you to enjoy a high-end, private lifestyle while remaining connected to the major economic hubs of Eastern Massachusetts.

Outdoor recreation and land conservation are central to Medfield's identity. The town is home to several Trustees of Reservations properties, including the breathtaking Rocky Woods and Noon Hill, offering miles of trails for hiking, mountain biking, and cross-country skiing. The Medfield Charles River State Reservation provides scenic water views and canoeing opportunities, ensuring that residents are never more than a few minutes away from nature. If you are looking for a community that values education, open space, and a refined quality of life, Medfield is an investment that truly pays off.

The Medfield real estate market is characterized by high demand and strong property values. From stately historic homes in the village to sprawling modern colonials in quiet cul-de-sacs, inventory in Medfield is highly prized and moves quickly.

Contact the realinsyghts group today at (508) 686-0940.

Find a home in Medfield, MA

18 Hearthstone Drive, Medfield
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 73591076 MLS
WELCOME HOME~COME VIEW THIS EXCEPTIONAL TREAT IT'S LIKE A BRAND NEW HOME~Presenting an exceptional opportunity at 18 Hearthstone Drive, a single-family residence in this wonderful neighborhood located in the town of Medfield, MA. While the original home was built in 1970, it has been completely renovated along with additions added to the previous home by one of the top-rated builders in the area. This distinguished property encompasses approx. 3,554 square feet now of meticulously designed living space, offering an unparalleled residential experience. The expansive 61,346 square foot lot provides a private and serene environment ideal for both tranquil enjoyment and sophistication with an extended stone patio perfect for outdoor entertaining and relaxation. Yet still close to schools, shopping, restaurants, transportation. The property further benefits from a two-car garage for additional storage solutions. The home now boasts 12 Rms/4-5 Bedrooms/3.5 Baths~Two Primary Bedrooms (1st & 2nd Flrs you decide). NEW Exterior LP SMART SIDING, ROOF, SPRAY FOAM INSULATION, WINDOWS, SLIDER, ELECTRIC, PLUMBING, FLOORING, KITCHEN, BATHROOM(s), GAS FIREPLACE, RECESS LIGHTING, INTERIOR DOORS, REDIANT FLOORS IN ALL BATHROOMS & MUDROOM, ENERGY EFFICIENT, HYDRO SEEDED LAWN and on.....To truly appreciate the refined character and sophisticated amenities of this residence you must see as this is not the typical home. Be in for the holidays as property near completion! Excellent Builder to work with and receptive to any reasonable modifications. LIKE NEW COME BUY! ~Bike & Walking Path to Middle & High Schools from Neighborhood too~

18 Hearthstone Drive, Medfield

Listing courtesy of Listing Agent: Robert P. Carey from Listing Office: Carey Realty Group, Inc..

75 Elm St, Medfield
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 73594720 MLS
Opportunities like this are exceptionally rare. Offered for the first time in multiple generations, the setting alone will take your breath away! This remarkable 15+ acre Medfield estate presents a chance to steward a truly special piece of local history. Follow the long, tree-lined driveway to a setting of sweeping lawns, mature woodland, conservation land, and the Millbrook River, with a circular pool and gazebo adding to the property's timeless country appeal. Prominently sited within this extraordinary landscape is a four-bedroom Cape designed by renowned architect Royal Barry Wills and built in 1912. Rich in character, architectural detail, and old-world charm, the home awaits a thoughtful restoration to bring its original spirit back to life. For those who appreciate the craftsmanship and individuality of a historic home, this is an opportunity to create something lasting while honoring the legacy of the family who has cherished it for generations. Adding remarkable versatility is a substantial barn featuring a four-car garage, a first-level apartment with living area, kitchen, and full bath, and an expansive second-floor studio with half bath and two large storage areas. Envision your own private oasis, walking trails, yet being close to town and top-rated Medfield schools! Property is being sold as is. Buyers to conduct their own due diligence.

75 Elm St, Medfield

Listing courtesy of Listing Agent: The Bohlin Group from Listing Office: Compass.

21 Hospital, Medfield
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 73585164 MLS
Welcome to Chapel Hill Landing, where the freedom of single-family living meets the simplicity of an HOA lifestyle. Designed for both everyday comfort and memorable gatherings, this stand-alone home offers a wonderful balance of open, inviting spaces and quiet places to escape. At its heart is a spectacular living room with soaring 13-foot blue coffered ceilings, custom built-ins, and a gas fireplace. The bright white kitchen with granite island opens to the dining and living areas, creating a natural gathering place for everything from casual weeknight dinners to holiday celebrations. The generous first-floor primary suite features a beautifully organized California Closets walk-in system, while the laundry, mudroom, powder room, and attached two-car garage are all just steps away. Upstairs, there's two spacious bedrooms with walk-in closets, two full baths, a skylit office/guest room, and an oversized landing that could become your favorite reading spot, creative space, or additional home office. The backyard is private, peaceful, and bursting with color, it's the kind of outdoor space that invites you to slow down. Enjoy dinner on the patio, let the dog explore the grassy lawn, or simply admire the perennial gardens thoughtfully planted to bloom throughout the warmer seasons. Explore the wooded trails and scenic landscapes of Rocky Woods and Noon Hill, discover the town's conservation areas, or enjoy an afternoon in charming downtown Medfield. With shops, restaurants, and the evolving Bellforge Arts Center nearby, there's always something to explore close to home. Whether you're looking for room to entertain, space to work remotely, a home base for outdoor adventures, or simply a beautiful place where life feels a little easier, this property offers the flexibility to make it your own. Less time worrying about upkeep. More time enjoying everything you love about home.

21 Hospital, Medfield

Listing courtesy of Listing Agent: Ellen Dudley from Listing Office: Keller Williams Realty.

21 Hospital Unit 21, Medfield
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 73585145 MLS ⋅ ['Chapel Hill Landing'] BLDG.
Welcome to Chapel Hill Landing, where the freedom of single-family living meets the simplicity of an HOA lifestyle. Designed for both everyday comfort and memorable gatherings, this stand-alone home offers a wonderful balance of open, inviting spaces and quiet places to escape. At its heart is a spectacular living room with soaring 13-foot blue coffered ceilings, custom built-ins, and a gas fireplace. The bright white kitchen with granite island opens to the dining and living areas, creating a natural gathering place for everything from casual weeknight dinners to holiday celebrations. The generous first-floor primary suite features a beautifully organized California Closets walk-in system, while the laundry, mudroom, powder room, and attached two-car garage are all just steps away. Upstairs, there's two spacious bedrooms with walk-in closets, two full baths, a skylit office/guest room, and an oversized landing that could become your favorite reading spot, creative space, or additional home office. The backyard is private, peaceful, and bursting with color, it's the kind of outdoor space that invites you to slow down. Enjoy dinner on the patio, let the dog explore the grassy lawn, or simply admire the perennial gardens thoughtfully planted to bloom throughout the warmer seasons. Explore the wooded trails and scenic landscapes of Rocky Woods and Noon Hill, discover the town's conservation areas, or enjoy an afternoon in charming downtown Medfield. With shops, restaurants, and the evolving Bellforge Arts Center nearby, there's always something to explore close to home. Whether you're looking for room to entertain, space to work remotely, a home base for outdoor adventures, or simply a beautiful place where life feels a little easier, this property offers the flexibility to make it your own. Less time worrying about upkeep. More time enjoying everything you love about home.

21 Hospital Unit 21, Medfield

Listing courtesy of Listing Agent: Ellen Dudley from Listing Office: Keller Williams Realty.

80 Pleasant St Unit 80, Medfield
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 73576788 MLS
Welcome to 80 Pleasant Street, a beautifully maintained, custom-designed home built in 2017, offering over 2,200 square feet of thoughtfully designed living space. With NO HOA fees and only a shared master insurance policy between the two units, you'll enjoy the freedom, privacy, and feel of single-family living without monthly association dues. Filled with natural light, this exceptional home showcases oversized windows, custom mill-work, crown molding, wainscoting, central air conditioning, and hardwood flooring throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring granite countertops, a tile backsplash, a center island, stainless steel appliances, and gas cooking. The kitchen flows seamlessly into the inviting family room, highlighted by a cozy gas fireplace. Upstairs, the spacious primary suite offers a large walk-in closet with custom shelving and a beautifully appointed tiled bath featuring a walk-in shower. Two additional bedrooms, a full bath, and a convenient second-floor laundry area complete the upper level. The expansive lower level offers over 1,100 square feet of unfinished space, providing endless possibilities for future expansion, recreation, a home gym, media room, or additional living space tailored to your needs. Outside, enjoy a large, level, fully fenced backyard complete with a storage shed and a private rear patio, perfect for entertaining, gardening, or relaxing. Designed with convenience in mind, the home features three separate covered entrances, including the main front entry, a charming covered front porch, and a covered side entrance from the driveway that leads directly into the mudroom, offering easy access in all seasons and weather conditions. A private driveway and detached two-car garage further enhance the property's single-family feel and functionality. The garage also includes a built-in walk-in storage pantry, providing exceptional organization and storage options. Constructed with durable HardiePlank siding, this home combines quality craftsmanship with an unbeatable location. Situated just moments from Medfield's vibrant town center, you'll enjoy easy access to parks, playgrounds, schools, restaurants, shops, the supermarket, and a wide range of community amenities.Offering the perfect blend of comfort, style, convenience, and low-maintenance living, 80 Pleasant Street is truly a rare opportunity in one of Medfield's most desirable locations.

80 Pleasant St Unit 80, Medfield

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

5 Spring Valley Road, Medfield
$989,900
3 Beds ⋅ 2 Baths ⋅ 73594344 MLS
Welcome home, nothing to do here but move in! Beautifully renovated by an experienced local builder, this multi-level home is nestled in a highly desirable neighborhood and offers a perfect blend of modern updates, comfort and versatile living space.The main level features a brand-new kitchen with solid wood construction cabinetry, quartz countertops and stainless steel appliances. The kitchen flows seamlessly into the dining area and bright inviting living room that featuring a fireplace and custom mantle. The upper level offers three bedrooms and a sparkling full bathroom, while the entry level welcomes you into the foyer featuring a built in mud room bench and coat rack, laundry area and an additional full bathroom with a brand new custom tiled shower. The large lower-level bonus space is highlighted by a wall-to-wall brick fireplace, this room would be a perfect playroom, media room, office or guest space, the separate storage area could be finished for additional sq ft in the future. Thoughtfully updated throughout, this home features solid oak hardwood floors newly redone in a natural matte finish, brand new interior paint and doors, and the exterior cedar shingles and trim have all been freshly painted. There is a brand-new gas heating system, brand new mini-split AC units, and windows have been replaced. Outside enjoy the brand-new stone patio just off the covered back porch which has brand new maintenance-free railings—the yard is perfect for relaxing, play or entertaining. The one car garage has a brand new door and opener too! With extensive updates, inviting living spaces, and a fantastic location this beautifully renovated home won't last!

5 Spring Valley Road, Medfield

Listing courtesy of Listing Agent: Adina Colangelo from Listing Office: Keller Williams Realty Boston South West.

9 Bridge St, Medfield
$815,000
3 Beds ⋅ 2 Baths ⋅ 73519475 MLS
At its current asking price, 9 Bridge Street offers a compelling combination of premium features, extensive renovations, and thoughtful design for easier everyday living. This three-bedroom Medfield ranch brings together quality finishes and practical conveniences, with attention to both what you see and what matters behind the walls. The custom kitchen features solid wood cabinetry, brass hardware, premium countertops, and updated appliances. A convenient pot filler allows cookware to be filled directly at the stove, reducing the need to carry heavy, water-filled pots from the sink. Thoughtfully planned storage keeps frequently used essentials within easy reach, making everyday cooking more convenient. That same attention to daily comfort continues throughout the home. Elevated laundry appliances reduce bending when loading and unloading, while stain-resistant epoxy grout in tiled areas helps simplify cleaning. Refinished hardwood floors and renovated bathrooms add warmth and style. Beyond the visible finishes, the home has undergone substantial infrastructure improvements, including new windows, a new central air conditioning system, extensively updated electrical wiring and a new electrical panel, upgraded wall and roof insulation, and replaced kitchen and bathroom drain lines on the main level. These improvements address essential systems that are often overlooked in cosmetic renovations. Three bedrooms and a full bath occupy the main level, while the renovated lower level offers flexible space for a home office, recreation, or exercise, along with a half bath and laundry area. Outdoors, enjoy Charles River views from the newly constructed front deck or gather on the brick patio within a wooded 0.8-acre setting. With premium materials, substantial system updates, and details designed to make everyday routines easier, this home offers lasting comfort, functionality, and value. A detailed renovation list is available.

9 Bridge St, Medfield

Listing courtesy of Listing Agent: The Mitchell-Gatto Team from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.

3 Remsen Ave, Medfield
$799,900
3 Beds ⋅ 2 Baths ⋅ 73579329 MLS
Ideally located on a quiet, picturesque street, this charming Cape offers a spacious and inviting layout within walking distance of several schools, Hinkley Park, and Medfield’s vibrant town center. The front door opens to a generous, light-filled living room with large windows and a handsome marble fireplace with a wood stove insert. To the left, the dining room flows seamlessly into the kitchen, featuring stainless steel appliances, Italian Pietra Cardosa countertops, and an island with breakfast-bar seating. A first-floor bedroom and adjacent marble bath with a tiled tub and shower offer flexibility for guests, one-level living, or a home office. Just off the kitchen, the heated, marble-floored breezeway/mudroom provides convenient access to the secondary entrance, the extra-deep garage, and the beautifully landscaped backyard. Fully fenced and private, the expansive yard features a patio and pergola with a canopy, along with plenty of room for gardening, recreation, and outdoor entertaining. Upstairs are two additional bedrooms and another full bath. The finished lower level further expands the living space with a private office and an oversized family room with Italian porcelain tile, offering ample flexibility for a home gym, playroom, or additional workspace. Hardwood floors throughout the main living areas add warmth and character. With a wonderful neighborhood setting ideal for walking and biking—and so much of town just moments away—this delightful home offers comfort, versatility, and an exceptional in-town lifestyle.

3 Remsen Ave, Medfield

Listing courtesy of Listing Agent: Kandi Pitrus from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

24 Oak St, Medfield
$699,999
3 Beds ⋅ 1 Baths ⋅ 73550554 MLS
UNBELIEVABLE VALUE & LOCATION in the heart of Medfield. Welcome home to this charming Cape-style residence offering classic character, everyday comfort, and an exceptional location in desirable Medfield. Thoughtfully designed for convenience and functionality, this home features 3 bedrooms, 1 full bath, and a versatile den/home office, providing flexibility for today’s lifestyle. A FIRST-FLOOR PRIMARY bedroom offers the ease of one-level living, while the additional bedrooms provide comfortable space for family, guests, or hobbies. The sun-filled living room creates a warm and welcoming gathering space, highlighted by custom built-ins that add timeless charm and valuable functionality. Classic architectural details throughout bring warmth and personality to the home, while the inviting layout is well suited for both everyday living and entertaining. WALK-OUT BASEMENT is ready to be finished. Step outside to enjoy a private outdoor retreat. The spacious, fully fenced backyard offers plenty of room to relax, entertain, and enjoy time outdoors. A beautiful paver patio provides the perfect setting for outdoor dining, morning coffee, summer gatherings, or unwinding at the end of the day. This property is situated just 0.3 miles from downtown Medfield, putting popular shopping, coffee shops, restaurants, and everyday conveniences close by. Combining character, flexible living space, inviting outdoor areas, and an outstanding location, this charming Cape presents a wonderful opportunity to enjoy the best of Medfield living. Come discover the charm, comfort, and convenience this special home has to offer! QUICK CLOSE POSSIBLE!!

24 Oak St, Medfield

Listing courtesy of Listing Agent: Kulesza Mercuri Real Estate Team from Listing Office: RE/MAX Real Estate Center.

35A. South St. Unit A, Medfield
$599,900
4 Beds ⋅ 3 Baths ⋅ 73592440 MLS
Looking for the space and privacy of a single-family home in Medfield but competing against a tough market? 35A South Street offers a rare alternative — advertised as a townhome, but living like a single-family, with 4 bedrooms, 2.5 baths, and 3 full levels of private living space, all in the heart of Medfield Center.Just steps from acclaimed restaurants, cafés, shopping, the library, and Town Hall, this beautifully maintained home sits in an exclusive four-unit complex on a spacious 32,190 sq. ft. lot — giving it more land and breathing room than many single-family listings in town.Inside, hardwood floors run throughout a sun-filled living room and a granite kitchen with stainless steel appliances, a dining area, and direct access to a private patio overlooking a large common backyard. The second level offers two bedrooms, a full bath, and in-unit laundry; the third level adds two more bedrooms — one with a walk-in closet — and another full bath.A full basement, two deeded parking spaces, central vacuum, Nest thermostat, and central A/C with eco-friendly R-32 refrigerant round out the home, alongside newer windows, furnace, hot water heater, and washer/dryer. Pet-friendly, low HOA, and no rental restrictions.For buyers priced out of single-family homes in this sought-after school district, this townhome delivers comparable space, privacy, and lot size — at a more attainable price point. Highest and best offer by October 26 at 2PM.

35A. South St. Unit A, Medfield

Listing courtesy of Listing Agent: The Cobi Team from Listing Office: William Raveis R. E. & Home Services.

55 West Unit 2, Medfield
$560,000
2 Beds ⋅ 2 Baths ⋅ 73594685 MLS ⋅ ['West Mill Village'] BLDG.
Discover this desirable corner-unit townhouse in Medfield's sought-after West Mill Village! Offering an exceptional combination of generous living spaces, thoughtful design, and a convenient location, this inviting home is ready to impress. Step inside to a bright, spacious living room anchored by a charming fireplace, creating a warm and welcoming atmosphere. A separate dining room provides the perfect setting for hosting gatherings or enjoying everyday meals, while the generously sized, updated kitchen combines style and functionality. A convenient half bath completes the main level. Upstairs, retreat to the spacious primary suite, featuring a private full bathroom and an impressive walk-in closet. The second generously sized bedroom also boasts its own walk-in closet, offering excellent storage and flexibility. The finished lower level expands your living possibilities with a versatile space ideal for a home office, media room, playroom, or recreation area, complemented by abundant additional storage. The coveted corner-unit setting adds to the appeal, while professionally managed, beautifully maintained grounds make exterior upkeep a breeze. Enjoy easy access to the Kingsbury Club, local shopping, dining, and Routes 27 and 109. With its appealing layout, flexible living spaces, and prime Medfield setting, this is an opportunity you won't want to miss!

55 West Unit 2, Medfield

Listing courtesy of Listing Agent: Vasilina Waldron from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

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