Homes for Sale near Deerfield Academy

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  /33

  $399,900

  • 6 Beds
  • 2 Baths
  • 1,858 Sq Ft

  36 West St, Greenfield, MA 01301

  Freshly updated and move-in ready, this spacious two-family at 36 West St, Greenfield, MA is an ideal opportunity for both investors and owner-occupants. Recent upgrades include a brand-new roof, updated plumbing and electrical, new flooring, and modern kitchen cabinets, offering peace of mind and style in one package. Both units feature bright layouts with refinished hardwood floors that add

  Salim Abdoo

  Naples Realty Group

  (413) 408-5996

  36 West St, Greenfield, MA 01301
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  /31

  $365,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,405 Sq Ft

  14 Warner St, Greenfield, MA 01301

  If you're seeking to downsize or enjoy single-level living, this home truly checks all the boxes. Situated in a desirable Greenfield neighborhood, this sweet residence offers six rooms, two bedrooms, 1.5 bathrooms, and 1,405 square feet of finished living space. The spacious living room features an attractive fireplace and seamlessly connects to the eat-in kitchen, creating a warm and inviting

  

  Cathy Roberts

  Cohn & Company

  (413) 776-5075

  14 Warner St, Greenfield, MA 01301
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  /42

  $535,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 3,695 Sq Ft

  134 Montague Rd, Sunderland, MA 01375

  Your Family Retreat: architect designed, this substantial 3,695 SF Executive Ranch w/ in-law quarters has well served the multi-generational needs of the family since 1953. The entire property comprising 11.51 wooded acres enjoys complete privacy in a serene setting on a clearing at the top of a paved driveway. Parking is easy on the circular drive in front of the oversized 2-car garage. An

  Sally Malsch 5 College REALTORS®

  134 Montague Rd, Sunderland, MA 01375
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  /32

  $455,000

  • 3 Beds
  • 2 Baths
  • 1,816 Sq Ft

  20 B Phyllis Ln, Greenfield, MA 01301

  Beautifully maintained 3-bedroom 2 bath home sited on a half-acre lot in established neighborhood, outskirts of town but easily accessible to shopping, schools and recreation. Primary Bedroom has French doors leading onto the screened in porch and recently remodeled master bath. Center of the home features a spacious living room with a gas fireplace, entry to screen porch overlooking large,

  Debra Gilbert Renfrew Real Estate

  20 B Phyllis Ln, Greenfield, MA 01301
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  /32

  $529,900

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  4 Gray Lock Ln Unit A, Deerfield, MA 01373

  Welcome to Sugarloaf Condominiums, a sought-after 55+ community at the base of Mt. Sugarloaf. Built in 2021, this condo offers an open floor plan with hardwood floors, cathedral ceilings, and natural light pouring in from every angle. The kitchen checks every box: granite countertops, s/s appliances, gas stove, and a generous island with seating. Relax in the living room by the fireplace, step

  Donald Mailloux Coldwell Banker Community REALTORS®

  4 Gray Lock Ln Unit A, Deerfield, MA 01373
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  /28

  $642,000

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft

  208 Greenfield Rd, South Deerfield, MA 01373

  Welcome to this charming colonial-style home offering over 2,000 square feet of living space. Upstairs, you’ll find a full bathroom & three spacious bedrooms. The first floor features two additional rooms. Use as bedrooms, office space, or hobby rooms. First floor full bathroom with washer/dryer hookups, plus a mudroom off the kitchen. Enjoy the comfort of new carpeting upstairs and hardwood

  Troy Santerre Jack Dunphy

  208 Greenfield Rd, South Deerfield, MA 01373
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  /42

  $579,500

  • 5 Beds
  • 3 Baths
  • 2,885 Sq Ft

  23 James St, Greenfield, MA 01301

  Welcome to 23 James, a grand Victorian home nestled in one of Greenfield’s beautiful neighborhoods just minutes from downtown, Highland Park, and restaurants, coffeeshops, and other amenities. An 1890 beauty, offering approx. 2,885sqft of living space on a .31acre lot, this stately residence features 5 bedrooms and 3 bathrooms—a perfect blend of historic charm and modern comfort. Enjoy morning

  Nicole Moore Keller Williams Realty

  23 James St, Greenfield, MA 01301
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  /41

  $589,900

  • 5 Beds
  • 3 Baths
  • 2,592 Sq Ft

  183 Millers Falls Rd, Turners Falls, MA 01376

  This spacious ranch offers a comfortable layout with an open kitchen/dining area featuring a breakfast bar, fireplace, and walk-in pantry w/laundry. Access off the kitchen and the 27x27 family room leads to a large balcony deck, perfect for outdoor meals or relaxing. The primary bedroom w/en-suite bath sits just off the kitchen while two additional bedrooms are conveniently placed in their own

  Donald Mailloux Coldwell Banker Community REALTORS®

  183 Millers Falls Rd, Turners Falls, MA 01376
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  /29

  $499,000

  • 1 Bed
  • 1.5 Baths
  • 1,400 Sq Ft

  14 Sugarloaf St, Deerfield, MA 01373

  Completely remodeled and sporting an open, flexible floor plan is this 4 room,1 bedroom, 1.5 bath cottage. Located in a prime downtown location within walking distance of local restaurants, school and library its an attractive option for those looking to balance work & leisure effectively. Offering 2 parking spaces with a cozy back yard patio - a lovely location to work and play given it's

  Jacqueline Zuzgo 5 College REALTORS®

  14 Sugarloaf St, Deerfield, MA 01373
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  /41

  $775,000

  • 6 Beds
  • 4.5 Baths
  • 3,845 Sq Ft

  10 Old Albany Rd, Deerfield, MA 01342

  Welcome to Acorn Hill Farm! This stunning Victorian home offers 6 bedrooms, 4.5 bathrooms, and 3,845 sq ft of living space. Set on just over 7.5 gorgeous acres, this property features spacious pastures perfect for horse lovers or those seeking a peaceful retreat from city life. Privacy abound and stunning views of mature trees create a feeling of calm. The large barn provides ample space for

  Aubri Watson Valkyrie Realty LLC

  10 Old Albany Rd, Deerfield, MA 01342
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  /41

  $468,000

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  477 River Rd, Deerfield, MA 01342

  Welcome to this serene 3 bed, 1 bath ranch set back on 1.4 private acres with beautiful views—perfect as a starter home or peaceful retreat! The home features numerous recent upgrades, including new laminate flooring and fresh paint throughout. Major system improvements include new attic insulation (R-60, Fall 2024), a high-efficiency heat pump water heater (Spring 2025), and a two-zone heat pump

  Brianna Boffoli Cameron Prestige, LLC

  477 River Rd, Deerfield, MA 01342
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  /40

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 2,372 Sq Ft

  30 Lee Rd, South Deerfield, MA 01373

  HUGE PRICE ADJUSTMENT! Brand new! Completely renovated Colonial with 1st floor In-law Apartment in a great country setting close to Deerfield. Builder has used the finest finishes throughout. One of a kind NEW kitchen is absolutely beautiful! High end cabinets, solid surface counters, stainless appliances and fixtures and large farmer's sink. Live edge breakfast bar opens to the dining and

  Kristin Vevon The Murphys REALTORS®, Inc.

  30 Lee Rd, South Deerfield, MA 01373
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  /42

  $300,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  87 Oakland St, Greenfield, MA 01301

  Step into serenity with this charming, cozy home that’s anything but ordinary! While the house itself offers a simple, straightforward design built in the 1st year of the Baby Boomer era & still has some cool vintage features, it remains timeless for easy living. Currently 3 BRs, a 4th BR is possible as it only needs a custom BR door made! The true magic lies just beyond the walls. Picture this:

  Dahna Virgilio Dahna Virgilio Real Estate, Inc.

  87 Oakland St, Greenfield, MA 01301
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  /32

  $210,000

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  93 Maple St, Greenfield, MA 01301

  Located at 93 Maple, Greenfield, MA, this single-family residence in Franklin County presents a unique opportunity for those with vision and ambition. This property is a great option for investors or handy homeowners ready to infuse their personal touch and revitalize a classic dwelling. Spanning 1392 square feet, the living area provides a versatile canvas for creative redesign and comfortable

  Cyd Scott Cohn & Company

  93 Maple St, Greenfield, MA 01301
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  /33

  $419,900

  • 6 Beds
  • 2 Baths
  • 2,900 Sq Ft

  30 Grinnell St, Greenfield, MA 01301

  Charming Two-Family Home in Prime Greenfield Location. Welcome to your dream home or investment opportunity! This spacious 5-6-bedroom, 2-family property is nestled on a quiet street just a short walk from downtown Greenfield. Perfect for families or investors, this property offers the ideal blend of comfort and convenience. Unit 1 features 2 bedrooms 1 bath updated modern kitchen with plenty of

  Van Son Mass Broker Services

  30 Grinnell St, Greenfield, MA 01301
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  /23

  $250,000

  • 4 Beds
  • 2 Baths
  • 2,668 Sq Ft

  427-429 Deerfield St, Greenfield, MA 01301

  Welcome to 427-429 Deerfield Street, a classic two-family property with loads of potential! Each unit offers 2 spacious bedrooms and 1 full bathroom, ideal for owner-occupants or multi-generational living. The home features both a charming front porch, an enclosed side porch and stone patio in the backyard providing flexible space for relaxing. Whether you’re looking to build equity with some

  Alayna Zellmann Ruggeri Real Estate

  427-429 Deerfield St, Greenfield, MA 01301
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  /39

  $460,000

  • 5 Beds
  • 3 Baths
  • 2,446 Sq Ft

  64 Main St, Montague, MA 01351

  Classic 1847 Greek Revival in the heart of Montague Center! This beautifully maintained 2-family offers timeless character with many updates. Versatile floor plan allows for use as a single-family home, 2-family home, or multi-generational living. Featuring spacious rooms, tall ceilings, and historic charm throughout. Enjoy the private backyard with Goshen Stone patio and inground salt water pool

  Kelly Page Trademark Real Estate

  64 Main St, Montague, MA 01351
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  /3

  $65,000

  • Land
  • 0.2 Acre
  • $325,000 per Acre

  0 Marshall St, Greenfield, MA 01301

  Tucked away at the end of a quiet dead-end street, this 0.2-acre residential lot offers a rare opportunity in a peaceful setting just minutes from downtown Greenfield. The property is partially cleared, making it easy to envision your future home, while the wooded areas add natural beauty and privacy. Enjoy the best of both worlds: a secluded neighbourhood feel with quick access to local shops,

  We Close Deals Team Lamacchia Realty, Inc.

  0 Marshall St, Greenfield, MA 01301
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  /10

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  39 N Leverett Rd, Montague, MA 01351

  Located in the charming town of Montague, this multi-family residence offers an exciting opportunity to own property in a desirable location. Built in 1986, with 980 square feet of living area in each unit spread across two stories, the home offers ample space for comfortable living arrangements. The property extends beyond the home itself, encompassing a generous 1.76 acre lot. Get help paying

  Susanne Newman Duston Leddy Real Estate

  39 N Leverett Rd, Montague, MA 01351
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  /14

  $999,900

  • 12 Beds
  • 6 Baths
  • 5,880 Sq Ft

  35 A N Leverett Rd, Montague, MA 01351

  Located in the charming town of Montague, this multi-family residence offers an exciting opportunity to own property in a desirable location. Built in 1986, each unit features 980 square feet of living area in spread across two stories, The homes offers ample space for comfortable living arrangements. All units have had updates over the last several years. Great rental history making this a

  Susanne Newman Duston Leddy Real Estate

  35 A N Leverett Rd, Montague, MA 01351
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  /34

  $376,900 Open Sat 10AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  4 Silver Crest Ln, Greenfield, MA 01301

  Welcome to the quiet luxury that is the Silver Crest Community! Discover effortless living in this beautiful two-bed, two-bath condo that makes single-floor convenience your new reality. The open floor plan seamlessly connects spaces, creating an inviting atmosphere perfect for both daily life and entertaining. Your inner chef will appreciate the well-appointed kitchen featuring beautiful granite

  Carrie Duda RE/MAX Connections - Greenfield

  4 Silver Crest Ln, Greenfield, MA 01301
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  /12

  $400,000

  • Land
  • 2.5 Acres
  • $160,000 per Acre

  107 Fairview St E, Greenfield, MA 01301

  Rare Development Opportunity – 2.5 Acres, 6 Approved Lots with City UtilitiesUnique chance to own a fully subdivided 2.5-acre parcel in Greenfield, offering 6 buildable lots on one side of the street with city water, sewer, and power already at the frontage. The site features over 500’ of paved road access and is zoned for 1-, 2-, or 3-family dwellings—potentially up to 12 homes or 24 units with

  Jarod Martin Greenfield Group Real Estate

  107 Fairview St E, Greenfield, MA 01301
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  /12

  $247,900

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  240 Federal St Unit 240, Montague, MA 01351

  This condo is conveniently located in the country but only a short drive to the surrounding areas. 20 minute commute to Umass, center of Amherst and Montague Book Mill. The two bed room unit is one side of a town house style duplex with an under garage and plenty of yard space out back. The larger Kitchen has room for a dining room table and plenty of storage. The sliding glass door opens to the

  Daniel James Piasecki Coldwell Banker Community REALTORS®

  240 Federal St Unit 240, Montague, MA 01351
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  /15

  $324,900

  • 7 Beds
  • 2 Baths
  • 2,648 Sq Ft

  111-113 Deerfield St, Greenfield, MA 01301

  Turnkey Investment Opportunity! Don’t miss this large 2-family rental property offering strong income. With 7 bedrooms and the possibility for more, this side-by-side multi-floor duplex provides spacious living just a half mile from downtown Greenfield. Conveniently located on Route 5 and only a little over a mile from I-91, it’s ideal for both tenants and commuters. Fully occupied with immediate

  Theodore Hanna Cohn & Company

  111-113 Deerfield St, Greenfield, MA 01301
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  /8

  $499,900

  • Land
  • 2.48 Acres
  • $201,573 per Acre

  0 Mountain Rd, Deerfield, MA 01373

  Located on a dead-end street. Large 2.48 +/- acres. Think of the building possibilities with town water and sewer. Build your dream home or homes and create your own little neighborhood or maybe 3 duplexes' and have good income for years to come. Rare in-town opportunity. Check it out now.

  Donald Mailloux Coldwell Banker Community REALTORS®

  0 Mountain Rd, Deerfield, MA 01373
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  /16

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  311 Chapman St, Greenfield, MA 01301

  2-Unit Multi-Family in Greenfield - Investment or owner-occupancy potential on a quiet side-street just minutes from downtown. Features a detached steel garage with electric, plenty of off-street parking, and a large storage shed. Priced to reflect foundation repair needed, cash or rehab loan only. Don’t miss this opportunity to build equity and income, schedule your showing today!

  Theodore Hanna Cohn & Company

  311 Chapman St, Greenfield, MA 01301
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  /15

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,364 Sq Ft

  10 Power Square, Greenfield, MA 01301

  Affordable Opportunity with Great Potential!Whether you're searching for a budget-friendly place to call home or a project to renovate and flip, this 3-bedroom, 1-bath home is full of potential. With a bit of vision and elbow grease, you can restore this property to its full charm and value.The first floor offers a traditional layout with a kitchen, dining room, living room, and full bath.

  Liza Hurlburt-Melo Four Columns Realty, LLC

  10 Power Square, Greenfield, MA 01301
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  /34

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  84 Thayer Rd, Greenfield, MA 01301

  Welcome to 84 Thayer Road, this beautifully maintained 3-bedroom, 1-bath Cape-style home offers 1,400 square feet of comfortable living space, a 2-car garage & inviting breezeway. Step into the bright, sun-filled living room, perfect for relaxing or entertaining, w/ large windows that flood the space with natural light. The main level features a versatile layout w/ two bedrooms and a full

  Alayna Zellmann Ruggeri Real Estate

  84 Thayer Rd, Greenfield, MA 01301
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  /40

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  495 Federal St Unit B, Montague, MA 01351

  ZERO MONTHLY CONDO FEES!!! This immaculate Contemporary condex offers 3 bedrooms, 2 baths, & a rare 2-car garage. Kitchen has stainless appliances including an induction cooktop, large peninsula w/ space for seating + plenty of room for a large dining table. The living room is bathed in natural light, showcasing vaulted ceiling. Sliders open to the large private deck: a tranquil setting to enjoy

  Susanne Newman Duston Leddy Real Estate

  495 Federal St Unit B, Montague, MA 01351
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  /14

  $79,000

  • Land
  • 0.31 Acre
  • $254,839 per Acre

  0 (271A) Silver St, Greenfield, MA 01301

  Stop searching—start building! This spacious 13,000+ sq.ft. lot on desirable Silver Street offers the perfect opportunity to create your dream home or investment property. Located in a lovely, well-established neighborhood, this attractive and partially wooded parcel provides plenty of space and flexibility for a single-family home or duplex. Utilities are ready to go, with town water, sewer,

  Shaun McLean William Raveis R.E. & Homes Services

  0 (271A) Silver St, Greenfield, MA 01301
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  /35

  $335,000

  • 5 Beds
  • 2.5 Baths
  • 2,448 Sq Ft

  335 Federal St, Greenfield, MA 01301

  Here is your chance to own your own investment property in Greenfield. Formerly used as a day spa. First floor unit has 3 bedrooms, a bath and a half, and the laundry is in unit. The first floor has access to a fenced in private patio space. The second floor has beautiful hard wood floors and a large eat in kitchen. There is also access to the walk up attic for ample storage space. Each unit has

  Amanda Abramson Coldwell Banker Community REALTORS®

  335 Federal St, Greenfield, MA 01301
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  /8

  $155,000

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  34 Princeton Terrace Unit 34 B, Greenfield, MA 01301

  Paints dry! Cozy and comfortable 2-bedroom, 1 1/2 bath freshly painted and carpet steamed condo with appliances available for immediate occupancy. Abutting Greenfield Community College and close proximity to I-91 Rotary and Route 2, this affordable living space serves to check off many of your requirements including location & affordability. Public swimming pool up the road, schools within a few

  Jarod Martin Greenfield Group Real Estate

  34 Princeton Terrace Unit 34 B, Greenfield, MA 01301
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  /10

  $225,000

  • Land
  • 41.78 Acres
  • $5,385 per Acre

  414 Mohawk Trail, Greenfield, MA 01301

  Over 41 acres of land set just off the scenic Mohawk Trail, a stone’s throw from the I-91/Rt 2 roundabout and the Home Depot and Big Y plazas. This prime location sees over 11,000 cars pass by daily and has a history of commercial use, with a paved driveway and large parking area already in place. But there’s more—head up the hillside and you’ll find a stunning potential home site that could

  Theodore Hanna Cohn & Company

  414 Mohawk Trail, Greenfield, MA 01301
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  /5

  $189,900

  • 2 Beds
  • 2.5 Baths
  • 1,313 Sq Ft

  46 Colrain St, Greenfield, MA 01301

  One of the oldest homes in the area! Close to downtown and GCC. Overlooking a waterway, take a look and see if this property is the right fit for you.

  Donald Mailloux Coldwell Banker Community REALTORS®

  46 Colrain St, Greenfield, MA 01301
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  /40

  $970,000

  • 4 Beds
  • 2.5 Baths
  • 3,660 Sq Ft

  15 Crestview Dr, South Deerfield, MA 01373

  An incredible opportunity in Ridgecrest—one of the most sought-after neighborhoods—offering breathtaking sunrises & views of Mt. Sugarloaf! This spacious Center Hall Colonial features a beautiful kitchen w/ island, appliances & dining area that opens to a fabulous sunken great rm w/ fireplace, vaulted ceilings & beautiful picture window allowing natural sunlight, leading to a charming 3-season

  Brenda Cuoco Cuoco & Co. Real Estate

  15 Crestview Dr, South Deerfield, MA 01373
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  /5

  $140,000

  • Land
  • 0.35 Acre
  • $400,000 per Acre

  2 Orchard St, Greenfield, MA 01301

  Here is your chance to build the home you have been waiting for in an ideal location. From this spot you can be downtown within minutes and also you are less than a mile from beautiful nature and hiking trails. It was last used as a two family lot and there is still part of a cement structure left on the property. Bring your ideas and plans to this plot of land and begin making your dream home a

  Amanda Abramson Coldwell Banker Community REALTORS®

  2 Orchard St, Greenfield, MA 01301
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  /11

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  227 Deerfield St, Greenfield, MA 01301

  Classic colonial featuring 5 rooms, 3 bedrooms, and 2 full bathrooms. The home offers a traditional layout with a bright living area and a yard offering outdoor space.

  Melissa Blondek Gallagher Real Estate

  227 Deerfield St, Greenfield, MA 01301
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  /41

  $895,000

  • 3 Beds
  • 2 Baths
  • 2,596 Sq Ft

  238 N Main St, Sunderland, MA 01375

  Ready for immediate occupancy! This well-maintained, stately 1945 Colonial home in Sunderland offers views of Mount Sugarloaf. The home boasts three bedrooms, two full bathrooms, hardwood and stone tile flooring, two fireplaces, a heating/cooling mini-split system, and newly installed seller-owned solar panels. The spacious country kitchen features a sunny breakfast nook for culinary delights.

  Timothy Parker Coldwell Banker Community REALTORS®

  238 N Main St, Sunderland, MA 01375
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  /15

  $79,000

  • Land
  • 0.47 Acre
  • $168,085 per Acre

  171 Cleveland St, Greenfield, MA 01301

  Here is your opportunity to build an investment property. Building a four-unit rental property (by special permit) is ideal. With the need for rental property, this is the perfect time to invest in this type of development. Water, sewer, and electricity on the road. See the attached survey showing the setbacks.

  Corinne Fitzgerald Fitzgerald Real Estate

  171 Cleveland St, Greenfield, MA 01301
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  /28

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  169 Old Albany Rd, Greenfield, MA 01301

  Classic Charm Meets Modern Elegance on 13 Mountain-Top Acres. Steps from the circular drive, a welcoming foyer leads to a sunlit kitchen with classic cabinetry, an island and an open dining area. Skylights, geometric windows, and French doors open to a southeastern deck - ideal for cozy dinners or entertaining. The kitchen features dual sinks and ample prep space for any home chef. Nearby, a

  Jarod Martin Greenfield Group Real Estate

  169 Old Albany Rd, Greenfield, MA 01301

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