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276 Pleasant St, Orange
$370,000
4 Beds ⋅ 3 Baths ⋅ 73523211 MLS
This remarkable, spacious farmhouse perched atop a sprawling 1.36 acre lot in Orange is waiting for her new owners! Featuring 4 bedrooms and 2 3/4 baths, the true treat here is the locked off separate suite, perfect for all kinds of living arrangements! From the wide-plank hardwood floors to the farmer's porch and updated kitchen, this sprawling beauty offers privacy, space, and convenience. Updates include mini splits for auxiliary heating and central cooling, and 2 sheds - one attached and one detached - provide ample storage or workshop space along with the full basement. Enjoy peace and quiet moments from downtown Orange, Route 202, and Route 2, along with area delights such as paddling the Miller's River and acres of hiking trails. It's not easy to find this much house and this much land for this low price! Subject to sellers securing suitable housing. Showings start at open house 5/24/26 11-12:30.

276 Pleasant St, Orange

37 Bacon St, Orange
$370,000
5 Beds ⋅ 3 Baths ⋅ 73514612 MLS
Offers due by 5/11 - 7:00PM. Exceptional Three-Family Investment! What an incredible opportunity for an investor or owner-occupant, this stately south-facing multi-family is bathed in natural light and was extensively renovated. Total peace of mind with all electrical, plumbing, heating, and fire alarms 100% up to code. Unit Layouts: 1st & 2nd Floors: Spacious 2-bedroom units featuring oil heat. 3rd Floor: offers a large, 1-bedroom unit with electric heat. All units feature hybrid heat-pump water heaters and separate utilities. Exterior & Mechanics: Major capital improvements include full insulation, a new roof (2025), and freshly painted interior & exterior. The oversized 31x31 two-car garage and circular drive provide ample parking. Enjoy a quiet setting with a beautiful yard, sitting on 23,958 sq ft of land. Dedicated interior storage for each unit. Turnkey, sunny, and perfectly located with easy access to downtown. Mini-Open House: Monday, May 11th, 2026. 2:15-3:00 PM

37 Bacon St, Orange

49 Lincoln Ave, Orange
$367,500
4 Beds ⋅ 2 Baths ⋅ 73489140 MLS
OFFER DEADLINE 3/23/26 NOON. Situated on a corner lot, this timeless home immediately stands out with its classic architecture, wrap-around driveway, and impressive detached garage with second-level storage. Inside, you’ll find hardwood floors, beautiful woodwork, and French doors that add warmth and character throughout multiple living spaces. The main level features a formal dining room and a spacious kitchen with a walk-in butler’s pantry offering first-floor laundry and the potential to add a first-floor bathroom. Enclosed front and back porches provide flexible spaces to relax, work, or enjoy the changing seasons. A formal entryway leads to the second level where three generously sized bedrooms await, including a primary bedroom with its own private bathroom. Conveniently located near Fisher Hill School, this home offers a wonderful blend of classic craftsmanship, functional space, and everyday convenience.

49 Lincoln Ave, Orange

113 New Athol Road Unit 27, Orange
$366,000
2 Beds ⋅ 2 Baths ⋅ 73443398 MLS ⋅ ['Pioneer Place'] BLDG.
Welcome to Pioneer Place! This highly sought-after ranch-style condo w/ a 2-car garage offers the perfect blend of comfort & convenience. The open-concept first floor features HW floors throughout. The cabinet-packed kitchen boasts recessed lighting, a breakfast bar & ample countertop space. The adjacent dining area opens to a spacious living room w/ a cozy corner gas fireplace, providing an addit'l heat source for chilly New England winters. The home is equipped w/ central heat & air conditioning, ensuring year-round comfort. The primary bedroom includes a walk-in closet & private bath, while a second bedroom & full bath complete the main level. The partially finished lower level provides two versatile bonus rooms, perfect for a home office, gym, or guest space. Head out through the sliding glass door off the living room to your private back deck, where you can relax and enjoy the peaceful sounds of nature. Don’t miss your chance to make this beautiful condo your Home Sweet Home!

113 New Athol Road Unit 27, Orange

215 S Main St, Orange
$360,000
4 Beds ⋅ 2 Baths ⋅ 73565517 MLS
This Victorian-era home has charm around every corner and a story to tell! Moved from North Dana during the formation of the Quabbin Reservoir, it’s packed with history and timeless details, from beautiful hardwood floors to detailed molding and crown molding throughout. What really sets this home apart is the flexibility it offers - use it as a spacious single-family like the current owner, or take advantage of the full second kitchen upstairs and use it as a two-family. The first floor welcomes you with soaring ceilings and a large living room, along with an open kitchen that flows into the dining room and adjoining sitting room. You’ll also find a full bath with custom cabinetry, laundry closet and 3 bedrooms - including one that would make a fantastic office with closets galore. Upstairs offers 2 more bedrooms, another full bath, a full second kitchen, living room and dining space. Outside, there’s even more to love with a multi-tiered composite deck, above-ground pool, irrigation, long driveway and a flat yard with plenty of room to enjoy. Add in convenient access to Route 2 and this character-filled home offers space, history and options all in one!

215 S Main St, Orange

465 Tully Rd, Orange
$350,000
4 Beds ⋅ 2 Baths ⋅ 73538813 MLS
UPDATED POST & BEAM COLONIAL. THE ORIGINAL FARMHOUSE DATES BACK TO THE 1800'S. THE FAMILY ADDED A 2 STORY ADDITION IN 1988.GREAT HOME FOR A GROWING FAMILY OR COULD BE USED AS A SINGLE FAMILY WITH AN IN-LAW APARTMENT. NEARLY 3,000 SQUARE FEET OF LIVING AREA WITH A LIVING ROOM, KITCHEN, DINING ROOM, AND 2-3 BEDROOMS ON THE 1ST FLOOR ANDA LIVING ROOM, KITCHEN, AND 2 BEDROOMS ON THE 2ND FLOOR. DECK WITH A SCREENED 3 SEASON ROOM. 24 X 30 DETACHED GARAGE/BARN.ASPHALT SHINGLE ROOF IN 2022, VINYL SIDING, REPLACEMENT WINDOWS, 200 AMP ELECTRIC, FORCED HOT AIR HEAT BY OIL NEW FURNACE IN 2022. ARTESAN WELL - NEW PUMP IN 2020 AND NEW SEPTIC IN 2018. HOT WATER HEATER IN 2015. .1.46 CLEARED ACRES. HORSES ARE PERMITTED. A WONDERFUL COUNTRY SETTING.

465 Tully Rd, Orange

23 Gay St, Orange
$350,000
3 Beds ⋅ 1 Baths ⋅ 73534201 MLS
Come see this fully renovated 3-bedroom ranch today! The brand new kitchen features white shaker cabinets, granite countertops and stainless steel appliances. The open concept dining room features vaulted ceilings, exposed wood beams and direct access to the back deck. The living room provides several layout options and flows nicely to either side of the home. The updated full bathroom is conveniently located in the center of the floorplan. 3 bedrooms, including the main bedroom with vaulted ceilings, wrap up the main living level. The full, walkout basement provides tons of potential for future expansion as well as a great area for storage and laundry. Outside you'll find a deck overlooking the private backyard. The 1-car garage and attached carport provide plenty of space for parking and storage. Recent updates include new light fixtures, new flooring, new appliances, new kitchen, new sliding glass door, new hot water heater, new garage roof and fresh paint throughout!

23 Gay St, Orange

395 S Main St, Orange
$349,000
3 Beds ⋅ 2 Baths ⋅ 73472163 MLS
Welcome to this charming Single Family Colonial located in Orange, Massachusetts. Built less than 30 years ago, this lovely home boasts 3 bedrooms, 1.5 bathrooms, and 1344 square feet of comfortable living space on a spacious 0.5-acre lot. The first-floor open floor plan creates an inviting atmosphere and contains lots of natural lighting. Just in time for spring, this large back deck overlooking the open and level back yard offers great space for entertaining. Enjoy the benefits of solar panels and a roof less than 10 years old. The basement has potential to be finished and contains great storage space as well as a work bench area for your projects or hobbies. This property is situated close to Route 2, route 202, and route 122, providing easy access to commuter routes.

395 S Main St, Orange

490 S Main St, Orange
$349,000
3 Beds ⋅ 2 Baths ⋅ 73448856 MLS
Discover an incredible opportunity in the heart of Downtown Orange! This classic 1950 Cape sits on 13+/- acres with town water and sewer—ready for your vision. The home offers solid construction, great bones, and timeless character, but needs cosmetic updates throughout. With a little creativity, each room can be transformed to reflect your style. The land offers endless potential for future development—whether a small neighborhood of single-family homes, efficient modern townhouses, or a cluster of condos with shared green space. Conveniently located near Route 122, parks, and local amenities, this property is perfect for builders, investors, or anyone dreaming of creating something special in the North Quabbin region. Estate sale—being sold as-is.

490 S Main St, Orange

113 New Athol Rd Unit 35, Orange
$347,500
2 Beds ⋅ 2 Baths ⋅ 73481999 MLS ⋅ ['Pioneer Place'] BLDG.
Welcome to effortless living at Pioneer Place. This beautifully maintained end-unit condo offers a of comfortable single-level living, perfect for those ready to simplify without sacrificing space. Built in 2005, this 2 bed, 2 bath home features an open floor plan, with propane fireplace, central air, and convenient first-floor laundry. The kitchen has ample storage, and fully applianced and an expansive kitchen peninsula. The spacious primary suite includes a walk-in closet and newly renovated en-suite bath with a modern stunning tiled step in shower. This unit has ample storage and closets. Enjoy morning coffee on the deck overlooking a generous backyard and peaceful wooded setting, rare outdoor space for condo living. Full basement for storage or hobbies, plus an attached insulated 2-car garage with ramp access and wide doorways for easy living. Convenient to Route 2A, shopping, and trails. Move in, relax, and enjoy. Furnishings Available if needed

113 New Athol Rd Unit 35, Orange

140 Mechanic St, Orange
$347,000
3 Beds ⋅ 2 Baths ⋅ 73455829 MLS
Be the first to enjoy this beautifully restored Colonial, where timeless character meets modern convenience. Bathed in natural light from 24 windows, this warm and inviting home is move-in ready with extensive updates throughout.Updated electrical, roof, attic and wall insulation, windows, and heatingRecently serviced furnace and hot water heaterNew kitchen appliances and bathroom fixturesFresh paint inside and outNew kitchen cabinets, countertops, and flooringMain Floor Spacious, sun-filled living roomFormal dining roomEat-in kitchen with island and walk-in pantryScreened in sun porch with elevated viewsCozy den Generous mudroom includes washer dryerHalf bath with new fixturesSecond Floor Primary bedroom with generous walk-in closetTwo additional generously sized bedrooms with large closetsFull bathroom with tub .42acre lot with large level yard space and wooded terraced areaTwo driveways - detached oversized 1-car garageNew backyard deck. She'll be a good home

140 Mechanic St, Orange

43 West Main St, Orange
$345,000
3 Beds ⋅ 2 Baths ⋅ 73454467 MLS
Back on the market due to no fault of its own, this young 3-bed, 2-bath cape has an inviting first floor that shows off hardwood floors flowing through the kitchen, dining, and living spaces-perfect for hosting friends or cozy nights in. Your first floor primary bedroom offers wall to wall carpet for added comfort & you'll love the ease of first floor laundry. A full bath with ceramic tile flooring completes the main level. Upstairs you'll find another full bath & two more bedrooms, making room for guests or a home office. An added bonus is the attached one-car garage that keeps you covered rain or shine. Outside, enjoy a sweet yard, ideal for a BBQ or gardening. Nestled in the heart of town, close to schools, shopping and highway access, this home blends modern comfort with everyday convenience.

43 West Main St, Orange

67 Putnam St, Orange
$332,000
4 Beds ⋅ 2 Baths ⋅ 73417798 MLS
Looking for a home that may help offset your mortgage, accommodate extended family, or provide the additional space and flexibility an ADU offers? Welcome to this well-maintained Victorian-style property built in 1880, offering character, space, and a rare opportunity for flexible living & potential rental income.The spacious main home features 4 bedrooms & 1.5 baths, with beautiful period details throughout. Enjoy a formal dining room & family room with hardwood floors, an original built-in china cabinet, charming bay window, original pocket doors, original entry doors and abundant natural light. A full basement plus walk-up attic provide plenty of additional storage space or space to workout, craft and more. The generous, flexible layout with spacious rooms is ideal comfortable everyday living, entertaining, working from home, or creating spaces that meet your needs. A standout feature of this property is the legal, detached accessory dwelling unit. With an open-concept floor plan, full kitchen and bath, and private full basement/storage area, the ADU offers privacy & independence while remaining conveniently close to the main house. It is an ideal setup for multigenerational living, extended family, guests, or a private home office. It may also provide an opportunity for additional rental income to help offset monthly housing expenses.Outside, the beautiful yard offers room to enjoy every season. Create vegetable, flower, or herb gardens, enjoy the peaceful outdoor seating area, host summer cookouts, gather around a campfire, or simply relax and enjoy the open space. There is plenty of room for recreation, pets, play, and outdoor projects.With two separate living spaces, timeless Victorian details, abundant storage, generous outdoor space, and valuable income potential, 67 Putnam Street offers flexibility and possibilities that are increasingly hard to find today. One not to miss!

67 Putnam St, Orange

30 Cottage St, Orange
$330,000
4 Beds ⋅ 2 Baths ⋅ 73485831 MLS
Come see this recently renovated 2-unit today! This is the perfect opportunity for investors or someone looking to live in one unit and rent the other to supplement their income! The 1st-floor features a large kitchen with granite counters, recessed lighting, tile backsplash and stainless steel appliances. 2 large bedrooms, a living room and a large full bathroom wrap up the 1st-floor. The 2nd-floor features 2 large bedrooms, a central living room, a full bathroom and a kitchen with new stainless steel appliances. Beautiful refinished wood floors flow throughout most of the home. Each unit has its own heat, new hot water heaters and electric service. A front and side porch offer great additional space. Exterior has been freshly painted. Additional buildable lot in front is available as well. Come see this great investment today!

30 Cottage St, Orange

262 Main St, Orange
$325,000
3 Beds ⋅ 1 Baths ⋅ 73517540 MLS
Enjoy waking to the wind in the pines, bird song & the gentle sound of a nearby creek, where your only visible neighbors are the animals that come to visit. Surrounded by peaceful privacy in every direction, this ranch is completely remodeled from top to bottom blending modern comfort with serene surroundings. Brand new flooring flows throughout, complimented by a brand new deck, perfect for watching the sun set behind the mountain. The spacious kitchen & dining area, freshly painted & filled with natural light, overlooks the peaceful landscape. The kitchen opens to a generous living room with a brand new oversized bay window & direct access to the deck - an effortless extension of indoor-outdoor living. The fully renovated bathroom features radiant tile floors for cozy mornings, with a spacious primary bedroom across the hall & 2 additional guest bedrooms. Downstairs, the basement offers endless potential with a wood stove for supplemental heating. A large shed completes the property!

262 Main St, Orange

180 Holtshire Rd, Orange
$325,000
2 Beds ⋅ 1 Baths ⋅ 73407516 MLS
Nestled in a peaceful rural setting surrounded by woods, this cozy cape exudes the charm of a classic woodland cabin. Set on just over 6 secluded acres and less than 2 miles from Lake Mattawa, it offers unmatched privacy and a tranquil connection to nature. Built with post and beam construction, the home showcases beautiful craftsmanship. Inside, warm Eastern white pine flooring and a wood-burning fireplace. The updated kitchen features stainless steel appliances and a large bay window that fills the space with natural light, flowing seamlessly into the open living area—an ideal setup for everyday living and entertaining. The first floor also includes a full bath, offering convenience and flexibility. Upstairs, you’ll find three comfortable bedrooms—ideal for family or guests. Custom built-ins add both character and functionality. This home is perfect for those seeking a serene, wooded retreat with the soul of a cabin. Seller states roof, siding, and windows all just 10 years old!

180 Holtshire Rd, Orange

31 Camp Rd, Orange
$315,000
2 Beds ⋅ 1 Baths ⋅ 73514843 MLS
Your own slice of lake life awaits - complete with private beach access on Lake Mattawa. This beautifully renovated ranch is a true hidden gem, offering deeded access to a beach reserved exclusively for Camp Road residents. Freshly painted and completely updated, it also features something you don’t often find with lake homes: an oversized garage. Inside, you’re welcomed by stunning hardwood floors and an open-concept kitchen, dining, and living area that feels both inviting and functional. A slider leads out to the backyard, while a pellet stove helps offset heating costs in the winter and a mini split provides efficient heating and cooling year-round. Both bedrooms are generously sized with closets and custom rack systems. The full bathroom has been tastefully updated with a new vanity and tile flooring. Just moments from the water, you truly can’t beat this Lake Mattawa location all on one level - whether you're looking for a full-time home or the ultimate summer escape!!

31 Camp Rd, Orange

75 Sandrah Dr, Orange
$310,000
3 Beds ⋅ 1 Baths ⋅ 73464985 MLS
Just Stunning is this Orange home, provides a great floor plan with plenty of natural light throughout. When you walk in the door you feel right at home. Kitchen offers new cabinets, upscale black texture granite, all Stain Steel Appliances for the cooks in the family. There are 3 bedrooms, Bathroom is newly renovated tub/shower surround. Washer/dryer space in basement laundry area with laundry sink, plus cabinets for laundry storage. FHW oil furnace, New windows throughout home, New 100 amp electric service, plus updated house wiring, new lighting and plumbing upgrades using licensed contractors. Mass Save insulated attic and sill plate, you will stay warm. New interior paint from top to bottom, wood grain vinyl plank flooring throughout home. Newly seeded lawn and existing garden shed for lawn care storage, Roof is architectural shingles, New Exterior and interior doors, and Storm Door. Incredible spacious back yard, for lots gardening and fun in the sun.

75 Sandrah Dr, Orange

31 Benham St, Orange
$310,000
3 Beds ⋅ 1 Baths ⋅ 73395916 MLS
Nestled in a serene and private location, this charming 3-bedroom, 1-bath home offers a perfect blend of comfort and tranquility. Ideal for families or those seeking a peaceful retreat, the property boasts a spacious layout that maximizes both living and storage space. Each bedroom is designed with ample natural light, creating a warm and inviting atmosphere. The single bathroom is elegantly appointed, featuring modern fixtures and finishes. The property's secluded setting ensures privacy, allowing you to unwind and escape the hustle and bustle of daily life. Whether you enjoy morning coffees on a quiet porch or hosting intimate gatherings in a cozy living space, this home provides the perfect backdrop for cherished memories

31 Benham St, Orange

41 Russ St, Orange
$305,000
3 Beds ⋅ 2 Baths ⋅ 73500393 MLS
This tri-level home is set on over an acre of land, tucked away in a private location at the end of a dead-end road.The lower level features a spacious kitchen and dining area, with a sliding glass door that opens to a private fenced-in backyard and a bedroom. A short staircase leads to the second level, where you’ll find a comfortable living room with a charming pine-paneled cathedral ceiling, a full bathroom, a separate laundry room, an additional bedroom, and a primary suite that includes a soaking tub and an attached sunroom, perfect for enjoying that morning coffee. Just off the living room, the third level offers a large bonus room with cathedral ceiling, loft area, and sliding doors that lead out to a balcony. An additional feature to this home is the detached one-car heated garage with 220-volt electrical service—ideal for storage, a workshop, or hobby space. Property being sold as is.

41 Russ St, Orange

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