1,039 properties for sale in Monkey Hill

Wonderful 1890s Victorian with wrap around porch and all the showy detailing typical of the Queen Anne era in a quiet leafy neighborhood off Main Street near all the major highways. The gracious entry features a graceful staircase with turned balusters and newel posts open to an expansive living room and formal dining room ripe for gathering or relaxing and bathed in light from bay windows with high ceilings and warm wood flooring. Large gourmand's kitchen features an eating alcove and picture window overlooking the rear deck and lush yard beyond. The kitchen is fully applianced with lots of cabinet storage above and below and stone topped workspaces. An atrium door opens onto a large rear deck with a level rear yard ringed in planting areas perfect for entertaining, yard games or just enjoying the serenity of the setting. Upstairs features 3 corner bedrooms flooded in light through many windows and a large 4-piece bath with a soaking tub. The top floor offers yet another sleeping area

Welcome to this charming center-entrance Colonial, ideally situated on a lovely side street just moments from Winchester Center! Offering 3 bedrooms and 1.5 baths, this sun-filled home is ready for its next owners to make it their own. Timeless features include hardwood floors, a cozy fireplace, a sunroom, a full basement, a detached garage, and a wonderful yard with patio-perfect for relaxing or entertaining. The spacious eat-in kitchen offers plenty of room for gathering with family and friends. The primary bedroom has a generously sized walk-in closet and views of breathtaking sunsets. Lovingly maintained and cherished for many years, this special home is ready to welcome its next chapter and create lasting memories for years to come

Welcome to 6 Richmond Park! Boasting 50+ years of steady income production, this massive property is a rare find for any portfolio. This 3-unit Multi-family features separately metered units (electric and gas) and common heating, making it an ideal turnkey investment or a perfect multi-generational home where everyone enjoys their own space, privacy, and independent billing.While already a reliable cash-flow generator, the property offers massive upside. Strategic interior improvements will allow you to command premium rents and build significant equity in a high-demand market.A true commuter's dream, you're just 11 miles from Boston with instant access to I-93 and I-95/Rt 128. The Anderson Regional Transit Center is minutes away for effortless rail and Logan Express access. Lifestyle amenities abound with the scenic trails of Horn Pond nearby and the premier dining and shopping at Woburn Village. Secure a high-value asset with a proven track record and incredible future potential!

Rare opportunity to own a true 4 family in an ultra-convenient Woburn location. Offering a low maintenance brick exterior and separate utilities, gas heat and gas hot water this property would be a fantastic addition to any investment portfolio. Two of the units feature 2 beds, 1 bath and the other two units feature 1 bed and 1 bath. All units have ample use of off-street parking and coin operated laundry in the basement. Additional highlights include many rooms with hardwood floors, 15 year old roof and ample storage in all units and full basement with high ceilings and separate access from the outside. The property's location is ideally located between Woburn center amenities, public transportation and major highways

Set on a cul-de-sac, this expansive Colonial offers 3,500 square feet of finished living space across three levels with a layout that delivers exceptional flexibility. The renovated kitchen features stone countertops, a center island, stainless appliances and gas cooking, opening to the dining area with direct access to the screened porch and outdoor living spaces. Hardwood floors, oversized windows and a gas fireplace enhance the main living areas, while a first-floor bedroom with full bath provides additional versatility. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional bedrooms, a full bath and an oversized family room. The finished walkout lower level adds approximately 1,000 square feet with a kitchen, living and dining areas, bedroom, full bath and direct access to the patio and backyard. Central air, natural gas, tankless hot water, a two-car garage, irrigation and a beautifully maintained yard complete a home offering an u

A beautiful Victorian with endless possibilities ~The James Cogan house, a spacious Queen Ann style Victorian set on a corner lot, featuring a three car detached garage, plenty of off street parking and offering 12+rooms across 4 finished levels. A large foyer with classic stained glass windows and woodwork, living room, dining room, family room, kitchen and a full bath complete the first floor. The second level has 5 bedrooms and 1.5 baths, with the third floor offering flexible space that can be a primary suite or a large play room plus a bedroom/office space and a convenient half bath. The lower level has two additional rooms and a half bath, ideal for a separate office. Front and back staircase, beautifully preserved hardwood floors some with intricate parquet details, large windows, pocket doors, wraparound porch, fenced in yard and more

Introducing The Homes@Mary Kenney Way, an exclusive new cul-de-sac community in the highly sought-after West Medford area, just 10 minutes from Boston. This limited collection of 10 architecturally crafted single-family luxury homes is tailored for today's modern living. Each residence boasts 3 spacious bedrooms (EXPANDABLE TO 5), 3.5 baths, and an expansive, open-concept first floor designed for comfort and flexibility. Perfect for both work and entertaining, the layout includes multiple living areas, a wet bar, and formal dining spaces, all bathed in natural light from soaring ceilings. Crafted with impeccable attention to detail, the interiors feature wide plank white oak floors, custom cabinetry, elegant built-ins, and a thoughtfully appointed wet bar. With only 10 homes available, this is a rare opportunity to customize your dream home in a vibrant, new community. Reserve your space now, as demand is high for this soon-to-be jewel just minutes from the city

Welcome to this beautifully updated and meticulously maintained 3-4 bedroom, 2 full bath home, perfectly blending timeless charm with modern amenities. An inviting farmer's porch sets the tone for this wonderful property, situated on an expansive, level lot offering exceptional space for outdoor enjoyment. The main level features a spacious family room with a gas fireplace, custom built-ins, and a convenient desk area. French doors lead to an elegant dining room with classic chair rail detailing. The stunning, newly renovated modern kitchen features stylish finishes, stainless steel appliances, and thoughtfully designed space for everyday living. A beautifully updated full bath and versatile room office/bedroom with a new walk-in closet complete the first floor. Upstairs offers three bedrooms with hardwood floors, an updated full bath, and a charming office nook. Additional improvements new mini-split systems throughout, and an EV charger. Enjoy the oversized screened-in porch overlook

Popular Wright's Pond! Sun-splashed and Oh-SO spacious, this handsome, Center-entry 3-bedroom Brick colonial in North Medford's popular Fellsway neighborhood is a commuter and nature lover's dream! Swim and hike year-round, minutes from your own back yard. Classic finishes include marble tiled entryway, crown moldings, and hardwood floors. Home features recessed lighting, a front-to-back primary BR with attached 3/4 tile bath; and an expansive 3-season screened porch. Updates include 2020 roof, two renovated bathrooms, energy-efficient mini-splits for both heating and cooling, and a 2026 hot water heater. Walk-up attic offers exceptional bonus storage and expansion possibilities. Vintage laminate cabinet kitchen with sunny attached eat-in dining area awaits your touches. Fully fenced yard with planting beds and mature shrubs, a one-car garage, and 3-car tandem parking highlight the exterior. Minutes to outdoor fun at Wright's Pond and the Middlesex Fells; shopping, dining and live stag

This is the one you've been waiting for! Meticulously maintained, this 3 bedroom, 2 full bath home offers comfortable living space, a versatile two-level layout, and exceptional outdoor amenities. Freshly painted throughout and featuring newly refinished hardwood floors and a new roof, this home is ready for its next chapter. The main level offers three bedrooms, a full bath, and inviting living spaces with a functional layout suited for everyday living. The lower level provides additional flexible living space with a second full bath, offering endless possibilities for a family room, home office, playroom, gym, or guest area. Central air and forced hot air provide year-round comfort. Step outside to discover your own backyard retreat! The fully fenced yard features a beautiful in-ground pool, a spacious patio, and a composite deck, creating the perfect setting for summer gatherings, outdoor dining, and relaxing at home. With a wonderful combination of recent improvements, flexible liv

Situated on a large,10k+ level corner lot with frontage on both Cross Street and Verplast Avenue! The upper level features a fireplaced living room w picture window, updated kitchen, three bedrooms, 1.5 baths, and a large sunroom overlooking the expansive backyard. The first level offers additional flexible living space with a kitchenette, living area, two bedrooms, laundry, and a full bath, providing great potential for an in-law setup, guest space, home offices, or extended living. The generous lot and existing footprint create an ideal opportunity to modernize the home, expand the living space, or explore future possibilities. Put your personal touch on this home and build some great equity! This property is full of potential and ready for its next chapter!

Incredible opportunity to build equity in this spacious 4 bed, 2.5 bath home in a convenient Woburn location. The classic layout offers tremendous living space offering a formal living room, formal dining room, family room with fireplace and a large eat-in kitchen with cherry cabinets and granite countertops. A 1/2 bath with laundry and sliders to a large deck complete the first floor. Hardwood floors span the entirety of the living area and lead up to the second floor where you'll find 3 generous bedrooms and a large primary suite with walk in closet and private bath. The unfinished basement has future expansion potential and offers ample storage and a 2-car garage. Truly an incredible value!

Welcome to 6 Richmond Park! Boasting 50+ years of steady income production, this massive property is a rare find for any portfolio. This 3-unit Multi-family features separately metered units (electric and gas) and common heating, making it an ideal turnkey investment or a perfect multi-generational home where everyone enjoys their own space, privacy, and independent billing.While already a reliable cash-flow generator, the property offers massive upside. Strategic interior improvements will allow you to command premium rents and build significant equity in a high-demand market.A true commuter's dream, you're just 11 miles from Boston with instant access to I-93 and I-95/Rt 128. The Anderson Regional Transit Center is minutes away for effortless rail and Logan Express access. Lifestyle amenities abound with the scenic trails of Horn Pond nearby and the premier dining and shopping at Woburn Village. Secure a high-value asset with a proven track record and incredible future potential!

Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home. The first-floor unit includes two bedrooms and one full bath, making it ideal for rental income, extended family, or multi-generational living. Each unit has its own garage space, something tenants and owners always appreciate, plus a long driveway with plenty of additional parking. The layout offers separation, functionality, and strong future potential. Location matters, and this property comes with access to the highly desirable Winchester Public Schools, adding even more long-term value. Investment properties in Winchester do not come along often, especially ones with this much upside

Excellent opportunity to own real estate property right off I-95. Owner updated several of the units with great current paying tenants in place. 3 units have leases expiring next year with opportunity to raise rent. Unit 1 is way under market value, opportunity to get much $700+ a month from it. 3 units are first floor. Very versatile property with great margins. 4 units with 3 having seen some recent updates. rent roll is current, property sold as is where is

Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home. The first-floor unit includes two bedrooms and one full bath, making it ideal for rental income, extended family, or multi-generational living. Each unit has its own garage space, something tenants and owners always appreciate, plus a long driveway with plenty of additional parking. The layout offers separation, functionality, and strong future potential. Location matters, and this property comes with access to the highly desirable Winchester Public Schools, adding even more long-term value. Investment properties in Winchester do not come along often, especially ones with this much upside

Welcome to 11 Sweetser Ave ideally located in a desirable downtown Reading. Available for the first time in 37 years, this charming 3-bedroom, 1 1/2-bath Colonial offers a rare opportunity to own a home in one of Reading's most convenient locations. Enjoy being just steps from downtown Reading and the commuter rail, with Washington Park just feet away. The home features a desirable open backyard, a rare find for such a convenient downtown location, providing excellent space for outdoor enjoyment and entertaining. With its combination of location, accessibility, and outdoor space, this property offers tremendous potential for a variety of buyers. Don't miss this special opportunity to make this long-loved Reading home your own

Space, versatility and a fantastic location come together in this bright and inviting 10-room home offering 4-5 bedrooms, 3.5 baths and an expansive second-level in-law suite potential! Freshly painted and filled with natural light, this home offers a flexible floor plan with plenty of room to spread out. The main level features a spacious living room with fireplace and slider leading to the deck, a beautiful eat-in kitchen with lots of cherry cabinets, granite countertops and tile flooring, plus an open-concept family and dining room with parquet floors. A convenient half bath with laundry completes the first floor. Upstairs, the primary bedroom features a private 3/4 bath, complemented by two additional generously sized bedrooms and another full bath. An impressive approx. 780 sq. ft. in-law suite offers exceptional flexibility, featuring a bright and spacious living room, large bedroom, full bath and additional office/den-ideal for extended living, guests, a home office or other fle

Introducing 4 Stone Ave, a charming 3 bed, 1.5 bath Colonial Style home, one block from Muraco School, and minutes from the Middlesex Fells Reservation, offering over 2,575 acres of pristine woodlands, reservoirs, and scenic trails perfect for outdoor recreation. Beautiful updates complement the home's original oak woodwork, including stained oak Harvey windows with tilt in sashes. The spacious front foyer opens into the living room with a wood burning fireplace. The formal dining room leads out to a serene private rear deck, overlooking a fully fenced yard with native plantings. The sizable kitchen highlights electric cooking, a built in microwave, and peninsula providing additional seating. A side addition added a large front to back family room with abundant natural light, providing even more livable space on the first floor. A private home office with classic French door completes this level. Upstairs, you'll find a 2021 renovated full bathroom, three sizable bedrooms, and extensiv

Welcome to 15 Foxcroft Road, an 8-bedroom home with 4 full and 2 half baths in Winchester's sought-after Flats neighborhood, offering over 7,000 sq ft on a beautiful corner lot. Two private suites make it ideal for multigenerational living, in-laws, caregivers, au pairs, or long-term guests, with ADU-style flexibility already built in. A full 2012 renovation created a large kitchen with oversized butler's pantry, a spacious family room with built-in cabinetry, a dining room, a playroom, and a mudroom with half bath on the first floor. The second floor has four more bedrooms, including a primary suite with full bath and large walk in closet. The third floor adds an additional bedroom and an office as well as cedar closet. The finished lower level features a full bar, a half bath, and ample space for a game room or media room. This property offers the unique ability to offer two suites perfect for extended family or caretakers. The first-floor suite offers single-level living with two be

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank