791 properties for sale in Monkey Hill

Welcome to 32 Ivan Street (a super quiet side street) in Lexington, Massachusetts. This charming 1949 Cape Cod single-family residence offers 1,380 square feet of inviting, move-in-ready living space that perfectly balances classic architectural character with the comfort of modern functionality. With hardwood floors all throughout the home, the natural light that pours in just makes these floors shine. The heart of the home is a welcoming living room defined by its inviting fireplace, providing a central gathering point that encourages relaxation and quiet evenings at home. Beyond the interior, the property features a private yard that extends your living area into the open air. A screened-in sun room provides a seamless transition for outdoor dining or leisure, while the convenient laundry room and attached garage with one parking space ensure daily routines are handled with ease. This house sits on a level 10,200 square lot, that will afford the new owner the opportunity to substant

ATTENTION CASH BUYERS WITH CONTRACTORS. THIS UNIQUE HOME IS BACK ON MARKET! NOW WITH CLARITY. Come bring new warm life back into this home with immense creative potential sitting on R1 zoning. 3 Kearsarge Ave has the potential to be a prudent project for very savvy End Users, Contractors, and Cash buyers looking to put in sweat equity to build something long lasting with their creative eye. This home yearns for a buyer to bring it back to its full potential. Situated in a convenient location right near Route 38 this home is ready for YOU to bring the vision. Featuring Solar Panels and possible ADU / In-law Suite Potential. This raw home is a rare find here in this quieter Woburn neighborhood. Buyer/ Buyer Agent to do all due diligence regarding any and all aspects of the home. Home being sold as is, where is. This home will not qualify for conventional or FHA loans. PLEASE see Firm Remarks and Disclosures

Exceptional corner two-family in Melrose's most desirable East Side! Just a short walk to downtown and commuter rail; minutes from major routes, and steps from Melrose-Wakefield Hospital. This well-maintained home features 3 levels of living space with many recent upgrades and hardwood floor throughout both units. The first-floor unit features a 5-room layout with 2 bedrooms and has been fully renovated including new windows. The second and third floor unit offers a spacious 9 rooms, 5 bedrooms, a living room, dining room, 2 full baths, and new modern kitchen, new paint and new bathroom vanity in second floor. Additional highlights include partially finished basement with newly updated floor, front and rear porches, in unit laundry, and 5 off-street parkings. The property is currently vacant and was previously rented for $5,900/month, with potential for higher rental income. A particularly attractive feature is the valuable BD/Medical/Hospital zoning, offering additional possibilities

Bright and inviting 1-bedroom, 1.5 bath condominium unit located on the desirable west-side of Wakefield! This unit includes updated kitchen with granite countertops, gas fire place and open floor plan which is ideal for either entertaining or unwinding. Large, sun-filled bedroom with full bath along with central air conditioning, gas heat, and an additional half bathroom that provides convenience and flexibility for residents and guests. Additional features include beautiful hardwood floors, high ceilings and 1 off-street deeded parking space. Also includes NEW roof and private laundry in basement. Easy access to Routes 95/93/1, commuter rail, Lake Quannapowitt and Wakefield's downtown shopping and restaurants. This condominium presents a unique opportunity for cozy comfort and convenience at a great value!

MASSIVE PRICE IMPROVEMENT! A rare opportunity to own a detached home in Winchester under $1M-with the space, privacy and flexibility often missing from condo or townhome living. Tired of or can't imagine paying an HOA fee on top of fighting rising interest rates? Skip the added cost, lock in (REFI LATER) a lower monthly payment, and get more value at 258 Cross Street! The property is set on a level, fenced corner lot with a side-street driveway, ACCESSIBLE FROM RIVER STREET, parking for 4 cars, and offering 4 bedrooms, 2.5 baths and a layout that can adapt as your needs change. The main level blends classic character with everyday function, featuring hardwood floors, crown molding, arched openings, bay windows and an updated eat-in kitchen with stone counters, upgraded cabinetry, stainless appliances and gas cooking. A brand-new first-floor powder room adds convenience for everyday living and entertaining. Upstairs, two generously sized bedrooms are joined by two updated full baths, in

Big on value yet modest in price, this 3 bedroom Bungalow offers the rare opportunity to make your move to Wakefield's prestigious Westside Neighborhood. Family owned and lovingly maintained for many years, this home is now ready to begin a new chapter with a savvy buyer's vision and renovations. You'll note the comfortable one level floorplan and hardwood flooring offers an appealing opportunity for first time buyers, downsizers as well as a great alternative to condo buyers who want to avoid high condo fees. Located within steps of the Bear Hill Country Club, you'll find easy access to local shopping, dining and highway access can still be affordable right here in beautiful Wakefield

A complete renovation brings fresh style and modern comfort to this 3 bed, 2.5 bath home, offering an inviting layout designed for the way we live today. The main level features a welcoming living room, spacious family room with fireplace, sun-filled dining room, and beautifully appointed kitchen that connects seamlessly to the surrounding spaces. A dedicated home office offers flexibility for working from home, while a convenient mudroom adds everyday practicality. Upstairs, the primary suite provides a private retreat, complemented by two additional bedrooms, a full bath, and second-floor laundry room. The oversized one-car garage offers additional storage space and potential for modification to accommodate two vehicles. Tucked away on a dead-end street, this home enjoys a convenient location near downtown Winchester's shops and restaurants, commuter rail, Lynch Elementary, Horn Pond, scenic trails, and easy access to Routes 93 and 95. Currently under construction with anticipated co

Great opportunity to live on a quiet side street conveniently located near the town center and Elizabeth C. McDonald Field, featuring tennis courts, ball fields, basketball courts, and a playground. This well-maintained 3-bedroom, 3.5-bath townhouse offers 1,225 sq. ft. of comfortable living space. The charming home features high ceilings and a functional multi-level layout with a bright living area, spacious kitchen, two generously sized bedrooms, and a large office. Numerous updates were completed in 2023, including hardwood flooring, a finished attic, five ductless mini-split AC units, and renovated bathrooms. A new roof was installed in 2024. Additional updates include a high-efficiency gas boiler and hot water system installed in 2019. Conveniently located within walking distance to the newly built Lynch Elementary School and Winchester High School, with easy access to local shops, restaurants, and major routes. A wonderful opportunity to enjoy comfortable living in highly desirab

A Commuter's Dream and Entertainer's Delight! Ideally located just seconds from I-95 and Route 128, this 3-bedroom, 1.5-bath home is ready for its next owners! Featuring an open, flowing floorplan, this home offers a welcoming layout perfect for everyday living and entertaining. The living room features its own wet bar, creating the perfect setting for hosting friends and family. Enjoy the predictability of natural gas heating, along with the added benefit of a septic system to help keep monthly water costs down. Inside, you'll find attractive tray ceilings and a spacious primary bedroom featuring vaulted ceilings and a private balcony - the perfect spot to enjoy your morning coffee or unwind at the end of the day.Recent updates include a newer roof (2024) and a new water heater. The finished basement provides even more versatile living space, perfect for a cozy movie room, home office, or additional hangout space. Outside, enjoy the fenced-in yard with room to relax, entertain, or pla

Welcome to Parkview Condominiums in Winchester! This well-maintained 1-bedroom, 1-bathroom condo offers comfortable living in a desirable location. The spacious living room features a glass slider that opens to a private balcony overlooking the pond and garden, perfect for relaxing and enjoying the peaceful surroundings. The condo fee includes all utilities, including heat, hot water, and electricity, as well as access to the in-ground swimming pool. A private basement storage unit is also included for added convenience. With its comfortable layout, private balcony, pond and garden views, included utilities, and convenient location, this move-in-ready condo is a great opportunity you won't want to miss!

PRIME LOCATION IN THE HEART OF WAKEFIELD! You can own this renovated first floor condominium in a Victorian home with a private entrance for less than the cost of renting. Walk to Lake Quannapowitt, Commuter Rail Station, downtown restaurants and many shops. On summer days, enjoy the inground swimming pool shared by the condominium triplex. Unit features a spacious eat-in kitchen, living room and bedroom and a full bath. Beautiful high ceilings, crown molding, hardwood floors, built-in drawers, large windows, decorative fireplace and window seats add to its character. Newer 6 year old kitchen appliances, flooring and light fixture. New electric insert to fireplace makes the living room cozy. Good closet space and added bonus of storage in the exclusive basement. In-unit laundry. Enjoy the newer azek private deck off the kitchen overlooking the backyard for morning coffee. Plenty of space for gardeners and outdoor living. Chatter with passerbys while sitting in the enclosed front porch.

Walkable to nearly everything, 15 Clark St presents an exceptional opportunity to enjoy refined living in one of Winchester's most sought-after neighborhoods. This sun-drenched townhome offers 3 bedrooms, 1.5 bathrooms, and approximately 1,336 sq ft of thoughtfully curated living space. Rich hardwood floors, soaring natural light, and an effortless open layout create a warm yet sophisticated atmosphere. The beautifully appointed kitchen features modern appliances and generous space for everyday living and effortless entertaining. Upstairs, the spacious primary bedroom is complemented by two additional bedrooms ideal for family, guests, or a dedicated home office. Central A/C, second-floor laundry, and off-street parking enhance everyday convenience. Moments from Elliot Park, Middlesex Fells Reservation, top-rated schools, acclaimed restaurants, boutique shopping, Winchester Center commuter rail, and major routes, this home embodies the very best of Winchester living. No HOA fee

NEW PRICE! EXCEPTIONAL SPACE and VALUE AT $749,900! An incredible opportunity to own a spacious, light-filled home offering one of the largest floor plans in its price range! Move right in and enjoy or bring your personal vision to unlock its full potential. Set on a rare, level lot, this versatile home offers wonderful possibilities for multigenerational living, entertaining, working from home, and more. The main level features a welcoming living room with hardwood flooring, generous kitchen and dining area, and oversized screened porch perfect for relaxing or entertaining. Upstairs, four bedrooms include an expansive primary suite with walk-in closet, private bath, and nearby laundry, plus a bonus room ideal for a home office, playroom, or den. A two-car garage, abundant storage, and flexible basement space complete the package. Convenient to Horn Pond, Whole Foods, shopping, restaurants, and Routes 3 and 128/I-95. MORE SPACE. MORE POSSIBILITIES. AN OUTSTANDING VALUE! QUICK CLOSE POS

Discover the inviting appeal of 4 West St, Wakefield, MA, a ready-to-move-in single-family residence built in 1979, offering 1733 square feet of living space. This raised ranch provides a comfortable and functional living experience, designed for modern ease. The kitchen is equipped with stainless steel appliances, providing a functional space for culinary endeavors. The living room features a fireplace, creating a focal point for relaxation and gathering. This home includes three bedrooms and two full bathrooms, along with one half bathroom, accommodating everyday needs. A built-in two-car garage provides convenient parking and additional storage. The property sits on a generous 12,105 square foot lot. This property offers a compelling opportunity for those seeking a well-maintained home in Wakefield

11 Byron St. is a single-family gem with an extraordinary backyard oasis and prime Wakefield location. This turn-key home features a convenient floorplan and charming highlights such as hardwood floors, rich exposed brick and beautiful newel posts, alongside thoughtful updates like custom closet built-ins and recessed lighting. The first floor features a large living room, a convenient half bath, and a large updated kitchen with stone countertops, and a large island with seating and storage. Adjacent to the kitchen is a formal dining room with a large glass door that leads to an expansive rear deck overlooking a beautiful rear yard featuring a multi-level patio, mature trees that provide options of shade and sun, and thoughtful landscaping. Beyond the yard you have direct, unique access to a sprawling, open park right from your own backyard-an incredible extension of space beyond your property. A useful deep driveway comfortably holds four vehicles and leads to a versatile detached gar

Rare opportunity to own a massive three-family property in a convenient Stoneham location! Offering three separate residential units with a versatile mix of one-bedroom, two-bedroom, and four-bedroom layouts, this substantial multifamily property presents an excellent opportunity for investors and owner-occupants alike. With seven bedrooms across three units, off-street parking, and significant value-add potential, the possibilities are plentiful. Ideally situated with convenient access to downtown Stoneham, local shops, restaurants, major highways, and surrounding communities. Whether you're looking to expand your investment portfolio, generate rental income, or explore opportunities to maximize the property's potential, 3-5 Gould Street offers exceptional versatility in a desirable Greater Boston location. A rare opportunity to bring your vision to life! Units are updated, freshly painted and new carpets. Easy to show! Property being sold as-is

Rare to market. Philadelphia-style condo offers the feel and privacy of a single-family home within an intimate two-unit association. The home features a spacious multi-level layout with hardwood floors, central air, gas heat, two full baths, and excellent natural light throughout. A standout feature is the exclusive-use wet bar/entertaining area for Unit 1, providing flexible additional space for gatherings, recreation, or everyday living. Outside, enjoy an exceptionally uncommon amenity for a two-unit condo: a shared in-ground gunite pool, plus two off-street parking spaces and a Level 2 EV charger included with the unit. Major recent improvements include a new roof installed in July 2026. Ideally located on Wakefield's desirable West Side, just a short distance from the MBTA Commuter Rail, downtown Wakefield's restaurants, shops, and conveniences, and scenic Lake Quannapowitt. Convenient access to Routes 128/I-95 and I-93 adds to the commuter-friendly location. A unique opportunity

Private showings available! Resort living just steps from the town center! Completely remodeled with custom finishes throughout, this stunning expanded cape with 3 levels, 3/4 bedrooms, 2.5-baths will exceed your expectations. The first floor features a spacious primary bedroom w/ full bath, an inviting living room w/ beautiful fireplace surrounded and custom built-ins, while the chef's kitchen is designed to impress with high end finishes, a large island and vaulted breakfast nook. The open floor plan flows into the dining room, complete with a custom built-in wine bar, ensuring easy entertaining. The second floor provides two very large bedrooms with great closet space and a tastefully remodeled hall bath. The beautifully finished lower level offers incredible flexibility with a cozy family room, kitchenette, laundry and 1/2 bath, with potential for a 4th BR, making it ideal for entertaining, guests, or extended living space. Step outside to an extraordinary backyard that feels like

Charming, convenient, and full of possibilities! Welcome to 14 Jones Avenue, a delightful 3 bedroom ranch offering the ease of single-level living on a dead-end street with TOWN SEWER and NATURAL GAS! Whether you're looking for your first place to call home, hoping to simplify your lifestyle, or searching for a property to truly make your own, this home has so much to offer! Step inside to discover an inviting floor plan featuring bright, sun-filled living spaces. The cabinet packed kitchen offers generous counter space and flows nicely into an oversized living room with plenty of room to relax or entertain. Hardwood floors are waiting to be revealed beneath the living room carpet, while the bedrooms already showcase gleaming hardwood flooring. Downstairs, the expansive 35' x 28' unfinished basement offers incredible versatility with a cedar closet, abundant storage, workshop space, and potential for future finished living area. Additional highlights include ample off-street parking, a

Enjoy Winchester living in this spacious 2-bed, 1.5-bath townhouse at the desirable Wedge Pond Condominium. The main level features hardwood floors, a sunny living room, dining room, half bath, and kitchen. On the second level, you have two bedrooms and a full bath. The finished lower level offers more space for a family room, home office, or guest bedroom, plus laundry and storage. To top it all off, you have a private outdoor patio with water views! One deeded parking space included with an additional second space available for $40 per month. Prime location - walk to downtown restaurants, commuter rail, schools, supermarket, beach, and much more. Updates include kitchen (2020) downstairs bathroom (2023) new windows (2026) heating (2020)

Don't miss this rare opportunity to acquire a turnkey, income-producing asset in the heart of Wakefield-combining established tenancy, commercial flexibility, recent renovations and an exceptional walkable location. This business-zoned, mixed-use property offers four 1-bedroom apartments plus first-floor commercial space, currently operating as a beauty salon, creating a compelling combination of residential and commercial income potential. All four apartments are leased providing established occupancy and income. Recent renovations include the commercial space and Unit 4 in 2025 and Units 2 and 3 in 2024. This property also offers off-street parking and the convenience of individual utilities. Ideally positioned directly across from the iconic Rockery and Wakefield Common, with downtown shopping, restaurants, cafes and public transportation just steps away. Lake Quannapowitt is also a short stroll away!

Be among the first to preview The Residences at Richardson Avenue, one of 18 Townhouses, becoming available with 8 residences in Richardson Court. Phase I introduces this elegant 6-room, 3 bedroom, two-bath townhome, ideally situated just moments from downtown Wakefield's shops and restaurants, Lake Quannapowitt, and the commuter rail station. This beautifully updated home blends timeless charm with modern conveniences. The first floor features a renovated kitchen with classic white cabinetry, a stylish tile backsplash, and luxury vinyl plank flooring. Spacious living and dining areas offer abundant natural light, with the living room showcasing a cozy wood-burning fireplace and the dining room featuring a charming built-in china cabinet. A beautifully updated full bath completes the main level. Upstairs, you'll find three generously sized bedrooms and a modern full bath. Additional highlights include a full walk-out basement, two off-street parking spaces, and an unbeatable location o

Welcome to this bright, spacious condominium in Lexington's coveted Locke Village! The thoughtfully designed floor plan centers around an inviting open Living and Dining Room, where a soaring cathedral ceiling, skylights, bay window, and a cozy gas fireplace create a light-filled gathering space. Glass door opens to the private covered balcony, perfect for al fresco dining or relaxing outdoors. The well-appointed Kitchen features updated stainless appliances, extensive white cabinetry, wraparound countertops, and a half-wall with a pass-through overlooking the main living spaces. Main-level Primary Suite includes a walk-in closet and updated en-suite Bathroom, and a convenient Half Bath and in-unit laundry complete the first floor. Secondary Bedroom Suite on the upper level provides privacy for family or guests. A spacious loft overlooking the Living Room offers flexible space for a home office, lounge, or play area. Recent updates include renovated Bathrooms, new flooring, updated app

Inspired by the timeless villas of Europe, this exceptional residence blends classic elegance with modern design. A dramatic curved staircase and soaring architectural details introduce inviting living spaces featuring handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that connect seamlessly to the outdoors. At the heart of the home, a chef's kitchen showcases custom cabinetry, luxury appliances, and an adjoining mudroom. The outdoor setting offers a private retreat with a granite-columned loggia, heated saltwater pool, landscaped grounds with irrigation, and multiple areas for entertaining.The spa-inspired primary suite, ensuite guest bedrooms, and finished lower level with flexible bonus spaces provide comfort and versatility. Heated driveways and walkways add year-round convenience. Ideally located within walking distance of downtown, the new Lynch School, the new commuter rail station, and an array of shops and restaurants, this home offers a thought

Welcome to The Residences at Richardson Avenue. One of 18 townhouses consisting of 3 buildings with Richardson Row featuring 10 units. Each residence offers 6 rooms, 3 bedrooms, 1.5 modern baths, a full walk-out basement and two off-street parking spaces.Thoughtfully designed with today's lifestyle in mind, each unit showcases beautiful white cabinetry, a stylish tile backsplash, polished wood floors throughout and tastefully updated modern bathrooms, creating a bright classic living space that's move-in ready.Phase 1 is now complete, with two homes ready for immediate occupancy! Ideally located just minutes from downtown Wakefield, the commuter rail to Boston, and scenic Lake Quannapowitt. Richardson Row offers the perfect combination of style, comfort, and convenience. Selling cycle is currently under construction, providing additional opportunities to own in this exceptional new community

Welcome to this fully renovated home in the heart of Woburn! Designed for modern smart living, this home features an open-concept floor plan with a brand-new modern kitchen, three generously sized bedrooms on the main level, a beautifully updated full bathroom, and hardwood floors throughout. The lower level offers additional versatile living space, including a family room, bonus room, second full renovated bathroom, laundry area, and extra storage space. Major improvements include brand-new plumbing, upgraded 200-amp electrical service, a ductless mini-split system providing heating and cooling, and a brand-new roof. The exterior has also been refreshed with freshly painted siding. With extensive updates throughout and flexible living space across two levels, this home is ready for the next owner. The home is conveniently located just 5 minutes from Woburn Village's shopping and dining and 10 minutes to Anderson/Woburn Commuter Rail, with service to Boston's North Station

Easy one-floor living in Winchester Center with garage parking for one car! Fabulous location near town center, TRAIN, shopping, restaurants, schools and library. Enjoy the open layout with extra wall of beautiful kitchen cabinets, large peninsula/eating bar, fireplace, balcony and a nook for a desk or whatever you wish. Large primary bedroom has two windows, large walk-in closet and full bath. Second bedroom is across hall from laundry and bath with shower. Air handler and condenser replaced in 2022. Central air throughout. Hot water heater and water shutoff installed - 2018. The additional storage unit is off the main lobby for easy access. Amenities include 2 elevators, inviting POOL and onsite rubbish pickup. Perfect home for first time buyers, downsizers, anyone commuting to Boston or in search of a vibrant town center lifestyle. New budget meets conventional financing guidelines!

Experience refined living at the Wrenly Residences - Where Luxury Meets Lifestyle. This elegant 2-bedroom, 2-bathroom penthouse condo spans over 1,100 square feet all on one level, featuring engineered hardwood floors and a designer kitchen with top-of-the-line appliances. The spacious primary suite includes ample closet space and a luxurious tiled en-suite bathroom. The second bedroom offers versatility for guests or a home office. Enjoy year-round comfort with central heating and air conditioning, and the convenience of an in-unit washer and dryer. Amenities include two elevators, off-street parking, an attached garage, a well-equipped gym, and both common and private outdoor spaces. Pet-friendly policies ensure your furry companions are welcome. Discover the perfect blend of elegance and modern convenience

Bring your vision and creativity to this single-family home in desirable Wakefield. Offering 4 bedrooms and 2 baths, this property is ready for its next chapter and presents an exciting opportunity for buyers looking to renovate, update, and build equity. Enter through the inviting covered front porch into the foyer. Living room with fireplace, dining room, first floor laundry and large kitchen complete the first level. All 4 beds are on the second floor. The second floor bath was updated over the past few years. The unfinished walk-up attic offers potential for additional usable space. Whether you're an investor, contractor, or buyer eager to create a home tailored to your own style, this property is full of possibilities. Roll up your sleeves and unlock the potential this home has to offer. Close to downtown and public transportation. A great opportunity for those with vision and a willingness to bring this home back to life!

Spacious seven-bedroom, four-bath home in one of the area's most sought-after neighborhoods, thoughtfully designed with the flexible living space today's lifestyles demand. Whether accommodating a multigenerational household, extended family, long-term guests, or creating dedicated work and hobby spaces, this home offers exceptional versatility. The main level features an oversized living room with an open-concept layout flowing seamlessly into the dining area and kitchen, creating the perfect gathering space for everyday living and entertaining. French doors open to a large deck, extending the living space outdoors. Two first-floor bedrooms and a full bath provide convenient options for guests, family members, or a home office. Upstairs, you'll find four additional bedrooms, including a spacious primary suite with its own private balcony, a peaceful retreat to begin and end the day. The finished lower level adds even more flexibility with a generous family room, an additional bedroom