791 properties for sale in Monkey Hill

Inviting open layout with abundant natural light coming through NEW TRIPLE-PANE WINDOWS and NEW SLIDER (2026) for improved energy efficiency and beauty, now with a fabulous price improvement. The kitchen features UPDATED APPLIANCES, GRANITE COUNTERS with an eating bar and PANTRY CLOSET, open to the living room with a fireplace and the dining room with a NEW CHANDELIER. The spacious primary bedroom has a LARGE WALK-IN CLOSET, a sink area before the entry to the water closet where you'll find a large tub. The second bedroom/office offers DOUBLE CLOSET and is across the hall from IN-UNIT LAUNDRY and SECOND BATH with shower. Throughout, enjoy CENTRAL AIR, NEW LIGHT FIXTURES, FRESH PAINT THROUGHOUT, NEW VINYL WOOD FLOORING (2026), NEW WASHER AND DRYER (2025) and NEW HOT WATER HEATER (2024). Benefit from COVERED PARKING in the garage below the building, the association POOL, TWO ELEVATORS, and the convenience of being only one flight of stairs up from street level. The location near town cen

Nestled in one of Wakefield's most coveted neighborhoods, this charming 4-bed, 1.5-bath Colonial offers over 2,000 sq ft of living space and a rare opportunity to make a well-loved home your own! Meticulously maintained by the same owners for nearly 50 years, this home boasts a functional layout, four generously sized bedrooms, and incredible storage throughout. An attached garage, detached 2-car garage, and partially finished basement offer endless possibilities for storage, hobbies, or additional living space. Step outside to enjoy the tranquility of the private, wooded backyard abutting protected conservation land, creating a peaceful retreat surrounded by nature. Conveniently located just minutes from vibrant Downtown Wakefield, Crystal Lake, and Lake Quannapowitt, this home offers the perfect blend of neighborhood charm, privacy, and accessibility. Ready for your personal touches and its next chapter, this special property is a true gem. No tricks, just treats! An opportunity like

Experience elevated living at 39 Taylor Drive U:3008, Reading, MA. Built in 2015, this 1850 square foot condominium, in great condition, offers an attractive property profile designed for sophisticated urban dwellers. This two-story residence, situated on the 3rd floor, presents a unique opportunity to embrace a lifestyle of comfort and convenience. The single bedroom in this condominium provides a private retreat, thoughtfully designed to maximize comfort and utility. Complementing this, the property features two full bathrooms, offering ample convenience and modern amenities. Further enhancing the living experience, this property includes one dedicated garage space, ensuring effortless parking. Residents also benefit from access to a community fitness center, promoting a healthy and active lifestyle right at your doorstep. Discover the potential of this exceptional property and imagine your future here

Luxury, scale, and versatility define this exceptional new construction residence on Woburn's coveted Lexington line. Thoughtfully designed for sophisticated multigenerational living, the home offers 5+ beds 7.5 baths, and beautifully finished living space across three expansive levels plus a finished attic featuring a bedroom, sitting room, and bath. At the heart of the home, a custom kitchen pairs Thermador appliances with an oversized contrasting island, elegant millwork, and a well appointed butler's pantry. The kitchen flows seamlessly into a sun filled family room, where a soaring cathedral ceiling, oversized windows, and a floor to ceiling stone gas fireplace with direct access to the rear deck. Striking staircases, detailed wall paneling, white oak flooring, and refined architectural finishes elevate the home throughout. The luxurious primary suite features two walk in closets, an electric fireplace, and a spa inspired bath. Designed to function as a private au pair or in law s

Exceptional opportunity in the heart of Wakefield! 14 Otis Street is a beautifully renovated and meticulously maintained two-family offering a level of finish rarely found in the multi-family market. Both units have been thoughtfully updated, blending the character of this classic home with modern kitchens, baths and finishes. The spacious second-floor residence extends over two levels, while the first-floor unit offers an attractive 3-bedroom layout. Separate utilities, updated systems, hardwood flooring and generous living spaces add to the appeal. Outside, the property continues to impress with beautifully maintained grounds, extensive hardscaping, a detached garage, oversized storage shed, patio/yard space and ample off-street parking. All of this in an outstanding location just a short walk to downtown Wakefield, with convenient access to the lake, commuter rail, restaurants, shops and area amenities. Whether you're looking to owner-occupy, accommodate extended family, or add a hi

Not your typical Cape. This beautifully expanded five-bedroom home combines timeless character, impressive living space, and a private setting in a convenient Reading location. Hardwood floors and custom millwork add warmth and architectural detail throughout, while a first-floor primary suite offers the comfort and flexibility buyers are looking for. The standout family room is filled with natural light and overlooks the private backyard, creating an inviting space to gather and unwind. The finished lower level offers additional versatile living space, including a comfortable den with fireplace, a dedicated laundry room, and a cedar closet for added storage. Outside, enjoy a spacious deck and patio surrounded by privacy, perfect for entertaining or relaxing through every season. Ideally located for commuters with convenient access to major routes, the commuter rail, shopping, dining, and all that Reading has to offer. With five bedrooms, flexible living spaces, beautiful details, and

Charming colonial home blending period character with thoughtful updates, tucked away on a quiet street. Freshly painted with high ceilings on the main level, the traditional floor plan features a spacious kitchen with gas range, quartz countertops, soft-close cabinetry and a slider to the 16x15 composite deck-perfect for easy indoor/outdoor entertaining. The dining and living rooms retain classic details, including a built-in corner cabinet, while a stained-glass stairwell window adds a colorful touch of vintage charm. Upstairs are 3 generously sized bedrooms, each with a cedar-lined closet, and a full bath. Outside, the fenced yard offers room for pets, play and summer fun around the inground pool. A heated finished room in the basement provides flexible bonus space for crafts, a TV room, home gym or casual hangout. Hardwood flooring can be found throughout much of the home. A welcoming home with character, comfortable living spaces and a backyard ready to enjoy!

Presenting an exceptional opportunity on Pine Ridge Rd in one of Reading's most desirable Westside neighborhoods. This impressive expanded Cape-style home offers 3,053 square feet of thoughtfully designed living space, providing room for both comfortable everyday living and entertaining. The home features four well-proportioned bedrooms, including a spacious primary suite with a walk-in closet and ensuite bath. An additional bathroom and a convenient half bath provide flexibility and comfort for residents and guests. The first floor offers a spacious, gas fireplaced formal living room, and separate family room. A full, partially finished walk-out basement offers valuable additional space and excellent potential for a variety of uses. Outside, the generous 10,001-square-foot lot features a deck, patio, and welcoming front porch, creating multiple opportunities to enjoy the outdoors. Expanded and substantially renovated in 2011, the home received numerous significant updates, including a

Situated on a quiet cul-de-sac in a desirable Winchester neighborhood surrounded by substantial homes, this well-maintained 3-bedroom, 2.5-bath Split-Level offers comfortable living and plenty of potential on a generous 19,998 sq. ft. lot. Built in 1976, the home features hardwood floors throughout and central air conditioning. The main level includes a spacious living room, formal dining room, and eat-in kitchen with access to a screened porch overlooking the backyard. Three bedrooms, including a primary suite with private bath and a renovated family bathroom, complete this floor. The lower level provides additional living space with a family room featuring a fireplace, laundry area, half bath, and direct access to the attached two-car garage. Lovingly cared for over the years, this home is ready to enjoy as is, with room to make it your own over time. Conveniently located near Vinson-Owen School, Wright-Locke Farm, and the Winchester Swim and Tennis Club, it's a great opportunity to

Welcome to this beautifully appointed and exceptionally spacious home, ideally situated in a quiet, desirable West Side Winchester neighborhood within the sought-after Vinson-Owen School district. Offering an impressive combination of elegant living spaces, flexible accommodations, and thoughtful upgrades, this home provides room for everyone while easily adapting to a variety of lifestyles. At the heart of the home is the expansive granite kitchen, designed for both everyday living and entertaining. Custom cabinetry, Thermador double ovens, a Dacor warming drawer, Sub-Zero refrigerator, wine refrigerator, recessed lighting, and an impressive 50-square-foot center island create a wonderful gathering space with plenty of room for cooking, dining, and entertaining. The kitchen flows into a comfortable family room featuring a custom-built entertainment center and electric fireplace. A gracious formal dining room showcases handcrafted molding and classic wainscoting, while additional first

Tucked away on a quaint and quiet dead end side street: freshly painted home with a newer roof in the same family for 2 generations! Step inside to an open living, dining, and kitchen area featuring a cozy wood-burning fireplace, oak kitchen cabinets, a new kitchen floor, and beautiful hardwood floors throughout. The main level offers three generously sized bedrooms and a full shared bathroom, providing convenient single-level living with no stairs required. A bright sunroom off the kitchen leads to the rear deck, fenced level yard, and gazebo, creating a great space for relaxing or entertaining outdoors. The lower level can be accessed from inside the home or through a private rear entrance, making it well suited for multi-generational living. Currently configured as a self-contained area, it offers the flexibility of 3 additional flexible rooms, a separate living room, and a cooking area. The lower level has also been freshly painted throughout. This home offers plenty of space, vers

Welcome to a wonderful opportunity in a fantastic West Woburn neighborhood near the Lexington line! Lovingly owned and cared for by the same family for decades, this inviting 3-bedroom home is filled with warmth, character and possibilities for its next chapter. The main level features a comfortable living room with a brick fireplace, a formal dining room and an eat-in kitchen with abundant cabinetry. A fabulous family room addition is a true highlight, featuring a cathedral ceiling, skylights and large windows that fill the space with natural light. Upstairs, three bedrooms and a full bath complete the second floor. The walk-out lower level offers additional finished space, ideal for a recreation room, playroom, home office or hobbies, along with laundry and storage. Step outside to a spacious screened porch overlooking the private backyard, perfect for enjoying the outdoors in comfort. Newer roof, windows and hardwood flooring under most of the carpeting, add to the home's appeal. Wi

HOME JUST COMPLETED! * This thoughtfully designed new construction home w/ first floor guest bedroom suite in prime Winchester location is a must see! A handcrafted labor of love, this home welcomes you with immense curb appeal and showcases stunning living spaces across three finished levels. This 6+ bedroom, 5.5 bath transitional style home blends classic architecture with modern finishes -The main level features an open concept designer kitchen w/white oak flooring, vaulted ceilings, skylights, oversized island, gorgeous family room with gas fireplace and walls of windows showcasing the beauty of the natural, private setting w/sliders that lead to a large deck great for entertaining/ indoor/outdoor enjoyment; a formal living room or office, dining room, guest bedroom suite plus fabulous mudroom direct entry from spacious 2 car garage complete the main level! The 2nd floor offers 4 generous BR's including a luxurious primary suite w gorgeous bath and walk in closet. 2 additional full

A NEW BENCHMARK FOR LUXURY LIVING IN WINCHESTER. Introducing a truly one-of-a kind estate-an extraordinary new residence created without compromise on approximately one private acre at the end of a cul-de-sac. Encompassing nearly 10,000 SF, 21 rooms, 6 bedrooms and 7 baths, this remarkable property brings together architectural presence, exceptional craftsmanship, advanced technology and resort-caliber amenities rarely found in a single Greater Boston residence.Beyond its gated entrance and heated driveway, sophisticated interiors unfold through grand entertaining spaces, a statement chef's kitchen, library/office with wet bar, glass-enclosed fitness studio, acoustically designed cinema, wine lounge and underground wine cellar. The exceptional primary suite features a luxurious dressing room and dramatic two-tier panoramic veranda overlooking the grounds.Outside, the estate transforms into a private resort: spectacular pool with waterfall, integrated spa, flame features and automatic c

Where location, condition, space, yard and amenities all come together, checking A LOT of your must have boxes. This much loved, beautifully cared for Multi-level home sits on a gorgeous landscaped lot in one of towns most desired WEST SIDE neighborhoods. In moments, you will be at Barrows Elementary School, major routes, downtown Reading and the commuter rail. Offering a multitude of living areas, this home is ideal for those seeking areas for everyday living and for incredible entertaining. whether inside or out. A highlight of this home is the STUNNING FIRST FLOOR FAMILY ROOM. It's design and features will leave you breathless. from the cathedral beamed ceiling, to the French doors, to the access out to an oversized deck and lush backyard. Additionally on the first level, you will find a lovely kitchen with rich finishes and a cozy banquet. Holidays will be a breeze from the fireplaced living room with a mantled fireplace and dining room, each with beautiful picture windows and hard

Beautifully Updated Wakefield Condo!Welcome to this professionally updated 1-bedroom, 1-bath condominium offering stylish, low-maintenance living in the heart of Wakefield. This inviting unit features a move-in-ready space.Ideally located just moments from the commuter rail, Wakefield town center, and picturesque Lake Quannapowitt, you'll enjoy convenient access to local shops, restaurants, recreation, and transportation. The unit also includes one deeded parking space for added convenience.Situated in the Terrace Condominiums, this property is an excellent opportunity for first-time buyers or anyone seeking a conveniently located home with modern updates. Schedule your showing today!

Welcome to Unit 302 at Baldwin Crossing! This brand-new top-floor 1-bedroom, 1-bath condo is an ideal opportunity for first-time buyers seeking modern, low-maintenance living and exceptional value. The open-concept layout features a stylish kitchen with quartz countertops, stainless steel appliances, and ample cabinetry, opening to bright living spaces with oversized transom windows. Enjoy central air, in-unit laundry, energy-efficient construction, elevator access, and TWO deeded parking spaces with EV charging access. Strong condo reserves and low condo fees make ownership even more appealing. Ideally located across from Yentile Farm Park, with scenic views and easy access to trails, shopping, dining, commuter rail, I-93, and I-95. A turnkey home offering the comfort, convenience, and simplicity today's first-time buyer is looking for. SPECIAL SELLER INCENTIVES FOR 2026 CLOSINGS!

JOIN US FOR AN OPEN HOUSE Saturday 10/3 11-12:30 *Set on a generous lot in one of Winchester's most highly sought-after locations, this stately brick colonial presents a rare opportunity to create your dream home. Offering 2,944 square feet of living space, with high ceilings and oak hardwood flooring. This classic residence has been lovingly enjoyed and maintained by one family and proudly showcases timeless architectural character, generously proportioned rooms, and an abundance of natural light. The inviting front to back living room features a fireplace and serves as a wonderful gathering space, along with formal dining room, eat in kitchen, 1/2 bath plus a sunroom/den and a home office! The upper floors offer 5 spacious bedrooms and provide exceptional flexibility for family, guests, office space, or future customization. Enjoy the rear deck and the vast lot with lush grass, gorgeous perennial gardens and flowering trees offering plenty of space for outdoor entertaining, gardening

Situated in one of Lexington's most coveted locations and intensively renovated in 2024 to suit modern living, this home features a custom, dynamic floor plan designed around light, space, and ultimate flexibility-highlighted by a fully permitted, walk-out in-law suite complete with its own kitchen, bedroom, living space, and private entrance (ideal for extended family, guests, or potential rental income). The main level welcomes you with rich hardwood floors that flow throughout, leading to an oversized living room and a spacious, sun-filled family room overlooking the expansive backyard. The updated chef's kitchen boasts sleek quartz countertops, updated cabinetry, stainless steel appliances, and a seamless connection to the dining and living areas. Upstairs, four generously sized bedrooms include two en-suite bedrooms, headlined by an expansive primary suite featuring a spa-like bath and a walk-in closet. Move-in ready and conveniently located near Lexington Center, top-rated school

Exceptional space. Endless flexibility. Designed for the way families live today. Set on a private.69-acre lot in one of Lexington's most coveted neighborhoods, this remarkable estate offers over 10,500 SF of thoughtfully designed living space w/ 7 beds and 7.5 baths, and a set of amenities that include a private home office, custom theater with sound system, game rooms, gym, sauna, yoga room, pet washing station, expansive heated pool, full outdoor kitchen with coyote appliances, grill, fridge, pizza oven, paella burner, fire pit lounge and basketball court. An ideal opportunity for multigenerational living, the home provides the space and flexibility to accommodate extended family, adult children, an au pair or long-term guests allowing everyone to live together while maintaining privacy and independence. A dramatic two-story foyer w/ arched windows opens to formal living and dining rooms and an expansive open-concept kitchen/family room w/ oversized center island and professional-gr

This ultra-sunny single-family residence is located in a top-ranked school district. Represents a refined balance of comfort and convenience. Originally built in 1957 and spanning 1,664 square feet, this move-in-ready ranch offers an inviting atmosphere for those seeking a well-maintained home. The property sits on an expansive 16,807-square-foot lot, offering a thoughtful design that prioritizes both interior functionality and ease of living. The heart of the home is a welcoming living room designed for relaxation and gatherings. A traditional fireplace anchors this space as a central focal point and creates an inviting atmosphere for quiet evenings. The practical layout is further complemented by a finished lower level with a family room, a full bath, and direct walkout access to the backyard. With three bedrooms and two full bathrooms, the floor plan supports a versatile, efficient lifestyle. This thoughtfully prepared home invites you to experience a seamless blend of classic ranch

Absolutely move-in ready, 9 room colonial situated in a highly convenient location close to Woodville elementary school, the upcoming state-of-the- art high school and Northeast regional vocational school. Offering a quick drive to routes 95 and 1, this property ensures effortless commutes to Boston or Logan Airport. Inside, this mint-condition home showcases a thoughtful layout, an updated 200 amp electrical service, and a comprehensive security and fire alarm system for total peace of mind. Guests are welcomed by front granite steps with custom wrought iron railings and elegant stone accents. Off the side entry, an awesome mudroom serves as a perfect drop zone for winter boots and coats. The main level features a beautiful mix of cherry hardwood and tile flooring. At the heart of the home, the dining room connects the living spaces perfectly, bordered by the warm living room with a cozy fireplace on one side, delightful three season porch, and the kitchen on the other. The kitchen co

This charming three-bedroom Cape blends classic character with a long list of high-end 2025 upgrades, making it truly move-in ready. The heart of the home is a spacious, sun-filled kitchen that flows seamlessly into the formal dining area-perfect for hosting dinner parties or casual morning coffee. Just off the kitchen, a private deck equipped with a brand-new 2025 electric awning offers a seamless transition to outdoor relaxation.Inside, the expansive living room anchored by a cozy fireplace and warm hardwood floors provides an inviting space to unwind. The primary suite serves as a true retreat, featuring beautiful hardwoods, a generous walk-in closet, and a private en suite bathroom. Two additional well-appointed bedrooms and a second full bath complete the upper level.The finished lower level offers a versatile bonus space, ideal for a family room, media room or home gym. With a brand-new roof, furnace, and central AC all installed in 2025, this home offers the peace of mind that c

Experience a new standard of luxury living at Page Hill, nestled within one of Bedford's premier residential neighborhoods. Thoughtfully designed to offer the privacy and feel of a single-family home, each residence features a separate driveway, private entrance, fencing, and a natural tree-lined buffer. Inside, soaring ceilings, oversized windows, and sophisticated finishes create bright, elegant living spaces. The chef's kitchen showcases premium cabinetry, stone countertops, and high-end appliances, opening to a covered deck and stone patio for effortless indoor-outdoor living. A main-level primary suite, second primary suite upstairs, 3.5 designer baths. Conveniently located near shopping, dining, and major commuter routes, this is a rare opportunity to enjoy timeless design, exceptional craftsmanship, and an timeless luxury lifestyle. Don't miss this exceptional opportunity

Prime and Rarely offered 2017 built 2 Bedroom, 2 Bath Condominium. Enter the unit to a beautifully designed kitchen with stainless Steel appliances. Fisher and Paykel double dishwashers, induction range and granite counter top equipped with extra sitting. Cozy dining area leads to a large living room. Hardwood floor throughout. Private balcony off Living room gives you serene outdoor sitting space looking down quiet green area. Master Bedroom with walk-in closet and full bath with double sink. Second bedroom is located next to second bathroom. Full size Washer and Dryer in unit. One Underground Garage parking space and ONE outdoor space. Amenities include a clubhouse with kitchen, dining area and bathroom on the main level and fitted out gym on the second level. Don't miss out on the chance to own a comfortable residence in Lexington. Conveniently located to restaurants, shoppings and major highway

Spacious one-level living in this stunning 3-bedroom, 2-bath Ranch! The main floor shines with gleaming hardwood floors and features an open-concept formal living room with a cozy fireplace, formal dining room, and bright kitchen. Enjoy the seamless flow to a side entrance/mudroom with a built-in desk area, which opens directly to a private deck overlooking a peaceful, generously sized tree-lined yard. The main level also includes the primary bedroom with two massive closets, plus two additional well-sized bedrooms and a full bath. Enjoy multiple closets plus a convenient walk-up attic. The lower level is a game-changer and loaded w potential for a media room, home gym, or guest suite, complete with a second full bath/laundry and extra unfinished storage. 2 separate driveways for ample parking and unbeatable, quick access to Routes 93, 95, and 1. Schedule a private showing today or come to the Open House on this Saturday morning, 10/24, from 11:00 AM to 12:00 PM. Your dream home awaits

Discover a unique opportunity at 13 Gregg Street, Woburn, MA. A meticulous, move-in ready, side by side, multi-family property offering 2100 square feet of versatile living space with additional living space in the basement. This address presents an ideal scenario for multi-generational living or a savvy investment, blending practical design with a generous footprint. Each unit features a very comfortable living space over 2 floors with 3 bedrooms, 1 bath, an eat in kitchen, living room and laundry hookups. The separated lower level with ample storage area, offers an additional space for a family room, office or workout area. The exterior provides a private fenced in yard with a storage shed and a dedicated driveway for each unit. Additionally, the property has an electric vehicle charging outlet. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this well-maintained property presents an outstanding opportunity

A Classic Colonial Ready for Its Next Chapter: In a town where most homes arrive fully updated, this spacious Colonial offers standout value per square foot and real room to build lasting equity.Set far back from the street, this 4-bedroom, 2.5 bath home is one of only four properties on a cul-de-sac, offering the kind of privacy and sense of place that's increasingly hard to find. The oversized front yard presents a wonderful blank canvas. Envision mature plantings, a stone walkway, or thoughtfully layered gardens that transforms your arrival home. Step inside to find a layout built for both everyday living and entertaining. The living and dining rooms are generously sized. The primary suite is equally spacious, offering a true retreat at the end of the day. A bright, oversized great room set above the two-car garage provides an abundance of additional space, perfect as a media room, home office, playroom, or second family gathering space. The lower level offers a game room that opens

Charming 2-Bedroom Home in Woburn - Great Value and Convenient Location! Come discover this cute and inviting home. Full of charm and character, this home features 2 bedrooms, 1.5 NEWER bathrooms, newer appliances, fresh interior paint, and hardwood flooring. The high-efficiency GAS heating and hot water system adds comfort and energy saving potential. Large, usable yard in a great neighborhood! Commuters will enjoy a convenient location approximately 10 miles north of Boston, and one mile to Route 93 and Woburn Center. With its welcoming front porch, detached deck, updates, and cozy feel, this home is a wonderful opportunity for buyers seeking charm, convenience, and affordability. A great price in a convenient Woburn location-don't miss your chance to make this lovely home your own!

Welcome to 89 Green Street, a single-family home in the desirable Greenwood neighborhood, with significant updates and room to grow inside and out. Warm wood floors run from the living room into the dining room, where a bay window and sliders to the back deck fill the space with light. The open layout features a remodeled kitchen, with white cabinetry, stone countertops, tile floors, and a breakfast bar, along with stainless appliances including a new dishwasher and induction stove. A full bath with wainscoting sits just off the kitchen. Upstairs are three bedrooms, including a primary with a bay window, plus a second full bath with a ceramic tub/shower surround and a stackable washer/dryer. Outside, the fully fenced yard offers varied terrain: a deck, a grassy area, a cement patio, and new garden beds, rising to a more natural area at the back of the lot. A detached double garage provides storage or workshop space. The front gate and fencing are new, and perennials and bulbs have been