2,296 properties for sale in Chestnut Green

Presenting 84-86 and 88-90 Park Street. A truly rare investment opportunity to acquire 2 adjacent two-family properties on contiguous lots, both built by the current owner and offered together as one exceptional four-unit package in a prime, highly accessible Medford location. One property occupies a prominent corner lot, enhancing the package's visibility and long-term appeal. The offering includes four 4-room units, each featuring a living room, kitchen, two bedrooms, and a full bath, including one recently remodeled first-floor apartment. Separate utilities, central air, approximately two off-street parking spaces per unit, and yard space contribute to strong tenant appeal while simplifying long-term ownership. Ideally situated with outstanding access to I-93, major roadways, public transportation, Wellington MBTA Station, Assembly Row, Medford and Haines Squares, the Mystic River, shopping, dining, and everyday conveniences. Opportunities to acquire side-by-side multi-family proper

NEW PRICE! WELCOME TO WASHINGTON STREET CONDOS! Don't miss this fantastic opportunity to move right into this clean and updated 1st floor, 2-bedroom condo in one of Medford's most convenient commuter locations! This bright and inviting home features an eat-in kitchen, spacious living area, two good sized bedrooms, a full bath, and the convenience of in-unit laundry. Additional highlights include hardwood floors, deeded off-street parking, handicapped access, a large private storage room, guest parking, and a professionally managed, pet-friendly association. Even better, the CONDO FEE INCLUDES HEAT and HOT WATER, helping keep your monthly expenses affordable. Commuters will love the unbeatable location with super quick access to I-93, Routes 16 and 60, Route 128/95, express bus to Boston and MBTA, just a short walk away. Enjoy being minutes from Medford Square, Assembly Row, Encore Casino, shopping, restaurants, entertainment and so much more! Whether you're a first-time buyer, downsizi

Three levels, two distinct residences, and plenty of potential await at 26-28 Fountain St in Medford. Located on a dead-end street with convenient access to Route 93, MBTA connections, Medford Square dining and shops, this two-family offers generous space and a flexible layout for an owner-occupant, investor, or buyer ready to make improvements. The property has been recently rented, but it would benefit from updating and cosmetic improvements throughout, offering an opportunity for the next owner to add value and make it their own. The first-floor unit welcomes you with an entry foyer leading to a bright living room and adjoining dining area. Hardwood flooring continues into the eat-in kitchen, while the bedroom offers a large closet and is served by a full bath with a walk-in shower. Occupying the second and third floors, the larger residence features spacious living and dining room with classic built-in storage. The eat-in kitchen offers white cabinetry, stainless steel and black ap

Welcome home to this beautifully maintained and thoughtfully updated two-bedroom condo, ideally situated for easy access to downtown Medford, Tufts University, major commuter routes including the new Medford/Tufts T Station, and all that the surrounding area has to offer. Step inside through a spacious foyer with excellent storage and discover a bright, inviting interior featuring 8.5-foot ceilings and hardwood floors throughout the main living areas. The sun-filled living room provides a comfortable space to relax, while the elegant formal dining room is perfect for everyday meals or entertaining family and friends. The generously sized kitchen is a standout feature, offering abundant cabinetry and ample counter space-ideal for anyone who loves to cook, bake, or entertain. Two generously portioned bedrooms provide flexibility for a variety of lifestyles, whether you need a guest room, home office, or dedicated personal space. An updated full bathroom completes the main living area. Re

Set in West Medford just 1.4 miles (a 5-minute drive) from Tufts' Tisch Library, this income-producing three-family sits on a generous 14,506 SF of land (two parcels, including a 6,006 SF accessory lot) and blends 1920s character with updates. The first-floor unit spans two levels into a finished lower level with two full baths and in-unit laundry. Two upper units each offer three rooms, a full bath, and flexible space, sharing basement laundry. Inlaid hardwoods, carved mantels, leaded glass, and bay windows run throughout, and the first floor features a refreshed kitchen with stainless appliances. Gas hot-water heat, covered front porch, and level yard, plus a multi-car driveway with added parking-income potential. Now producing about $9,200/month, with two units utility-inclusive. The oversized double-lot offers potential for an additional dwelling or single-family building site-subject to City zoning approval and due diligence to verify including all approximate dimensions. Commuter

5 BEDROOMS, 1.5 BATHS and back porch on a nicely sized level lot w/barn. This property has been in the family for 70+ years! GREAT OPPORTUNITY FOR A CONTRACTOR, HANDYMAN OR SAVVY INVESTOR who can tackle the updates this property needs. Ample size rooms with mostly hardwood fls throughout and overhead lighting. Front farmers porch leads into the foyer w/stained glass door. Great size living room leading to the dinrm (used as office) into the eat in kitchen with pantry area. Updated 1/2 bath and an enclosed back porch The 2nd fl offers 3 bedrooms, a full bath and an office leading up to the finished 3rd floor with 2 additional bdrms. Blown in and foam spray insulation, 200 amp circuit breaker panel, newer oil tank and water tank. The perfect commuter location; minutes to Tufts Univ, major highways, Davis and Porter Sq Mass Ave and public transportation. Property is occupied

Welcome to Village Estates! This beautifully updated end-unit townhouse offers the perfect combination of privacy, space, and convenience in one of Woburn's most desirable communities. The open-concept main level features hardwood flooring, a sun-filled living and dining area centered around a cozy corner fireplace, and sliding glass doors leading to a private brick patio overlooking beautifully landscaped common grounds. Upstairs, the spacious primary suite features soaring cathedral ceilings, generous closet space, and a private ensuite bath. Two additional bedrooms and a full bath complete the upper level, while a finished lower level with bonus room create additional living space to suit your needs. Additional highlights include an attached garage, deeded parking, central air, and in-unit laundry. Ideally located just moments from Horn Pond, shopping, restaurants, public transportation, and Routes 93 and 95, this home offers comfortable living with unbeatable convenience

Have you dreamed of finding a GREAT home in a GREAT town at a GREAT price' YOUR DREAM HAS COME TRUE! Now priced under market for immediate, this is a once in a lifetime opportunity to secure your future in desirable Melrose. Move-in ready and INCREDIBLY FLEXIBLE, this home offers a range of possibilities to suit your lifestyle. Do you need a finished basement family room or extra entertaining space' Are you looking for easy multigenerational living, a teen suite, or an in-law apartment' Do you want rental income from a potential ADU' All are possible here! (Subject to buyer's due diligence.) The finished lower level has a separate walk out entrance requiring NO STAIRS from the driveway. Other outstanding features include a full bath on each level, brand new AC, a fully fenced yard, and a dream location near commuter rail, bus and Orange Line; close to the Fells; and very near all schools and the Early Childhood Center. Act now! Offers due Tuesday 9/15 at 5pm

Turnkey style meets total convenience at Chateau Manor! Designed with a fresh, contemporary flair, this garden-style condo pairs sleek modern finishes with exceptional functional living. Rich, wood-look vinyl plank flooring creates a seamless flow throughout the entire home, setting a clean and inviting tone. The efficient kitchen showcases bright white cabinetry paired with durable stone countertops, offering an ideal setup for easy meal prep and daily living. In the full bath, distinctive textures take center stage with a custom tiled tub surround complemented by unique pebble-patterned flooring. The spacious primary bedroom features a generous walk-in closet to keep your daily essentials organized and easily accessible. Outside, you will enjoy professionally landscaped grounds, shared outdoor green space, and the everyday ease of a deeded off-street parking spot. Perfectly situated just minutes from local shopping, dining, public transportation options, scenic hiking trails, and nea

Prime development opportunity at 174 Green Street in Melrose. Situated on a highly visible 0.24-acre (10,454 sq. ft.) lot with steady daily traffic, this versatile site offers a high-yield footprint for a high-density residential build featuring a street-level retail component. Flexible BA1 zoning provides a clear pathway to maximize residential square footage while capturing ground-floor commercial value. The existing ~7,000 sq. ft. structure offers immediate utility or short-term cash flow while navigating entitlements. Unbeatable transit-oriented location moments from the Melrose Highlands Commuter Rail, Oak Grove (Orange Line), and vibrant downtown Melrose guarantees strong demand for future residential units and retail tenants alike. Capitalize on a rare, scalable parcel in a premier suburban market. Buyers and their agents to perform all due diligence regarding zoning, permitting, density, and specific allowable uses

Move-in ready 2 BR corner unit in a fantastic, commuter-friendly location! This bright and inviting home features a spacious living and dining room with an oversized east-facing picture window that fills the space with natural light, an updated kitchen, two generously sized bedrooms, and a full bath. Enjoy easy access to the Middlesex Fells Reservation, Wright's Pond, Spot Pond, and numerous parks, along with convenient proximity to I-93, public transportation, and vibrant Medford Square. Heat and hot water are included in the condo fee for added value.Additional amenities include laundry in the building, elevator access, assigned parking (space #36) in a secure, camera-monitored lot, on-street permit parking, and professionally maintained common areas with beautiful outdoor green space. Cats are welcome. Easy to show, with a motivated seller and the possibility of a quick closing-this is an outstanding opportunity for buyers looking for a move-in-ready home in a prime location. Condo

Incredible opportunity to purchase this truly wonderful, oversized 3 family residence in a fabulous West Medford location, just 2 minutes of Rt 93. Each 3 bedroom 1 bath unit is filled with fine characters and detailed qualities, not often seen. From the tall 9-foot ceiling heights, hardwood flooring throughout, incredible detailed wood moldings, custom built-ins, stain glass windows, and even a walk in pantry in all 3 units! Living areas are loaded with natural sunlight, and there are large covered porches in the front and back. Located on a corner lot, overlooking Hickey Park, with lots of recreational activities. Short distance to Wright's Tower and Middlesex Reservation Walkway. Property has a nice sized two car detached garage with ADU possibilities, pending town approvals (see AI generated photo) Possible condo conversion opportunity as well. Easy to show. Don't miss out on this spectacular investment opportunity!

Completely reimagined and gut-renovated in 2023, this exceptional home blends sophisticated design with modern luxury. The main level features an expansive open-concept living area centered around a spectacular chef's kitchen, custom arched built-ins, and a sleek gas fireplace. Upstairs, the luxurious primary suite offers dual closets and a spa-inspired bath with a soaking tub and oversized walk-in shower with dual shower heads. Two additional bedrooms, a full bath, and laundry complete the second floor. The ground level features a spacious flex room with a wet bar, while the top floor offers an additional bedroom, full bath, and bonus living area that opens to a private roof deck. Enjoy a private yard, two parking spaces, including a garage with EV hookup, and an unbeatable location near Tufts University, the Green Line, West Medford Commuter Rail, and I-93

Beautifully renovated and sunlit 3 bed / 2 bath upper-level condo on a quiet street in desirable West Medford moments from the trails, water views, and green space of the Lower Mystic Lake. This thoughtfully converted home offers modern finishes throughout, including new oak HW floors, white cabinetry, quartz countertops, central HVAC and upgraded 200-amp elec. service. The well-designed layout is the ideal entertaining space for dinner parties and more plus an expansive full walk-up finished attic is perfect as a media room, home office, fitness space, or guest den. In-unit washer/dryer and bonus basement flex space adds everyday convenience. Rare offering w/ 1 garage space plus 1 additional outdoor spot and a private rear deck. Ideally located near the commuter rail station for easy access to Downtown Boston, with close proximity to Winchester and Arlington steps away. Turnkey opportunity offering the dream of lifestyle, luxury and convenience, all set in a highly sought after neighb

One of a kind Architecturally distinctive VICTORIAN offers 3,564 sq.ft. living area across 13 rooms, 6 bedrooms, 3 full baths. Striking bottle glass stucco facade, stained glass window. 9 foot ceilings, hardwood floors, elegant crown moldings and abundant natural light throughout. Separate utilities, walkout basement, off street parking. Owners unit (1st floor) open concept living room, fireplaced dining room, 3 bedrooms, master bedroom with ensuite bath. Unit 2 Kitchen, Living room, dining room, 3+ bedrooms, hardwood floors, in unit laundry.Melrose HIGHLANDS Location convenient to MBTA Commuter Rail Train, MBTA Bus (Route 131), schools, parks, playgrounds, shopping, medical facility. Perfect setup for owner occupants, investors, multigenerational living. Built to accomodate todays lifestyle.Priced to sell for todays market.Buyers to perform their own due diligence regarding other potential uses. Seller would like short rent back after closing. Actively looking for housing. TAW Tenant.

Meticulously maintained Medford 2-family with lots of updates by the current owner that still offers an opportunity for upside improvements. Both units have had regular updates, including recently refinished hardwood floors, regular paint updates, and updated kitchens and baths. Both units are currently rented under leases, making it a great investment property with an opportunity for future owner-occupancy. The walk-up heated attic provides a great opportunity for expanding the 2nd-floor unit. Electric was updated to 200amp, boilers were done in the early 2000s, and water heaters were recently replaced. The roof was done in 2008. Full basement waterproofing just completed. Mini splits were added to unit 2 in 2020, and 1st floor windows have just been updated

Welcome to this beautifully maintained residence nestled in the coveted Brooks Estate neighborhood. Step inside to a lovely spiral staircase and a welcoming foyer, opening to a formal living-room with a fireplace and rich period details, including wood-paneled walls, built-in bookcases and beveled glass windows. Just beyond the living-room, find a fabulous screened-in porch and French-glass doors leading to the spacious kitchen and dining room, which features abundant cabinets and premium appliances. Sliding glass doors open to a private, fenced backyard with mature plantings, a patio, and a newer deck with an awning. A half-bath completes the main level. The second floor offers four spacious bedrooms, a full bath, and a hallway with built-in linen cabinets and drawers. Need extra space for family or guests' The lower level offers an additional 884 sq. ft. of updated finished space, including a kitchenette and bathroom. Prime location: close to the Mystic Lakes, commuter rail, Whole Fo

Welcome to 227 Fulton Street, a charming and well-maintained single-family home located in Medford's scenic Fulton Heights neighborhood. Offering 3 bedrooms, 1 full bathroom, approximately 1,620 square feet of living space, an attached garage, and additional off-street parking, this move-in-ready property blends timeless character with everyday comfort.The bright and inviting interior features spacious living and dining areas, a functional fireplace, a well-equipped kitchen, generously sized bedrooms, and abundant natural light throughout. From the second floor, sunroom, and private backyard, enjoy impressive neighborhood views extending toward Cambridge and beyond.Outdoor enthusiasts will appreciate being near Wright's Pond, Carr Park, and the Middlesex Fells Reservation, offering miles of trails for walking, hiking, biking, and exploring nature. The property also provides convenient access to Medford Square, Tufts University, Assembly Row, Station Landing, local restaurants, shopping

Space, sunlight and a prime Medford Square location meet in this inviting 2-bedroom Condo in a popular condominium community. Directly across from the Medford Public Library, with bus stops just down the street, it's also ideally situated near shops, restaurants, Chevalier Theatre and more. Behind the building, the scenic Mystic River and Condon Shell enhance the setting, while its breezy commuter location directly on MA-16 puts MA-38, I-93 and other major routes close by. Inside, abundant natural light fills the oversized, open living/dining room, where sliders lead to a nicely sized balcony that extends along the living room and 2nd bedroom. The kitchen features ample cabinetry and a convenient pass-through to the dining area. The main bedroom offers a private bath and walk-in closet; the 2nd bedroom provides versatility for guests or an in-home office. A 2nd full tiled bath, in-unit laundry, generous closet space and private storage bin (#21) add practicality. Gas heat, central air

This stunning Philly-style townhouse offers 3-4 bedrooms and 3 full baths, all beautifully renovated in 2026. The main level features tall ceilings and a bright, open-concept layout, with the living room flowing seamlessly into the dining area and stylish kitchen. Two spacious bedrooms and a full bath complete the first floor. Upstairs, the private primary suite serves as a true retreat, featuring a gorgeous full bathroom and custom closet. Looking for extra space for guests, extended family, or a dedicated home office' The finished walk-out lower level delivers with an oversized family room with wet bar, additional bedroom, and full bathroom. All systems and appliances are brand new. Enjoy the convenience of off-street parking, a private backyard, and a commuter-friendly location with easy access to the T, bus lines, and major highways. Just minutes from Assembly Row's shopping, dining, and entertainment!

This well-loved two-family home bordering the Lawrence Estates neighborhood of Medford has been well cared for by the same family for over 80 years. This home sits on a corner lot just 0.5 miles from vibrant downtown Medford Square, offering a quiet residential setting with fast access to local shops, parks and commuter routes. The house is located on 7500 sq. ft. of level land with a large yard/garden area, a two-car garage and additional parking for up to six cars in the driveway. The first-floor unit opens to a lovely foyer, living room, dining room, 2 bedrooms, 1 bath and an eat-in-kitchen. The second-floor unit consists of a large open living/dining area, 3 bedrooms, 1 bath and an eat-in-kitchen. The home has gleaming hardwood floors throughout, tile baths and front and rear enclosed porches. The large open basement contains all separate utilities for each unit. Blown in insulation, double pained windows and roof were all replaced within the past 15 years, all in good condition wi

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!

Perfectly positioned in the heart of Reading, this nicely updated 3 Bedroom, 2 bath Split-Entry offers the ideal combination of modern updates, everyday comfort, and unbeatable convenience. Just minutes from the commuter rail, schools, parks, and vibrant downtown, this move-in-ready home features a modern kitchen with stainless steel appliances, new wood floors, and fresh paint throughout. The bright, functional layout extends to an oversized deck overlooking a spacious backyard, creating the perfect setting for entertaining, relaxing, or outdoor play. A walk-out lower level offers flexible living space for a possibile In-law featuring a covered patio, family room, a home office or gym and a full bath plus an oversized separate laundry room for added convenience. A one-car garage and a private fenced in yard with plenty of room to enjoy complete this fantastic home!

Very well maintained 2-bedroom, 2 bath unit at Place Lane Condominiums. This 2nd floor unit features a kitchen with gas stove, dishwasher, microwave, plenty of cabinets and a tile floor. Separate dining room. The living room has custom slider doors to the balcony. The bedrooms are on either side of the living room. The master bedroom is spacious with a walk-in-closet and a full bath. The 2nd bedroom is also good sized with a closet and access to the 2nd full bath. Separate laundry area, new gas dryer. Hot water tank 3/2018. Crown molding, cedar closets and custom draperies. Enjoy all the Place Lane has to offer - the clubroom with full kitchen, inground pool and tennis court. A pet is allowed once approved. Low condo fee. Showings start at the Open House Friday 4:30-6pm, Saturday 11-12:30, Sunday 1:30-3pm

Completely reimagined and gut-renovated in 2023, this exceptional home blends sophisticated design with modern luxury. The main level features an expansive open-concept living area centered around a spectacular chef's kitchen, custom arched built-ins, and a sleek gas fireplace. Upstairs, the luxurious primary suite offers dual closets and a spa-inspired bath with a soaking tub and oversized walk-in shower with dual shower heads. Two additional bedrooms, a full bath, and laundry complete the second floor. The ground level features a spacious flex room with a wet bar, while the top floor offers an additional bedroom, full bath, and bonus living area that opens to a private roof deck. Enjoy a private yard, two parking spaces, including a garage with EV hookup, and an unbeatable location near Tufts University, the Green Line, West Medford Commuter Rail, and I-93

Welcome to this impeccably maintained split-entry, perfectly situated on a quiet dead-end cul-de-sac just 9 miles from downtown Boston. Offering the ideal blend of comfort, convenience, and versatility, this well-maintained home features 2 generously sized bedrooms and 2 full bathrooms with a flexible layout designed for today's lifestyle.The sun-filled main level offers inviting living spaces, while the fully finished lower level provides exceptional additional living area-perfect for a family room, home office, gym, media room, or guest space. Whether you're entertaining friends or enjoying a quiet evening at home, this property offers plenty of room to spread out.Enjoy the peace and privacy of cul-de-sac living while remaining just minutes from Boston, major highways, shopping, dining, and public transportation. This move-in-ready home is an outstanding opportunity for commuters, first-time buyers, downsizers, or anyone seeking generous living space in a convenient location. Don't m

Maple Park Condominium - Rare 2 Garage Parking Spaces in Medford! Welcome home to this 2-bedroom, 2 full bath residence in the highly sought after Maple Park Condominium community. Offering exceptional convenience and comfort, this unit includes two deeded garage parking spaces-a standout feature in Medford. Inside, the open concept kitchen flows into a bright living and dining area, with sliding glass doors leading to your private deck. The layout is ideal for everyday living and entertaining, and the space is ready for your personal updates to make it truly shine. The Primary Suite features a generous walk in closet and private en suite bath, while the second bedroom and full bath offer flexibility for guests, a home office, or additional living space. Additional highlights include; In unit laundry, Elevator access, Two garage assigned deeded parking spaces (105 and108) plus visitor parking, Additional storage closet, Association room for gatherings and community use and washer and d

Meticulously maintained Medford 2-family with lots of updates by the current owner that still offers an opportunity for upside improvements. Both units have had regular updates, including recently refinished hardwood floors, regular paint updates, and updated kitchens and baths. Both units are currently rented under leases, making it a great investment property with an opportunity for future owner-occupancy. The walk-up heated attic provides a great opportunity for expanding the 2nd-floor unit. Electric was updated to 200amp, boilers were done in the early 2000s, and water heaters were recently replaced. The roof was done in 2008. Full basement waterproofing just completed. Mini splits were added to unit 2 in 2020, and 1st floor windows have just been updated

The Charles A. Damon House, Reading, MA Own a piece of Reading history: built in 1899, individually eligible for the National Register of Historic Places, and steps from everything downtown Reading has to offer. A grand staircase and elegant front hall with high ceilings set the tone at the entry. Inside, 10-foot ceilings, crown moldings, hardwood floors, and original cast iron radiators carry the home's character through the main level, with built-in cabinetry in the dining room. The updated kitchen features granite countertops and cherry cabinets. Four bedrooms and two full bathrooms are spread across roughly 1,800 square feet. Bedrooms are outfitted with ceiling fans throughout, and one of the second-floor bedrooms features a wood-burning fireplace and etched glass windows, and could easily serve as a family room. Bathrooms have tiled walls and updated finishes, including a generous second-floor bath with a jacuzzi soaking tub. Recent updates include a newly replaced boiler, new cop

Rare Two-Unit Offering in Prime Medford Location! This exceptional offering combines the expansive lower-level Unit 9 with the detached ADU, Unit 9A, creating a truly unique opportunity to own two residences together. Unit 9 features three bedrooms and two full bathrooms with thoughtfully designed living space, modern finishes, and an ideal layout for comfortable everyday living. The additional 9A ADU offers a private two-bedroom, two-bathroom residence, providing exceptional flexibility for extended family, guests, a home office setup, or additional rental income. Live in one and rent the other, accommodate family members while maintaining privacy, or take advantage of the strong rental demand in Medford. With contemporary construction, separate living spaces, and an incredibly convenient location close to public transportation, major highways, shopping, dining, and everything Medford has to offer, this is a rare opportunity for both homeowners and investors. A distinctive property of