Rare mixed-use opportunity (or building) in the heart of JP’s vibrant South Street corridor. This three-unit condo building features an established anchor business operating since 2004. a full-service bakery/café with a licensed 20x20 patio, and two spacious 4-bedroom residential units with covered porches. The property offers flexible use and strong income potential with projected rents of 15–18k monthly with the business in place. The commercial level features a walk-in freezer and an enormous high-ceiling basement with potential for restaurant or commercial expansion. Updated electrical with 400-amp service, FHA gas heat, and the option to dissolve the business and deliver vacant. Plans for four units plus a rear townhouse will be passed to the buyer. Prime location near the Monument, Arboretum, and local shops. A flexible, high-visibility property ideal for investors, owner-operators, or redevelopment.
Discover the potential at 11 Gay Head Street in Jamaica Plain! This two-family home offers an additional lot that features off-street parking—an incredible find in one of Boston’s most desirable neighborhoods. Perfect for owner-occupants or investors, the property provides flexible living options with rental potential. The lower level unit has 1 bedroom and newer flooring, the second unit has 3 bedrooms and plenty of space for an additional office room or future bedroom. Located steps from Centre Street’s shops, cafés, and public transit, and near Jamaica Pond and the Arnold Arboretum and Hyde Square and with access to top local schools like John F. Kennedy Elementary and Curley K-8. Whether you plan to live in one unit and rent the other, convert to a single-family, or hold for long-term growth, this property delivers exceptional value and location.
INVESTORS and END-USERS! UNIQUE OPPORTUNITY to own a TRIPLE DECKER w/ATTACHED AND VERSATILE ANNEX situated on Two Sizable Lots! Well-maintained and spacious, these units have a variety of features including Hardwood Floors, High Ceilings, Beautiful Woodwork, Pantries, Built-In Hutches, Stained Glass, French Doors, Ceiling Fans, Recessed Lighting & Rear Decks. There are 3 NEW, HIGH EFFICIENCY HEAT UNITS. The Basement has plenty of storage and Common Laundry. Also included are separate utilities & 3 off-street parking.The MODERN Two-Level ANNEX has great flexibility as an Art Studio, Meeting Room, Office, Gym, Rec Room or Bonus Room for guests, nannies, or family. It's is equipped with a Kitchenette, Full Bath, Cathedral Ceiling, Mini-Split Air Conditioner, Storage and an additional room. Terrific location with close proximity to: the MBTA; Forest Hills T, Commuter Rail/Bus Terminal, Arnold Arboretum, Southwest Corridor & Many Favorite Restaurants! Don't Miss this one!
Trophy Location! 43 Boylston Street is a rare Victorian 2-family with a bonus top-floor in-law apartment and a 2-car garage in one of Jamaica Plain’s most sought-after neighborhoods! Perfectly situated between the vibrant shops and restaurants of Centre Street and the Stony Brook Orange Line! All three units will be delivered vacant—ideal for an owner-occupant, condo conversion, or investor/1031 exchange opportunity. Unit 1 offers a flexible 5-room layout with 2 bedrooms including spacious living & dining rooms, soaring ceilings, oversized windows, and a large eat-in kitchen + full bath. Unit 2 is a bright and airy 2/3-bedroom, 1 bath unit featuring a modern kitchen and formal living + dining rooms. Unit #3 is an in-law apartment with a kitchen, formal living room, full bath + bedroom. Updated architectural shingle roof, new rubber garage roof, young gas systems + updated vinyl windows! RARE 2-CAR GARAGE! Don’t miss this exceptional opportunity in the heart of JP near everything!!!
This is the opportunity the market has been waiting for: a Grand Queen Anne Victorian, 3-family home in a highly desirable trophy location! Discover the potential of 23 Burr Street in Jamaica Plain—a 3,400 square foot Fixer-Upper ideal for a variety of buyers. Whether you’re looking to occupy one unit yourself, are a savvy investor, a buyer pursuing a 1031 exchange, or a developer interested in a condo conversion, this property is for you. Visit the property to visualize your plans and realize your vision. With revitalization, you'll gain instant equity. Each unit is approximately 1,133 square feet and features two bedrooms, one bathroom, and a deck. Come check it out!
Welcome to 285 Lamartine Street. Rare new construction 3-unit offering with strong investment potential and owner-occupant appeal. Each unit features 4 bedrooms, 2 baths, private outdoor space, and parking CONDO QUALITY. Spacious open layouts include bay windows, large living/dining areas, and stylish kitchens with shaker cabinets, quartz counters, and gas cooking. Primary bedrooms offer walk-in closets, and baths are finished in quality tile with both tub and shower options. Featuring hardwood floors, crown molding, in-unit laundry, walk in closets, high end kitchens and baths, 3-car parking, and full sprinkler/fire alarm system. One unit is vacant—perfect for an owner-occupant—while two are rented, delivering immediate income. A+ location just blocks from the Green Street Orange Line.This one works!
Beautiful Hyde Square - Turnkey Investment Opportunity. This beautifully updated triple-decker East of Jamaica Pond offers move-in-ready living with a solid investment potential. Each unit has been upgraded with modern kitchens and bathrooms. A commuter's dream, just moments away from Heath Station Green Line and minutes to Stony Brook Orange Line. The vibrant neighborhood offers ample dining and shopping options.First Showings are Saturday October 11th 2025 and Sunday October 12th 2025, 1PM-3PM
Fantastic location in JP's architecturally significant Historic Sumner Hill. Gorgeous period Victorian details include crown & dentil moldings, bay windows, high ceilings, hardwood floors. The stunning two over two windows offer leafy views, sunlight, and privacy. Renovated kitchens feature stone countertops, glass tile backsplashes, and Shaker cabinets. Flexible floor plans mean that possibilities abound in this home! Apt.1, deeply renovated in 2023, currently includes an open fireplaced living /dining/ kitchen, sitting room, office, primary bedroom, working artist’s studio, 1.5 baths, laundry, a lovely patio, & thoughtful garden plantings. Apt 2 currently includes a lovely 2020 kitchen, dining area, living room, office/playroom, 3-4 bedrooms, 2 baths, laundry, and a tree top deck. Enjoy lively JP Centre shops & restaurants just around the corner. Your commute is great; the Orange Line is just blocks away. WalkScore 98 "Walkers Paradise." Open House Sunday Dec 14, 1:00-2:00
Attention Buyers & Investors!This stunning and spacious 4-unit multifamily in the heart of Jamaica Plain offers both immediate and stable rental income. Perfect for those looking to occupy one unit and rent the other three, or for investors seeking a well-maintained, income-generating property.Each unit features an open-concept kitchen and living room, upgraded with granite countertops, modern appliances, and newer dishwashers. The property also boasts a newer roof, making it move-in ready and low maintenance. With separate meters for each unit, tenants pay their own gas and electricity, while the owner is only responsible for the low common maintenance cost and water bill—an investor’s dream for easy management.Enjoy outdoor living with private decks and a fenced yard, all while being just steps from neighborhood amenities. Conveniently located minutes from the 39 Bus, E Green Line, Whole Foods, parks, restaurants, and other public transit options.Sold as-is!
Jamaica Plain is located in Massachusetts. Jamaica Plain 02130 is less family-centric than the surrounding county with 20.53% of the households containing married families with children. The county average for households married with children is 23.74%.
