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$1,350,000
7 Beds 6 Baths 73531974 MLS
Turn-key Brighton 2-family with extensive renovations in 2025. Offering 7 bedrooms & 6 bathrooms (2.5 each unit). New kitchens with Quartz & Stainless Steel, in-unit laundry, new heating & cooling systems, new windows & vinyl siding. Current total rental income $7,550/month. Located in desirable Oak Square neighborhood near public transportation, shopping, restaurants, parks, & major commuter routes. Significant capital improvements provide peace of mind for future ownership. Ideal for investors seeking long-term appreciation in one of Boston's well established rental markets, and also presents future owner-occupancy opportunity. The 1st floor lease expires April 2027 and upper-level lease expires August 2027. Convenient access to Boston's major employment centers, universities, and public transportation, helps support strong rental demand and long-term appreciation potential. Could be a great candidate for a 1031 Exchange

96 Brayton Road, Boston

Listing courtesy of Listing Agent: John Trotman from Listing Office: Cameron Real Estate Group.

$2,250,000
16 Beds 14 Baths 73531829 MLS
DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking beneath — all on one site steps from the harbor and in the middle of a quaint yet thriving downtown Winthrop. 5-10 min commute to Boston Logan Airport, quick access to the MBTA Blue Line and ferry access to downtown Boston. All dimensions, square footage, parking spaces and building plans are estimated and should be considered for marketing purposes only. Buyers to do all due diligence as this is a development opportunity.

63-69 Putnam St, Winthrop

Listing courtesy of Listing Agent: The Bill Butler Group from Listing Office: Leading Edge Real Estate.

$4,550,000
18 Beds 18 Baths 73531446 MLS
Grove Property Group is pleased to present 142 Dorchester Street, an 18-unit stabilized multifamily asset in South Boston offered at a 6+ cap rate on in-place income.The property operates as a studio apartment building and is delivered fully stabilized and turnkey. All 18 units have been updated with modern kitchens, baths, and flooring. Common areas are modern throughout. The building is fully sprinklered and includes an additional driveway with 4 tandem parking spaces. Each unit is equipped with its own kitchen and bathroom (not shared), individual thermostat control for heat and AC — master HVAC is owner-paid. On-site laundry provides ancillary income.142 Dorchester Street represents one of the few opportunities to acquire scale in South Boston's supply-constrained multifamily market at a sub-$265,000 per-unit basis with no capital requirements to close!

142 Dorchester Street, Boston

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

$1,075,000
5 Beds 4 Baths 73531421 MLS
West Revere. Custom built two-family home with skyline views of Boston in the highly sought-after neighborhood. Move right in on this 12 year young home set on an oversized city lot(5,500 sq. Ft.). Home features spacious kitchen/dining area with granite counter tops stainless steel appliances, and custom designed cabinets. Living room offers a gas operated, stone fireplace. Sliding door leads to a front outdoor balcony, with views of the city and the ocean. A half bathroom and office space complete the main floor. The second floor has a beautiful master suite complete with a walk-in closet, en suite bath with marble counter tops and tiled shower. Two additional bedrooms, a full bath with marble counter tops and laundry complete this level along with a walk up to the attic which could be finished off for additional living space. Oversized deck, shed and garage. Second unit is a one bedroom one bath, in unit laundry and parking for two cars. Separate utilities. Including water!!

139 Suffolk Ave, Revere

Listing courtesy of Listing Agent: Maria DiPierro from Listing Office: Atlantic Realty Services.

$4,724,900
10 Beds 15 Baths 73531014 MLS
Rooted in history & reimagined with intention, The Pearl is a one-of-a-kind five-unit multifamily property by the coast in Winthrop. Formerly a church, the building has been thoughtfully transformed into five distinct loft-style residences, each with its own layout, character & design identity. Original architectural details including exposed beams, hardwood floors, oversized windows & dramatic ceiling heights are balanced with modern finishes throughout. Each residence features Bosch appliances, electric fireplaces, in-unit laundry, radiant heated primary baths, walk-in closets, hidden powder rooms, concealed storage, private outdoor space with automated retractable awnings, additional storage & two off-street parking spaces. Located near Winthrop’s beaches, harbor walks, cafés, restaurants & commuter access into Boston, The Pearl offers a special opportunity to own a boutique coastal multifamily with historic character, strong design & flexible long-term potential.

1001 Shirley St, Winthrop

Listing courtesy of Listing Agent: The Legacy Group from Listing Office: Serhant.

$1,247,000
9 Beds 3 Baths 73530348 MLS
Well-maintained 3-family property offering an excellent opportunity for both owner-occupants and investors. Conveniently located just minutes from Roslindale Village, you'll enjoy being within walking distance of restaurants, shops, the public library, parks, and other neighborhood amenities. Commuters will appreciate the easy access to MBTA bus routes, commuter rail service, Forest Hills Station, and major roadways connecting to Boston and surrounding communities.The property features three spacious units with hardwood flooring throughout. All 3 units offer 3 bedrooms and 1 full bath. A desirable three-car garage providing ample parking or ADU.Over the years, the owner has completed numerous improvements, including exterior updates, renovated baths /other enhancements throughout the property. Strong rental or owner-occupancy potential make this a fantastic opportunity in a highly sought area.

28 Haslet St, Boston

Listing courtesy of Listing Agent: JEP Realty Team from Listing Office: Real Broker Ma, LLC.

$1,650,000
14 Beds 5 Baths 73530214 MLS
Introducing a rare, oversized Dorchester multi-family opportunity delivering scale, flexibility, and strong income in one of Boston’s most dynamic neighborhoods. This massive property offers 14 bedrooms and 5 bathrooms across four expansive units, including a complete finished apartment in the lower level; ideal for maximizing rental income. Each residence features generous layouts, hardwood floors, in-unit laundry, and updated systems, creating comfortable, modern living spaces attractive to today’s tenants & owners. With projected annual income upwards of $189,000, this asset is perfectly suited for investors seeking strong cash flow, a strategic 1031 exchange, or an owner-occupant looking to offset their mortgage with substantial rental income & immediate cash flow. Conveniently positioned near public transportation, neighborhood restaurants, shopping, and easy access to Downtown Boston, the location ensures long-term tenant demand. A high-yield Boston multi-family opportunity.

14 Everton St, Boston

Listing courtesy of Listing Agent: Markese Daise from Listing Office: Stony Brook & Lennox Realty Advisors.

$2,700,000
14 Beds 6 Baths 73530082 MLS
PRIME ALLSTON LOCATION! Incredible investment opportunity on highly desirable Ashford Street in the heart of Allston, just steps from Boston University. This turnkey oversized side-by-side two-family offers an exceptional combination of location, condition, and income, with a stable rental history generating $192,000 in annual gross rent. Major capital improvements have already been completed, including a new roof in 2022. Unit 22 was extensively renovated in 2023 with a new kitchen, bathrooms, bedrooms, and luxury vinyl flooring throughout. Unit 20 underwent similar renovations in 2025, featuring a new kitchen, bathrooms, updated bedrooms, and luxury vinyl flooring throughout. Large rental properties of this caliber rarely come to market in such a sought-after location near BU. A true turnkey asset offering strong cash flow, modernized interiors, and long-term investment potential in one of Boston's most proven housing markets.

20-22 Ashford St, Boston

Listing courtesy of Listing Agent: Josh Bryan from Listing Office: EDGE Realty Advisors.

$2,549,000
16 Beds 6 Baths 73529505 MLS
Rare value add and redevelopment opportunity in the heart of Allston. This side by side two family offers 16 bedrooms, 6 baths, 6 off street parking spaces, and a large basement with exceptional ceiling height on a 5,951 SF R2 lot. Unit 20 is leased at $10,800/month, while Unit 22 is leased at $6,583/month, for a current gross rental income of $17,383/month ($208,596/year). Unit 22 offers significant upside supported by prior MLS rental history, with gross rental income potential of approximately $240,000/year. All utilities are tenant paid. Ideal for investors seeking immediate cash flow while pursuing future value add or redevelopment opportunities. Positioned steps from BU, the Green Line, Barry’s Corner, Harvard’s Enterprise Research Campus, the $2B Allston Multimodal Project, and Harvard’s planned 358 acre expansion, placing the property in one of Boston’s most compelling long term investment corridors. Pro forma available upon request.

20-22 Highgate St, Boston

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.

$1,710,000
8 Beds 4 Baths 73529343 MLS
Rare opportunity to acquire a classic duplex-style two-family property in a desirable Brighton location. This large building offers flexibility for investors, owner-occupants, and developers alike. Maintain as two separate units, renovate and increase rental income, owner-occupy, or explore redevelopment potential. The property may support up to 6 market-rate units under proposed zoning changes expected in September, with potential parking relief and increased density allowances for transit-oriented development. Buyers to perform their own due diligence. The property can be delivered vacant, allowing immediate occupancy, renovation, or redevelopment. Current rent projections are based on actual performance, with additional upside through modernization. The spacious backyard may offer future parking potential. Conveniently located near Route 90, major commuter routes, MBTA commuter rail, Green Line access, and bus service. Close to Boston Landing, New Balance headquarters, restaurants.

25-27 Parsons St, Boston

Listing courtesy of Listing Agent: Greg Martin from Listing Office: Move Forward Real Estate.

$650,000
5 Beds 2 Baths 73529196 MLS
INVESTORS, CONTRACTORS, FLIPPERS, or the courageous owner occupant, this one is for you! IT HAS A SECOND KITCHEN ON THE 2nd FLOOR that has been there for decades, offering possibilities for expansion! Bring this spacious home back and unlock its full potential! Offering 5 bedrooms and 2 full bathrooms, this home features a flexible layout. Inside, you’ll find a cozy sitting room, charming built-ins, and ample closet space throughout. While the property could benefit from updates and improvements, the size, character, and layout provide an incredible opportunity to restore and personalize. Yes the property is operational and is financeable but it does need updating! Really strong opportunity for instant equity after updating this property. Outside, enjoy a large backyard with plenty of room for entertaining, gardening, or future expansion possibilities.

10 Waterlow St, Boston

Listing courtesy of Listing Agent: Aaron Katz from Listing Office: Proactive Realty.

$1,190,000
6 Beds 2 Baths 73529164 MLS
Turn-key multi-family gem at 51-53 S Waverly St, Boston! Built in 1930 & enhanced with over $110K in renovations (2021), this asset features identical layouts for Unit 1 & Unit 2, both beautifully updated 3BR/1BA units boasting gleaming hardwood floors throughout, modern kitchens/baths, and private porches/decks. Features a highly usable, square backyard and excellent potential to add an extra parking space in the front! Solid mechanicals minimize future capital expenses, ensuring stable cash flow with projected returns over a 6% gross yield. Unbeatable location steps from Boston Landing, Lower Allston, and the HQs of New Balance & Bose. Incredible proximity to Harvard Business School & the expanding SEAS campus. Commuter’s dream with instant access to the Mass Pike (I-90), making trips to BU and Downtown Boston incredibly fast. Exceptional layout also offers prime condo conversion potential!

51-53 S Waverly St, Boston

Listing courtesy of Listing Agent: Montivista Real Estate Group from Listing Office: eXp Realty LLC - Corporate Office.

$1,750,000
9 Beds 5 Baths 73529068 MLS
Exceptional opportunity to acquire a professionally managed brick 5-unit multifamily property in the heart of Roxbury. This well-maintained asset offers a strong annual rent roll of 150K+, providing investors with immediate cash flow and long-term appreciation potential. This 1869 construction building features mostly renovated units that blend classic character with modern updates. City views available from upper floor units. The lower level unit is brand new with sprinkler system and 2 mini-splits. Significant capital improvements have already been completed - including a newer roof, replacement windows, new fire alarm panel, hardwired smoke detectors, common area electrical, stormwater infiltration system, and more. Commercial laundry machines and bonus sink in laundry room. Stately brownstone featuring french academic style architecture and slate mansard roof with dormers. Potential to convert to condo units and/or build walk-out roof deck with sweeping city views.

6 Moreland Street, Boston

Listing courtesy of Listing Agent: Patrick Millane from Listing Office: 617 Real Estate Group, LLC.

$999,888
5 Beds 2 Baths 73529063 MLS
NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or savvy investors. Unit 1 rents for $3,100/mo and Unit 2 for $4,000/mo, generating $85,200 in gross annual income with a net of $76,900. Five bedrooms, two full baths, and a versatile layout ideal for extended families. The property features an enclosed porch, deck, fenced yard, professional landscaping, and individually metered electric. Minutes from downtown Boston via Rt. 1A. Don't miss this opportunity; schedule your private showing today!

66 Sunnyside Ave, Winthrop

Listing courtesy of Listing Agent: Mirna Monterrosa Orellana from Listing Office: COM-PRO Real Estate Services, Inc.

$749,900
5 Beds 3 Baths 73529010 MLS
Opportunity Awaits for Investors, Contractors, Builders or Homeowners ready to maximize the value of this classic 3 Family property. Ideally located within walking distance to all the Spring & Washington St. stores, restaurants & bus lines, this spacious property offers over 2,800 Sq. ft. of living space with 5 bedrooms and 3 full baths. The lower level features a 1 bed apartment w/ its own kitchen, living room, private entrance, and full bath ideal for extended family, rental income, or guest accommodations. The 2nd and 3rd floors have similar layouts consisting of 2 beds, 1 bath, eat-in kitchen, LR, office and sunroom. In addition, the home is being sold w/ 4 additional small lots that surround the main home possibly allowing for expansion, additional parking or recreational areas. The Seller will be replacing the septic system in late July a value of roughly $60k! This home is in need of significant updates but presents a rare chance to build equity & a new home for the right buyer.

12 Bungalow Rd, Boston

Listing courtesy of Listing Agent: John Griffin from Listing Office: Griffin Realty Group.

$1,225,000
8 Beds 4 Baths 73525577 MLS
Stunning and expansive 3613 sq ft (2 Family Home). 8 Bedrooms/ 4 Full Baths built in 1925; 2016 gut renovated offering refined living space with desirable open floorplans. Highly sought features include; 2026 HVAC's / Central Air, 9-foot ceilings, Hardwood floors, recessed lighting, chef's kitchens, terrazzo countertops & islands, beverage chillers, stainless appliances - complete with gas stove & griddle, in unit W/D hook ups. Bells & whistles adorn this owner occupant & solid income producing property including ensuites, marble floors, designer baths & showers, walk in closets, backyard w/ updated decks to enjoy summer. Unit 1 delivering 3 bed, 2 full baths and Unit 2 boasting 5 beds 2 full baths bi level - currently rented for $5000/ month. 2016 plumbing, electrical, roof, walls & decks. 2023 Upgraded Foundation. The separate 2 car garage and clean full sized 7-foot ceiling basement await a potential ADU, workshop, lounge or additional future living space. To be delivered vacant.

41 Gleason St, Boston

Listing courtesy of Listing Agent: Cori Daddabbo from Listing Office: Coldwell Banker Realty - Canton.

$900,000
6 Beds 3 Baths 73528788 MLS
Call for a private showing! Welcome to 68 Cook Ave in the highly sought after Prattville neighborhood. This cash flowing 3-family has endless potential for being even more lucrative. The low maintenance home is 2.5 miles from Boston and Logan airport, perfect for attracting tenants. With seamless access to Route 1 and public transit directly into Boston you can enjoy a quiet residential setting that doesn't sacrifice convenience. Improvements have already been completed, featuring a newer roof, newer heating systems, and newer hot water heaters. The well sized units are all occupied under TAW. Unit 2 and 3 have bonus spaces and modern kitchens. The exterior has low maintenance siding, a private yard, and newly finished stairs. The 3-family home is perfect for an investor or an owner occupied buyer looking for a low cost of living. Reach out for more details or a private tour.

68 Cook Ave, Chelsea

Listing courtesy of Listing Agent: Michael Forcillo from Listing Office: Coldwell Banker Peggy Carter Team.

$4,600,000
8 Beds 7 Baths 73527720 MLS
Located in the heart of Boston’s iconic North End, this impeccably renovated 7-unit brick building presents a rare turnkey investment opportunity in one of the city’s most sought-after neighborhoods. The property has undergone a complete gut renovation and features six beautifully updated one-bedroom apartments and one spacious two-bedroom unit, all thoughtfully designed with modern finishes. Offered fully occupied with seven leases in place, this asset delivers immediate and stable income for investors seeking a low-maintenance, income-producing property. The building also includes common laundry facilities and has been meticulously maintained, showcasing pride of ownership throughout. Situated in a prime North End location, residents enjoy immediate access to Boston’s renowned restaurants, cafés, waterfront, and historic attractions. The property is just minutes from Faneuil Hall, the Financial District, and downtown Boston.

12 North Bennet Street, Boston

Listing courtesy of Listing Agent: The Gilardi Group from Listing Office: Gibson Sotheby's International Realty.

$995,000
6 Beds 4 Baths 73527312 MLS
Sitting prominently atop Upham's Corner, this oversized two-family is exactly what a seasoned investor or first-time buyer has been waiting for. Unit 1 spans two floors with 4 bedrooms and 2.5 baths, showcasing early 19th-century craftsmanship with wide staircases, soaring ceilings, intricate woodwork, and original hardwood floors throughout, complete with in-unit laundry, and central a/c. Unit 2 offers a comfortable 2 bedroom, 1 bath layout. Both units are lead compliant and self-sufficient with tenants paying their own gas and electric, landlord only pays water and sewer. Grossing $7,000 monthly currently with minimal overhead and no immediate capital expenses. Roof and fresh siding have been done in recent years. ADU potential adds another layer of upside for those looking to maximize the asset further. Ample parking on site, 15 minutes to Downtown Boston, and just 0.8 miles to the Savin Hill T Station. Reach out for a tour today!

3 Ware St, Boston

Listing courtesy of Listing Agent: Brian Quijada from Listing Office: EVO Real Estate Group, LLC.

$1,649,000
5 Beds 4 Baths 73527062 MLS
Introducing 118 F St, a meticulously maintained multifamily brownstone located just off vibrant and amenity rich West Broadway. This property boasts two spacious duplex units with an excellent history of rental income over $9100k/mo. Each unit features custom built-ins and generously appointed moldings and finishes throughout. A large roof deck sits behind and atop unit 2 with spectacular city views for outdoor entertainment and enjoyment. Spacious master bedrooms feature impressive 15+ foot cathedral ceilings and plentiful storage.The exterior of this brownstone rowhouse has recently been fully restored to its original grandeur. Work included at that time was brick repointing, new windows, a new roof, and a full fire suppression system. A modest backyard for BBQ and outdoor enjoyment is also an added feature of this property. Don't miss this opportunity to come and experience all this investment has to offer!

118 F, Boston

Listing courtesy of Listing Agent: David Winick from Listing Office: Cosmopolitan Realty Advisors.

$1,675,000
12 Beds 6 Baths 73527017 MLS
175 Princeton Street is a three-story building containing three (3) units with two (2) 4-Bedroom/2-Bathroom units and one (1) 4-Bedroom/1.5-Bathroom unit with 4,128 square feet of gross living area in 5,268 square feet of gross area situated upon a 0.08-acre parcel. All units’ individual condo’s, feature condo quality finishes, improved by granite countertops, updated cabinetry, stainless steel appliances, dishwashers with plumbing and electrical upgrades throughout. Tenants are responsible for ALL utilities at the Property, including gas powered heat & hot water, separately metered electricity, and city water & sewer. Unit 3 features in-unit laundry, while Unit 1 & 2 have laundry in the basement. Additionally, there is a recently finished bonus room in the basement which can add to the square footage of Unit 1. Property is currently assessed at $1,763,700 as Three Condos. Opportunity exists to increase income by converting back into a 3-Unit property and potentially reducing taxes.

175 Princeton Street, Boston

Listing courtesy of Listing Agent: Kelleher - Pentore Team from Listing Office: Horvath & Tremblay.

$1,850,000
11 Beds 3 Baths 73527015 MLS
38 Frankfort Street, situated in an incredible urban infill location in Jeffries Point, is a desirable, brick multi-story building containing three (3) units with two (2) 4-Bedroom/1-Bathroom units and one (1) 3+-Bedroom/1-Bathroom unit with 4,167 square feet of gross living area in 6,060 square feet of gross area situated upon a 0.08-acre parcel. All units’ feature condo quality finishes with newer kitchens with granite countertops, cabinetry and stainless-steel appliances with dishwashers, renovated bathrooms, hardwood floors throughout and individual laundry. Tenants are responsible for ALL utilities at the Property, including gas powered heat & hot water, separately metered electricity, and city water & sewer. Property is currently assessed at $2,043,400 as Three (3) Condos. Opportunity exists to increase income by converting back into a 3-Unit property and potentially reducing taxes.

38 Frankfort Street, Boston

Listing courtesy of Listing Agent: Kelleher - Pentore Team from Listing Office: Horvath & Tremblay.

$1,680,000
6 Beds 6 Baths 73526893 MLS
Fully renovated three-family on a quiet dead-end street in the Polish Triangle, on the Dorchester/South Boston border between Andrew Square & Savin Hill. Gutted to the studs and rebuilt with premium finishes less than 10 years ago, this turnkey property is ideal for investors, owner-occupants, or condo converters.All three units feature 2 bedrooms, 2 full baths, designer kitchens with white cabinetry, gray granite, pot fillers, wine fridges, and stainless hood vents. Gas fireplaces with custom mantles, in-unit laundry, private storage, and rear decks throughout. Renovations include: 3-zone HVAC, hot water heaters, electrical with sub-panels, plumbing, and windows. Hard-wired sprinklers, smoke detectors, and wireless security in each unit. Unit 1 is a bi-level with private entry and bonus room. Sweeping roof views.Easy on-street parking. Significant development underway directly across the street. Perfect for a 1031 exchange, rental income, or condo conversion play.

30 Rawson St, Boston

Listing courtesy of Listing Agent: Joe Parrish from Listing Office: EVO Real Estate Group, LLC.

$759,000
5 Beds 3 Baths 73526267 MLS
Opportunity awaits at 6-8 Plain St, a charming two-family property ideally located in the heart of Dorchester. Offering nearly 2,000 SqFt of living space across two spacious units, this home presents endless potential for investors, developers, or owner-occupants looking to add value. Featuring generous room sizes, hardwood flooring, and flexible layouts, the property provides a strong foundation for renovation or customization. A private driveway and yard space add to the appeal, while the unbeatable location places you moments from neighborhood shops, restaurants, public transportation, and major commuter routes. Whether you're looking to find a new home or create your ideal multi-family investment, this is a rare opportunity in one of Dorchester’s most beloved neighborhoods.

6-8 Plain St, Boston

Listing courtesy of Listing Agent: Team Galvin from Listing Office: The Galvin Group, LLC.

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