The Fenway Homes under $2 million

Welcome to The Fenway, one of Boston’s most vibrant neighborhoods, where culture, community, and convenience intertwine seamlessly. Nestled in Suffolk County, The Fenway is renowned for its rich history, artistic flair, and proximity to some of the city's most iconic landmarks. Whether you’re a nature enthusiast who loves the lush greenery of the nearby Fenway Park and the Emerald Necklace, or a culture buff eager to explore the Museum of Fine Arts and the Isabella Stewart Gardner Museum, this area has something for everyone.

The Fenway boasts a diverse array of housing options, making it an attractive destination for homebuyers seeking properties under $2 million. From chic modern condos with breathtaking city views to charming brownstones that exude classic Boston charm, there’s a home to suit every taste and lifestyle. The neighborhood's real estate market caters to families, young professionals, and retirees alike, ensuring a welcoming community for all.

Living in The Fenway means enjoying easy access to public transportation, making commuting a breeze. The area is also home to a variety of trendy restaurants, cafes, and shops, offering an eclectic mix of dining and entertainment options. With its lively atmosphere and strong sense of community, The Fenway is not just a place to live; it's a place to thrive.

Explore the possibilities of calling The Fenway home, where your dream residence awaits under $2 million. Embrace the unique blend of urban energy and natural beauty that makes this neighborhood one of Boston's most desirable places to live!

Newest The Fenway Homes under $2 million

$590,000

1 Beds ⋅ 1 Baths ⋅ 73586073 MLS

Don’t miss this spectacular 1 bed, 1 bath home in a classic brownstone condominium in Boston’s East Fenway neighborhood. This meticulously renovated unit offers abundant natural light, exposed brick, recessed lighting, hardwood floors, central A/C, and an efficient layout that maximizes every inch of space. The living room features gorgeous oversized windows and an elegant fireplace, creating a warm and inviting atmosphere. As you step inside, you’re greeted by modern finishes throughout, including Boen European Oak natural-oiled floors and a beautiful designer lamp that enhances the space. The bedroom boasts a full wall of built-in closets, while the all-new bathroom features a modern vanity and a sleek shower. The all-new kitchen is beautifully appointed with white quartz countertops, gleaming cabinetry, a stunning backsplash, and new stainless steel appliances. The building offers elevator access, intercom entry, a package room, daily trash pickup, and snow removal. Its prime location places you just steps from Green Line Symphony Station, close to the Orange Line, and within walking distance of Northeastern University, Berklee, NEC, Symphony Hall, the Museum of Fine Arts, the Isabella Stewart Gardner Museum, Back Bay, and the Prudential Center. This home also benefits from a very low condo fee, an exceptional value in such a convenient and vibrant neighborhood. A truly outstanding opportunity to live in a beautifully updated space in one of Boston’s most desirable locations.

96 Gainsborough St Unit 301W, Boston

Listing courtesy of Listing Agent: Daniel S. Lee from Listing Office: Boston Plex.

$519,900

1 Beds ⋅ 1 Baths ⋅ 73585767 MLS

Don’t miss this beautifully renovated parlor-level duplex on St. Stephen Street, offering an ideal blend of space, character, and convenience. This oversized one-bedroom plus office features impressive ceiling heights, abundant natural light, and a spacious, open living area perfect for entertaining. The updated kitchen boasts solid wood cabinetry, granite countertops, stainless steel appliances, full-size appliances, and a 36-inch range. Hardwood floors run throughout the upper level, complemented by a decorative fireplace, recessed ceiling speakers, and three oversized windows that fill the living space with natural light. The spacious bedroom offers a massive walk-in closet ready for a custom buildout, while the updated bathroom features a modern stand-up shower. In-unit laundry adds everyday convenience. Ideally situated just a two-minute walk from Symphony Station and seven minutes from Northeastern University’s Ruggles Station, with Northeastern University and the surrounding amenities just minutes away. Whether you're looking for a unique home in a prime location or an attractive investment opportunity, this versatile property offers exceptional space and convenience in the heart of Boston.

23 St. Stephen St Unit 3, Boston

Listing courtesy of Listing Agent: Christopher Buono from Listing Office: All Things Real Estate, Inc..

$1,699,900

2 Beds ⋅ 2 Baths ⋅ 73585147 MLS ⋅ ['Pierce Boston Private Residences'] BLDG.

Perched within the architecturally distinct Pierce Boston, this refined 2 bedroom residence blends thoughtful layout with master-crafted finishes and breathtaking elevated views. The home features premium oak hardwood floors, high ceilings, and floor to ceiling windows that bathe every room in natural light. Elegant kitchen with Wolf and SubZero appliances, custom cabinetry, as well as sleek quartz counters and waterfall breakfast bar that flows effortlessly into the living space. Spacious primary bedroom with ensuite bathroom, paired with a comfortable second bedroom and a convenient guest powder room. Unparalleled building amenities include 24/7 concierge, pool and spa tub, landscaped grill deck, fitness center, multiple lounge spaces, game room, and pet spa. Prime location with Fenway Park, T and Commuter Rail stations, Longwood Medical, museums, music venues, several colleges and universities, as well as countless restaurants and retail locations practically at your doorstep.

188 Brookline Avenue Unit 23I, Boston

Listing courtesy of Listing Agent: Joshua Drawas from Listing Office: Compass.

96 Gainsborough Street Unit 103W, Boston

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73583989 MLS

Beautifully appointed residence at The Gainsborough in the heart of Fenway. This elegant home blends classic Boston charm with modern updates and an efficient layout ideal for both owner-occupants and investors. Features include hardwood floors, high ceilings, oversized windows, and abundant natural light. Updated kitchen with stylish cabinetry, stone countertops, and quality appliances. Spacious living area and comfortable bedroom space offer flexibility and function. Professionally managed building in an unbeatable location near Northeastern, Berklee, Longwood Medical Area, Symphony Hall, MFA, Newbury Street, Prudential Center, Whole Foods, restaurants, shopping, parks, and public transportation. Perfect as a primary residence or investment opportunity in one of Boston’s most desirable neighborhoods.

96 Gainsborough Street Unit 103W, Boston

Listing courtesy of Listing Agent: Alp Kantar from Listing Office: Boston Brokerage Group.

$795,000

2 Beds ⋅ 1 Baths ⋅ 73583990 MLS ⋅ ['95 Gainsborough Street'] BLDG.

Spacious, Tastefully renovated 2 bedroom / 1 bath home located on Gainsborough Street with many recent upgrades featuring a granite kitchen with stainless steel appliances, new windows and in suite laundry. This home is also highlighted by a private patio that is prefect for summertime BBQ's! Located in a brownstone building featuring an elevator, 24 hour security guard, daily trash pickup, professional management & is pet friendly! This A ++ location is just steps to Symphony Hall, Back Bay, Copley/Prudential, MFA, Longwood Medical, Fenway Park, public transportation & many local universities. You will be in the middle heart of the vibrant Fenway neighborhood but yet on a quite lovely street of Gainsborough.

95 Gainsborough St Unit 7, Boston

Listing courtesy of Listing Agent: Alp Kantar from Listing Office: Boston Brokerage Group.

$449,000

1 Baths ⋅ 73582111 MLS

Classic Fenway character and an outstanding location come together at 107 Jersey Street #5. This bright 395 SF studio offers far more personality than the typical small condo, with a spacious main living area highlighted by a beautiful bay of windows, exposed brick, hardwood floors and excellent natural light. The layout provides plenty of room to create distinct sleeping and living areas, while a separate windowed kitchen keeps the main room feeling like living space rather than a kitchen with a bed in it. Full tiled bath and laundry in the building. Set in an attractive, professionally managed brick building in the heart of Fenway, the location offers exceptional access to the Longwood Medical Area, area colleges and universities, public transportation, restaurants, shopping, cultural attractions and everything Boston has to offer. An appealing option for an owner-occupant, medical or graduate student, pied-à-terre buyer, or investor looking for a well-located Boston property

107 Jersey St Unit 5-7, Boston

Listing courtesy of Listing Agent: Richard Hassman from Listing Office: eXp Realty LLC.

$1,280,000

2 Beds ⋅ 2 Baths ⋅ 73581148 MLS ⋅ ['The Henry'] BLDG.

Experience sophisticated city living at The Henry, a boutique elevator building ideally situated in Boston’s sought-after Symphony neighborhood at the crossroads of Fenway and Back Bay. This beautifully designed 2-bedroom, 2-bath residence offers approximately 935 sq. ft. of thoughtfully planned living space with hardwood floors, oversized windows and an open-concept living/dining area. The modern kitchen features upgraded cabinetry, stone countertops, stainless steel appliances, gas cooking, a spacious island with seating and pendant lighting. The generously sized primary bedroom includes a walk-in closet and en-suite bath with tiled shower, while the second full bath offers a tub and shower. Additional conveniences include central heat and A/C, tankless hot water, recessed lighting and in-unit washer/dryer. Built in 2019, The Henry offers elevator access and professional management. Exceptional location near public transportation, universities, medical centers, shopping, dining, parks and everything Fenway and Back Bay have to offer.

50 Symphony Rd Unit 201, Boston

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.

$999,000

2 Beds ⋅ 1 Baths ⋅ 73580637 MLS ⋅ ['On The Fens'] BLDG.

Set on the penthouse level of the iconic On the Fens building, this oversized two-bedroom home stands out for its incredible natural light, generous proportions, and views overlooking the Back Bay Fens. Three exposures and oversized windows create a bright, open feel throughout, complemented by high ceilings and hardwood floors. At the heart of the home is an expansive living room with plenty of space to entertain, along with a dedicated dining area and renovated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Both bedrooms are exceptionally spacious and enjoy views over the Fens, with ample room to incorporate a desk or additional workspace without sacrificing bedroom space. Residents enjoy a professionally managed, pet-friendly elevator building with an impressive marble foyer, keyless entry, bike storage, private basement storage, and on-site laundry. All of this in an unbeatable Fenway location with Whole Foods, the Longwood Medical Area, Fenway Park, Northeastern, Berklee, the MFA, Symphony Hall, Time Out Market, public transportation, dining, and shopping all close by. Condo fee includes heat and hot water.

74 Fenway Unit 56, Boston

Listing courtesy of Listing Agent: Hans Nagrath from Listing Office: Compass.

$425,000

1 Beds ⋅ 1 Baths ⋅ 73579653 MLS ⋅ ['Xii Stoneholm Condominium'] BLDG.

Exceptional Loft Living at XII Stoneholm. Welcome to this bright, meticulously designed pied-à-terre in the heart of Boston's vibrant Fenway neighborhood. Combining modern comfort with an efficient layout, this condo features soaring high ceilings, oversized windows that flood the space with natural light, updated bathroom and kitchen, new appliances (2025). The queen-size open loft bedroom maximizes your living space while preserving a contemporary, airy flow. Concierge, elevators, fitness center, common laundry facilities, and bike storage. Spectacular common roof deck featuring a swimming pool and panoramic city views. Minutes from Fenway Park, Back Bay, the Longwood Medical Area, top local universities, dining, and shopping. Effortless commuting with easy access to the Green Line, Orange Line, and major highways. Vacant and move-in ready—an exceptional opportunity to own a turnkey home with luxury amenities in one of Boston’s most sought-after locations.

12 Stoneholm St Unit 313, Boston

Listing courtesy of Listing Agent: Danielle Gunster from Listing Office: Coldwell Banker Realty - Brookline.

$375,000

1 Baths ⋅ 73578205 MLS

Parlor level 1st floor sunny studio overlooking common courtyard. Enter into the unit's entry foyer and separate galley kitchen featuring new stainless steel LG gas stove with overhead vent/ microwave and dishwasher for a efficient set up.Newly installed wood-like sturdy luxury vinyl flooring on the kitchen floor. Hardwood flooring in the living room with 4 large windows for great natural light. 2 closets for ample storage. Charming claw foot bathtub/shower combo in bathroom with another window for additional natural light. Common laundry, bike storage, and storage lockers located downstairs. Well maintained professionally managed building. Low HOA includes heat, hot water, and sewer. Real estate taxes do not include residential tax exemption. Great owner occupant or investor unit. Located in the vibrant Fenway neighborhood close all downtown neighborhoods, transportation, restaurants, and stores/shops.

60 Queensberry St Unit 2, Boston

Listing courtesy of Listing Agent: Dave White from Listing Office: OwnerEntry.com.

$725,000

1 Beds ⋅ 1 Baths ⋅ 73578128 MLS

Gorgeous 1-bed condo in Fenway has everything you want! Featuring soaring 10 foot ceilings, this unit offers Modern kitchen w/ granite counters and stainless steel appliances, Modern tile bath, gleaming hardwood floors, Ornamental fire place, and DEEDED PARKING INCLUDED! The building features common roof deck and laundry room, along with heat and hot water included in your condo fee. Located near restaurants, Fenway Park, Fens park, MBTA stops, shopping, and so much more! You'll be hard pressed to find a better unit in a more central location. Reach out for a tour today!

24 Peterborough St Unit 8, Boston

Listing courtesy of Listing Agent: Louis Gordon from Listing Office: CENTURY 21 Revolution.

$700,000

2 Beds ⋅ 1 Baths ⋅ 73577442 MLS

A beautifully renovated, park facing two-bedroom condo in one of Boston's most in-demand neighborhoods, minutes from the Longwood Medical Area and Fenway's university corridor, a strong fit for medical professionals, students, and investors alike. Front-facing windows overlook the park, bringing in natural light and green views throughout the day. Both bedrooms offer generous proportions, with the marble bathroom featuring a walk-in shower and built-in seating bench. The galley kitchen is outfitted with granite countertops, stainless steel appliances, gas cooking, and dovetail-joint drawers. High ceilings, stained hardwood floors, and preserved original details bring character throughout, with generous closet space for storage. Set on the second floor of a professionally managed building in a high-demand rental pocket, this is a turnkey opportunity for an owner-occupant or an investor targeting Fenway's steady rental base. Reach out to schedule a private tour.

69 Park Drive Unit 8, Boston

Listing courtesy of Listing Agent: Sobel Group from Listing Office: Compass.

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