Listed by Sara Lindquist

Days on market: 3644

Floor-through one-bedroom, one-bath apartment on second floor of 4-story brownstone walk-up in the South End's Chester Park. This quintessential South End apartment features wide-plank pine floors, original woodwork and detailing, decorative fireplaces, and exposed brick. Enter to large living area with bow-front windows, high ceilings, and attached dining room. Galley kitchen with pass-through windows off of living area and separating bedroom. Kitchen has gas cooking, dishwasher, full-size appliances and butcher block counters. Large bedroom off of rear with full bath and walk-in closet.

Listed by Sara Lindquist

Days on market: 3235

Former owner's unit in 4-story brownstone in Boston's South End. Two floors of living. Parlor level living area features entertainment kitchen with full bath, library, and access to private deck. Lower level features bedroom with walk-in closet, two baths, large living room, and second full kitchen with mudroom/laundry room off the kitchen, leading to private courtyard and private parking garage for single vehicle. Truly unique space featuring hardwood floors, fireplace, crown molding and abundant period details, high ceilings, and tons of space.

Listed by Andrew Goldberg Realty

Days on market: 403

ZMP89636935 - Massive South End Live/Work Duplex with Garage Parking & Private Roof Deck 540 Massachusetts Ave #1 Discover the ultimate live/work sanctuary in the heart of Chester Square. This sprawling, one-of-a-kind duplex formerly the owner s unit in a classic South End brownstone offers unmatched versatility, historic charm, and luxurious upgrades. With garage parking, pet-friendly policies, and an extraordinary layout, this oversized 1+ bedroom home is perfect for those who value space, flexibility, and style. Key Features: Flexible layout with expansive living spaces, ideal for remote work, creative studios, or multi-functional living Chef s kitchen on the lower level with high-end finishes, perfect for entertaining or serious home cooking Newly renovated wet bar on the upper level for added convenience and entertaining Multiple fireplaces and crown moldings throughout, adding warmth and architectural elegance Three full bathrooms for ultimate convenience Library loft, ideal for reading, working, or relaxing Two private outdoor spaces including a rare private roof deck with skyline views Garage parking included, a true luxury in the city Bonus kitchenette and mudroom/laundry room add practical function and storage Laundry in building and central South End location close to shops, restaurants, and transit With its loft-like feel, dramatic ceiling height, and thoughtfully divided spaces, this home truly offers a rare opportunity for creative and comfortable city living.

Listed by Leasing Office

Days on market: 3223

PRICE REDUCTION.....One-of-a-kind former "owners unit" in a stunning Chester Square brownstone. Ginormous, pet friendly 2 bed w/living room and dining room and PARKING AVAILABLE. Stunning architectural features include fireplaces, "library loft", high ceilings, and crown molding. Plenty of space and flex floor plan. Mud room/laundry room, 2 outdoor spaces (one on each level), 3 full bathrooms, and laundry in unit, make this duplex loft-like space with fireplace and crown moldings a one-of-a-kind find. Call Rob for private showing today

Listed by Andrew Goldberg Realty

Days on market: 49

ZMP101196377 - Available September 1, 2026. Sunny floor-through apartment in a classic four-story brick rowhouse overlooking Chester Park. This inviting home features a spacious open-concept living area with exposed brick and hardwood floors, offering warmth, character, and an easy layout for everyday living. The kitchen is equipped with gas cooking and a dishwasher for added convenience. The apartment includes a large primary bedroom plus a smaller adjacent bedroom, ideal for a guest room, home office, or flex space. Shared coin-operated laundry is available in the building. Heat and hot water are included in the rent. Tenant pays separately metered electricity and cable/internet. Pets are negotiable. No smoking. Virtual tour available upon request. Lease terms: 12-month lease beginning September 1, 2026. First month s rent is due at move-in. Last month s rent and a security deposit equal to one month s rent are required as advance deposits. Contact us for more information or to sched

Listed by Andrew Goldberg

Days on market: 69

Available September 1, 2026. Sunny floor-through apartment in a classic four-story brick rowhouse overlooking Chester Park. This inviting home features a spacious open-concept living area with exposed brick and hardwood floors, offering warmth, character, and an easy layout for everyday living. The kitchen is equipped with gas cooking and a dishwasher for added convenience. The apartment includes a large primary bedroom plus a smaller adjacent bedroom, ideal for a guest room, home office, or flex space. Shared coin-operated laundry is available in the building. Heat and hot water are included in the rent. Tenant pays separately metered electricity and cable/internet. Pets are negotiable. No smoking. Virtual tour available upon request. Lease terms: 12-month lease beginning September 1, 2026. First month s rent is due at move-in. Last month s rent and a security deposit equal to one month s rent are required as advance deposits. Contact us for more information or to sched

Listed by Andrew Goldberg

Days on market: 424

540 Mass. Ave., Unit 3 – 2 Bed / 1 Bath │ $3,750 / mo │ Available 9/1 Bright, floor-through third-floor walk-up overlooking Chester Park Highlights Rent: $3,750 / month Address: 540 Massachusetts Avenue, Unit 3 Availability: Move-in on September 1 Layout: Primary bedroom: generously sized, ample closet space Secondary bedroom: cozy, ideal office or nursery Living room: central, open flow with front‐ and rear‐facing windows Kitchen & Bath: functional galley kitchen; full bath with tub/shower Building & Unit Features Floor-through unit: front exposure to Chester Park; rear exposure toward West Springfield—great cross-breeze Third-floor walk-up: classic wood-plank floors throughout Heat & Hot Water: baseboard hot-water heat provided and paid by landlord Cooling: no central A/C; window‐unit capable (tenant-supplied) Laundry: shared coin-op washer/dryer in basement (three flights down) Utilities: tenant pays separately-metered electricity only Policies & Requirements Lease term: 12 months Security deposit: one month’s rent Smoking: strictly prohibited Occupancy: no undergraduates; professional or graduate tenants preferred Pets: negotiable—complete pet application and landlord approval required with initial application