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14 Carlton St Unit C, Somerville
$1,080,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73585628 MLS ⋅ 1,182 SqFt.
TOP PENTHOUSE WITH PRIVATE ROOF DECK & CITY VIEWS. Experience elevated city living in this exceptional 3 bedroom, 2 bathroom penthouse condo, ideally located in the heart of vibrant Union Square. Completely renovated in 2021 with sophisticated designer finishes and meticulous attention to detail, this turnkey home offers the rare combination of luxury, privacy, indoor-outdoor living, and unbeatable location. The thoughtfully designed open-concept living space is filled with natural light from oversized windows and features soaring ceilings, beautiful white oak hardwood floors, and a seamless flow between the living, dining, and kitchen areas. An impressive setting for both everyday living and entertaining. At the center of the home, the designer kitchen pairs timeless white cabinetry with sleek modern finishes and premium Bosch appliances. The spacious primary suite provides a private retreat, complete with a beautifully appointed en-suite bathroom and custom walk-in closet. Two additional bedrooms offer exceptional flexibility for guests, a home office, or additional living space. Step outside and discover two private outdoor spaces. The front balcony provides an effortless extension of the living area, while the private roof deck is the true showstopper, offering sweeping city views and an exceptional setting for morning coffee, sunset cocktails, entertaining, or simply enjoying your own private piece of the Boston skyline. Located just steps from the best of Union Square, with parks, playgrounds, acclaimed restaurants, cafés, shops, and everyday conveniences all at your doorstep. Enjoy easy access to Assembly Row and the Green Line T, making Boston and beyond effortlessly accessible. Sophisticated, sun filled, and truly turnkey, this is penthouse living at its best with the rare luxury of your own private roof deck and city views in one of Somerville’s most vibrant neighborhoods. Some photos were taken previously, only for marketing purpose!

14 Carlton St Unit C, Somerville

5 Quincy Street, Somerville
$985,500
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585459 MLS ⋅ 1,742 SqFt.
Cherished by the same family for over 30 years, this classic multi-family arrives on the market carrying decades of warmth, milestones, and dedicated care. Whether you are an owner-occupant looking to establish roots while offsetting your mortgage with rental income or an investor seeking prime Somerville real estate, this storied home presents an extraordinary opportunity. The unbeatable location cannot be topped. Situated right in the heart of vibrant Somerville, you are moments away from neighborhood parks, local dining, shopping, major transit routes, and public transportation—offering peak urban convenience right at your doorstep. Across three finished levels and approximately 1,742 square feet of living space, the property features two distinct units with traditional flow, classic moldings, and hardwood floors: Unit 1 (First Floor): A comfortable five-room layout offering one bedroom, an inviting living room, formal dining room, and an eat-in kitchen. Unit 2 (Second & Third Floors): An expansive, flexible two-story retreat featuring seven rooms, three bedrooms, and a full bath, highlighted by a generous landing hallway and walk-up third-level spaces.Rare Urban Parking: Includes a paved off-street driveway accommodating up to three vehicles, a premium convenience in this neighborhood. Though SOLD AS-IS, we welcome your vision, your personal updates, and the chance to carry forward the proud legacy of a home loved across generations. Don't miss this rare blend of deep-rooted family history, owner-occupant financial upside, and a can't-be-beat Somerville address!

5 Quincy Street, Somerville

40 Highland Ave Unit 2, Somerville
$645,000
1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585310 MLS ⋅ 968 SqFt.
Spacious, flexible, and generously proportioned, this light-filled residence offers a versatile 1-bedroom + office layout in an exceptionally convenient Somerville location. Directly across from the Somerville Public Library and steps to the T and bus, it is moments from Union Square, Assembly Row, and Davis Square—yet peacefully set back from the street on the serene, airy courtyard side of the building. Nearly 1,000 square feet of living space provides plenty of room to live, work, host, and entertain. The thoughtfully designed interior features beautiful hardwood floors and abundant natural light, with three exposures in the living area. The dedicated office is exceptionally versatile and can easily function as a work-from-home space, guest bedroom, or additional living area. The inviting kitchen features stainless steel appliances, ample cabinetry, and a distinctive herringbone butcher-block countertop that adds warmth and character. It opens naturally to the dining area and connects to a charming balcony overlooking the shared courtyard. The spacious bedroom comfortably accommodates a king-size bed and is complemented by a full bath with in-unit laundry. Additional highlights include new HVAC with central air conditioning, generous private basement storage, and access to a shared yard with grill. Ideally situated along Highland Avenue, the home places all of Somerville's restaurants, shops, cafés, parks, and public transportation all within easy reach. Rate buy down to qualified buyers. With its generous proportions, flexible floor plan, abundant natural light, and unbeatable location, this is a home that offers exceptional versatility for urban living.

40 Highland Ave Unit 2, Somerville

26-28 Gilman Terrace, Somerville
$1,300,000
6 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585010 MLS ⋅ 2,696 SqFt.
Offers, if any, will be reviewed by the sellers on Tuesday, October 6 at 12 o’clock. Fantastic two-family home tucked at the end of a cul-de-sac in Winter Hill, steps to the Gilman Square Green Line T Station and close to Somerville High School, the Public Library, Community Bike Path, and Union Square. Owner-occupied for 30 years by an artist and carpenter, the property blends original character with thoughtful updates. The upper unit at 28 Gilman Terrace spans the second and third floors and features a renovated kitchen with stainless steel appliances, marble countertops, solid-wood cabinetry, peninsula seating for four, and adjacent laundry. The main level also offers a formal dining room, a spacious living room with a wood-burning fireplace featuring a hand-carved original mantel and a soapstone hearth, a renovated full bathroom, and one bedroom. The third floor includes three additional bedrooms and a full bathroom with a clawfoot tub.The first-floor rental at 26 Gilman Terrace offers a living room, dining room, one bedroom, a full tiled bathroom, and a renovated eat-in kitchen with stainless steel appliances, oak cabinetry, granite countertops, recessed lighting, and parquet flooring.Both units have central air conditioning and access to a full unfinished basement with laundry, built-in shelving, and ample storage. Exterior features include Hardie Plank siding, Azek trim, an architectural-shingle roof, and new front porches. A detached one-car garage currently used for storage/workshop space qualifies for ADU conversion, with driveway parking in front. A charming side yard features a slate patio and a garden area. A rare opportunity to own a character-filled two-family property in a highly accessible Winter Hill location. Solar system for Unit 2 only.

26-28 Gilman Terrace, Somerville

54 Adams St Unit 4, Somerville
$1,149,000
2 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584978 MLS ⋅ 1,521 SqFt.
Luxury and convenience converge in this stunning brand-new, two-level condo offering generous living space on a beautiful tree-lined street. This exceptional 2-bedroom, 2.5-bath home showcases modern living at its finest, featuring a spacious open-concept layout, fireplace, and sleek designer kitchen complete with quartz countertops, center island, and stainless-steel appliances.The main level features a bright, open living area with large windows, a convenient half bath, and a private primary suite. Just off the living room is a large, sun-filled flex-space room—a truly versatile, fully enclosed room with high ceilings. Perfect for a home office, den, family room, gym, playroom, or additional guest space, this unique room adds exceptional functionality and flexibility to the home.The second level offers a beautifully appointed second primary suite with a custom walk-in/through closet leading to a stylish, custom-tiled bathroom with a curb-less shower, creating a private and luxurious retreat.Additional highlights include off-street parking, dedicated in-unit laundry, custom closets, video/intercom system, and thoughtful modern finishes throughout. An exceptional opportunity to enjoy stylish, flexible living in a highly desirable location, just moments from the shops, restaurants, and transportation of Magoun and Ball Squares. A truly special home and a must-see!

54 Adams St Unit 4, Somerville

104 Holland St. Unit 1, Somerville
$1,250,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73584818 MLS ⋅ 1,432 SqFt.
Location, location, location! Set on a corner lot in a prime Davis Sq. spot, this large 3 bedroom/2.5 bathroom condo with parking and a bonus finished lower level is hard to beat. On the main level, from the private front porch, the entry door opens into an open plan living/dining/kitchen area flanked by windows. The flexible space allows for many different living and dining layouts. The open kitchen features a long island with seating, center sink, cabinet storage, and pendant lights; white quartz counters; tile backsplash; and stainless steel appliances including a 6-burner gas stove and vent hood. All 3 bedrooms, including a large primary suite, are off a hallway, along with a second full bath, large pantry/storage closet, and laundry. The spacious primary bedroom has a walk-in closet and en-suite bathroom with walk-in shower and double sinks. the other two bedrooms are on either side of a full bathroom and laundry. The lower level is accessed from an open stairwell next to the coat closet by the front door. It offers an additional 663 sq.ft. (not included in 1,432 sq.ft.listed living space) of tiled, finished living area with separate office and playroom/media, a half bath, storage closets, and door to common basement area. Notable features include central air, beautiful wide-plank oak floors in living areas and bedrooms, and an unobstructed parking space in the driveway, which is off Jay St. behind the house. Directly across from Hodgkins-Curtin Park and Dave's Fresh Pasta, the condo is steps from the Somerville Community Path, the Davis Sq. Red Line subway station, the iconic Somerville Theatre, and a multitude of restaurants and shops. Additional transit options include multiple bus lines, bike share stations, car share stations, and more Red Line and Green Line Extension stations with 1.5 miles.

104 Holland St. Unit 1, Somerville

96 School St Unit 96, Somerville
$697,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73584647 MLS ⋅ 903 SqFt.
A unique owner occupied or investment opportunity! A home that perfectly blends architectural period details with modern comfort, in a coveted and sought after neighborhood of Somerville! The living room at the center of the home is open to a dining area that flows into the kitchen, with granite counter-tops, Cherry cabinetry, generous storage and stainless steel appliances. Next to the living room is a good size primary bedroom with a wall of windows and spacious closet. At the front of the home, the second bedroom/office or formal living room is framed by triple bay windows, features an original fireplace and French doors allowing some added privacy. The full bathroom includes a window, newer porcelain tile flooring, a tiled surround tub/shower combination and open shelving storage. This first floor condominium of this two-unit owner-occupied Victorian home, showcases soaring ceilings, crown moldings, gleaming hardwood floors, Central AC, recessed lighting and beautifully preserved architectural details that create a warm and inviting atmosphere throughout. Direct access from the unit to the basement that offers plenty of storage, with laundry area and a semi-finished room, providing additional versatility to suit your needs. Enjoy the private common backyard area with garden and patio. Exceptionally low property taxes for primary residents! Located in a neighborhood central to everything Somerville and Cambridge have to offer. Situated a few blocks from Union Square the home is near the bike path and within a short bike ride to all the squares in Somerville, as well as Harvard and Kendall Squares. A short stroll to the Green Line station, the High School, restaurants, supermarket, cafés and shops with easy car access to Rt 93.

96 School St Unit 96, Somerville

2 Wyatt Circle Unit 2, Somerville
$875,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73584562 MLS ⋅ 930 SqFt.
Inman Sq. Hidden Gem! Sun-filled, 2-level townhouse feels like a single! Unbeatable location--nicely tucked away yet close to Somerville's trendiest haunts. This south-facing, updated, 2-bed, 2-full bath unit boasts 9-foot ceilings, large windows, beautiful oak floors, handsome wood wainscoting throughout, and a gas fireplace with a decorative mantel. The kitchen features rich granite counters, solid maple cabinets, gas cooking, stainless steel appliances including a "Bosch" dishwasher and under-counter wine/beer cooler, and a breakfast bar. Enjoy direct access to your own large private deck, charming patio, and mature garden with granite edging. There is energy-efficient central heating, A/C, and tankless hot water. The second floor includes the primary bedroom with two large closets and an en-suite bath, plus garden views; a good-sized second bedroom that can double as a guest room or home office; an in-unit stackable washer/dryer; and a must-have linen closet. Don't miss the full basement, handy for tinkering, exercise, and storage. The unit comes with TWO exclusive-use parking spaces in the paved driveway, plus a storage shed for gardening tools and bikes. The building has a fire suppression system and hardwired smoke/CO detectors (part of the 2005 renovations). Stroll to beautiful Lincoln Park (400 ft); lively Inman Sq. (0.3 miles) with favorite stops at 1369 Coffee and Christina's Ice Cream & Spice Shop; Union Sq. with Bow Market, and the Green Line train (0.4 miles) with easy access to Boston; sweet Kirkland Village (0.4 miles) with Cafe Saint-Germain, Wine & Cheese Cask, and Broadstreet Coffee; historic Harvard Yard (0.9 miles); and nearby Whole Foods Market and Walgreens (0.2 miles). Convenient to buses 83, 86, & 91. Self-managed association has low condo fees and healthy reserves. Plus, this home is fully lead-compliant. A must-see!

2 Wyatt Circle Unit 2, Somerville

89 Dover St, Somerville
$1,699,000
UNDER AGREEMENT Status ⋅ 73584279 MLS ⋅ 2,779 SqFt.
This 5-bedroom, 3-bath home is ready for it's next owners updates. A rare Davis Square offering, combining period detail, flexible use, an oversized lot, and six off-street parking spaces. From the moment you enter, the home’s architectural character stands out, with beautiful natural woodwork, inlaid-detail fireplaces, substantial moldings, and generously proportioned rooms that showcase the craftsmanship and elegance of an earlier era. The flexible multi-family layout creates opportunities for owner-occupants, investors, multi-generational living, or thoughtful renovation and conversion. Zoned as a two-family and currently used as a single family with rental unit. Outside, the oversized lot provides significantly more usable space than is typical for the area plus a large, private driveway. Both exceptional amenities in Davis Square. Ideally located just moments from the heart of Davis Square, enjoy easy access to an outstanding collection of restaurants, cafés, shops, entertainment, and neighborhood amenities. The Davis Square MBTA Red Line station is at the end of the street, providing convenient access to Harvard Square, Kendall Square, Downtown Boston, and beyond. Tufts University, Porter Square, Cambridge, neighborhood parks, and the Somerville Community Path are also within easy reach. With its rich period character, oversized kitchen, substantial lot, six-car parking, flexible multi-family layout, and exceptional Davis Square location, this is a truly rare opportunity with both immediate appeal and outstanding future potential.

89 Dover St, Somerville

89 Dover St, Somerville
$1,699,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584268 MLS ⋅ 2,779 SqFt.
This 5-bedroom, 3-bath home is ready for it's next owners updates. A rare Davis Square offering, combining period detail, flexible use, an oversized lot, and six off-street parking spaces. From the moment you enter, the home’s architectural character stands out, with beautiful natural woodwork, inlaid-detail fireplaces, substantial moldings, and generously proportioned rooms that showcase the craftsmanship and elegance of an earlier era. The flexible multi-family layout creates opportunities for owner-occupants, investors, multi-generational living, or thoughtful renovation and conversion. Zoned as a two-family and currently used as a single family with rental unit. Outside, the oversized lot provides significantly more usable space than is typical for the area plus a large, private driveway. Both exceptional amenities in Davis Square. Ideally located just moments from the heart of Davis Square, enjoy easy access to an outstanding collection of restaurants, cafés, shops, entertainment, and neighborhood amenities. The Davis Square MBTA Red Line station is at the end of the street, providing convenient access to Harvard Square, Kendall Square, Downtown Boston, and beyond. Tufts University, Porter Square, Cambridge, neighborhood parks, and the Somerville Community Path are also within easy reach. With its rich period character, oversized kitchen, substantial lot, six-car parking, flexible multi-family layout, and exceptional Davis Square location, this is a truly rare opportunity with both immediate appeal and outstanding future potential.

89 Dover St, Somerville

40 Porter Street Unit 1, Somerville
$839,000
2 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73584159 MLS ⋅ 1,050 SqFt.
This bright, beautiful 2 bedroom + office has central air, newly refinished wood floors, a large private parking area, and a generously-sized yard and patio shared with the other unit. The private front entry opens to a mudroom with shelves. To the right are french doors opening to the sunken office with light streaming in from 3 sides. Another set of french doors in the office leads into the living room which offers space to entertain or relax.  The dining room has three windows and a built-in china cabinet. Just beyond it is the kitchen, which features stainless steel appliances (stove, refrigerator, dishwasher, microwave), a tiled backsplash, pendant lights, maple cabinets, stone counters, and a pot filler faucet over the gas stove. An alcove at the rear of the kitchen contains a stacked washer and dryer. At the front entry, a third  french door leads from the mudroom to an interior foyer and a hallway leading to the coat closet, both bedrooms, and full bath. Both bedrooms face south along a private way, providing light and privacy. The tiled bathroom has a high window. The back hall from the kitchen leads to the basement door as well as the door to the rear porch, parking, and large common yard. The private storage area for Unit 1 is large (365 sq.ft.) with shelf storage. The entire right side of the wide driveway, closest to the house, belongs to Unit 1 and easily fits 2 cars. Beyond the driveway lies the common yard, which looks like a small private park, with trees, lawn, and patio. Porter St. is a short walk to Porter Sq. Red Line/commuter rail and shops. It is also within walking distance of Davis, Ball, and Magoun Sq. T stops, the Somerville Community Path, restaurants, theaters, and nightlife. Tufts, MIT, and Harvard universities can be reached by bike, foot, public transit, or car.

40 Porter Street Unit 1, Somerville

68 Sydney St, Somerville
$1,099,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583970 MLS ⋅ 1,877 SqFt.
Room to breathe is hard to find this close to the city, and this home has it inside and out. This four-bedroom, two-bath single-family offers comfortable, flexible living in Somerville's Winter Hill neighborhood. Updated lighting and coffered ceilings highlight the home's charm, and the open flow between the living and dining areas works well for both relaxed nights in and gatherings with family and friends. The eat-in kitchen is a natural spot for morning coffee or quick weeknight meals, and the first-floor bonus space with bow windows invites you to curl up on the couch with a book or use it as a home office or playroom. Upstairs, four bedrooms provide room to grow, work from home, or host guests with ease. Ductless mini-splits provide efficient heating and air conditioning, keeping the home comfortable year-round. Outside, the spacious covered patio is ready for summer dinners and rainy-day relaxing, while the fenced yard creates a private retreat for gardening, play, or simply unwinding. An oversized paver driveway with parking for three cars is a rare city convenience, and the home is ready for your EV with Level 2 charging. Just minutes from Assembly Square's shops, restaurants, and riverfront, and less than a mile to Gilman Square, the Green Line, and the Community Path, this home offers the perfect balance of neighborhood comfort and city access. Video tour: bit.ly/68Sydney

68 Sydney St, Somerville

91 Heath St, Somerville
$739,000
3 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73583920 MLS ⋅ 1,049 SqFt.
OPEN HOUSE CANCELED DUE TO ACCEPTED OFFER Welcome to 91 Heath Street, a beautifully updated single-family home in Somerville’s desirable Winter Hill neighborhood. Offering three bedrooms, one full bath, approx 1,050 square feet of living space, and two off-street parking spaces, this inviting home combines thoughtful updates with the space and convenience of a true single-family residence. A bright three-season porch welcomes you into the home, while a second three-season porch off the kitchen by a charming Dutch door extends the living space and leads to a private deck and backyard—an ideal setting for morning coffee, summer dinners, or entertaining. At the heart of the home is a stunning eat-in chef’s kitchen, beautifully renovated with Bosch appliances, a Forno range, apron-front sink, Moen faucet, statement hood, and new hardwood flooring. The front-facing living room offers a comfortable space to relax, while upstairs, custom built-ins add character and organization. The unfinished walkout basement provides excellent storage. The location is equally compelling, with the Green Line T approximately a 10-minute walk away and convenient bus access to both the Orange and Red Lines. Fantastic walkability for everyday conveniences. Assembly Row and Bow Market are just minutes away by car, with downtown Boston approximately 15 minutes. 91 Heath Street offers an exceptional opportunity to enjoy the best of Somerville living in a welcoming single-family home. Skip the HOAs and settle on in to this private urban oasis!

91 Heath St, Somerville

34 Central St, Somerville
$1,574,900
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73583377 MLS ⋅ 2,631 SqFt.
*** SELLER PAID CLOSING COSTS OF $10,000*** Discover a special home on the Historical Register and owned by the same family for 46 years...RARE SPRING HILL THREE FAMILY VICTORIAN CHARMER WITH EXTREMELY HARD TO FIND, RARE OWNERS RESIDENCE... LIVE IN A TOP FLOOR TWO LEVEL 4 BEDROOM, 4 BATH OWNERS UNIT ...WHICH ALSO INCLUDES TWO EN SUITE BEDROOMS...and still have $4,550 in monthly rental income to pay your mortgage! Set beautfully on the lot, back and up from the street, you'll enjoy a welcome sanctuary. A charmiing original black rod iron Victorian fence adorns the property line. Plenty of parking with GARAGE (NEW ROOF) AND THREE CAR PARKING. Original period Victorian details throughout including a generous front porch surrounded by Grecian columns, beautiful orginal stained glass, Victorian arched columned doorway, built in bay window sitting area, winding natural wood ballistered hallway, and fantastic original refinished hardwood floors. Bostonian trims throughout. Spacious top floor with views of Boston. Both rental units are 3 room, 1 bedroom units on the first floor (with leases through 8/31/27) Plenty of basement space with approximately 8 ft ceilings. New architectural shingle roof in '24. Newly painted exterior in '24. HIGHLY DESIRABLE Spring Hill neighborhood has a Walker's Paradise Walk Score of 91 and a Very Bikeable Bike Score of 83 with an Excellent Transit Score of 85. ONLY A HALF MILE TO THE GREEN LINE AND LESS THAN A MILE TO THE RED LINE SUBWAY!

34 Central St, Somerville

76-78 Perkins Street, Somerville
$5,500,000
24 Beds ⋅ 12 Baths ⋅ ACTIVE Status ⋅ 73579475 MLS ⋅ 8,688 SqFt.
Stability, scale and a long runway for capital improvements define 76-78 Perkins Street, a fully occupied six-family positioned for investors seeking durable cash flow without an immediate value-add or CapEx story. The property contains six oversized 4BR/2BA residences averaging approx. 1,448 SF, each with in-unit laundry, stainless appliances, granite counters, hardwood floors, recessed lighting and updated baths. Each apartment is leased under a single 12-month lease at $4,800/month through 8/31/27 - $28,800/month in scheduled rent with an annual gross of $345,600 - providing immediate income and unusually consistent lease stability across the asset. Comprehensively renovated in 2018, the building has benefited from substantial capital investment: electrical upgraded to 400 AMP service, plumbing and water heaters updated in 2018, vinyl siding replaced in 2017, flat rubber membrane roof replaced in 2022, plus new sidewalks and six Burnham boilers installed in 2026. The result is a well-maintained, turnkey asset with no known major capital project on the immediate horizon and a strong runway before significant work is anticipated. Location reinforces the investment case. Sullivan Square Orange Line is approx. 0.3 miles away, with Assembly Station also nearby, offering two convenient Orange Line options. I-93 and Route 1 are easily accessible, while Downtown Boston is roughly 2 miles away. Residents are minutes from Assembly Row, Inman Square, Cambridge Crossing, Hood Park, Encore Boston Harbor and the Mystic River. The immediate area continues to attract major public and private investment through additional Assembly Row development, ongoing Cambridge Crossing and Hood Park buildout, the planned Rutherford Ave/Sullivan Square transformation and the proposed New England Revolution waterfront stadium in Everett. A rare opportunity to acquire six-unit diversification, highly rentable oversized layouts and a stabilized income stream in one of Greater Boston's most supply-constrained multifamily markets.

76-78 Perkins Street, Somerville

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