Prospect Hill, MA homes for sale & real estate

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ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
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 versat

$645,000

1 bed1 bath968 sq ft

40 Highland Ave #2, Somerville, MA 02143

Natural light • Dedicated office • Hardwood floors

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
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,

$985,500

4 beds2 baths1,742 sq ft

5 Quincy St, Somerville, MA 02143

Major transit routes • Unbeatable location • Neighborhood parks

OPEN TODAY, 1:30PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
Location, convenience, and connectivity come together at 14 Boston Street, Unit 1A. Set at the base of historic Prospect Hill, this fully renovated 2-bedroom, 1-bath condominium offers approximately 945 square feet of comfortable living space in a central Somerville location. The thoughtfully updated interior features an open living and dining area with newer vinyl flooring, a renovated granite and stainless-steel kitchen, an updated bathroom, generously sized bedrooms, and abundant closet space. Mini-split A/C systems are also added as an upgrade, providing efficient cooling throughout the unit. A private balcony with skyline views extends the living space outdoors. Additional conveniences

$549,555

2 beds1 bath945 sq ft

14 Boston St Unit 1A, Somerville, MA 02143

Fully renovated • Private balcony • Efficient cooling

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
Ideally located between Somerville’s desirable Union Square and Prospect Hill neighborhoods, this two-story condo puts ultimate urban convenience right at your doorstep. Just moments from the MBTA Green Line at Gilman Square Station, commuting is effortless, with local restaurants, cafés, parks, and shops only steps away. Inside, the main level features 9-foot ceilings, exposed brick, a granite and stainless steel kitchen with a cozy breakfast nook or a home office, plus a spacious bedroom and full bath. The lower level offers a second bedroom and a versatile den. Complete with a private entrance, access to a shared backyard, and dedicated private storage. This home offers maxi

$550,000

2 beds1 bath942 sq ft

46 Highland Ave Unit 1B, Somerville, MA 02143

Private entrance • $528 HOA • Built 1895

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
The multi-family investment property located at 70 Columbus Ave in Somerville, MA (the “Property”) is a multi-story building containing five (5) 1-Bedroom/1-Bathroom units with 3,782 square feet of gross living area in 5,878 square feet of gross area. The Property is situated upon a 0.14-acre parcel and features three (3) tandem parking spaces. The historic building has been exceptionally cared for and features large recently updated apartments, providing residents with a desirable blend of character and modern convenience in a sought-after sub-market, minutes from the new Union Square MBTA Train Station. The Property benefits from recent significant capital improvements, includ

$1,800,000

5 beds5 baths3,782 sq ft

70 Columbus Ave, Somerville, MA 02143

Multi-story building • New burnham boilers • Historic building

Property at 9 Prospect Hill Ave #1, Somerville, MA 02143, 3 beds, 1.5 baths

$899,000

3 beds1.5 baths1,400 sq ft

9 Prospect Hill Ave #1, Somerville, MA 02143

Property at 13 Grand View Ave #2, Somerville, MA 02143, 4 beds, 3.5 baths

$1,775,000

4 beds3.5 baths2,773 sq ft

13 Grand View Ave #2, Somerville, MA 02143

Property at 40 Highland Ave #8, Somerville, MA 02143, 3 beds, 1 bath

$499,900

3 beds1 bath1,370 sq ft

40 Highland Ave #8, Somerville, MA 02143

Property at 197 Washington St #409, Somerville, MA 02143, 1 bed, 1 bath

$685,000

1 bed1 bath738 sq ft

197 Washington St #409, Somerville, MA 02143

Property at 42 Bow St #5, Somerville, MA 02143, 2 beds, 2 baths

$799,900

2 beds2 baths1,003 sq ft

42 Bow St #5, Somerville, MA 02143

Property at 197 Washington St #210, Somerville, MA 02143, 2 beds, 2 baths

$1,093,000

2 beds2 baths1,181 sq ft

197 Washington St #210, Somerville, MA 02143

Property at 422 Mcgrath Hwy, Somerville, MA 02143, 14 beds, 8 baths

$1,875,000

14 beds8 baths4,725 sq ft

422 Mcgrath Hwy, Somerville, MA 02143

Property at 379 Somerville Ave, Somerville, MA 02143, 13 beds, 12 baths

$6,700,000

13 beds12 baths8,785 sq ft

379 Somerville Ave, Somerville, MA 02143

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ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
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 li

$1,080,000

3 beds2 baths1,182 sq ft

14 Carlton St Unit C, Somerville, MA 02143

Designer kitchen • Front balcony • Private roof deck

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
INVESTMENT OPPORTUNITY IN SOMERVILLE! 26 Wesley Street presents a compelling opportunity for an investor, developer, or experienced buyer looking to unlock the potential of a well-located Somerville property. This multi-family property offers the chance to acquire a substantial asset in one of Greater Boston’s most desirable and dynamic communities. The property is being sold sight unseen and in AS-IS condition with occupants in place. Seller will not deliver the property vacant, and buyer will assume responsibility for the existing occupancy and any process, cost, or risk associated with obtaining possession after closing, if desired. No interior showings will be provided prior to cl

$850,000

5 beds2 baths2,606 sq ft

26 Wesley St, Somerville, MA 02145

Somerville property • 2,433 sq ft lot • 2 parking spots

OPEN TODAY, 1:30PM TO 2:30PM

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
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 origi

$1,300,000

6 beds3 baths2,696 sq ft

26-28 Gilman Ter, Somerville, MA 02145

Cul de sac • Public library • Community bike path

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
* * First Open House Weekend! Sat 10/3 & Sun 10/4, 11 to 1 * * Brand-new and completely detached, this rare backyard cottage offers the privacy and independence of a freestanding home with the convenience of a condominium. Newly created and thoughtfully designed, it features bright living spaces and an open living concept with white kitchen cabinetry, quartz countertops, and sleek LG appliances. The main level includes a bedroom served by a three-quarter bath. The entire second floor is a spacious primary suite with private bath and covered veranda accessed through oversized sliding glass doors. The lower level offers laundry, a three-quarter bath, and generous flexible space for w

$799,000

2 beds3 baths1,307 sq ft

17 Macarthur St #4, Somerville, MA 02143

Quartz countertops • Freestanding home • Backyard cottage

OPEN TODAY, 1PM TO 2:30PM

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
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, n

$697,000

2 beds1 bath850 sq ft

96 School St #96, Somerville, MA 02143

Generous storage • Cherry cabinetry • Granite counter-tops

OPEN TODAY, 11:30AM TO 1PM

ABOUT THIS HOME
Prospect Hill, MA Homes for Sale
SELLER FUNDED! SPECIAL FINANCING PROGRAM AVAILABLE!!!! SEE ATTACHMENTS!! Incredible opportunity in prime Somerville! This expansive multi-family property spans 3 levels of living space with 14 rooms, 6 bedrooms, and 2.5 baths, with excellent potential for additional living space in the expandable basement. Outstanding opportunity for owner-occupants, rental income, investors, or multi-generational living in a highly sought-after location! Its flexible two-family layout and expansion potential make it a versatile opportunity in a highly connected Somerville location, this property delivers scale, location, and endless upside. Enjoy beautiful Boston skyline views from this ideally situated ho

$1,199,000

6 beds2.5 baths3,410 sq ft

273 Medford St, Somerville, MA 02143

Near davis square • Expandable basement • Boston skyline views

Property at 46 Quincy St #3, Somerville, MA 02143, 2 beds, 1.5 baths

$798,000

2 beds1.5 baths930 sq ft

46 Quincy St #3, Somerville, MA 02143

Property at 2 Auburn Ave #2, Somerville, MA 02145, 2 beds, 1.5 baths

$739,000

2 beds1.5 baths1,073 sq ft

2 Auburn Ave #2, Somerville, MA 02145

Property at 106 Walnut St #4, Somerville, MA 02145, 3 beds, 2 baths

$685,000

3 beds2 baths1,070 sq ft

106 Walnut St #4, Somerville, MA 02145

Property at 30 Everett Ave, Somerville, MA 02145, 8 beds, 4.5 baths

$1,990,000

8 beds4.5 baths4,588 sq ft

30 Everett Ave, Somerville, MA 02145

Property at 12 Perry St, Somerville, MA 02143, 5 beds, 1 bath

$1,100,000

5 beds1 bath1,722 sq ft

12 Perry St, Somerville, MA 02143

Property at 76 Flint St #1, Somerville, MA 02145, 3 beds, 2 baths

$849,000

3 beds2 baths1,605 sq ft

76 Flint St #1, Somerville, MA 02145

Property at 20 Alston St #20, Somerville, MA 02143, 3 beds, 2 baths

$889,000

3 beds2 baths1,606 sq ft

20 Alston St #20, Somerville, MA 02143

Property at 232 Pearl St, Somerville, MA 02145, 4 beds, 2.5 baths

$1,099,000

4 beds2.5 baths1,952 sq ft

232 Pearl St, Somerville, MA 02145

Property at 22-24 Fountain Ave, Somerville, MA 02145, 5 beds, 7 baths

$1,599,000

5 beds7 baths3,807 sq ft

22-24 Fountain Ave, Somerville, MA 02145

Property at 17 Macarthur St, Somerville, MA 02145, 8 beds, 10.5 baths

$2,799,000

8 beds10.5 baths4,050 sq ft

17 Macarthur St, Somerville, MA 02145

Property at 22 Otis St #1, Somerville, MA 02145, 3 beds, 2 baths

$889,900

3 beds2 baths1,240 sq ft

22 Otis St #1, Somerville, MA 02145

Property at 421 Somerville Ave, Somerville, MA 02143, 5 beds, 3 baths

$1,150,000

5 beds3 baths1,887 sq ft

421 Somerville Ave, Somerville, MA 02143

Property at 419 Somerville Ave, Somerville, MA 02143, 5 beds, 3 baths

$1,150,000

5 beds3 baths1,887 sq ft

419 Somerville Ave, Somerville, MA 02143

Property at 417 Somerville Ave, Somerville, MA 02143, 5 beds, 3 baths

$1,150,000

5 beds3 baths1,887 sq ft

417 Somerville Ave, Somerville, MA 02143

Average home prices near Prospect Hill, MA

Cities

Neighborhoods

Downtown Boston homes for sale
$1,738,000
West End homes for sale
$439,000
Fenway-Kenmore homes for sale
$1,250,000
North End homes for sale
$1,093,998
Back Bay homes for sale
$1,895,000
Charlestown homes for sale
$849,000
Allston homes for sale
$649,000
East Cambridge homes for sale
$875,000
Davis Square homes for sale
$1,049,000
Beacon Hill homes for sale
$1,800,000

Prospect Hill, MA real estate trends

All Home Types trends in Prospect Hill, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$999,518

-15.3% YoY | Aug 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2026

Growth

% YoY

Prospect Hill, MA

$999,518

-15.3%

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10 Redfin agents serving Prospect Hill

235

Deals*

4.8

Satisfaction

2880

Homes closed*

* Data from the last year

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