Dudley Square, MA homes for sale & real estate

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ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Amazing development and renovation opportunity in the heart of Boston! This offering includes 12 Forest St and 10 Forest St consisting of approximately 4,200 SF of land. Previously noted restrictions on the 10 Forest St lot have expired, and the owner has explored the potential for constructing a two-family home with an architect. Buyers and their representatives are encouraged to conduct their own due diligence with the City of Boston regarding zoning, permitting, setbacks, lot coverage, unit count, and all development possibilities for the combined parcels. 12 Forest St has great bones and offers significant renovation potential, with a new roof with warranty, new hot water heater, and ne

$799,999

4 beds2 baths1,774 sq ft

12 Forest, Roxbury, MA 02119

New baseboard boiler • New hot water heater • Renovation potential

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Set atop a hill in Boston's historic Tommy's Rock, this meticulously maintained Greek Revival dates to the mid-1800s and pairs architectural pedigree with modern comfort. Ten-foot ceilings, generous room proportions, and oversized windows fill the six-bedroom, five-bath home with light. Original pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces sit alongside recent updates, including all-new bathrooms and a rebuilt rear deck. An attached in-law suite with its own private entrance adds flexibility for guests, extended family, or income potential. Outside, a multi-tiered, professionally landscaped yard and several decks open onto sweeping Boston skyline views. A t

$1,285,000

6 beds5 baths3,201 sq ft

27 Saint James St, Roxbury, MA 02119

Curved staircases • Rebuilt rear deck • All-new bathrooms

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
An investor’s dream In The heart of the city this gorgeous condo is fully reimagined new kitchen, complete with stylish cabinetry, modern countertops, and pristine finishes. Look up to appreciate the sleek new ceilings that enhance the open, contemporary feel of the space! Perfect for buyers looking for a move-in-ready home with absolutely no projects left to do. Don't miss out on this gem—schedule your showing today! Currently Tenant occupied and vacating soon! Low Condo fees , Owners managed Association.

$395,000

2 beds1 bath804 sq ft

38 Moreland St #1, Roxbury, MA 02119

Stylish cabinetry • New ceilings • New kitchen

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Best Value in Nubian Square! Experience elevated city living at 16 Taber Street, Nubian Square’s premier condominium residence offering exceptional management, quality construction, and effortless ownership in one of Boston’s fastest-growing neighborhoods. This professionally managed elevator building features an event space, bicycle storage, and convenient access to Downtown Boston, major highways, public transportation, medical institutions, universities, parks, and local dining. This spacious 1-bedroom, 1-bath residence is quietly positioned away from Harrison Avenue and filled with warm evening light. Thoughtfully designed with 9-foot ceilings, hardwood flooring throughout,

$495,000

1 bed1 bath695 sq ft

16 Taber St #203, Roxbury, MA 02119

Bicycle storage • Private terrace • Event space

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Move right in to this spacious 1-bedroom in a 2020 new construction building with concierge service in vibrant Nubain Square. Enter an open concept kitchen with quartz countertops and premium stainless steel appliances. The large living and dining area boasts exceptionally large south-facing windows, providing abundant natural light and a great view of the surrounding area. Washer/dryer in unit; Enjoy easy living at 10 Taber Street, a professionally managed building with elevators and bike storage, in a convenient location right at Nubian Square, close to parks, highway, and public transportation access. Unit is currently rented through June 30th 2027 for $2,800.

$529,900

1 bed1 bath678 sq ft

10 Taber St #603, Boston, MA 02119

Quartz countertops • Open concept kitchen • Elevators

Property at 299 Dudley St, Roxbury, MA 02119, 24 beds, 16 baths

$3,800,000

24 beds16 baths7,200 sq ft

299 Dudley St, Roxbury, MA 02119

Property at 301-305 Dudley St, Roxbury, MA 02119, 31 beds, 15 baths

$4,200,000

31 beds15 baths18,990 sq ft

301-305 Dudley St, Roxbury, MA 02119

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NEW CONSTRUCTION

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Experience the beauty of this studio that invites you in with its open floor plan and exquisite Silestone countertops paired with sleek stainless steel appliances. The spacious bathroom features a modern tiled stand-up shower, offering a perfect retreat. This fully equipped studio includes a refrigerator, stove, dishwasher, microwave, washer, and dryer, all electric, ensuring convenience at your fingertips. Bask in the abundance of natural light that floods through the oversized European windows. Embrace community living on the stunning roof deck, complete with a grill and a relaxing lounge area. Plus, enjoy the practicality of bicycle rack storage available both in the basement and outside

$389,000

Studio1 bath470 sq ft

64 Alpine St #103, Boston, MA 02119

Open floor plan • Natural light • $219 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
A rare opportunity to acquire a fully renovated, institutional-quality multifamily asset with a 7.4% cap rate in place. Roxbury is one of Boston's fastest-growing neighborhoods. Ideally located between Nubian Square and Fort Hill, 36-38 Regent Street offers exceptional access to the Longwood Medical Area, Downtown Boston, major universities, public transportation, and the rapidly evolving Roxbury corridor. A comprehensive down-to-the-studs renovation was completed in 2025, this turnkey investment consists of six luxury, condo-quality residences totaling approximately 7,950 square feet. The unit mix includes five 4-bedroom, 2-bath apartments and one 3-bedroom, 2-bath apartment, each thoughtf

$3,800,000

23 beds12 baths7,950 sq ft

36-38 Regent St, Boston, MA 02119

Fully renovated • New plumbing • New hvac

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
The ONE & ONLY "Moreland Street Residences" PENTHOUSE. Unit #4, 2BR/2BA, 1300SF w/ DEEDED PARKING & Private ROOF DECK. The walk-out Deck flows perfectly off the open-kitchen. Bosch Appliance Packages & Calcutta-Quartz Counters, Large 6ft Island w/ Seating. High Ceilings, Dual SKY LIGHTS, Bonus Custom Storage! TWO GRAND "Arched Windows" showcases the PENTHOUSES Private Landing, A Flex-Space for your private Art Gallery or your WFH Office?Living Room has Herringbone White Oak Hardwood Flooring, a design touch. The Primary Bedroom has a Walk-In Closet & Luxurious Spa-Quality Bath w/ Double Vanity, Heated Flrs, Large WALK-In Glass Shower. This pr

$749,900

2 beds2 baths1,303 sq ft

93 Moreland St #4, Roxbury, MA 02119

Dual sky lights • Private roof deck • Bonus custom storage

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
RENOVATION COMPLETED. The Carriage House opportunity at the Moreland Street Residences. Private Entry with Three Levels, Deeded Parking Space at your doorstep, & Private Yard Space. This condo has the feel of a "Single Family" Home with 3 Bedrooms. Enter into an Open-Concept Kitchen/Living Area, The Kitchen catches your eye, Bosch Appliances & Calcutta-Quartz Counters + Large 6ft Island w/ Seating. Direct Access to your Private Fenced-in yard, Beautifully Manicured w/ Stone Masonry Pavers & Arborvitae. Back inside the Top Floor features Two Bedrooms & Luxurious Spa-Quality Bath w/ Double Vanity, Heated Floors, Large Walk-In Glass Shower. The Lower Finished L

$619,900

3 beds1.5 baths1,157 sq ft

9 Perrin St Unit A, Boston, MA 02119

Deeded parking space • Bosch appliances • Private yard space

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Rarely available investment opportunity in prime rental location. Beautiful single family house with finished roof deck (5 bedroom and 3.5 bathroom) on tree-lined Greenwich St/ Warwick St located 0.2 miles from Northeastern University in Roxbury Crossing / South End with laundry in unit. The 1st level features an open layout living room, fabulous center-island kitchen with custom cabinetry and top of line appliances. The penthouse level offers a stunning master bedroom with custom built in closets, a very high end master bath with whirlpool bath and shower unit. Each level of the house has a bathroom. A finished basement with a full bathroom, laundry and a 2nd living room. . A short walk to

$1,499,000

4 beds3.5 baths1,836 sq ft

32 Warwick St, Roxbury, MA 02120

Custom cabinetry • Finished roof deck • Built 1890

ABOUT THIS HOME
Dudley Square, MA Homes for Sale
Welcome to this sun-filled, income-restricted condominium in the heart of Roxbury's Fountain Hill Square. Set within a handsome brick townhouse-style building on a tree-lined corner lot, this legal three-bedroom, one-and-one-half-bath home offers 1,085 square feet across two well-proportioned levels. Step through your private entry into a bright, tiled foyer with a convenient in-unit washer and dryer closet. The kitchen features warm maple cabinetry, a tiled mosaic backsplash, dark countertops, and a full suite of black appliances, including a French-door refrigerator, electric range, and stainless dishwasher. It opens to a spacious dining and living area with a ceiling fan and sliding glas

$350,000

3 beds1.5 baths1,085 sq ft

4 Herman St #1, Roxbury, MA 02119

Black appliances • Tiled foyer • Private entry

Property at 27 Kenilworth St #0, Roxbury, MA 02119, 1 bed, 1 bath

$584,000

1 bed1 bath730 sq ft

27 Kenilworth St #0, Roxbury, MA 02119

Property at 70 Saint James #302, Roxbury, MA 02119, 4 beds, 1.5 baths

$490,000

4 beds1.5 baths1,343 sq ft

70 Saint James #302, Roxbury, MA 02119

Property at 28 Dunreath St, Roxbury, MA 02119, 7 beds, 3 baths

$849,000

7 beds3 baths3,375 sq ft

28 Dunreath St, Roxbury, MA 02119

Property at 41 Greenwich St, Boston, MA 02120, 4 beds, 1.5 baths

$899,000

4 beds1.5 baths2,134 sq ft

41 Greenwich St, Boston, MA 02120

Property at 17-19 Clarence St, Roxbury, MA 02119, 9 beds, 7 baths

$999,000

9 beds7 baths3,036 sq ft

17-19 Clarence St, Roxbury, MA 02119

Property at 58 E Springfield Unit A/B, Boston, MA 02118

$150,000

Studio— baths— sq ft

58 E Springfield Unit A/B, Boston, MA 02118

Property at 70-72 Northampton St Unit 200A, Boston, MA 02118, 1 bed, 1 bath

$614,900

1 bed1 bath917 sq ft

70-72 Northampton St Unit 200A, Boston, MA 02118

Property at 41 Worcester Sq, Boston, MA 02118, 2 beds, 2 baths

$629,000

2 beds2 baths1,010 sq ft

41 Worcester Sq, Boston, MA 02118

Property at 102 Moreland St, Roxbury, MA 02119, 4 beds, 2.5 baths

$630,000

4 beds2.5 baths1,772 sq ft

102 Moreland St, Roxbury, MA 02119

Property at 34 Circuit St, Roxbury, MA 02119, 17 beds, 8 baths

Contact for price

17 beds8 baths7,365 sq ft

34 Circuit St, Roxbury, MA 02119

Property at 17 Akron St #2, Boston, MA 02119, 2 beds, 2 baths

Contact for price

2 beds2 baths2,246 sq ft

17 Akron St #2, Boston, MA 02119

Property at 93 Moreland St #3, Roxbury, MA 02119, 2 beds, 2 baths

$619,900

2 beds2 baths1,135 sq ft

93 Moreland St #3, Roxbury, MA 02119

Property at 691 Massachusetts Ave Unit TH102, Boston, MA 02118, 1 bed, 1 bath

$585,000

1 bed1 bath837 sq ft

691 Massachusetts Ave Unit TH102, Boston, MA 02118

Property at 683 Massachusetts Ave #5, Roxbury, MA 02118, 1 bed, 1 bath

$599,000

1 bed1 bath670 sq ft

683 Massachusetts Ave #5, Roxbury, MA 02118

Average home prices near Dudley Square, MA

Cities

Neighborhoods

South End homes for sale
$1,150,000
Dorchester homes for sale
$795,000
Jamaica Plain homes for sale
$850,000
South Boston homes for sale
$1,200,000
North End homes for sale
$1,224,000
Back Bay homes for sale
$2,187,500
Roxbury homes for sale
$775,000
Mattapan homes for sale
$892,000
Beacon Hill homes for sale
$3,550,000
Seaport District homes for sale
$2,145,000

Dudley Square, MA real estate trends

$712K

Sale price

$381

Sale $/sq ft

Under list price

1.4%

Days on market

Down payment

0.0%

Total homes sold

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11 Redfin agents serving Dudley Square

231

Deals*

4.7

Satisfaction

1760

Homes closed*

* Data from the last year

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