Houses for Sale near Fenway High School

/35
$3,679,000
- 6 Beds
- 5.5 Baths
- 5,000 Sq Ft
33 Winthrop Rd Unit 1, Brookline, MA 02445

Modern luxury in the heart of Brookline! Built in 2018 and meticulously maintained, this stunning large townhouse offers the perfect blend of style, comfort, and location—just a short walk to Washington Sq, Coolidge Corner & The Village. Flooded with natural light, the flexible open floor plan features a chef’s kitchen with an 8-burner Viking stove and island seating, ideal for entertaining. The

The Ridick Revis Group Compass

33 Winthrop Rd Unit 1, Brookline, MA 02445
/21
$1,299,000
- 2 Beds
- 2 Baths
- 1,864 Sq Ft
55 W Broadway Unit 8, Boston, MA 02127

Introducing the Rectory Penthouse, an extraordinary gem located on the West Side at 55 West Broadway. This remarkable property is available for sale for the first time in over 20 years, making it truly one of a kind. The penthouse encompasses the entire top floor of this historic building and features all original details, including a ceiling height of 10 feet. It offers two spacious king-size

Ken Smith Gibson Sotheby's International Realty

55 W Broadway Unit 8, Boston, MA 02127
/42
$7,950,000
- 5 Beds
- 4.5 Baths
- 4,996 Sq Ft
90 Mount Vernon St, Boston, MA 02108

On Mount Vernon Street right along Louisburg Square, this quintessential Beacon Hill townhouse admires a sublime wide-open viewpoint centered on the illustrious Square’s picturesque park. Now meticulously restored and renovated, this rare gem is featured in the book “Beacon Hill: A Living Portrait” and also highlights an idyllic private garden which was on the Hidden Gardens of Beacon Hill tour.

George Ballantyne Gibson Sotheby's International Realty

90 Mount Vernon St, Boston, MA 02108
/31
$1,375,000
- 4 Beds
- 2 Baths
- 1,493 Sq Ft
7 Washington St, Somerville, MA 02143

Nicely finished four bedroom single family with ZBA approved plans for up to 10 units. This is a prime chance to invest in one of Somerville’s most sought-after neighborhoods. Currently tenanted, and could be delivered with tenants or vacant. This MR-4 zoned lot allows for 4-story development - ideal for condo sellout, or multi-family hold. located less than 0.4 miles from the Green Line

Ramsay Fretz Leading Edge Real Estate

7 Washington St, Somerville, MA 02143
/22
$839,900
- 4 Beds
- 1.5 Baths
- 1,288 Sq Ft
886 Canterbury St, Roslindale, MA 02131

WELCOME HOME TO ROSLINDALE This Well-Cared For & Charming 4 Bedroom / 1.5 Bath Home, On Oversized Lot w/ Detached 2-Car Garage, Is Ready For A New Owner! Incredible Opportunity To Bring Your Vision & Achieve This Property's Full Potential! Be Greeted First By An Inviting Front-Porch - Perfect For Enjoying Morning Coffee Or Relaxing At Sunset! Inside the Main Level Offers a Cozy Living Room &

Kathy Gruttadauria ERA Key Realty Services-Bay State Group

886 Canterbury St, Roslindale, MA 02131
/22
$3,699,000
- 5 Beds
- 3.5 Baths
- 6,196 Sq Ft
460 Heath St, Chestnut Hill, MA 02467

Ideally situated on a private cul-de-sac in Chestnut Hill, this stunning architectural gem offers timeless elegance & modern luxury. Just minutes to the T, restaurants, coffee shops, & shopping, it boasts unobstructed park views from a Bluestone patio with a luxury outdoor kitchen and 8' gas fireplace perfect for entertaining. Inside, enjoy a sauna, home gym, wine cellar, billiards room, & a

Samantha Stumpo New Brook Realty Group, LLC

460 Heath St, Chestnut Hill, MA 02467
/30
$6,750,000
- 4 Beds
- 8 Baths
- 5,326 Sq Ft
80 Pinckney St, Boston, MA 02114

Magnificent federal style townhome boasts a prime Pinckney Street location in the heart of Beacon Hill just steps from Louisburg Square. This 4-bedroom, 6 full and 2 half bathroom home offers 5 levels of stunning living space, all with a thoughtful mix of historic accents and modern conveniences including elevator access to every floor. Its layout caters wonderfully to entertaining, featuring

Tracy Campion Campion & Company Fine Homes Real Estate

80 Pinckney St, Boston, MA 02114
/40
$8,200,000
- 5 Beds
- 5.5 Baths
- 10,054 Sq Ft
85 Forbes Rd, Milton, MA 02186

85 Forbes Rd, Milton, MA – Modern LuxuryDiscover elegance at 85 Forbes Rd, a 2020-built, 5-bed, 5.5-bath home spanning 9,600 sq ft on a 40,935 sq ft lot with Boston skyline and Neponset River views. Enter via a mudroom with custom cubbies and laundry, near a half-bath and private suite with full bath. Work in a study with custom cabinets, next to a pantry with dishwasher and sink. Host in the

John Keith Keith Brokerage, LLC

85 Forbes Rd, Milton, MA 02186
/18
$4,375,000
- 5 Beds
- 5.5 Baths
- 8,000 Sq Ft
85 Gate House Rd, Chestnut Hill, MA 02467

This elegant European-style Country Home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library both with fireplaces. Upstairs, the generous primary suite

Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

85 Gate House Rd, Chestnut Hill, MA 02467
/36
$8,000,000
- 5 Beds
- 6.5 Baths
- 5,772 Sq Ft
21 Sargent Crossway, Brookline, MA 02445

Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

Jonathan Radford Coldwell Banker Realty - Boston

21 Sargent Crossway, Brookline, MA 02445
/22
$5,985,000
- 4 Beds
- 4.5 Baths
- 3,560 Sq Ft
178 Ivy St, Brookline, MA 02446

Tucked on a private road in Brookline’s coveted Cottage Farm neighborhood, this exceptional Colonial-style former carriage house underwent a 2 year renovation to the highest standards, completed in 2025. Soaring ceilings and oversized windows bathe the home in natural light and frame serene views of the surrounding gardens, yard and conservation land. The 1st floor presents a stunning open plan

Maggie Gold Seelig MGS Group Real Estate LTD

178 Ivy St, Brookline, MA 02446
/34
$669,000
- 5 Beds
- 2 Baths
- 1,730 Sq Ft
10 Circuit St, Roxbury, MA 02119

Rare Opportunity Knocks!!!This spacious single-family home is in beautiful move-in condition just waiting on a new owner which features fresh interior paint and some beautiful gleaming floors with five Bedrooms and a updated kitchen & two full bathrooms, and a nice little side porch-and a nice side yard you will put down your furniture and enjoy life- Now is the time to buy. Don't miss out on

Timothy Crowley Mass Realty Advisors

10 Circuit St, Roxbury, MA 02119
/23
$650,000
- 3 Beds
- 2 Baths
- 1,113 Sq Ft
307 West St, Hyde Park, MA 02136

A renovated, two story, modern bungalow surrounded by gardens and greenery nestled across the street from the picturesque, Donald Ross designed George Wright (public) Golf Course and McGann Playground, just down the street from Sherrin Woods (2300 acres of public green space with walking/hiking trails, playground & tennis court). This single family home has lots of windows, space, a sun porch,

Jaclyn Kryzak Labrava Realty, LLC

307 West St, Hyde Park, MA 02136
/31
$2,399,000
- 4 Beds
- 3.5 Baths
- 3,444 Sq Ft
50 Bellingham Rd, Chestnut Hill, MA 02467

Impressive, custom built contemporary home on an expansive half acre+ wooded lot on tree lined street in Chestnut Hill. Designed by Harvard architect Mollie Moran includes sweeping 10 ft. cathedral ceilings & window walls overlooking lush park like multi level landscape. Elegant living room with marble wood burning fireplace accented with a wall of built-ins & a stunning entertainment sized

Hickman - Coen Home Team William Raveis R. E. & Home Services

50 Bellingham Rd, Chestnut Hill, MA 02467
/9
$5,850,000
- 6 Beds
- 6.5 Baths
- 8,326 Sq Ft
180 Ivy St, Brookline, MA 02446

An elegant estate offering an opportunity to restore, renovate and reimagine a classic residence in a premier location. Introducing The Loring-Atherton House, an estate showcasing iconic Georgian Revival architecture located in the heart of Brookline’s Cottage Farm Historic District, a neighborhood celebrated for its architectural beauty, timeless character, and historical significance. Held by

Ricardo Rodriguez Coldwell Banker Realty - Boston

180 Ivy St, Brookline, MA 02446
/42
$1,595,000
- 3 Beds
- 3 Baths
- 1,885 Sq Ft
39 Seven Pines Ave, Cambridge, MA 02140

Luxurious & gut renovated 3bed 3bath duplex penthouse in N Cambridge. Bright & open floor plan home, w/ high ceilings & oak floors throughout, is flooded w/ natural light. Stunning kitchen, w/ direct access to your private deck, has custom cabinets, quartz counters & waterfall island, Samsung Black ss appliances w/ Family Hub Display, 5 burner gas stove w/ griddle, vent hood & pot filler, are a

proActive Real Estate Team Keller Williams Realty Boston Northwest

39 Seven Pines Ave, Cambridge, MA 02140
/42
$3,275,000
- 5 Beds
- 4.5 Baths
- 3,836 Sq Ft
178 Larch Rd, Cambridge, MA 02138

TOUR TODAY + Discover luxury and lifestyle in this stunning 5-bedroom, 4.5-bath single-family Cambridge home. Ideally located in a prime area with a suburban feel. This new residence perfectly blends elegance and active living. The chef’s kitchen boasts a Sub Zero and Wolf appliance package, complemented by a bonus butler's pantry for large gatherings. The home's design highlights exquisite

Greene Group Compass

178 Larch Rd, Cambridge, MA 02138
/42
$8,800,000
- 6 Beds
- 10 Baths
- 5,556 Sq Ft
101 Pinckney St, Boston, MA 02114

Located near iconic Louisburg Sq, this luxuriously curated and well-appointed Beacon Hill townhouse offers a rare combination of grand scale, sophisticated interiors, and breathtaking outdoor spaces. The home features two expansive decks and one of the largest private yards in Beacon Hill. The main living and entertaining levels boast elegant formal rooms with soaring ceilings, custom millwork,

Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

101 Pinckney St, Boston, MA 02114
/14
$599,000
- 1 Bed
- 1 Bath
- 450 Sq Ft
863 Massachusetts Ave Unit 25, Cambridge, MA 02139

**Price Reduction-Motivated Seller!!** Discover this well-maintained one-bedroom, one-bathroom condominium in Mid-Cambridge. The unit features abundant natural light, hardwood floors throughout, excellent closet space, a breakfast bar, and a kitchen with ample storage, plus air conditioning. Located in an elevator building with laundry facilities in the basement. Positioned just 1/4 mile from the

John Robinson Venture

863 Massachusetts Ave Unit 25, Cambridge, MA 02139
/29
$3,798,000 Open Sun 12PM - 1PM
- 5 Beds
- 5.5 Baths
- 5,552 Sq Ft
85 Williston Rd, Brookline, MA 02445

** Agents, see Firm Remarks ** Welcome to 85 Williston Road, an illustrious residence in the heart of Brookline's coveted Washington Square. This restored Victorian offers 5,552 sq ft of living space, seamlessly blending modern comforts with timeless elegance. The formal dining room exudes sophistication, while the renovated kitchen boasts a butler's pantry and state-of-the-art appliances. The

The Bushari Team Compass Compass

85 Williston Rd, Brookline, MA 02445
/41
$3,880,000 Open Sat 11AM - 12:30PM
- 5 Beds
- 4.5 Baths
- 4,176 Sq Ft
80 Alpine St, Cambridge, MA 02138

Experience modern luxury in this newly constructed, architecturally stunning home with clean lines, a minimalist aesthetic, and sustainable design. Nestled on a quiet tree-lined one-way street, yet just moments from La Saison Bakery Cafe, Fresh Pond Reservation & Golf Course, Whole Foods, Trader Joe’s, yoga studios, climbing walls, and Danahy Park. Flooded with natural light, the home features

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

80 Alpine St, Cambridge, MA 02138
/41
$6,995,000
- 6 Beds
- 9 Baths
- 8,849 Sq Ft
120 Cabot St, Chestnut Hill, MA 02467

Tucked away at the end of a quiet dead-end street, 120 Cabot Street is a breathtaking French chateau-style residence that transports you to Europe while offering the best of Boston luxury. With soaring 11-foot ceilings and exquisite architectural details, this home exudes elegance, from its gracious living and dining rooms with floor-to-ceiling French doors to its gourmet kitchen, complete with a

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

120 Cabot St, Chestnut Hill, MA 02467
/23
$3,995,000
- 5 Beds
- 3.5 Baths
- 3,347 Sq Ft
14 Pinckney St, Boston, MA 02114

This inviting home exudes charm with its warm and welcoming spaces, sunny exposures and absolutely ideal Pinckney Street location. A large entry floor offers living, dining & kitchen, and powder room, as well as a "mudroom" located off of a delightful courtyard. The floorpan is flexible and allows for versatility, the front facing dining room can also function as a reception room with its

Rebecca Tulman & Leslie Adam Gibson Sotheby's International Realty

14 Pinckney St, Boston, MA 02114
/42
$5,950,000
- 9 Beds
- 8 Baths
- 8,619 Sq Ft
372 Warren St, Brookline, MA 02445

Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stunning 2024 fireplace kitchen w/radiant heat flooring & new enclosed breezeway. Dining room w/double French doors leading to a Greenhouse/Conservatory w/SW exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room with fireplace,

Jill Streck Coldwell Banker Realty - Brookline

372 Warren St, Brookline, MA 02445
/20
$6,995,000
- 6 Beds
- 9 Baths
- 9,755 Sq Ft
130 Cabot St, Chestnut Hill, MA 02467

Welcome to 130 Cabot Street— a distinguished estate on a generous corner lot in Chestnut Hill. This exceptional property boasts 6 bedrooms, 7 bathrooms, private entry guest suite, private office, home gym, 3 car garage, wine cellar, and a finished walkout lower-level media room. Additional features include high ceilings, 3 fireplaces, and a 1st floor primary suite with walk-in closets. The

Michael Carucci Gibson Sotheby's International Realty

130 Cabot St, Chestnut Hill, MA 02467
/26
$1,650,000
- 4 Beds
- 3.5 Baths
- 2,743 Sq Ft
12 Sevland Rd, Newton Center, MA 02459

A beautifully updated home nestled in the heart of highly desirable Newton, MA. This sun-filled residence combines classic charm with modern convenience, featuring 4 spacious bedrooms, 3.5 bathrooms, and an open-concept living and dining area—perfect for both everyday living and entertaining. The first floor offers two bedrooms and two full bathroom, including a private en-suite bedroom.

Jonathan Minerick homecoin.com

12 Sevland Rd, Newton Center, MA 02459
/42
$5,995,000
- 5 Beds
- 3.5 Baths
- 3,849 Sq Ft
41 Chestnut St, Boston, MA 02108

Contemporary Private Townhouse. Sunny South Facing! Perfectly placed on Prime sought after block near Charles St, Acorn St, Louisburg Square + the Entrance to the Frog Pond. 5 beds/3.5 baths. Stunning Historic Architectural details: Soaring ceilings, tall windows, fireplaces, intricate moldings, medallions, millwork + one of the prettiest bay windows on Chestnut St. Grand Double Living +

Thomas McGair Coldwell Banker Realty - Boston

41 Chestnut St, Boston, MA 02108
/42
$14,450,000
- 6 Beds
- 6.5 Baths
- 7,500 Sq Ft
11 Brown St, Cambridge, MA 02138

Discreetly tucked away from Brattle Street on a private cul-de-sac, this sumptuous residence is surrounded by oasis-like grounds enclosed by a privacy fence & protected by app-controlled security systems. Inside, the home is anchored by a twisting sculptural staircase accessing all 3 floors. There are influences of contemporary Asian & European design throughout. Prominently showcased in the

Gail Roberts, Ed Feijo & Team Coldwell Banker Realty - Cambridge

11 Brown St, Cambridge, MA 02138
/42
$15,700,000
- 7 Beds
- 10 Baths
- 7,737 Sq Ft
172 Brattle St, Cambridge, MA 02138

Modern luxury meets history in this completely renovated home on coveted Brattle St in Harvard Square. Completely transformed by a local respected builder, this property seamlessly blends historic charm w/ modern convenience in its impeccable design and finishes. The main floor offers a grand staircase, high ceilings, spacious living and dining rooms, chef's kitchen w/ top appliances and adjacent

Maggie Gold Seelig MGS Group Real Estate LTD

172 Brattle St, Cambridge, MA 02138
/37
$24,500,000
- 11 Beds
- 11 Baths
- 20,074 Sq Ft
333 Lee St, Brookline, MA 02445

This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

333 Lee St, Brookline, MA 02445
/37
$6,995,000
- 6 Beds
- 7.5 Baths
- 9,380 Sq Ft
100 Cottage St, Brookline, MA 02445

Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

100 Cottage St, Brookline, MA 02445
/15
$6,995,000
- 4 Beds
- 6 Baths
- 4,720 Sq Ft
15 W Cedar St, Boston, MA 02108

This prestigious residence boasts almost 5k sq ft of meticulously designed living space, offering an exquisite blend of classic charm and modern sophistication.Upon entering, you are greeted by an inviting ambiance that flows seamlessly throughout the home. The formal dining room sets the stage for memorable gatherings, while the spacious living areas provide a perfect canvas for relaxation and

Aranson Maguire Group Compass

15 W Cedar St, Boston, MA 02108
/40
$9,450,000
- 4 Beds
- 7 Baths
- 4,754 Sq Ft
352 Marlborough St, Boston, MA 02115

Nestled on picturesque Marlborough Street, this renovated 4-bedroom, 4-full, and 3-half-bathroom single-family home seamlessly blends modern luxury with Back Bay’s timeless charm. Designed to the highest standards, it offers both contemporary comfort and historic grandeur. An elevator serves all levels, culminating in a family/media room with a rooftop terrace. The entire third floor is dedicated

Michael Carucci Gibson Sotheby's International Realty

352 Marlborough St, Boston, MA 02115
/26
$8,990,000
- 5 Beds
- 6 Baths
- 4,492 Sq Ft
86 Mount Vernon St, Boston, MA 02108

No. 86 Mount Vernon is a spectacular corner residence overlooking the coveted Louisburg Square in Boston’s most storied neighborhood. Built circa 1875, this 20’ wide townhouse offers 4,492 SQFT of classically scaled living space across 4 levels. The gracious floor plan has been reconfigured for today’s modern lifestyle, all while preserving the beauty and integrity of the magnificent historic

Tracy Campion Campion & Company Fine Homes Real Estate

86 Mount Vernon St, Boston, MA 02108
/22
$6,900,000
- 5 Beds
- 7 Baths
- 6,106 Sq Ft
1 W Hill Place, Boston, MA 02114

Magnificent corner single-family residence at West Hill Place, a private cul-de-sac located just off Charles Street on the Flat of Beacon Hill complete with one direct parking spot just outside the front door. One West Hill Place is a 5-bed, 5-full and 2-half bath home with exposures on three sides offering sun-filled living spaces spanning over 6,000 sqft. Two floors are dedicated to living and

Tracy Campion Campion & Company Fine Homes Real Estate

1 W Hill Place, Boston, MA 02114
/40
$6,748,000
- 5 Beds
- 5.5 Baths
- 6,551 Sq Ft
682 Hammond St, Chestnut Hill, MA 02467

Elegant & Sophisticated describe this meticulously designed private residence in a sought after Chestnut Hill neighborhood of Brookline. This 5 bed/5.5 bath home has been totally renovated with state of the art finishes and technology. The main level offers a stunning gourmet chef's kitchen & family room that lead out to a gorgeous outdoor living area featuring a heated blue stone patio, hot tub,

Jeff Groper Coldwell Banker Realty - Newton

682 Hammond St, Chestnut Hill, MA 02467
/41
$9,995,000
- 7 Beds
- 10 Baths
- 7,240 Sq Ft
80 Dudley St, Brookline, MA 02445

Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

Maggie Gold Seelig MGS Group Real Estate LTD

80 Dudley St, Brookline, MA 02445
/39
$16,000,000
- 4 Beds
- 7 Baths
- 7,424 Sq Ft
22 Louisburg Square, Boston, MA 02108

Exclusive corner townhouse located on Beacon Hill’s famed Louisburg Square, one of Boston’s most distinguished and sought after addresses. This magnificent showpiece home offers over 7,400 square feet of beautifully finished and classically scaled living space over 6 levels with elevator access. The grand entertaining level with soaring ceilings and oversized windows includes the stunning double

Tracy Campion Campion & Company Fine Homes Real Estate

22 Louisburg Square, Boston, MA 02108
/28
$16,000,000
- 6 Beds
- 8 Baths
- 9,480 Sq Ft
280 Warren St, Brookline, MA 02445

Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and

The Whitney Group Hammond Residential Real Estate

280 Warren St, Brookline, MA 02445
/38
$899,000
- 4 Beds
- 3.5 Baths
- 2,648 Sq Ft
2856 Washington St, Roxbury, MA 02119

Row end unit, corner Townhouse, single family attached unit. 2005 construction, offered at well below assessed value, sold "as is", with the tenant. It is a TAW tenant, monthly rent is $2,750. Offering 4 bedrooms, 3.5 baths, one car garage and additional parking for another car infant of the garage. Hardwood floors throughout, open living room-dining room.The interior of the unit is in very good

Yannis Tsitsas #1 Realty Group

2856 Washington St, Roxbury, MA 02119

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