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Explore Similar Homes Within 2 Miles of Chestnut Hill, MA

  • /31

    $3,990,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 6.5 Baths
    • 6,005 Sq Ft

    1800 Beacon St, Brookline, MA 02445

    A rare single-family brownstone perfectly positioned on the sunny side of coveted Beacon Street. This elegant residence embodies urban sophistication, blending timeless architecture with contemporary design. This home features an open-concept kitchen, living and dining rooms, 6 bedrooms, 6.5 baths, a home theater, elevator, and direct-access, heated parking pad for three cars. The property was

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 404-4773

    1800 Beacon St, Brookline, MA 02445
  • /35

    $1,550,000 Open Sat 4PM - 5PM

    • 9 Beds
    • 5 Baths
    • 3,348 Sq Ft

    36-38 Priesing St, Boston, MA 02130

    Huge $149,999 Price Reduction! Welcome to 36 38 Priesing St, a rare 3 family home in the heart of Jamaica Plain’s Hyde Square. Set on a quiet street in one of the area’s most desirable neighborhoods, this well maintained property offers the perfect mix of investment potential and comfortable living. Each of the three spacious units features an open layout and hardwood flooring, while the

    Agent Photo

    Luis Martins

    RE/MAX Synergy

    (617) 676-2491

    36-38 Priesing St, Boston, MA 02130
  • /12

    $1,149,000 Open Sat 1PM - 2:30PM

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    143 Beaconsfield Rd Unit 2, Brookline, MA 02445

    Sophisticated 2-bedroom, 2-bath condominium in a desirable courtyard building in Washington Square. A gracious foyer welcomes you into an entertaining size living room and adjoining dining room – each with a wall of bow-front windows. A renovated eat-in kitchen with white cabinets, a glass backsplash and stainless steel appliances is perfect for prepping home cooked meals or holiday

    Agent Photo

    Deborah M Gordon

    Coldwell Banker Realty - Brookline

    (617) 237-6197

    143 Beaconsfield Rd Unit 2, Brookline, MA 02445
  • /15

    $1,099,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,073 Sq Ft

    23 Hurd Rd Unit 3, Brookline, MA 02445

    Sky-lit, top-floor condo with 9-10 foot ceilings, sited on a one-way side street in the heart of Brookline Village. This move-in ready and thoughtfully updated unit features an open-concept living room and eat-in kitchen with a balcony off the kitchen, all well designed for ease of living and casual entertaining. Tall ceilings and multiple skylights, accentuated with moldings and hardwood floors,

    Ezra Stillman Hammond Residential Real Estate

    23 Hurd Rd Unit 3, Brookline, MA 02445
  • /5

    $3,950,000 Open Thu 11:30AM - 1PM

    • 7 Beds
    • 7.5 Baths
    • 8,050 Sq Ft

    36 Roland St, Newton Highlands, MA 02461

    New Construction home with Fall 2025 completion. Experience exceptional craftsmanship and modern elegance in this luxurious, custom-built new construction home featuring Hardie and thermowood siding, Pella windows, a spacious deck and patio, fenced yard, and a heated 2-car garage with EV charger. Inside, the open layout highlights a stunning Italian kitchen with Sub-Zero and Wolf appliances, a

    Anya Kogan Luxury Realty Partners

    36 Roland St, Newton Highlands, MA 02461
  • /28

    $1,025,000 Open Wed 4:30PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft

    3 Parley Vale Unit 1R, Jamaica Plain, MA 02130

    3 Parley Vale, Unit 1R is a truly unique 2-bed, 2-bath condo tucked away on a quiet private road in a lush, nature-filled JP neighborhood. Surrounded by trees, gardens, and wildlife, this hidden gem offers peace, privacy, and distinctive architecture with creative, unexpected spaces throughout. The ground floor features oversized windows, spacious living and dining areas, and garden views from

    Focus Team Focus Real Estate

    3 Parley Vale Unit 1R, Jamaica Plain, MA 02130
  • /22

    $788,000 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    58 Prince St Unit 1, Brookline, MA 02445

    Charm, convenience and functionality abound in this 2-bed 2-bath condo in Brookline Village! Airy open-concept living, high ceilings and a private deck make this modern 1st-floor home perfect for first-time buyers and investors alike. The updated kitchen has granite counters and ample storage with easy access to the back deck for morning coffee! The spacious main living area offers plenty of room

    The Denman Group Compass

    58 Prince St Unit 1, Brookline, MA 02445
  • /29

    $899,999 Open Sun 3PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,428 Sq Ft

    548 Centre St Unit 5, Newton, MA 02458

    Bright, Spacious and Elegant 4 bedrooms 2 level Penthouse is (CURRENTLY OCCUPIED) conveniently located in Newton Corner. This beautiful condo presents high ceilings, archways and is over 2,400 sqft of living space between the two levels, hardwood floors throughout. An inviting living room opens to a dining area with French doors leading to a bright eat-in kitchen with stainless steel appliances.

    Riode Jean Felix Compass

    548 Centre St Unit 5, Newton, MA 02458
  • /42

    $4,500,000 Open Sun 2PM - 5PM

    • 5 Beds
    • 5.5 Baths
    • 6,119 Sq Ft

    245 Woodward St, Waban, MA 02468

    Luxurious country estate offering timeless elegance in the heart of Waban. Set back on 3/4 acre of manicured grounds, with lush mature landscaping providing exceptional privacy. Entryway opens to grand living room bathed in light, formal dining room with fireplace, and family room with vaulted 2-story ceiling. Breakfast room and kitchen enjoy panoramic views of the yard. Separate sunroom offers

    Benna Lynch Rondini Berkshire Hathaway HomeServices Commonwealth Real Estate

    245 Woodward St, Waban, MA 02468
  • /41

    $4,500,000 Open Wed 5:30PM - 6:30PM

    • 5 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    20 Birch Hill Rd, West Newton, MA 02465

    Luxurious Colonial Revival home, offering the ultimate in style, comfort & prestige, situated on a bucolic 3/4 acre of manicured gardens & land. This spacious & elegant home features 6,000 SF interior with 5 bedrooms (all ensuite baths), 6.5 bathrooms, totally updated kitchen with top of the line appliances (Sub Zero,Miele,Wolf), & a large central workspace with granite top & cascades of light

    Sheri Flagler Coldwell Banker Realty - Newton

    20 Birch Hill Rd, West Newton, MA 02465
  • /31

    $2,495,000 Open Thu 5PM - 6PM

    • 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
  • /37

    $950,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,906 Sq Ft

    21 Upcrest Rd, Brighton, MA 02135

    Welcome to this charming four-bedroom Colonial tucked away on a quiet dead-end street, just a short walk to Oak Square and local shops. This beautifully updated home features brand-new hardwood flooring throughout, a newly added half bath, and new windows on the way, offering comfort, style, and energy efficiency. The spacious first floor includes a sun-filled, front-to-back 12x23 living

    Rebecca Huang East West Real Estate, LLC

    21 Upcrest Rd, Brighton, MA 02135
  • /22

    $569,000 Open Sat 10AM - 12PM

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    116 Riverway Unit 14, Boston, MA 02215

    Live in one of the fastest growing neighborhoods in Boston! Your future home is ideally located in the heart of the Colleges of The Fenway next to the Boston University Fenway Campus and convenient to Longwood Medical Area and Brookline. This spacious 1 bed/ 1 bath in a professionally managed elevator building features hardwood floors throughout, and ample cabinet storage. The hallway between the

    The Movement Group Compass

    116 Riverway Unit 14, Boston, MA 02215
  • /24

    $1,250,000 Open Wed 12PM - 1PM

    • 5 Beds
    • 2 Baths
    • 2,817 Sq Ft

    18 Jewett St, Watertown, MA 02472

    Amazing 5-bedroom, 2 full bath multi-family home perched on an oversized (9,914 sq ft) corner lot perfectly situated in between Watertown Sq and Newton Corner with a large garage and ample driveway parking. The perfect commuter location; this house will serve well for owner occupants, investors, and developers alike. The first floor is neat and clean with 2 bedrooms, 1 full bath, eat-in kitchen,

    Bob Airasian Coldwell Banker Realty - Belmont

    18 Jewett St, Watertown, MA 02472
  • /33

    $1,125,000 Open Thu 11AM - 12PM

    • 5 Beds
    • 2 Baths
    • 2,790 Sq Ft

    49 Greaton Rd, West Roxbury, MA 02132

    Beautiful two-family home in prime West Roxbury neighborhood! Each unit offers a spacious living room featuring a beautiful brick fireplace with a classic wood mantel, an elegant dining room with exquisite natural woodwork and a stunning built-in hutch, a large eat-in kitchen, and in-unit laundry. Unit 1 offers two bedrooms and one full bath. Unit 2 offers three bedrooms, one full bath, and

    Brian Kenneally Keller Williams Realty

    49 Greaton Rd, West Roxbury, MA 02132
  • /24

    $1,150,000 Open Sat 12PM - 1:30PM

    • 1 Bed
    • 2 Baths
    • 1,360 Sq Ft

    155 Brookline St Unit 2, Cambridge, MA 02139

    Stylish and spacious loft-style condo in a prime Cambridge location! This 1-bedroom, 2-bath home offers modern living with soaring ceilings, oversized windows, and an open floor plan perfect for entertaining. Enjoy a brand new central air system, newly installed roof, and the rare luxury of heated off-street parking. The unit blends industrial charm with contemporary updates, providing comfort

    Kyle Howe Chinatti Realty Group, Inc.

    155 Brookline St Unit 2, Cambridge, MA 02139
  • /20

    $645,000 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,035 Sq Ft

    7 Rambler Rd, Jamaica Plain, MA 02130

    Rare opportunity in sought-after JP! This property, on a substantial 8,700+ sq ft lot, is a canvas for transformation. While currently a 2-bed, zoning research indicates potential for expansion to 3+ bedrooms and even an ADU. Imagine creating your dream home or a smart investment property, just moments from the Arnold Arboretum and all the vibrant shops, dining, and transit that define Jamaica

    Bart Foster Keller Williams Realty Boston-Metro | Back Bay

    7 Rambler Rd, Jamaica Plain, MA 02130
  • /27

    $1,099,900 Open Thu 5PM - 6:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    172 Bright St Unit 3, Waltham, MA 02453

    Discover timeless charm & modern elegance in this beautifully crafted 3-level townhome in Waltham offering 2,600 sq ft, 4 bedrooms, & 3.5 baths. The 1st level is ideal for guests or a home office with a full bath, private entrance, mudroom with built-ins, garage, & storage. The main level features a sunlit semi-open layout, gourmet kitchen with stainless appliances, gas stove, custom vent hood,

    Daniel Kessinger Redfin Corp.

    172 Bright St Unit 3, Waltham, MA 02453
  • /33

    $429,000 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft

    3305 Washington St Unit 102, Boston, MA 02130

    Pristine 1 bedroom unit in the Brookside Neighborhood of Jamaica Plain is ready for its new owner. Beautifully designed with an elegant interior featuring a quartz countertop, pendant lighting, stainless steel appliances and open concept living area. Solid hardwood throughout with the exception of LVP in the bathroom that also offers a shower/ tub combo and impressive finishings. This home is the

    Michelle Fermin Century 21 North East

    3305 Washington St Unit 102, Boston, MA 02130
  • /31

    $515,000 Open Sat 12PM - 1PM

    • 1 Bed
    • 1 Bath
    • 897 Sq Ft

    2 Hillside Ave Unit 2, Jamaica Plain, MA 02130

    You'll feel right at home in this expansive, nearly 900 sq. ft., 1+ bedroom condo nestled on a quaint side street in JP's Forest Hills neighborhood. The Victorian curb appeal, beautiful front bay window, bright pine floors, and exposed brick in the kitchen exude historic charm and character. The airy, open plan living/ dining room boasts high ceilings and abundant natural light. The spacious

    April Nelson Gibson Sotheby's International Realty

    2 Hillside Ave Unit 2, Jamaica Plain, MA 02130
  • /25

    $1,336,000 Open Sat 11:30AM - 1PM

    • 5 Beds
    • 5 Baths
    • 2,818 Sq Ft

    19 Irving St, Watertown, MA 02472

    Rare, East Watertown 3-family available to market for the first time in 29 years! This property is in a prime location, 2 blocks to Watertown Square, 1 mile to Arsenal Yards and minutes to the Mass Pike, Harvard Sq, HBS, and downtown Boston. The property has an excellent mix of 3 units: first, a 2-floor, 2-bed/1.5-bath updated unit with soaring ceilings, kitchen with skylights, fireplaced living

    Sage Jankowitz Cambridge Sage Inc.

    19 Irving St, Watertown, MA 02472
  • /19

    $375,000 Open Sat 2PM - 4PM

    • 1 Bed
    • 1 Bath
    • 575 Sq Ft

    28 Westgate Rd Unit 3, Chestnut Hill, MA 02467

    Welcome to 28 Westgate Rd, Apt 3, a bright and updated 1-bedroom, 1-bath condo in the sought-after Chestnut Village community of Chestnut Hill. New electric panel. This second floor unit features laminate floors, a modern kitchen with granite countertops and stainless steel appliances, and an open, functional layout ideal for comfortable living with private balcony. Enjoy peaceful views of the

    Anastasia Prakharenka Homes-R-Us Realty of MA, Inc.

    28 Westgate Rd Unit 3, Chestnut Hill, MA 02467
  • /25

    $1,299,900 Open Sat 2PM - 3:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,405 Sq Ft

    4 Benjamin Place, Chestnut Hill, MA 02467

    Open house Sat 2-3:30pm. Tucked away on a quiet Chestnut Hill cul-de-sac, this stunningly recently renovated townhouse blends luxury, light, and space in all the right ways. Step into soaring high ceilings, sun-drenched open living areas, and a chef’s dream kitchen with custom cabinets and premium stainless appliances. Relax by the fireplace or entertain on your private patio. With direct garage

    The Young Group Leopold & McMasters Realty

    4 Benjamin Place, Chestnut Hill, MA 02467
  • /38

    $3,999,000 Open Sun 12PM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    216 Aspinwall Ave, Brookline, MA 02446

    Complete renovation of a distinctive Carriage House in a prime Brookline location that offers the perfect blend of urban and suburban living. This 4-bedroom, 4.5-bath home spans three floors and features a first-floor guest suite, an open layout ideal for entertaining, designer kitchen with a stunning quartz island & Thermador appliances. The elegant, fireplaced family room opens to a beautifully

    Leslie Zelada Grover Group Realty LLC

    216 Aspinwall Ave, Brookline, MA 02446
  • /10

    $1,050,000 Open Sun 1:30PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,743 Sq Ft

    97 North St, Newton, MA 02460

    Welcome to this upgraded beautiful high-ceiling townhouse with modern, sun-lit interior design. First floor: wide-open floor plan, bright hardwood floor leads to sliders off dining area to patio and exclusively-used fenced backyard, a beautiful gas fireplace, modern stainless-steel appliances, luxurious solid wood cabinets, and granite counter tops. Second floor: two brightly bedrooms, a bathroom

    Kris Lippi Get Listed Realty, LLC

    97 North St, Newton, MA 02460
  • /22

    $659,000 Open Sun 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    81 Child St Unit 3, Jamaica Plain, MA 02130

    Live your best life in this sun-drenched, 3rd floor oasis. Nestled between Centre Street and the Southwest Corridor, this condo is near public transit and all of your favorite dining and shopping spots. Inside, the space is as stylish as it is comfortable, blending classic charm with smart updates and a flowing layout that makes everyday living feel effortless. The two bedrooms offer flexibility

    The Muncey Group Compass

    81 Child St Unit 3, Jamaica Plain, MA 02130
  • /41

    $1,224,000

    • 4 Beds
    • 3 Baths
    • 2,202 Sq Ft

    238 Bellevue St Unit 2, Newton, MA 02458

    Experience luxury living in this beautifully renovated 4-bedroom, 3-bathroom townhome, where timeless elegance meets modern design. Every detail is meticulously crafted, from the gorgeous 9” wide white oak floors to the open-concept layout that blends style and comfort. The chef-inspired kitchen is the heart of the home, featuring a stunning waterfall island, sleek Calacatta quartz countertops,

    Christine Rich Citylight Homes LLC

    238 Bellevue St Unit 2, Newton, MA 02458
  • /19

    $1,025,000 Open Sun 1PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 2,074 Sq Ft

    65 Jefferson St Unit 6, Newton, MA 02458

    LAST UNIT LEFT! This Newton Corner gem delivers modern townhome living without compromise and thoughtfully updated 2 bed plus one office! The main floor balances a sun-filled living room, separate dining area, and refreshed kitchen with a convenient powder room. Upstairs, generously sized bedrooms await plus and office!, perfect for relaxation and rest. The lower level features a spacious laundry

    O & C Homes Team William Raveis R.E. & Home Services

    65 Jefferson St Unit 6, Newton, MA 02458
  • /38

    $3,275,000 Open Wed 12PM - 1:30PM

    • 5 Beds
    • 4.5 Baths
    • 3,838 Sq Ft

    757 Washington St Unit 2, Brookline, MA 02446

    Exceptional. Refined. Yours. This luxury 5 bed, 4.5 bath tri-level residence with nearly 4,000sf, private outdoor space and 3-car parking (EV) offers the feel of a SF home - right in the heart of Washington Square. More than a renovation, a complete reimagining of a Brookline classic blending Victorian era detail with high-end construction & luxury finishes. Soaring 9-10' ceilings, a wide-open

    The Gillach Group William Raveis R. E. & Home Services

    757 Washington St Unit 2, Brookline, MA 02446
  • /38

    $1,599,000 Open Wed 12PM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    60 Cameron St Unit 2, Brookline, MA 02445

    Stunning, elegant built in 2015 condo! The sunny floor through unit offers open layout, direct elevator into the unit from garage parking.Three bedrooms, two full bathrooms, a spacious open living room with wall of windows and gas fireplace. Dining room that fits full size dining table is perfect for Holidays and Family Dinners. You will enjoy cooking in this beautifully appointed kitchen with SS

    Tanya German TG Real Estate Consultants

    60 Cameron St Unit 2, Brookline, MA 02445
  • /16

    $799,000 Open Thu 4PM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,381 Sq Ft

    101 Adams St, Newton, MA 02458

    Lovely home with 3 bedrooms and 2 full baths in a great school system. Home has 2 bedrooms with new wall to wall carpet. Also a great opportunity for business owners. Manufacturing zoning. Great location for office, plumbers, electricians, contractors, etc. The seller and seller’s agent make no representation or warranty as to the suitability of the property for any purpose (require city

    Selina Lai Kwong Yee Kathleen Lau Realty, LLC

    101 Adams St, Newton, MA 02458
  • /42

    $6,995,000 Open Wed 10AM - 12PM

    • 5 Beds
    • 4.5 Baths
    • 6,556 Sq Ft

    33 Leicester St, Brookline, MA 02445

    Introducing a rare exquisite residence in Brookline's coveted Fisher Hill neighborhood. This stunning 5 bedroom+ estate masterfully blends historic traditional exterior with sleek design & stunning contemporary interior. Meticulously renovated to perfection, this exceptional residence boasts exquisite design elements, oversized floor-to-ceiling picture windows while its expansive, tiered

    Lili Banani Coldwell Banker Realty - Boston

    33 Leicester St, Brookline, MA 02445

Home Trends in Chestnut Hill, MA

Housing Trends

Median Sale Price
$785,000
Median Single Family Sale Price
$420,000
Median Townhouse Sale Price
$655,000
Median 1 Bedroom Sale Price
$479,400
Average Price Per Sq Ft
$341
Number of Homes for Sale
4
Last 12 months Home Sales
80
Months of Supply
0.60
Median List Price
$525,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
22%
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