Homes with Parking for Sale in Chestnut Hill, MA

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ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Tucked within the exclusive Fairways Condo Association you'll find a dramatic, sun-filled living experience. Enter through a terraced front patio & garden with roses & Japanese maple. The main floor features a generous foyer & open concept living/dining room with 10.5 ft ceilings, tray ceilings & slider to a balcony with a 180-degree views of the city skyline & Newton Commonwealth Golf Course. The eat-in kitchen boasts quartz counters & induction cooktop. The welcoming study has custom cabinets & a walk-in closet. Down a mirrored, glamorous stairwell is the expansive bedroom level. The elegant primary suite has 3 oversized closets & spa-like

$1,399,000

2 beds2.5 baths2,230 sq ft

67 Algonquin Rd #67, Chestnut Hill, MA 02467

Custom cabinets • Eat in kitchen • Walk in closet

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Chestnut Hill, Brookline. Designed in 1905 by Chapman & Frazer, this Spanish Colonial estate unites house and garden across approx 1.3 acres. About 9,400 sq ft on four finished levels with 8 beds and 6.5 baths. Chef’s kitchen with oversized island, walk-in pantry, and pro appliances opens to dining and a stone terrace. Formal living and dining pair with a quiet library and a large family room. The serene primary suite offers a spa bath and custom dressing closets. Upper levels add flexible rooms for guests, work, and play. The finished lower level provides media, fitness, recreation, and storage. Courtyards, terraces, and defined garden rooms create a private setting. Historic 1

$8,750,000

8 beds6.5 baths9,400 sq ft

142 Crafts Rd, Chestnut Hill, MA 02467

Large family room • Quiet library • Stone terrace

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Introducing Paine Estate, a grand Georgian Revival architectural treasure located in the highly coveted Chestnut Hill neighborhood of Brookline. This outstanding property has been extensively renovated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living and grand entertaining. Exceptional features include a grand entry hall, elegant formal sunken living room overlooking the picturesque gardens, fireplaced dining room, gourmet chef's kitchen, family room, handsome wood paneled library and an expansive great room. 6 bedrooms include the luxurious primary suite complete with separate bathrooms and dressing rooms and balcony. Ad

$19,000,000

7 beds9.5 baths13,343 sq ft

1014 Boylston St, Chestnut Hill, MA 02467

Grand entry hall • Sunken living room • Expansive great room

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring five bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with private entrance, perfect for au pai

$5,000,000

5 beds4.5 baths6,419 sq ft

540 Chestnut Hill Ave, Brookline, MA 02445

Inviting foyer • Acre of land • Serene terrace views

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Renovate or build new, on one of Brookline’s most desirable and picturesque streets and sought after neighborhoods. Existing GLA of nearly 5k sqft (988 finished basement), or build 4396 sqft by right on upper floors. Survey and existing conditions plans are available. Demo hold expires October 2025

$2,295,000

4 beds4 baths4,855 sq ft

3 Glenoe Rd, Chestnut Hill, MA 02467

0.4 acre lot • 2 garage spots • Built 1939

Property at 15 Glenland, Chestnut Hill, MA 02467, 5 beds, 4.5 baths

$3,749,000

5 beds4.5 baths4,711 sq ft

15 Glenland, Chestnut Hill, MA 02467

Property at 88 Essex Rd, Chestnut Hill, MA 02467, 5 beds, 6.5 baths

$9,700,000

5 beds6.5 baths8,750 sq ft

88 Essex Rd, Chestnut Hill, MA 02467

Property at 130 Cabot St, Chestnut Hill, MA 02467, 6 beds, 8 baths

$6,995,000

6 beds8 baths9,755 sq ft

130 Cabot St, Chestnut Hill, MA 02467

Property at 321 Hammond Pond Pkwy #106, Chestnut Hill, MA 02467, 2 beds, 2 baths

$949,000

2 beds2 baths1,188 sq ft

321 Hammond Pond Pkwy #106, Chestnut Hill, MA 02467

Property at 460 Heath St, Chestnut Hill, MA 02467, 5 beds, 3.5 baths

$3,699,000

5 beds3.5 baths6,196 sq ft

460 Heath St, Chestnut Hill, MA 02467

Property at 27-29 Commonwealth Ave #9, Chestnut Hill, MA 02467, 1 bed, 1 bath

$595,000

1 bed1 bath756 sq ft

27-29 Commonwealth Ave #9, Chestnut Hill, MA 02467

Property at 85 Gate House Rd, Chestnut Hill, MA 02467, 5 beds, 5.5 baths

$4,375,000

5 beds5.5 baths8,000 sq ft

85 Gate House Rd, Chestnut Hill, MA 02467

Property at 27-29 Commonwealth Ave #5, Chestnut Hill, MA 02467, 1 bed, 1 bath

$580,000

1 bed1 bath724 sq ft

27-29 Commonwealth Ave #5, Chestnut Hill, MA 02467

Property at 321 Hammond Pond Pkwy Unit U301, Chestnut Hill, MA 02467, 2 beds, 2.5 baths

$1,225,000

2 beds2.5 baths1,527 sq ft

321 Hammond Pond Pkwy Unit U301, Chestnut Hill, MA 02467

Property at 321 Hammond Pond Pkwy #103, Chestnut Hill, MA 02467, 2 beds, 2 baths

$1,099,000

2 beds2 baths1,350 sq ft

321 Hammond Pond Pkwy #103, Chestnut Hill, MA 02467

Property at 682 Hammond, Chestnut Hill, MA 02467, 5 beds, 5.5 baths

$6,748,000

5 beds5.5 baths6,551 sq ft

682 Hammond, Chestnut Hill, MA 02467

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ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Welcome to Langley Place! This end unit, 3 level townhouse offers an open floor plan with vaulted ceilings, 2 sided fireplace separating the dining room & living room, a chef’s kitchen with a gorgeous island, extensive cabinetry & updated appliances. The 1st floor primary includes 2 closets & bathroom with double vanity & updated shower. The upstairs features a loft overlooking the living room perfect for a sunlit office/sitting area. The 2nd primary has vaulted ceilings, fireplace, 4-piece bath & 2 walk-in closets. The 3rd bedroom also has its own bathroom & closet. The finished lower level offers a gigantic family room, newly built-in office &amp

$1,899,000

3 beds4 baths3,669 sq ft

20 Hamlet St #1, Newton, MA 02459

$29 HOA • 2 garage spots

OPEN TODAY, 12PM TO 1:30PM

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Welcome to The Jordan, Brighton’s newest boutique condominium ideally located on the Brookline town line. This well-designed complex features 34 modern units, just steps from Whole Foods and public transportation, offering unparalleled convenience for urban living. Residents enjoy premium amenities, including a landscaped private courtyard with grill, a spacious rooftop terrace with 360° views, a fitness center, resident lounge and secure underground assigned parking. Each unit showcases open-concept layouts and high-end finishes, with a gourmet kitchen featuring Fisher & Paykel appliances and sleek quartz countertops. With over a dozen unique floor plans, The Jordan offers

$684,000

1 bed1 bath786 sq ft

249 Corey Rd #408, Boston, MA 02135

$585 HOA • Garage • Very walkable

OPEN TODAY, 10AM TO 11:30AM

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Perched on an elevated corner lot in Brighton, this beautifully maintained home combines classic craftsmanship w/ modern comfort. Inside, you’ll find gleaming hardwood floors, rich woodwork, & sun-filled rooms that radiate warmth & character. The main level features a ornamental fireplaced living room & dining room w/ a built-in hutch, ideal for both everyday living & entertaining. The spacious kitchen offers a walk-through pantry & generous storage. Upstairs includes four beds, & a full bath, providing comfort & flexibility for today’s lifestyle. The lower level adds laundry, ample storage & even a hot tub, creating a relaxing retre

$879,000

4 beds1 bath1,324 sq ft

21 Glenmont Rd, Brighton, MA 02135

3,711 sq ft lot • Garage • Very walkable

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Where Comfort Meets Community: Renovated Penthouse at Hampton Place. Bathed in light from 3 exposures, this corner penthouse unit at Hampton Place offers 3,141 sq. ft. of single-level living. Fully renovated in 2018, it features three spacious bedrooms with en-suite baths, a powder room, and generous open spaces for entertaining or quiet evenings in. A marble island, Miele appliances, & Sub-Zero fridge anchor the custom kitchen. Floor-to-ceiling windows frame sunsets & treetops, while wood floors, custom bookcases, and a cedar closet add polish. 4 garage spaces & 24/7 concierge service ensure ease. Hampton Place lives like a private resort, with an indoor AND an outdoor poo

$2,490,000

3 beds3.5 baths3,141 sq ft

79 Florence St Unit 600S, Chestnut Hill, MA 02467

$3,069 HOA • 4 garage spots • Community pool

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Available for the first time in 72 years, 255 Tappan Street is a beautifully maintained brick two-family home with additional living space. Perfectly positioned near Washington Square and Brookline’s top restaurants and bars, the home sits just off Beacon Street near Brookline High School and the Green Line, offering unbeatable convenience. Star Market is located right at the end of the street. Each unit is turnkey—ready for immediate move-in or rental—making this an exceptional opportunity for both homeowners and investors. Set on nearly 10,000 sq. ft. with a spacious backyard, the property features two 3-bedroom, 2-bath units with generous living and dining areas and wel

$2,999,999

7 beds5 baths4,171 sq ft

255 Tappan St, Brookline, MA 02445

9,919 sq ft lot • 2 garage spots • Community pool

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with Parking for sale in Chestnut Hill, MA:
Welcome to Unit 305 at 147 Kelton St in Allston — a spacious 2-bed, 2-bath condo offering modern comfort and unbeatable convenience. Enjoy hardwood floors, a renovated kitchen with stainless steel appliances, and an open layout connecting the kitchen, dining, and living areas. The primary suite includes a private bath and ample closet space, plus in-unit laundry, central air, and one garage parking space. This professionally managed building features top-tier amenities including an indoor pool, fitness center, and racquetball court. Ideally located just off Commonwealth Ave and close to the Green Line, shops, restaurants, and nightlife. Easy access to downtown Boston, Cambridge, and m

$649,999

2 beds2 baths974 sq ft

147 Kelton #305, Allston, MA 02134

$444 HOA • Garage • Community pool

Property at 1515 Commonwealth Ave #615, Boston, MA 02135, 1 bed, 1 bath

$899,000

1 bed1 bath909 sq ft

1515 Commonwealth Ave #615, Boston, MA 02135

Property at 155 Kilsyth Rd, Brighton, MA 02135, 8 beds, 6 baths

$2,500,000

8 beds6 baths5,093 sq ft

155 Kilsyth Rd, Brighton, MA 02135

Property at 250 Hammond Pond Pkwy Unit 614S, Chestnut Hill, MA 02467, 2 beds, 2 baths

$789,000

2 beds2 baths1,240 sq ft

250 Hammond Pond Pkwy Unit 614S, Chestnut Hill, MA 02467

Property at 230 Washington St #11, Brighton, MA 02135, 1 bed, 1 bath

$699,000

1 bed1 bath712 sq ft

230 Washington St #11, Brighton, MA 02135

Property at 1515 Commonwealth Ave #303, Boston, MA 02135, 1 bed, 1 bath

$725,000

1 bed1 bath717 sq ft

1515 Commonwealth Ave #303, Boston, MA 02135

Property at 250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467, 1 bed, 1.5 baths

$599,000

1 bed1.5 baths899 sq ft

250 Hammond Pond Pkwy Unit 1604N, Chestnut Hill, MA 02467

Property at 799 Heath St #2, Chestnut Hill, MA 02467, 4 beds, 2.5 baths

$1,749,000

4 beds2.5 baths2,366 sq ft

799 Heath St #2, Chestnut Hill, MA 02467

Property at 173-175 Warren St, Newton Center, MA 02459, 7 beds, 2 baths

$1,800,000

7 beds2 baths2,476 sq ft

173-175 Warren St, Newton Center, MA 02459

Property at 85 Brainerd Rd Unit TH7, Allston, MA 02134, 3 beds, 2.5 baths

$1,199,900

3 beds2.5 baths1,900 sq ft

85 Brainerd Rd Unit TH7, Allston, MA 02134

Property at 771 Heath St #771, Chestnut Hill, MA 02467, 3 beds, 3.5 baths

$1,750,000

3 beds3.5 baths3,070 sq ft

771 Heath St #771, Chestnut Hill, MA 02467

Property at 45 Bartlett Cres #305, Brookline, MA 02446, 2 beds, 2 baths

$1,233,850

2 beds2 baths946 sq ft

45 Bartlett Cres #305, Brookline, MA 02446

Property at 38 Tanglewood Rd #38, Newton Center, MA 02459, 3 beds, 3 baths

$1,595,000

3 beds3 baths3,096 sq ft

38 Tanglewood Rd #38, Newton Center, MA 02459

Property at 2400 Beacon St #112, Chestnut Hill, MA 02467, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,347 sq ft

2400 Beacon St #112, Chestnut Hill, MA 02467

Property at 36 Colborne Rd, Brighton, MA 02135, 27 beds, 19 baths

$8,500,000

27 beds19 baths10,455 sq ft

36 Colborne Rd, Brighton, MA 02135

Homes with Parking for Sale in Chestnut Hill

There are currently 16 homes with parking homes for sale in Chestnut Hill at a median listing price of $1.35M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chestnut Hill stay on the market for 67 days and receive 1 offers. Popular neighborhoods include Jamaica Plain, Roslindale, Brighton, Allston, and West Roxbury. This map is refreshed with the newest listings in Chestnut Hill every 15 minutes.

In the past month, 4 homes have been sold in Chestnut Hill. In addition to houses in Chestnut Hill, there were also 13 condos, 1 townhouse, and 1 multi-family unit for sale in Chestnut Hill last month. Chestnut Hill is a moderately walkable neighborhood in Middlesex County with a Walk Score of 52. Chestnut Hill is home to approximately 9,146 people. Find your dream home in Chestnut Hill using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chestnut Hill are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chestnut Hill. If you're looking to sell your home in the Chestnut Hill area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chestnut Hill with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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