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Homes & Apartments for Rent in Chestnut Hill, MA

1-20 of 208 rentals

Apartment for rent at 8 Sherman Rd, Chestnut Hill, MA 02467

Updated - 3 days ago

Managed by David Monheit

$3,725

Apartment2 Beds1.5 Baths984 ft²

8 Sherman Rd

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 2-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 8 Sherman Rd. home. Central Air. Dishwasher. Disposal. Granite Counter Tops. Laundry in Unit. Microwave. New Appliances. Oven/Range. Pantry. Refrigerator. Separate Kitchen. Stainless Steel Appliance(s) Fee Disclosure: Last Month Rent: $3,725. First Month Rent: $3,725. Lock Key Fee: $50. Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records.

Featured

Managed by David Monheit

$4,100

Apartment3 Beds1 Bath999 ft²

759 Boylston St #8

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 3-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 759 Boylston St. home. Hardwood Floors. Near Public Transportation. High-Speed Internet. Fantastic Location. Cable Ready. Fee Disclosure: Last Month Rent: $4,100. First Month Rent: $4,100. Security Deposit: $4,100. Parking Fee: $200 / month (optional) Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions.

Featured

Managed by Jan Marchant

$3,125

Townhouse1 Bed1 Bath785 ft²

609 VFW Parkway

Chestnut Hill, MA 02467

Recently renovated 1 bed, 1 bath townhome located in west roxbury right on the chestnut hill line, offering modern design, private entry and a true townhome feel within a full-service residential community. This newly constructed home features an open-concept first floor with recessed lighting, custom maple cabinetry, granite and Carrera marble countertops, stainless steel appliances, microwave, garbage disposal, dishwasher and a complete appliance package. A built-in desk area and breakfast bar add function and flexibility, while the downstairs half bath is perfect for guests.

Updated - 3 days ago

Managed by Jan Marchant

$4,685

Apartment2 Beds2.5 Baths1,381 ft²

102 Asheville Rd #4

Chestnut Hill, MA 02467

The building is 100 percent smoke-free and fully amenity-driven. Residents enjoy a stunning roof deck with fire pit, club and community rooms, multipurpose and game rooms, conference and focus rooms for remote work, common area WiFi and a fully equipped fitness center. There is also a pet grooming station, bike storage, rentable storage units, electric car charging stations, on-site surface and garage parking and a secure package concierge system. Additional perks include online rent payment, 24/7 emergency maintenance response, complimentary gourmet coffee, curated resident events and an on-site early childhood education center serving infants through age five.

Featured

Managed by David Monheit

$3,380

Apartment1 Bed1 Bath904 ft²

120 Gerry Rd #310

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 1-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 120 Gerry Rd. home. Central Air. Dining Room. Dishwasher. Disposal. Laundry in Unit. Microwave. Open Concept Kitchen. Refrigerator. Stainless Steel Appliance(s) Elevator. Fee Disclosure: Last Month Rent: $3,380. First Month Rent: $3,380. Lock Key Fee: $50. Parking Fee: $50 / month (optional) Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records.

Updated - 3 days ago

Managed by David Monheit

$3,085

Apartment1 Bed1.5 Baths785 ft²

80 Thornton Rd

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 1-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 80 Thornton Rd. home. Central Air. Dining Room. Dishwasher. Disposal. Granite Counter Tops. Laundry in Unit. Microwave. New Appliances. Open Concept Kitchen. Oven/Range. Refrigerator. Stainless Steel Appliance(s) Fee Disclosure: Last Month Rent: $3,085. First Month Rent: $3,085. Lock Key Fee: $50. Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records.

Updated - 3 days ago

Managed by David Monheit

$3,085

Apartment1 Bed1.5 Baths785 ft²

51 Thornton Rd

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 1-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 51 Thornton Rd. home. Central Air. Dining Room. Dishwasher. Disposal. Granite Counter Tops. Laundry in Unit. Microwave. New/Renovated Bath. New/Renovated Kitchen. Oven/Range. Pantry. Refrigerator. Separate Kitchen. Stainless Steel Appliance(s) Fee Disclosure: Last Month Rent: $3,085. Lock Key Fee: $50.

Featured

Managed by Angela Sainsbury

$3,130

Townhouse1 Bed1 Bath785 ft²

52 Independence Dr #52

Chestnut Hill, MA 02467

Brand new 1 bedroom, 1 bathroom residence at Hancock Village offering modern space, privacy and full-scale amenities in a professionally managed community spanning Brookline and West Roxbury. These homes feature an open-concept first floor with a private entrance, in-unit washer and dryer, central air conditioning, high-speed internet access and are cable ready. Interiors include hardwood and tile flooring, recessed lighting, crown molding, built-in desk areas, custom closet organizer systems and a complete appliance package with microwave. Kitchens are finished with custom maple cabinetry, Carrera marble countertops, breakfast bars and water filtration systems.

Featured

Managed by Angela Sainsbury

$3,455

Townhouse2 Beds1 Bath911 ft²

491 VFW Parkway #491

Chestnut Hill, MA 02467

Brand new 2 bedroom, 1 bathroom residence at Hancock Village offering modern space, privacy and full-scale amenities in a professionally managed community spanning Brookline and West Roxbury. These homes feature an open-concept first floor with a private entrance, in-unit washer and dryer, central air conditioning, high-speed internet access and are cable ready. Interiors include hardwood and tile flooring, recessed lighting, crown molding, built-in desk areas, custom closet organizer systems and a complete appliance package with microwave. Kitchens are finished with custom maple cabinetry, Carrera marble countertops, breakfast bars and water filtration systems.

Updated - 3 days ago

Managed by Charles ONeill

$2,995

Townhouse1 Bed1.5 Baths785 ft²

196 Sherman Rd

Chestnut Hill, MA 02467

Discover comfort, convenience and classic Chestnut Hill living at 1 bed, 1.5 bath, 785 sq ft townhome style residence set in one of Greater Boston s most desirable neighborhoods. Property Features. 1 Bedroom, 1.5 Bathrooms, thoughtfully designed for privacy and functionality. 785 sq ft of well utilized living space with a bright, open layout. Located within a well maintained townhome community in Chestnut Hill. For a limited time only first months rent is required to move-in. Neighborhood Lifestyle.

Updated - yesterday

Managed by Samuel Rymer

$3,110 - $4,495

Apartment1-2 Beds1-2 Baths931-1,210 ft²

101 Asheville Rd

Chestnut Hill, MA 02467

Disclaimer: Broker disclosure: Listing agent represents the landlord. Any broker fee, if applicable, is subject to agreement and disclosure in accordance with Massachusetts law. Laundry: washer/dryer. Pet Friendly, Central, IN - Unit, FitnessCenter, Garbage, Ac, DiningRoom, Dishwasher, Disposal, HardwoodFloors, LaundryinUnit, Microwave, NewAppliances, NewConstruction, OpenConceptKitchen, OvenRange, Refrigerator, StainlessSteelAppliances, Electric & Washer/Dryer.

Updated - yesterday

Managed by Encore Realty

$3,770

Apartment2 Beds1.5 Baths984 ft²

122 Independence Dr

Chestnut Hill, MA 02467

Beautiful two bedroom apartment in a fantastic location. Excellent management company. Perfect layout for flexible living options. Must see. Fee Disclosure: Parking Fee: $30 / month (optional) Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions. Encore Realty disclaims any and all representations or warranties as to the accuracy of this information. Encore Realty is an Equal Housing Opportunity Agency. Photos may not always be of the actual apartment. At times, sample images are used to make a general representation.

Updated - 3 days ago

Managed by David Monheit

$3,055

Apartment2 Beds1.5 Baths1,038 ft²

237 Independence Dr

Chestnut Hill, MA 02467

Updated - 3 days ago

Managed by David Monheit

$5,695

Apartment3 Beds2.5 Baths1,470 ft²

12 Thornton Rd

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 3-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 12 Thornton Rd. home. Central Air. Dishwasher. Disposal. Hardwood Floors. Laundry in Unit. Microwave. New Construction. Open Concept Kitchen. Oven/Range. Refrigerator. Stainless Steel Appliance(s) Storage. Fee Disclosure: Last Month Rent: $5,695. First Month Rent: $5,695. Lock Key Fee: $50. Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records.

Featured

Managed by Angela Sainsbury

$3,395

Townhouse2 Beds1 Bath911 ft²

252 Independence Dr #252

Chestnut Hill, MA 02467

Updated - 3 days ago

Managed by David Monheit

$3,630

Apartment2 Beds1.5 Baths911 ft²

244 Independence Dr

Chestnut Hill, MA 02467

Featured

Managed by Patricia Santos

$3,820

Townhouse2 Beds1 Bath984 ft²

85 Thornton Rd

Chestnut Hill, MA 02467

Disclaimer: Info only; verify independently; subject to change. Viewing/inquiring does not create agency, contract or fee obligation. Any broker fee (if any) is owed only by the party who originally engaged the broker under a written agreement. No offer; terms only by fully executed written lease/broker agreement. Equal Housing Opportunity. Contacting us is consent to related communications, as allowed by law. Laundry: washer/dryer. Pet Friendly, IN - Unit, Garbage, Gas, HotWater, Water, CeramicTiles, Dishwasher, LaundryinUnit, Microwave, OvenRange, Refrigerator, SeparateKitchen, RentIncludesHeat & Washer/Dryer.

Featured

Managed by David Monheit

$3,645

Apartment2 Beds1 Bath911 ft²

553 VFW Parkway

Chestnut Hill, MA 02467

Plenty of space, natural light and a charm all it's own greet you every time you come home to this 2-bedroom apartment. Neighborhood amenities include dining, shopping, access to public transit and more. You will love calling 553 Vfw Pkwy. home. Ceramic Tiles. Dishwasher. Laundry in Unit. Microwave. Oven/Range. Refrigerator. Separate Kitchen. Fee Disclosure: Last Month Rent: $3,645. First Month Rent: $3,645. Lock Key Fee: $50. Parking Fee: $50 / month (optional) Disclaimer: The information in this listing may have been gathered from third-party sources including the owner and/or public records. Listings are subject to errors and omissions.

Updated - 3 days ago

Managed by Patrick Arone

$3,760

Townhouse2 Beds1.5 Baths911 ft²

27 Sherman Rd

Chestnut Hill, MA 02467

One Month Free Rent on Select Units. With hard work and an eye for detail, we've managed to maintain the classic look and feel of the property, while still adapting it to include modern features and conveniences. One of our upgrades is the modern community room which features free WiFi and a spacious relaxation area. To maintain the suburban feel and sense of spaciousness, we've left many of the attractive patios intact, offering views of either the woodlands or courtyards. This a great 2 bedroom apartment with 1.5 bathrooms located in Chestnut Hill.

Updated - 3 days ago

Managed by Jan Marchant

$5,195

Townhouse3 Beds2.5 Baths1,642 ft²

309 Ellery Court

Chestnut Hill, MA 02467

Spacious 3 bedroom, 2.5 bathroom Brookline townhome offering approximately 1,500 square feet of beautifully designed living space. This newly built home combines modern construction, thoughtful design and the comfort of a true residential neighborhood setting. The main level features a large open-concept living and dining area with hardwood floors, oversized windows and excellent natural light throughout the day. The kitchen is designed as the centerpiece of the home, complete with stainless steel appliances, abundant cabinetry and a large center island with seating that is perfect for cooking, entertaining or casual dining.

Viewing 1-20 of 208 rentals in Chestnut Hill

What to Know About

Life in Chestnut Hill & Beyond

Chestnut Hill shares many of the great qualities that make Massachusetts a desirable place to live.

Massachusetts is rich in American history and renowned for its beautiful cities and breathtaking natural landscapes. Visit historical sites such as the Freedom Trail and USS Constitution Museum to experience the birthplace of America. In addition, it's the home to world-class universities such as Harvard University, Massachusetts Institute of Technology (MIT), and Boston College, adding to the state's innovation and education. Massachusetts also has a strong job market and a thriving economy.

For sports fans, Massachusetts is home to the New England Patriots (NFL), Boston Bruins (NFL), Boston Red Sox (MLB), Boston Celtics (NBA), and iconic venues such as Fenway Park and Gillette Stadium. In addition, the state offers a diverse range of outdoor experiences for those seeking adventure, from whale watching on the Cape Cod coast to hiking in the scenic Berkshire Mountains. See famous attractions like the Salem Witch Trials Memorial, the New England Aquarium, and the charming Martha's Vineyard.

With its warm and welcoming atmosphere, rich historical heritage, and endless opportunities, embrace the Bay State and discover why Massachusetts is the ideal place to call home.

Rental Market Trends

Chestnut Hill, MA

As of April 2026, Chestnut Hill's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Chestnut Hill's average rent is 59.2% ($1,598) higher than the Massachusetts average of $2,698 and 140.3% ($2,508) higher than the U.S. average of $1,788.

Average Rent

$4,296

Monthly ChangeMonth Over Month Change

5.8% ($264)

Yearly ChangeYear Over Year Change

6.7% ($270)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$3,290	0.4% ($14)	2% ($66)
2 Beds	$4,789	5% ($254)	2.7% ($126)
3 Beds	$6,267	5.5% ($365)	25.9% ($2190)

Nearby Cities	Average Rent	Avg. Rent vs. Chestnut HillAverage Rent vs. Chestnut Hill	Avg. Days on MarketAverage Days on Market
Brookline	$3,901	9.2% ($395)	38 days
Newton Center	$2,886	32.8% ($1410)	25 days
Brighton	$2,904	32.4% ($1392)	30 days
Jamaica Plain	$3,379	21.3% ($917)	27 days
Newton Highlands	$3,549	17.4% ($747)	27 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Chestnut Hill Rental Market FAQs

Explore rental prices, market trends, and availability in Chestnut Hill, MA.

What is the average rent in Chestnut Hill, MA?

The average rent in Chestnut Hill, MA is $4,296 per month.

What is the rental price range for homes in Chestnut Hill, MA?

Homes in Chestnut Hill typically rent for between $2,303 and $8,147 per month, with an average of $4,296 per month.

What is the average rent for different bedroom sizes in Chestnut Hill, MA?

In Chestnut Hill, the average rent for a 1-bedroom home is $3,290 per month, for a 2-bedroom home, $4,789 per month, and a 3-bedroom home is $6,267 per month.

How do rent prices in Chestnut Hill, MA compare with the national average?

The average rent in Chestnut Hill is 140.3% ($2,508) higher than the national average of $1,788 per month.

How have rent prices in Chestnut Hill, MA changed recently?

The average rent in Chestnut Hill has decreased by 5.8% ($264) in the last month and increased by 6.7% ($270) over the past year.

How competitive is the rental market in Chestnut Hill, MA?

The rental market in Chestnut Hill, MA, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Chestnut Hill, MA?

In Chestnut Hill, MA, the average rental stays on the market for approximately 37 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Chestnut Hill, MA?

There are currently 208 rental properties available in Chestnut Hill, MA.

Can I afford to rent a home in Chestnut Hill, MA?

Based on the current averages, a household would need an annual income of $191,560 to comfortably afford a 2-bedroom home in Chestnut Hill.