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$5,000 - $6,500
Plus Fees
5 Bedroom Apartments Available Now27 Saint Lukes Rd
27 Saint Lukes RdAllston, MA 02134
5 Bedroom Apartments for Rent near Chestnut Hill, MA (131 Rentals)
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$5,000 - $6,300
Plus Fees
5 Bedroom Apartments Available Sep 135 Orkney Rd
35 Orkney RdBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
62 Ridgemont St, Unit 2
62 Ridgemont StBoston, MA 02134
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$4,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
1682 Commonwealth Ave, Unit 2
1682 Commonwealth AveBoston, MA 02135
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$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
17 Holman St, Unit 1
17 Holman StBoston, MA 02134
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$5,050
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,050
Total Monthly Price
$5,050
40 Orchard Rd, Unit 3
40 Orchard RdBrookline, MA 02445
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
62 Ridgemont St, Unit 2
62 Ridgemont StBoston, MA 02134
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$5,650
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,650
Total Monthly Price
$5,650
78 Linden St, Unit 1
78 Linden StBoston, MA 02134
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$4,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
42 Etna St, Unit 2
42 Etna StBoston, MA 02135
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
7 Eric Rd, Unit NA
7 Eric RdBoston, MA 02134
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
7 Eric Rd, Unit 1
7 Eric RdBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
251 Winchester St, Unit 2
251 Winchester StBrookline, MA 02446
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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
1914 Beacon St, Unit 2
1914 Beacon StBoston, MA 02135
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$5,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,400
Total Monthly Price
$5,400
15 Kenwood St, Unit 1
15 Kenwood StBrookline, MA 02446
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$6,350
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$6,350
Total Monthly Price
$6,350
14 Fern St, Unit 1
14 Fern StBoston, MA 02134
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$5,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,700
Total Monthly Price
$5,700
251 Winchester St, Unit 2
251 Winchester StBrookline, MA 02446
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$5,875
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,875
Total Monthly Price
$5,875
12 Fern St, Unit 1
12 Fern StBoston, MA 02134
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$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
104 Strathmore Rd, Unit 3
104 Strathmore RdBoston, MA 02135
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$4,999
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$4,999
Total Monthly Price
$4,999
106 Hyde Park Ave, Unit 3
106 Hyde Park AveBoston, MA 02130
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$4,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,700
Total Monthly Price
$4,700
18 Glenville Ave, Unit 2
18 Glenville AveBoston, MA 02134
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
11 Falkland St, Unit 2
11 Falkland StBoston, MA 02135
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$5,875
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,875
Total Monthly Price
$5,875
12 Fern St, Unit 1
12 Fern StBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
14 Fern St
14 Fern StBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
12 Fern St, Unit 1
12 Fern StBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
6 Fern St, Unit 1
6 Fern StBoston, MA 02134
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
1914 Beacon St, Unit 2C
1914 Beacon StBoston, MA 02135
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$5,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,250
Total Monthly Price
$5,250
7 Justin Rd
7 Justin RdBoston, MA 02135
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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
42 Gerrish St
42 Gerrish StBoston, MA 02135
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$5,650
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,000 - $5,650
Total Monthly Price
$4,000 - $5,650
78 Linden St
78 Linden StBoston, MA 02134
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$5,875
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,875
Total Monthly Price
$5,875
6 Fern St
6 Fern StBoston, MA 02134
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
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$6,000
Total Monthly Price
$6,000
1914 Beacon St, Unit 1
1914 Beacon StBoston, MA 02135
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$12,400
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$12,400
Total Monthly Price
$12,400
40 Puddingstone Ln, Unit 1
40 Puddingstone LnNewton, MA 02459
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
40 Orchard Rd, Unit 3
40 Orchard RdBrookline, MA 02445
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$5,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,700
Total Monthly Price
$5,700
26 Playstead Rd, Unit 2
26 Playstead RdNewton, MA 02458
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$5,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,700 - $5,900
Total Monthly Price
$5,700 - $5,900
127 Nonantum St
127 Nonantum StBoston, MA 02135
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$5,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
62 Ridgemont St
62 Ridgemont StBoston, MA 02134
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$3,900
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$2,675 - $3,900
Total Monthly Price
$2,675 - $3,900
18 Mt Hood Rd
18 Mt Hood RdBoston, MA 02135
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$5,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
18 Glenville Ave
18 Glenville AveBoston, MA 02134
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$6,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,600
Total Monthly Price
$6,600
8 Saint Lukes Rd, Unit 3
8 Saint Lukes RdBoston, MA 02134
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$6,700
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available SoonTotal Monthly Price
Base Rent
$6,700
Total Monthly Price
$6,700
17 Holman St
17 Holman StBoston, MA 02134
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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$7,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$7,250
Total Monthly Price
$7,250
25 Gibbs St, Unit 1
25 Gibbs StBrookline, MA 02446
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$6,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
42 Brainerd Rd, Unit 2
42 Brainerd RdBoston, MA 02134
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$4,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
46 Newcastle Rd, Unit 1
46 Newcastle RdBoston, MA 02135
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$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
74 Brooks St, Unit 2
74 Brooks StBoston, MA 02135
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$5,150
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$5,150
Total Monthly Price
$5,150
40 Orchard Rd, Unit 2
40 Orchard RdBrookline, MA 02445
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$5,200
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
32 Arden St, Unit 2
32 Arden StBoston, MA 02134
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$10,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$10,500
Total Monthly Price
$10,500
119 Westbourne Ter
119 Westbourne TerBrookline, MA 02446
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
233 Kelton St, Unit 3A
233 Kelton StBoston, MA 02134
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$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
55 Cummings Rd, Unit 56 #3
55 Cummings RdBoston, MA 02135
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$9,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,000
Total Monthly Price
$9,000
153 Foster St, Unit 1
153 Foster StBoston, MA 02135
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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Chestnut Hill, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,382 | $1,400 | $9,691 |
| Chestnut Hill 1 Bedroom Apartments | $2,850 | $960 | $7,399 |
| Chestnut Hill 2 Bedroom Apartments | $3,589 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $3,934 | $1,350 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,493 | $1,350 | $9,995 |
| Chestnut Hill 5 Bedroom Apartments | $5,682 | $3,195 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,626 | $4,700 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chestnut Hill
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill, MA Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Chestnut Hill and Nearby 5 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 27 Saint Lukes Rd | 5 bed with laundry in unit | 1,000 Sq Ft | $6,300 |
Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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Top Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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If you’re an expert on all things Chestnut Hill, tell us what you love (and don't) by rating it and writing a review.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 444 Studio Apartments in Chestnut Hill with rent ranges from $1,400 to $9,691 with an average price of $2,382.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $960 to $7,399 with an average monthly rent of $2,850.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $1,350 to $20,583. Today's average rental price for Two Bedrooms here is $3,589.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 800 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $12,600 - averaging $3,934 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides
What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
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Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!
Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.