How many luxury apartments are for rent in Chester, MD?

Trulia currently lists 14 luxury apartments for rent in Chester, MD.

How much do luxury apartments in Chester, MD rent for?

Rents for luxury apartments in Chester, MD range from $1,091 to $4,000 a month. Each listing shows its exact rent and any fees.

How does Trulia decide which rentals are luxury?

This page shows rentals in the top price tier for their size in Chester, MD, sorted from the highest rent down.

What amenities do luxury apartments in Chester, MD usually include?

Expect premium finishes plus building amenities such as a gym, pool, concierge or rooftop space. Luxury apartments in Chester, MD start at $1,091 a month on this page.

What fees come with luxury rentals?

Expect amenity fees, parking charges and sometimes move-in fees on top of rent. Ask for a full list before you sign.

Luxury Apartments for Rent in Chester, MD

14 rentals

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APPLY INSTANTLY
FURNISHED
$4,000/mo
2 Beds
2.5 Baths
1,900 sqft
4000 Herons Nest Way #42,
Chester, MD 21619
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NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$3,250/mo
4 Beds
2.5 Baths
2,342 sqft
205 Cross Creek Ct,
Chester, MD 21619
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PET FRIENDLY
$3,000/mo
2 Beds
2.5 Baths
1,660 sqft
1905 Bayside Dr,
Chester, MD 21619
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APPLY INSTANTLY
PET FRIENDLY
$2,950/mo
3 Beds
2 Baths
1,672 sqft
2727 Cecil Dr,
Chester, MD 21619
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APPLY INSTANTLY
PET FRIENDLY
$2,400/mo
2 Beds
1 Bath
645 sqft
215 Parks Rd,
Chester, MD 21619
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PET FRIENDLY
$2,200/mo
3 Beds
1.5 Baths
1,500 sqft
2201 Main St #104,
Chester, MD 21619
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PET FRIENDLY
$2,150/mo
2 Beds
2 Baths
1,069 sqft
209 Golden Eye Ct,
Chester, MD 21619
$2,100/mo
2 Beds
1.5 Baths
1,010 sqft
26 Queen Anne Way,
Chester, MD 21619
$2,100/mo
2 Beds
1.5 Baths
1,010 sqft
26 Queen Anne Way #C,
Chester, MD 21619
PET FRIENDLY
$2,050/mo
2 Beds
2 Baths
1,050 sqft
108 Teal Ct,
Chester, MD 21619
APPLY INSTANTLY
PET FRIENDLY
$1,950/mo
2 Beds
1.5 Baths
1,100 sqft
205 Swan Cove Ln,
Chester, MD 21619
APPLY INSTANTLY
$1,650/mo
1 Bed
1 Bath
900 sqft
1810 Main St #203,
Chester, MD 21619
SENIOR HOUSING
PET FRIENDLY
INCOME RESTRICTED
$1,158/mo
1 Bed
1 Bath
101 Ellicott Dr #1B-1Ba-552Sqft,
Chester, MD 21619
PET FRIENDLY
INCOME RESTRICTED
$1,091/mo
2 Beds
1 Bath
39 Sherman Way #a656b564b,
Chester, MD 21619
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Apartments For Rent Near Chester, MD

We found 16 more apartments matching your filters just outside Chester

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APPLY INSTANTLY
FURNISHED
$8,000/mo
Total price
4 Beds
4 Baths
3,314 sqft
124 Eareckson Ln,
Stevensville, MD 21666
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APPLY INSTANTLY
FURNISHED
$4,000/mo
4 Beds
4 Baths
2,653 sqft
110 Channel Marker Way #203,
Grasonville, MD 21638
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APPLY INSTANTLY
$3,450/mo
5 Beds
3 Baths
2,030 sqft
1030 Old Love Point Rd,
Stevensville, MD 21666
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APPLY INSTANTLY
PET FRIENDLY
$3,200/mo
4 Beds
4.5 Baths
2,850 sqft
310 Allison Jane Dr,
Stevensville, MD 21666
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PET FRIENDLY
$3,100/mo
3 Beds
2.5 Baths
1,936 sqft
804 Mason Rd,
Stevensville, MD 21666
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PET FRIENDLY
$3,100/mo
3 Beds
3.5 Baths
2,260 sqft
236 Jessica Lyn Ave #G-7,
Stevensville, MD 21666
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APPLY INSTANTLY
PET FRIENDLY
$2,900/mo
4 Beds
3 Baths
1,500 sqft
950 Monroe Manor Rd,
Stevensville, MD 21666
APPLY INSTANTLY
$2,800/mo
3 Beds
2.5 Baths
1,980 sqft
243 Keenan Way #B-9,
Stevensville, MD 21666
$2,750/mo
2 Beds
2 Baths
1,280 sqft
3809 Main St,
Grasonville, MD 21638
APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
Total price
2 Beds
2.5 Baths
1,290 sqft
204 Marion Quimby Dr #204,
Stevensville, MD 21666
PET FRIENDLY
$2,600/mo
3 Beds
1 Bath
1,200 sqft
440 Main St #1000-C,
Stevensville, MD 21666
PET FRIENDLY
$2,500/mo
2 Beds
1 Bath
732 sqft
205 Jackson Creek Rd,
Grasonville, MD 21638
$2,500/mo
2 Beds
2 Baths
1,296 sqft
630 Kimberly Way,
Stevensville, MD 21666
APPLY INSTANTLY
PET FRIENDLY
$2,250/mo
3 Beds
2 Baths
955 sqft
1607 Marion Quimby Dr,
Stevensville, MD 21666
PET FRIENDLY
$2,200/mo
2 Beds
1 Bath
900 sqft
460 Main St #1000-B,
Stevensville, MD 21666
APPLY INSTANTLY
$2,000/mo
2 Beds
1 Bath
950 sqft
404 Marion Quimby Dr #404,
Stevensville, MD 21666

Average Rent Trends in Chester, MD

Rent in Chester, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.

Average rent decreased in Nov 2026 compared to the previous month. Rent previously peaked in Nov 2025.

Month	Average rent
Dec 2025	$2,500
Jan 2026	$2,200
Feb 2026	$2,700
Mar 2026	$1,950
Apr 2026	$2,950
May 2026	$2,100
Jun 2026	$1,650
Jul 2026	$1,650
Aug 2026	$2,200
Sep 2026	$2,200
Oct 2026	$2,300
Nov 2026	$2,200

View as a graph

Average Rent By Bedroom and Home Type

In November 2026, Apartments and Condos were the most affordable home type to rent compared with Houses and Townhomes.

	1 bed	2 beds	3 beds	4 beds	All
All home types	$1,158	$2,150	$2,200	$3,800	$2,200
Townhomes	—	$2,700	—	—	$2,700
Apartments and Condos	$1,650	$2,500	$2,200	$3,800	$2,200
Houses	—	$2,150	$3,000	—	$2,400

See more information about local market trends in Chester, MD

Frequently Asked Questions about Luxury Apartments for rent in Chester, MD

How many luxury apartments are for rent in Chester, MD?
Trulia currently lists 14 luxury apartments for rent in Chester, MD.
How much do luxury apartments in Chester, MD rent for?
Rents for luxury apartments in Chester, MD range from $1,091 to $4,000 a month. Each listing shows its exact rent and any fees.
How does Trulia decide which rentals are luxury?
This page shows rentals in the top price tier for their size in Chester, MD, sorted from the highest rent down.
What amenities do luxury apartments in Chester, MD usually include?
Expect premium finishes plus building amenities such as a gym, pool, concierge or rooftop space. Luxury apartments in Chester, MD start at $1,091 a month on this page.
What fees come with luxury rentals?
Expect amenity fees, parking charges and sometimes move-in fees on top of rent. Ask for a full list before you sign.