Annapolis, MD homes for sale & real estate

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NEW 2 HRS AGO

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Spacious colonial in the much sought after Annapolis Town of Cape St Claire. The Chesapeake Bay and tributaries surround this beautiful waterfront community. Waiting inside the home for you upstairs are four large bedrooms, two full baths, and a laundry room. The main floor has gleaming hardwood floors with multiple spacious rooms, a sunlit family room with a marble gas fireplace and wood mantle for the winter months. The Family room leads outside to the custom stone patio. The kitchen has solid granite counter tops, a large cook island, two pantries, a large table area leading to a relaxing sitting area and desk. Off the kitchen is a large dining room, roomy in-home office, and a full bath

$815,000

4 beds3 baths3,908 sq ft

1160 Skyview Dr, Annapolis, MD 21409

9,100 sq ft lot • 2 garage spots • Community pool

(410) 721-1500

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay. Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within

$735,000

2 beds2 baths1,688 sq ft

2106 Chesapeake Harbour Dr #202, Annapolis, MD 21403

$774 HOA • 2 parking spots • Community pool

(302) 846-7839

COMING SOON

ABOUT THIS HOME
Annapolis, MD Homes for Sale
This is a must see! It is really two dwelling attached in one in Eastport Peninsula, Original Dwelling was a Church and was converted to 2 bedroom and 1.5 bathroom with open floor plan on the main level! 2nd dwelling in the rear is a cozy cottage with a bedroom and loft & kitchenet! Great for renting income!

$1,099,000

2 beds1.5 baths2,942 sq ft

200 Chesapeake Ave, Annapolis, MD 21403

3,360 sq ft lot • Built 1930

(703) 310-6111

NEW 6 HRS AGO

ABOUT THIS HOME
Annapolis, MD Homes for Sale
Building One Nearly Sold Out!. Bright, spacious unit showcasing gorgeous design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community conveniently located minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking space included. Turnkey luxury, private balcony. Tour this incredible Model Home today!

$523,655

2 beds2 baths1,317 sq ft

78 Old Mill Bottom Rd N #207, Annapolis, MD 21409

Private balcony • Garage • Built 2025

Listing provided by Zillow

NEW 6 HRS AGO

ABOUT THIS HOME
Annapolis, MD Homes for Sale
IMMEDIATE DELIVERY!. Experience luxury living in this exquisite NEW CORNER UNIT bathed in natural light! GARAGE Parking Included! Delight in a true Chefs Kitchen with gorgeous cabinetry, gas cooktop and 11-foot peninsula. Large living & dining areas are perfect for entertaining and a sumptuous Primary Suite awaits… All in an amenity-rich 55+ community convenient to Rt. 50. Live minutes to downtown Annapolis, waterfront dining, shopping, Sandy Point and Bay Bridge. This home with private balcony enjoys a second floor elevation. Turnkey luxury includes window treatments and full-size washer & dryer. Virtual staging used to show space & layout.

$624,410

2 beds2 baths1,621 sq ft

78 Old Mill Bottom Rd N #112, Annapolis, MD 21409

Gas cooktop • Private balcony • 11-foot peninsula

Listing provided by Zillow

Property at 30 Decatur Ave, Annapolis, MD 21403, 4 beds, 2 baths

$1,100,000

4 beds2 baths1,477 sq ft

30 Decatur Ave, Annapolis, MD 21403

(410) 280-5600

Property at 950 Bermuda Ln, Annapolis, MD 21401, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths1,812 sq ft

950 Bermuda Ln, Annapolis, MD 21401

(888) 860-7369

Property at 2155 Scotts Crossing Ct #303, Annapolis, MD 21401, 2 beds, 2 baths

$339,900

2 beds2 baths1,126 sq ft

2155 Scotts Crossing Ct #303, Annapolis, MD 21401

(410) 266-0600

Property at 12 Decatur Ave, Annapolis, MD 21403, 2 beds, 1 bath

$699,900

2 beds1 bath1,068 sq ft

12 Decatur Ave, Annapolis, MD 21403

(410) 823-0033

Property at 3 Chester Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,730,000

3 beds3 baths2,815 sq ft

3 Chester Ave, Annapolis, MD 21403

(410) 972-4000

Property at 129 Pinecrest Dr, Annapolis, MD 21403, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths1,768 sq ft

129 Pinecrest Dr, Annapolis, MD 21403

(888) 860-7369

Property at 621 Wood Lot Trail Rd, Annapolis, MD 21401, 5 beds, 3.5 baths

$894,900

5 beds3.5 baths3,970 sq ft

621 Wood Lot Trail Rd, Annapolis, MD 21401

(703) 821-1840

Property at 2705 Coxswain Pl, Annapolis, MD 21401, 3 beds, 2 baths

$650,000

3 beds2 baths1,547 sq ft

2705 Coxswain Pl, Annapolis, MD 21401

(443) 901-2200

Property at 627 Tripp Creek Ct, Annapolis, MD 21401, 4 beds, 2.5 baths

$369,999

4 beds2.5 baths1,822 sq ft

627 Tripp Creek Ct, Annapolis, MD 21401

(410) 465-6900

Property at 629 Admiral Dr Unit H8-305, Annapolis, MD 21401, 2 beds, 2 baths

$394,900

2 beds2 baths1,449 sq ft

629 Admiral Dr Unit H8-305, Annapolis, MD 21401

(443) 292-6767

Property at 341 Dubois Rd, Annapolis, MD 21401, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths2,317 sq ft

341 Dubois Rd, Annapolis, MD 21401

(301) 945-9010

Property at 336 Epping Way, Annapolis, MD 21401, 3 beds, 2 baths

$710,000

3 beds2 baths1,883 sq ft

336 Epping Way, Annapolis, MD 21401

(410) 972-4000

Property at 1366 Almond Dr, Annapolis, MD 21409, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths1,496 sq ft

1366 Almond Dr, Annapolis, MD 21409

(410) 823-0033

Property at 323 Atwater Dr, Annapolis, MD 21401, 4 beds, 3.5 baths

$380,000

4 beds3.5 baths1,792 sq ft

323 Atwater Dr, Annapolis, MD 21401

(301) 702-4200

Property at 133 Lake View Dr, Annapolis, MD 21403, 5 beds, 5 baths

$1,400,000

5 beds5 baths4,308 sq ft

133 Lake View Dr, Annapolis, MD 21403

(410) 280-5600

Property at 332 Charred Oak Ct, Annapolis, MD 21409, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,496 sq ft

332 Charred Oak Ct, Annapolis, MD 21409

(410) 224-2200

Property at 201 Autumn Chase Dr, Annapolis, MD 21401, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,168 sq ft

201 Autumn Chase Dr, Annapolis, MD 21401

(410) 263-3400

Property at 10-G Sandstone Ct, Annapolis, MD 21403, 2 beds, 2 baths

$324,000

2 beds2 baths1,103 sq ft

10-G Sandstone Ct, Annapolis, MD 21403

(443) 333-8535

Property at 724 Darlow Dr, Annapolis, MD 21409, 2 beds, 2 baths

$600,000

2 beds2 baths1,900 sq ft

724 Darlow Dr, Annapolis, MD 21409

(410) 224-2200

Property at 2942 Southaven Dr, Annapolis, MD 21401, 4 beds, 2.5 baths

$949,900

4 beds2.5 baths2,142 sq ft

2942 Southaven Dr, Annapolis, MD 21401

(410) 280-5600

Property at 6 Victor Pkwy, Annapolis, MD 21403, 3 beds, 1 bath

$374,900

3 beds1 bath912 sq ft

6 Victor Pkwy, Annapolis, MD 21403

(410) 729-7700

Property at 114 Cranes Crook Ln, Annapolis, MD 21401, 3 beds, 2.5 baths

$550,000

3 beds2.5 baths1,845 sq ft

114 Cranes Crook Ln, Annapolis, MD 21401

(866) 987-3937

Property at 1181 Ramblewood Dr, Annapolis, MD 21409, 4 beds, 2.5 baths

$670,000

4 beds2.5 baths1,888 sq ft

1181 Ramblewood Dr, Annapolis, MD 21409

(410) 312-0000

Property at 7036 Harbour Village Ct Unit T1, Annapolis, MD 21403, 1 bed, 1.5 baths

$594,000

1 bed1.5 baths1,000 sq ft

7036 Harbour Village Ct Unit T1, Annapolis, MD 21403

(443) 660-9229

Property at 524 Ridge Rd, Annapolis, MD 21401, 4 beds, 3 baths

$799,000

4 beds3 baths2,944 sq ft

524 Ridge Rd, Annapolis, MD 21401

(301) 970-2447

Property at 103 Stilly Way, Annapolis, MD 21403, 5 beds, 5.5 baths

$1,161,840

5 beds5.5 baths10,400 sq ft

103 Stilly Way, Annapolis, MD 21403

(410) 979-7740

Property at 128 Merryman Ct, Annapolis, MD 21401, 2 beds, 1.5 baths

$260,000

2 beds1.5 baths992 sq ft

128 Merryman Ct, Annapolis, MD 21401

(410) 263-3400

Property at 30 Gentry Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$349,000

3 beds2.5 baths1,460 sq ft

30 Gentry Ct, Annapolis, MD 21403

(410) 263-8686

Property at 1913 Dulaney Pl, Annapolis, MD 21409, 5 beds, 2 baths

$925,000

5 beds2 baths2,969 sq ft

1913 Dulaney Pl, Annapolis, MD 21409

(410) 224-3200

Property at 810 Chestnut Tree Dr, Annapolis, MD 21409, 4 beds, 3.5 baths

$619,000

4 beds3.5 baths2,667 sq ft

810 Chestnut Tree Dr, Annapolis, MD 21409

(410) 263-8686

Property at 110 Bikram Ter, Annapolis, MD 21403, 3 beds, 3.5 baths

$679,000

3 beds3.5 baths2,229 sq ft

110 Bikram Ter, Annapolis, MD 21403

(410) 263-8686

Property at 9 Silverwood Cir #3, Annapolis, MD 21403, 2 beds, 2 baths

$275,000

2 beds2 baths— sq ft

9 Silverwood Cir #3, Annapolis, MD 21403

(833) 335-7433

Property at 39 Southgate Ave, Annapolis, MD 21401, 5 beds, 3.5 baths

$3,750,000

5 beds3.5 baths6,789 sq ft

39 Southgate Ave, Annapolis, MD 21401

(410) 280-5600

Property at 120 Chesapeake Ave, Annapolis, MD 21403, 2 beds, 2.5 baths

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

(410) 972-4000

Property at 2008 Peggy Stewart Way, Annapolis, MD 21401, 3 beds, 2 baths

$385,000

3 beds2 baths1,313 sq ft

2008 Peggy Stewart Way, Annapolis, MD 21401

Property at 39 Oak Ct, Annapolis, MD 21401, 4 beds, 1 bath

$480,000

4 beds1 bath1,440 sq ft

39 Oak Ct, Annapolis, MD 21401

(410) 353-6337

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Average home prices near Annapolis, MD

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Annapolis, MD real estate trends

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Median Sale Price
# of Homes Sold
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All Home Types

Median Sale Price (All Home Types)

$547,500

-23.2% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Annapolis, MD

$547,500

-23.2%

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