Annapolis, MD homes for sale & real estate

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78 Old Mill Bottom Rd N #409, Annapolis, MD 21409
78 Old Mill Bottom Rd N #409, Annapolis, MD 21409
78 Old Mill Bottom Rd N #409, Annapolis, MD 21409
ABOUT THIS HOME
Annapolis, MD Homes for Sale
Luxury Living in an Active Adult 55+ Community Welcome to a beautifully designed lifestyle - condo that combines luxury, comfort, and convenience. Located in an active adult community, this is elevator accessible, with 1,210 finished sq. ft. in a spacious 2-bedroom, 2-bath residence with a balcony and offers a thoughtfully planned layout perfect for relaxed everyday living and easy entertaining. Step into a bright and airy home filled with natural light, featuring a private balcony, generous living space, and a versatile den/bonus room—ideal for a home office, reading nook, or guest space. The well-appointed kitchen boasts ample counter space and flows seamlessly into the dining are

$578,000

2 beds2 baths1,210 sq ft

78 Old Mill Bottom Rd N #409, Annapolis, MD 21409

$289 HOA • Garage • Car-dependent

940 Schooner Cir, Annapolis, MD 21401
940 Schooner Cir, Annapolis, MD 21401
940 Schooner Cir, Annapolis, MD 21401
ABOUT THIS HOME
Annapolis, MD Homes for Sale
Welcome to this beautifully maintained single-family home nestled on a quiet cul-de-sac in the sought-after 55+ community of Heritage Harbour! This charming 2-bedroom, 2-bath residence features an updated kitchen and bathrooms, spacious living area with cozy fireplace, and plush carpeting throughout. Enjoy the convenience of a large laundry room, oversized garage, and generous walk-in closets in both bedrooms. Relax on the inviting front porch or entertain on the lovely back patio overlooking serene woods—perfect for birdwatching and spotting woodland wildlife. Heritage Harbour is an active adult community offering resort-style amenities, including indoor and outdoor pools, a fitness

$589,000

2 beds2 baths1,297 sq ft

940 Schooner Cir, Annapolis, MD 21401

0.28 acre lot • $167 HOA • 2 garage spots

(410) 224-2200

NEW 4 HRS AGO

1590 Virginia St, Annapolis, MD 21401
ABOUT THIS HOME
Annapolis, MD Homes for Sale
Opportunity knocks in the heart of Annapolis! This 4-bedroom, 2.5-bath home sits on a large corner lot in one of the city's most sought-after communities. While the home is ready for your custom renovations, its location and footprint offer rare potential. Close to everything Annapolis has to offer—downtown, commuter routes, Navy-Marine Corps Memorial Stadium, Parole Towne Center—this is your chance to create something truly special.

$624,900

4 beds2.5 baths2,189 sq ft

1590 Virginia St, Annapolis, MD 21401

0.26 acre lot • Garage • Somewhat walkable

(410) 263-9105

OPEN SAT, 11AM TO 1PM

20 Windwhisper Ln, Annapolis, MD 21403
20 Windwhisper Ln, Annapolis, MD 21403
20 Windwhisper Ln, Annapolis, MD 21403
ABOUT THIS HOME
Annapolis, MD Homes for Sale
Beautifully Appointed 3BR, 3.5BA Home with Main-Level Primary Suite. This spacious and light-filled home offers the perfect blend of comfort, character, and convenience. Gorgeous hickory hardwood flooring span the main level, which also features vaulted ceilings & skylights The main-level primary suite also offers a vaulted ceiling, fireplace, ceiling fan, walk-in closet, and a beautifully updated bathroom. The living room is bright and inviting with vaulted ceilings & skylights, and leads into the kitchen with white cabinetry, stainless steel appliances, and upgraded countertops. The rear sunroom/dining area features custom shiplap, fireplace and opens to a fully fenced backy

$649,000

3 beds3.5 baths1,935 sq ft

20 Windwhisper Ln, Annapolis, MD 21403

6,449 sq ft lot • Garage • Car-dependent

(443) 292-6767

COMING SOON

2671 Pemaquid Ct, Annapolis, MD 21401
2671 Pemaquid Ct, Annapolis, MD 21401
2671 Pemaquid Ct, Annapolis, MD 21401
ABOUT THIS HOME
Annapolis, MD Homes for Sale
Discover the charm and comfort of this beautifully maintained 3-bedroom, 2-bath home in the highly sought-after 55+ community of Heritage Harbour. Warm and welcoming, this cozy home features a wood-burning fireplace, gas heat, and hot water—ideal for relaxing evenings year-round. The spacious kitchen, complete with a center island, is perfect for hosting dinner parties or honing your gourmet cooking skills. Step outside to a large private patio, perfect for entertaining guests or enjoying quiet mornings with nature. Enjoy an active and enriching lifestyle with Heritage Harbour’s unmatched amenities, including a top-rated golf course, tennis and pickleball courts, and the popular

$599,900

3 beds2 baths1,798 sq ft

2671 Pemaquid Ct, Annapolis, MD 21401

0.24 acre lot • $167 HOA • 2 garage spots

(410) 263-9105

Property at 5 Park Pl #431, Annapolis, MD 21401, 1 bed, 1 bath

$489,900

1 bed1 bath839 sq ft

5 Park Pl #431, Annapolis, MD 21401

(410) 224-3600

Property at 715 Dogwood Ln, Annapolis, MD 21409, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths4,400 sq ft

715 Dogwood Ln, Annapolis, MD 21409

(410) 263-8686

Property at 637 Chase St, Annapolis, MD 21401, 3 beds, 2 baths

$1,295,000

3 beds2 baths2,064 sq ft

637 Chase St, Annapolis, MD 21401

(410) 263-8686

Property at 301 Burnside St Unit C 202, Annapolis, MD 21403, 1 bed, 1 bath

$675,000

1 bed1 bath513 sq ft

301 Burnside St Unit C 202, Annapolis, MD 21403

(443) 274-1900

Property at 122 Franklin Rd, Annapolis, MD 21401, 3 beds, 3.5 baths

$825,000

3 beds3.5 baths2,400 sq ft

122 Franklin Rd, Annapolis, MD 21401

(410) 263-3400

Property at 301 Burnside St Unit C 201, Annapolis, MD 21403, 1 bed, 1 bath

$825,000

1 bed1 bath800 sq ft

301 Burnside St Unit C 201, Annapolis, MD 21403

(443) 274-1900

Property at 3126 Port Way, Annapolis, MD 21403, 4 beds, 4 baths

$1,675,000

4 beds4 baths3,200 sq ft

3126 Port Way, Annapolis, MD 21403

(410) 263-8686

Property at 717 Sonne Dr, Annapolis, MD 21401, 4 beds, 4.5 baths

$1,675,000

4 beds4.5 baths5,767 sq ft

717 Sonne Dr, Annapolis, MD 21401

(410) 224-2200

Property at 112 Melvin Ave, Annapolis, MD 21401, 4 beds, 2.5 baths

$1,275,000

4 beds2.5 baths3,030 sq ft

112 Melvin Ave, Annapolis, MD 21401

(443) 292-6767

Property at 1233-G Gemini Dr Unit G, Annapolis, MD 21403, 1 bed, 1 bath

$239,900

1 bed1 bath863 sq ft

1233-G Gemini Dr Unit G, Annapolis, MD 21403

(443) 221-4120

Property at 48 Cornhill St, Annapolis, MD 21401, 3 beds, 2 baths

$900,000

3 beds2 baths1,448 sq ft

48 Cornhill St, Annapolis, MD 21401

(410) 535-6291

Property at 16 Parole St, Annapolis, MD 21401, 2 beds, 2 baths

$375,000

2 beds2 baths800 sq ft

16 Parole St, Annapolis, MD 21401

(301) 702-4200

Property at 805 Coxswain Way #205, Annapolis, MD 21401, 2 beds, 2 baths

$434,900

2 beds2 baths1,364 sq ft

805 Coxswain Way #205, Annapolis, MD 21401

(410) 224-0600

Property at 40 Oak Ct, Annapolis, MD 21401, 2 beds, 2 baths

$389,900

2 beds2 baths1,061 sq ft

40 Oak Ct, Annapolis, MD 21401

(443) 632-3000

Property at 778-E Fairview Ave Unit 778 E, Annapolis, MD 21403, 2 beds, 1.5 baths

$625,000

2 beds1.5 baths1,100 sq ft

778-E Fairview Ave Unit 778 E, Annapolis, MD 21403

(410) 263-8686

Property at 1125 Little Magothy Vw, Annapolis, MD 21409, 3 beds, 3.5 baths

$590,000

3 beds3.5 baths3,072 sq ft

1125 Little Magothy Vw, Annapolis, MD 21409

(703) 330-2222

Property at 1004 Westway, Annapolis, MD 21409, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths2,607 sq ft

1004 Westway, Annapolis, MD 21409

(410) 224-4400

Property at 1635 Secretariat Dr, Annapolis, MD 21409, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,962 sq ft

1635 Secretariat Dr, Annapolis, MD 21409

(410) 729-7700

Property at 21 Woodlawn Ave, Annapolis, MD 21401, 3 beds, 2 baths

$654,900

3 beds2 baths1,442 sq ft

21 Woodlawn Ave, Annapolis, MD 21401

(410) 263-9105

Property at 1915 Towne Centre Blvd #707, Annapolis, MD 21401, 2 beds, 2 baths

$630,000

2 beds2 baths1,246 sq ft

1915 Towne Centre Blvd #707, Annapolis, MD 21401

(443) 901-2200

Property at 759-F Fairview Ave Unit 759 F, Annapolis, MD 21403, 2 beds, 2 baths

$565,000

2 beds2 baths— sq ft

759-F Fairview Ave Unit 759 F, Annapolis, MD 21403

(410) 263-8686

Property at 407 Merryman Rd, Annapolis, MD 21401, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths1,850 sq ft

407 Merryman Rd, Annapolis, MD 21401

(410) 266-0600

Property at 5 Park Pl #217, Annapolis, MD 21401, 2 beds, 2 baths

$845,000

2 beds2 baths1,343 sq ft

5 Park Pl #217, Annapolis, MD 21401

(302) 360-0300

Property at 914 Preserve Dr, Annapolis, MD 21409, 5 beds, 4.5 baths

$1,125,000

5 beds4.5 baths3,501 sq ft

914 Preserve Dr, Annapolis, MD 21409

(888) 860-7369

Property at 116 Vanguard Ln, Annapolis, MD 21401, 4 beds, 4 baths

$599,900

4 beds4 baths2,450 sq ft

116 Vanguard Ln, Annapolis, MD 21401

(410) 263-3400

Property at 3307 Harness Creek Rd, Annapolis, MD 21403, 3 beds, 2.5 baths

$3,195,000

3 beds2.5 baths2,236 sq ft

3307 Harness Creek Rd, Annapolis, MD 21403

(410) 260-2800

Property at 501 Mathias Hammond Way #202, Annapolis, MD 21401, 3 beds, 2 baths

$379,900

3 beds2 baths1,313 sq ft

501 Mathias Hammond Way #202, Annapolis, MD 21401

(888) 860-7369

Property at 5 Park Pl #515, Annapolis, MD 21401, 2 beds, 2 baths

$698,000

2 beds2 baths1,320 sq ft

5 Park Pl #515, Annapolis, MD 21401

(410) 312-0000

Property at 917 Arbutus Rd, Annapolis, MD 21403, 5 beds, 3.5 baths

$5,250,000

5 beds3.5 baths3,945 sq ft

917 Arbutus Rd, Annapolis, MD 21403

(410) 263-8686

Property at 735 Glenwood St, Annapolis, MD 21401, 3 beds, 3 baths

$875,000

3 beds3 baths2,634 sq ft

735 Glenwood St, Annapolis, MD 21401

(888) 860-7369

Property at 655 Burtons Cove Way #8, Annapolis, MD 21401, 2 beds, 2 baths

$329,000

2 beds2 baths1,121 sq ft

655 Burtons Cove Way #8, Annapolis, MD 21401

(410) 721-9600

Property at 1583 Keswick Pl, Annapolis, MD 21401, 5 beds, 4.5 baths

$800,000

5 beds4.5 baths4,084 sq ft

1583 Keswick Pl, Annapolis, MD 21401

(410) 879-7466

Property at 1200-F Gemini Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$324,999

3 beds2.5 baths1,304 sq ft

1200-F Gemini Dr, Annapolis, MD 21403

(410) 263-8686

Property at 5 Park Pl #302, Annapolis, MD 21401, 2 beds, 2 baths

$670,000

2 beds2 baths1,188 sq ft

5 Park Pl #302, Annapolis, MD 21401

(410) 263-3400

Property at 2709 Summerview Way #303, Annapolis, MD 21401, 2 beds, 2.5 baths

$425,000

2 beds2.5 baths1,934 sq ft

2709 Summerview Way #303, Annapolis, MD 21401

(410) 643-2244

Property at 2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403, 3 beds, 3 baths

$650,000

3 beds3 baths1,700 sq ft

2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403

(410) 429-7425

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Annapolis, MD real estate trends

All Home Types trends in Annapolis, MD

Median Sale Price
# of Homes Sold
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All Home Types

Median Sale Price (All Home Types)

$790,000

+31.7% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Annapolis, MD

$790,000

+31.7%

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