40,756

Annapolis, MD Homes

Section Image Section Image Section Image
  • /2

    $675,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft

    303 Taylor Ave, Annapolis, MD 21401

    PENDING! Open House for 5/23 CANCELLED! Tucked into the heartbeat of Annapolis, 303 Taylor Ave is the kind of home that quietly invites you to live a little differently—in the best way.This classic 1953 Cape Cod doesn’t just offer space—it offers rhythm. Morning walks to coffee in Downtown Annapolis, spontaneous dinners along the water, and game-day energy just minutes from Navy-Marine Corps

    Agent Photo

    Gene Summers

    Real Broker, LLC

    (410) 886-7099

    303 Taylor Ave, Annapolis, MD 21401
  • /10

    $2,450 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    755 Fairview Ave Unit C, Annapolis, MD 21403

    Property Id: 2575361Beautifully renovated, open floor plan, 2 bedroom, 1.5 bath condo at waterfront & water privileged Severn House. Updated baths, hardwood flooring, lighting fixtures and new appliances. Small water view from spacious deck. Rent includes water, gas heating & cooking. No pets. Community amenities include pool, common grounds, marina and sitting areas. Very turn-key ready!

    (667) 303-2903

    755 Fairview Ave Unit C, Annapolis, MD 21403
  • /35

    $875,000

    Sold Feb 02, 2026

    1141 Mainsail Dr, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1966

    Last Sold Summary

    • $315/SF
    • 65 Days On Market

    Current Estimated Value $880,394

    Last Listing Agent Reid Buckley Long & Foster Real Estate, Inc.

    1141 Mainsail Dr, Annapolis, MD 21403
    • /6

      Not Listed For Sale

      30 Sandstone Ct, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,119 Sq Ft
      • Built 1994
      30 Sandstone Ct, Annapolis, MD 21403

      Last Sold Summary

  • /89

    $924,900

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    707 Buoy Ct, Annapolis, MD 21409

    VA Assumption Available. Special Conventional Financing Available. Upscale Ryland Manor home in St. Margaret’s Landing showcasing an inspired open floor plan, thoughtful updates, and flexible living spaces throughout. Featuring 5 bedrooms and 3.5 baths, this beautifully maintained home has been freshly prepared for market with brand new paint throughout, new carpet, and a stunning renovated

    Agent Photo

    Matthew Wyble

    Next Step Realty

    (410) 220-2367

    707 Buoy Ct, Annapolis, MD 21409
  • /23

    $2,250

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    605 Admiral Dr Unit 205, Annapolis, MD 21401

    Clean and quiet condo with 2 bedrooms and 2 full bathrooms. 2nd floor easy walk up. Hardwood floors and carpet in the bedrooms. Private balcony accessed from living room or guest bedroom. Washer & Dryer in unit. Condo has professional cleaning service once per month at no additional cost. Private off street parking. Fitness center, pool, tennis courts, BBQ picnic area. Almost totally

    605 Admiral Dr Unit 205, Annapolis, MD 21401
  • /53

    $500,000

    Sold Jun 27, 2025

    1412 Anna Marie Ct, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 2000

    Last Sold Summary

    • $214/SF
    • 2 Days On Market

    Current Estimated Value $511,685

    Last Listing Agent Zsuzsanna Rainey Taylor Properties

    1412 Anna Marie Ct, Annapolis, MD 21409
    • /31

      Est $1,663,885

      Not Listed For Sale

      822 Bay Ridge Ave, Annapolis, MD 21403

      • 4 Beds
      • 4.5 Baths
      • 3,563 Sq Ft
      • Built 2011
      822 Bay Ridge Ave, Annapolis, MD 21403

      Last Sold Summary

      • 0 Days On Market

  • /45

    $419,900

    $10K PRICE INCREASE
    • 4 Beds
    • 1.5 Baths
    • 880 Sq Ft

    1014 Wells Ave, Annapolis, MD 21403

    Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric

    Agent Photo

    Donnell Spivey

    EXIT Spivey Professional Realty Co.

    (443) 351-6745

    1014 Wells Ave, Annapolis, MD 21403
  • /11

    $2,450

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,026 Sq Ft
    • Townhouse for Rent

    4 Doncaster Ct, Annapolis, MD 21403

    2-Bed, 1.5-Bath Townhome in Prime Georgetown East, Annapolis! Walk to Quiet Waters Park, Shopping, & Dining.This lovely townhome offers the ideal Annapolis lifestyle—combining quiet neighborhood living with unbeatable walkability to essential services and recreation. Perfect for anyone who values location and convenience. Check out our public service rent special.Key Features

    4 Doncaster Ct, Annapolis, MD 21403
  • /49

    $600,000

    Sold Jul 29, 2025

    3510 Narragansett Ave, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1987

    Last Sold Summary

    • $375/SF
    • 6 Days On Market

    Current Estimated Value $644,367

    Last Listing Agent Teresa Klem Long & Foster Real Estate, Inc.

    3510 Narragansett Ave, Annapolis, MD 21403
    • /44

      Est $601,943

      Not Listed For Sale

      532 Deep Creek View, Annapolis, MD 21409

      • 3 Beds
      • 2.5 Baths
      • 2,760 Sq Ft
      • Built 2013
      532 Deep Creek View, Annapolis, MD 21409

      Last Sold Summary

      • 9 Days On Market

  • /21

    $1,099,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 4,400 Sq Ft

    116 Stilly Way, Annapolis, MD 21403

    Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 222-1215

    116 Stilly Way, Annapolis, MD 21403
  • /20

    $3,595

    Total Monthly Price

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    220 Gross Ave, Annapolis, MD 21401

    Enjoy the perfect combination of comfort, convenience, and location in this spacious, well-appointed home just minutes from everything Annapolis has to offer.Prime Annapolis LocationIdeally situated near:Only 2 miles to downtown AnnapolisHistoric Downtown Annapolis and City DockU.S. Naval Academy and Navy-Marine Corps Memorial StadiumRoute 50 for easy commuting to

    220 Gross Ave, Annapolis, MD 21401
  • /37

    $575,000

    Sold Jun 27, 2025

    1614 Belle Dr, Annapolis, MD 21401

    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft
    • Built 2016

    Last Sold Summary

    • $235/SF
    • 42 Days On Market

    Current Estimated Value $593,255

    Last Listing Agent Joanna Dalton Coldwell Banker Realty

    1614 Belle Dr, Annapolis, MD 21401
    • /8

      Est $602,561

      Not Listed For Sale

      1544 Bay Head Rd, Annapolis, MD 21409

      • Built 2015
      1544 Bay Head Rd, Annapolis, MD 21409

      Last Sold Summary

      • 327 Days On Market

  • /21

    $1,064,990

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 4,398 Sq Ft

    117 Stilly Way, Annapolis, MD 21403

    Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom, fireplace,

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 834-4223

    117 Stilly Way, Annapolis, MD 21403
  • /54

    $2,300

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    1227 Gemini Dr Unit 1227 Gemini E, Annapolis, MD 21403

    Welcome to this beautifully updated 2 bed, 2 bath condo in the heart of Annapolis, MD. Featuring 1,073 sq ft of light-filled living space, this Annapolis condo offers a modern layout with a renovated kitchen, sunny breakfast nook, and a spacious living room that opens to a private walk-out balcony. The primary suite includes a beautifully tiled bathroom with a walk-in shower. Enjoy community

    1227 Gemini Dr Unit 1227 Gemini E, Annapolis, MD 21403
  • /28

    $284,900

    Sold Jul 03, 2025

    40 Hearthstone Ct Unit K, Annapolis, MD 21403

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft
    • Built 1992

    Last Sold Summary

    • $207/SF
    • 13 Days On Market

    Current Estimated Value $305,230

    Last Listing Agent Scott Swahl Redfin Corp

    40 Hearthstone Ct Unit K, Annapolis, MD 21403
    • /44

      Est $985,937

      Not Listed For Sale

      3424 Narragansett Ave, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      • Built 2023
      3424 Narragansett Ave, Annapolis, MD 21403

      Last Sold Summary

      • 112 Days On Market

  • /13

    $1,079,990

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    113 Stilly Way, Annapolis, MD 21403

    Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 431-3849

    113 Stilly Way, Annapolis, MD 21403
  • /29

    $2,250

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Condo for Rent

    142 Georgetown Rd Unit 11, Annapolis, MD 21403

    Beautiful 2 BR condo in Annapolis. Gas, heating, and water included in rent.Great location, walking distance to shopping with everything you need. Easy access to US 50, I-95, MD 2.Large living room and spacious master bedroom with walk-in closet, separate dining area, second bedroom, two full bath, gas range (gas bill included in rent), dishwasher, washer&dryer, A/C, hardwood

    142 Georgetown Rd Unit 11, Annapolis, MD 21403
  • /64

    $557,000

    Sold May 08, 2026

    1523 Enyart Way Unit 102, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Below List Price
    • $322/SF
    • 3 Days On Market

    Current Estimated Value $546,241

    Last Listing Agent Donna Dickinson Coldwell Banker Realty

    1523 Enyart Way Unit 102, Annapolis, MD 21409
    • /41

      Est $774,517

      Not Listed For Sale

      112 Carraway Ln, Annapolis, MD 21401

      • 4 Beds
      • 4.5 Baths
      • 3,176 Sq Ft
      • Built 2013
      112 Carraway Ln, Annapolis, MD 21401

      Last Sold Summary

      • 2 Days On Market

  • /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210+ Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /29

    $3,650 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,320 Sq Ft
    • House for Rent

    838 Chestnut Tree Dr, Annapolis, MD 21409

    2 story Colonial with full basement and 2 car garage has 3-4 bedrooms, and 3.5 bathrooms. The primary bedroom has a private bathroom and walk-in closet. On the top floor there are 3 Bedrooms plus down the hall a DEN/OFFICE/NURSERY/CRAFT ROOM. There are 2 full bathrooms on this top floor, a powder room on the living room level, plus a full bathroom in the basement. The partially finished basement

    Jeremy McDonough Mr. Lister Realty

    838 Chestnut Tree Dr, Annapolis, MD 21409
  • /24

    $366,000

    Sold Sep 29, 2025

    605 Broach Ct, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,570 Sq Ft
    • Built 1996

    Last Sold Summary

    • $233/SF
    • 12 Days On Market

    Current Estimated Value $368,689

    Last Listing Agent Pedro Fortiz LPT Realty, LLC

    605 Broach Ct, Annapolis, MD 21401
    • /40

      Est $579,082

      Not Listed For Sale

      551 Leftwich Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2018
      551 Leftwich Ln, Annapolis, MD 21401

      Last Sold Summary

      • 72 Days On Market

  • /88

    $1,025,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    3249 Arundel on The Bay Rd, Annapolis, MD 21403

    VIRTUAL TOUR: Buyer may keep all furnishings if desired, all items in garage will be removed prior to sale. Welcome to 3249 Arundel on the Bay Road — where coastal charm meets timeless character in one of Annapolis’ most sought-after waterfront communities. Nestled in the heart of Arundel on the Bay, this beautifully positioned home offers the rare opportunity to enjoy true Chesapeake Bay living

    Justin Walker Keller Williams Flagship

    3249 Arundel on The Bay Rd, Annapolis, MD 21403
  • /22

    $2,195 Per Month

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Condo for Rent

    60 Sandstone Ct, Annapolis, MD 21403

    Spacious second-floor two-bedroom plus den, two-bathroom condo in the Annapolis Overlook community.This well-designed home features an open-concept layout with a large living area and spacious kitchen, creating a bright and comfortable living space.In addition to two generously sized bedrooms, the home includes a versatile den/home office with direct access to a private

    60 Sandstone Ct, Annapolis, MD 21403
  • /46

    $830,000

    Sold Dec 10, 2025

    8 Somerset Ct, Annapolis, MD 21403

    • 4 Beds
    • 3.5 Baths
    • 3,589 Sq Ft
    • Built 1987

    Last Sold Summary

    • $231/SF
    • 1 Day On Market

    Current Estimated Value $844,875

    Last Listing Agent Jocelyn Vas RLAH @properties

    8 Somerset Ct, Annapolis, MD 21403
    • /39

      Est $418,624

      Not Listed For Sale

      2706 Summerview Way Unit 303, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,934 Sq Ft
      • Built 1989
      2706 Summerview Way Unit 303, Annapolis, MD 21401

      Last Sold Summary

      • 14 Days On Market

  • /73

    $975,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    534 Post Oak Rd, Annapolis, MD 21401

    OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial

    Jennifer Siska Long & Foster Real Estate, Inc.

    534 Post Oak Rd, Annapolis, MD 21401
  • /13

    $1,950 Per Month

    • 1 Bed
    • 1 Bath
    • 865 Sq Ft
    • Condo for Rent

    1225 Gemini Dr Unit B, Annapolis, MD 21403

    Wonderful bright first floor condo in convenient Annapolis location with pool view. Same sqft as 2 bedroom. Plenty of storage. Custom Windows & Doors by Pella. Granite counter tops w/ stainless steel appliances &solid maple cabinets. Crown molding and upgraded interior doors. Hardwood floors throughout. Ceiling fans, move in ready today!!! Pets case by case-walk out level near the pool!

    Bridget Fischer Coastal Realty Maryland

    1225 Gemini Dr Unit B, Annapolis, MD 21403
  • /76

    $1,150,000

    Sold Nov 19, 2025

    14 Jefferson Place, Annapolis, MD 21401

    • 6 Beds
    • 4 Baths
    • 2,568 Sq Ft
    • Built 1928

    Last Sold Summary

    • $448/SF
    • 49 Days On Market

    Current Estimated Value $1,150,697

    Last Listing Agent Jennifer Siska Long & Foster Real Estate, Inc.

    14 Jefferson Place, Annapolis, MD 21401
    • /34

      Est $1,497,500

      Not Listed For Sale

      100 Severn Ave Unit 606, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1978
      100 Severn Ave Unit 606, Annapolis, MD 21403

      Last Sold Summary

      • 4 Days On Market

  • /29

    $575,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    5 Park Place Unit 107, Annapolis, MD 21401

    ***Major Price Reduction***Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a

    Wemmy Collins Redfin Corp

    5 Park Place Unit 107, Annapolis, MD 21401
  • /40

    $3,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,376 Sq Ft
    • Townhouse for Rent

    306 Forbes St, Annapolis, MD 21401

    3 month minimum. This Fully Furnished and Fully Stocked Kitchen is a two story condo in a great location for walking, riding or driving to everything you need. 1st floor includes living room, dining area, sitting area, kitchen and 1/2 bath. 2nd floor includes 3 Bedrooms and 2 full baths. Community has a picnic area and dock as well as a pool for the summer months. Grocery, pharmacy, coffee

    306 Forbes St, Annapolis, MD 21401
  • /52

    $820,000

    Sold Jan 09, 2026

    27 Jeremys Way, Annapolis, MD 21403

    • 2 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1976

    Last Sold Summary

    • $704/SF
    • 4 Days On Market

    Current Estimated Value $819,273

    Last Listing Agent Mary Gatton Redfin Corp

    27 Jeremys Way, Annapolis, MD 21403
    • /75

      Est $1,021,057

      Not Listed For Sale

      235 West St, Annapolis, MD 21401

      • 3 Beds
      • 3.5 Baths
      • 2,048 Sq Ft
      • Built 2013
      235 West St, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home