Quick Annapolis MD MLS Search

Advanced Search

Browse All Heritage Harbour Properties for Sale

952 Shadewater Way, Annapolis image
952 Shadewater Way, Annapolis $680,000

Welcome to Heritage Harbour, a premier destination for refined living. This stunning 4-bedroom, 3-bath cape cod, is situated in a peaceful cul-de-sac, is ready to greet y...

  • 4 Beds
  • 3 Baths
Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

2562 Golfers Ridge Road, Annapolis image
2562 Golfers Ridge Road, Annapolis $696,000

Nestled in the serene community of Heritage Harbour, this enchanting abode offers the epitome of comfortable living. Boasting 2 spacious bedrooms and 2 full baths, this h...

  • 2 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

736 Ballast Way, Annapolis image
736 Ballast Way, Annapolis $632,000

OPEN HOUSE CANCELED FOR 8/24/2024 Your Dream Home Awaits! This stunning 2,700 sq. ft. home is a true gem, offering an abundance of natural light streaming through its m...

  • 2 Beds
  • 3 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

926 Riversedge Circle, Annapolis image
926 Riversedge Circle, Annapolis $383,000

Welcome home to this fantastic two bedroom two full bath one level townhouse in sought after Heritage Harbour a 55+ community. The property is in turn key condition, read...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

802 Coxswain Way Unit #304, Annapolis image
802 Coxswain Way Unit #304, Annapolis — Broad Creek Condo $435,000

This is your opportunity to own and live the adult living lifestyle in the highly sought after Heritage Harbour community! The unit offers a light filled floor plan and ...

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX United Real Estate

Listing courtesy of RE/MAX United Real Estate. Contact:

Selling Office: .

962 Bent Tree Way, Annapolis image
962 Bent Tree Way, Annapolis $500,000

Highly motivated seller, bring offers. Priced below recently appraised value (appraisal done prior to improvements) Come see this gorgeous home in the sought after 55 and...

  • 4 Beds
  • 3 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: .

930 Astern Way Unit #209, Annapolis image
930 Astern Way Unit #209, Annapolis $424,000

Welcome to 209 at 930 Astern Way in the Reserve Building at Heritage Harbour, just 4.5 miles from downtown historic Annapolis, Maryland. This 55+ active adult community o...

  • 2 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

992 Riversedge Circle, Annapolis image
992 Riversedge Circle, Annapolis $400,000

We don't expect this to be on for long. This 2-bedroom inside unit villa, ideally situated within strolling distance of the lodge. Don't search any further – step right i...

  • 2 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

2704 Coxswain Place, Annapolis image
2704 Coxswain Place, Annapolis $560,000

Welcome to your serene retreat in the esteemed 55+ community of Heritage Harbour! Nestled on a private cul-de-sac, this meticulously maintained 3-bedroom, 3-bathroom home...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

912 Beacon Way, Annapolis image
912 Beacon Way, Annapolis $483,000

One Story Living in this all brick end unit! Welcoming front porch. Large living and dining area. Kitchen with breakfast area and lots of cabinet space. Full laundry room...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

2900 Shipmaster Way Unit #203, Annapolis image
2900 Shipmaster Way Unit #203, Annapolis $275,000

BIG PRICE IMPROVEMENT!! Sought after 55+ WATERFRONT Community ideal for the active lifestyle. Don't miss out on this pristine, fully renovated condo located on Annap...

  • 2 Beds
  • 2 Baths
Courtesy of Engel & Volkers Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: .

2809 Berth Terrace, Annapolis image
2809 Berth Terrace, Annapolis — Heritage Harbour $520,000

OPEN HOUSE CANCELED 7/13/24 and 7/14/24. Nestled in a serene neighborhood, this single family home offers the perfect blend of privacy and convenience. The heart of the ...

  • 2 Beds
  • 2 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

859 Inverrary Court, Annapolis image
859 Inverrary Court, Annapolis $650,000

Welcome to your dream retirement home! This beautifully maintained 3 bedroom, 2 bath residence is nestled in a tranquil cul-de-sac within the highly sought-after Heritage...

  • 3 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

873 Rudder Way, Annapolis image
873 Rudder Way, Annapolis $710,000

Open Sat 11-1 and Sun 1-3! Your dream retirement home is here! Enjoy one of the largest floor plans in Heritage Harbour, a top over 55+ community in Annapolis offering i...

  • 4 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

2646 Shadow Cove, Annapolis image
2646 Shadow Cove, Annapolis — Village Of Middle Cove $662,000

THIS HOME IS NOT AGE RESTRICTED! The Village of Middle Cove pre-dates Heritage Harbour. No matter how old you are and even if you have children you can live in ANNAPOLI...

  • 4 Beds
  • 3 Baths
Courtesy of Next Step Realty, LLC.

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: .

836 Woodmont Road, Annapolis image
836 Woodmont Road, Annapolis $475,000

An HGTV Lover's Dream! Great one level Rancher with a walk-out basement in the beautiful and very active 55+ community of Heritage Harbour just waiting for you to come g...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

2900 Shipmaster Way Unit #317, Annapolis image
2900 Shipmaster Way Unit #317, Annapolis $285,000

New HVAC system being installed!! This top-level condo in a senior living community offers luxurious amenities and convenience. The building is situated on a serene water...

  • 2 Beds
  • 2 Baths
Courtesy of Berkshire Hathaway Homeservice Homesale Realty

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: .

2900 Shipmaster Way Unit #319, Annapolis image
2900 Shipmaster Way Unit #319, Annapolis — Clipper Cay $300,000

NEW PRICE and Seller is still generously offering a $5,000 incentive to enhance the charm of this home. Use it at your discretion to personalize and elevate your living s...

  • 2 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

802 Coxswain Way Unit #106, Annapolis image
802 Coxswain Way Unit #106, Annapolis $400,000

PRICE IMPROVEMENT plus $5000 SELLER CONCESSION for flooring!!! WOW! OPEN HOUSE SUNDAY 7/14 1-3. One of the largest models in the sought-after Broad Creek Condos of H...

  • 2 Beds
  • 2 Baths
Courtesy of Compass

Listing courtesy of Compass. Contact:

Selling Office: .

2596 Timber Cove Unit #90, Annapolis image
2596 Timber Cove Unit #90, Annapolis $555,000

DONT MISS OUT! Room, Room & more Room! Let your imagination run wild in this 3 BR & den Rancher with a large finished basement and an extra room/office just off the foye...

  • 3 Beds
  • 3 Baths
Courtesy of MVP Realty, LLC

Listing courtesy of MVP Realty, LLC. Contact:

Selling Office: .

861 Inverrary Court, Annapolis image
861 Inverrary Court, Annapolis $605,764

Heritage Harbour at its finest! This 3 bedroom, 2 bath beauty features a finished lower with walk out. The living and dining room combination is the perfect place to en...

  • 3 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

941 Riversedge Circle, Annapolis image
941 Riversedge Circle, Annapolis $405,000

WOW! Welcome to 941 Riversedge Circle - refreshed and ready for it's new owner! This townhome offers everything you want in a 55+ lifestyle . . . updated, one level livin...

  • 2 Beds
  • 2 Baths
Courtesy of Next Step Realty, LLC.

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: .

2579 Golfers Ridge Road, Annapolis image
2579 Golfers Ridge Road, Annapolis $711,000

REMARKABLE UPDATED RANCHER in AMENITY RICH 55+ HERITAGE HARBOUR! Enjoy RESORT AMENITIES in GORGEOUS SOUTH RIVER NATURAL ENVIRONS just minutes from Downtown City Dock Har...

  • 3 Beds
  • 2 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: .

2590 Timber Cove Unit #93, Annapolis image
2590 Timber Cove Unit #93, Annapolis $560,000

***** FLASH: Live in Heritage Harbour, even if you’re not 55+ years old! ***** This well-maintained 3-BR, 2.5-BA, 1,862 sq ft semi-detached Colonial condominium has been...

  • 3 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

912 Schooner Circle, Annapolis image
912 Schooner Circle, Annapolis $704,000

Welcome to your dream retirement home in Heritage Harbour, where active living meets serene comfort! This home is tucked away at the end of a cul-de-sac on a great lot su...

  • 3 Beds
  • 2 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

1028 Mastline Drive, Annapolis image
1028 Mastline Drive, Annapolis $520,000

Discover this exquisite 2-bedroom, 3-bathroom haven nestled in the heart of Heritage Harbour. Seamlessly blending modern comfort with timeless elegance, this home boasts ...

  • 2 Beds
  • 3 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

2900 Shipmaster Way Unit #207, Annapolis image
2900 Shipmaster Way Unit #207, Annapolis $290,000

GENEROUS price adjustment! Nestled within the serene confines of an elevator building, this delightful 2-bedroom, 2-bathroom condo offers the perfect blend of convenienc...

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX Advantage Realty

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: .

940 Astern Way Unit #611, Annapolis image
940 Astern Way Unit #611, Annapolis $425,000

Wonderful Penthouse level condo in the elegant Reserve at Heritage Harbour. Nine foot ceilings welcome you to this beautiful two bedroom, two bath condo. Gorgeous tiger w...

  • 2 Beds
  • 2 Baths
Courtesy of Non Subscribing Office

Listing courtesy of Non Subscribing Office. Contact:

Selling Office: .

846 Singing Hills Court, Annapolis image
846 Singing Hills Court, Annapolis $535,000

Nicely maintained and freshly painted, this 2 Bedroom, 2 Bath home has a Florida Room, Den/Office and 2 Car Garage tucked away on a cul de sac. The only thing missing is ...

  • 2 Beds
  • 2 Baths
Courtesy of EXP Realty, LLC

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

2504 Painter Court, Annapolis image
2504 Painter Court, Annapolis $395,000

*** Deadline for offers is Sunday, May 19 at 5:00 pm. Thank you*** Welcome to this delightful 2-bedroom, 2-bathroom gem nestled in the sought-after Heritage Harbour. ...

  • 2 Beds
  • 2 Baths
Courtesy of Innovative Properties, Inc.

Listing courtesy of Innovative Properties, Inc.. Contact:

Selling Office: .

864 Woodmont Road, Annapolis image
864 Woodmont Road, Annapolis $623,000

Welcome to your dream home in the sought-after Heritage Harbour community, where luxury meets comfort in this exquisite single-family residence. Perfectly designed for th...

  • 3 Beds
  • 3 Baths
Courtesy of Next Step Realty, LLC.

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: .

923 Schooner Circle, Annapolis image
923 Schooner Circle, Annapolis $665,000

Welcome to 923 Schooner Circle, a gem nestled in the highly sought-after 55+ community of Heritage Harbour. This exquisitely maintained home boasts a serene and private s...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

914 Topmast Way, Annapolis image
914 Topmast Way, Annapolis $433,000

This beautiful Heritage Harbour 2-bedroom, 2-bathroom END UNIT villa has been completely renovated with a unique open floor plan perfect for hosting gatherings. New kitch...

  • 2 Beds
  • 2 Baths
Courtesy of ListWithFreedom.com

Listing courtesy of ListWithFreedom.com. Contact:

Selling Office: .

1937 Marconi Circle, Annapolis image
1937 Marconi Circle, Annapolis $425,000

Great opportunity to own an end unit townhome in sought after Heritage Harbour, a 55+ community in Annapolis offering an array of community amenities! The welcoming fro...

  • 2 Beds
  • 2 Baths
Courtesy of Redfin Corp

Listing courtesy of Redfin Corp. Contact:

Selling Office: .

2900 Shipmaster Way Unit #301, Annapolis image
2900 Shipmaster Way Unit #301, Annapolis — Clipper Cay $335,000

Welcome to 2900 Shipmaster Way, Unit #301, modern Annapolis living located within the prestigious 55+ community of Heritage Harbour. This top-floor, end-unit condominium ...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

1927 Marconi Circle, Annapolis image
1927 Marconi Circle, Annapolis $436,000

This impeccably maintained villa in Heritage Harbour requires no renovations, boasting 2 bedrooms, 2 baths, and a one-car garage. Every detail has been thoughtfully updat...

  • 2 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

905 Yardarm Lane, Annapolis image
905 Yardarm Lane, Annapolis $465,000

🏡 Welcome Home to Modern Luxury in the Desirable Heritage Harbor 55+ Community. This meticulously remodeled haven is more than just a house—it's a gateway to a vibrant li...

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX One

Listing courtesy of RE/MAX One. Contact:

Selling Office: .

930 Astern Way Unit #504, Annapolis image
930 Astern Way Unit #504, Annapolis $300,000

Rarely Available-South River Condominium in Heritage Harbour- a 55+ community. This gracious 1 bedroom 1full bath and one half condo is bright and spacious with new floo...

  • 1 Beds
  • 2 Baths
Courtesy of Fathom Realty MD, LLC

Listing courtesy of Fathom Realty MD, LLC. Contact:

Selling Office: .

2712 Coxswain Place, Annapolis image
2712 Coxswain Place, Annapolis $585,000

Once in a while, a truly exceptional opportunity comes along. This meticulously maintained and freshly painted 3 bedroom, 2 bath, 2-car garage residence in the highly de...

  • 3 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

2683 Compass Drive, Annapolis image
2683 Compass Drive, Annapolis $445,100

Come see the charm of this recently renovated, light-filled, villa. Located in the highly coveted community of Heritage Harbour, this 1232 sq ft. 2 bed, 2 bath home has b...

  • 2 Beds
  • 2 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

2612 Point Lookout Cove Unit #62, Annapolis image
2612 Point Lookout Cove Unit #62, Annapolis — Heritage Harbour Community Ass $527,000

Buyers financing fell through! Second chances are rare, so jump on this opportunity. This charming duplex offers the perfect blend of comfort, convenience, and natural b...

  • 2 Beds
  • 2 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

940 Astern Way Unit #308, Annapolis image
940 Astern Way Unit #308, Annapolis — Reserve At Heritage Harbour $600,000

One of the rare, 3 bedroom, 3 bath End Unit condos in the Reserve at Heritage Harbour. This spacious, elegant condo features high ceilings, dark flooring, and windows on ...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

942 Mastline Drive, Annapolis image
942 Mastline Drive, Annapolis $705,000

Wow! First word out of my mouth when the Sellers invited me in. 942 Mastline Drive has vaulted ceilings, update spaces and 'wow-factors' top to bottom, inside and out. As...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

930 Ships Bell Court, Annapolis image
930 Ships Bell Court, Annapolis $384,900

Back to the Market, Welcome to this freshly updated one level end unit townhome, in the highly sought-after 55+ neighborhood of Heritage Harbour! This wonderful 2-bedroo...

  • 2 Beds
  • 2 Baths
Courtesy of May Realty

Listing courtesy of May Realty. Contact:

Selling Office: .

958 Bermuda Lane, Annapolis image
958 Bermuda Lane, Annapolis $490,000

Extremely sought after 1 level rancher with 1 car garage in the amenity rich sought after 55+ community of Heritage Harbour. This home is truly turn key and ready for im...

  • 2 Beds
  • 2 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

2557 Jigger Way, Annapolis image
2557 Jigger Way, Annapolis $626,000

Coveted colonial home at the end of the street, surrounded by trees and nature, offering privacy and serenity. This home has more square footage than many detached homes ...

  • 3 Beds
  • 4 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

955 Heather Way, Annapolis image
955 Heather Way, Annapolis $691,000

Nestled in the serene community of Heritage Harbour, this enchanting abode offers the epitome of comfortable living. Boasting 3 spacious bedrooms and 2 full baths, this h...

  • 3 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

922 Schooner Circle, Annapolis image
922 Schooner Circle, Annapolis $629,900

Welcome to your dream retirement home in Heritage Harbour, where active living meets serene comfort! This meticulously maintained 3-bedroom, 2-bathroom abode boasts moder...

  • 3 Beds
  • 2 Baths
Courtesy of Academy Realty Inc.

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: .

921 Topmast Way, Annapolis image
921 Topmast Way, Annapolis $380,000

Come out and check out this totally Turnkey Level Rancher located in an AWARD-WINNING 55+ Annapolis Community. Indulge in unrivaled ADULT HEALTHY LIVING AMENITIES includ...

  • 2 Beds
  • 2 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: .

1020 Boom Court, Annapolis image
1020 Boom Court, Annapolis $439,000

SERENE & SOPHISTICATED LIVING in 55+ HERITAGE HARBOUR, offering a wealth of active adult and Annapolis amenities! Welcome to this bright and airy two level townhouse . T...

  • 2 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: .

Heritage Harbour Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Heritage Harbour, Annapolis MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Address Search
Agent Headshot
(443) 988-0114
Contact Us

Annapolis Subdivisions

Browse Annapolis Homes by Property Type

Browse Annapolis Homes by Price Range

Browse Annapolis Homes by # of Bedroom

Annapolis Real Estate Market Reports

Useful Information

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.