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Annapolis, MD Homes for Sale with Acreage

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  • 1840 Kimberwicke Place, Annapolis, MD 21401
    1840 Kimberwicke Place, Annapolis, MD 21401
    1840 Kimberwicke Place, Annapolis, MD 21401
    /56

    $825,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 2,958 Sq Ft

    1840 Kimberwicke Place, Annapolis, MD 21401

    Welcome to 1840 Kimberwicke Place, a rare opportunity to enjoy true privacy and peaceful living just minutes from everything Annapolis has to offer. Tucked deep into the Marabrooke community on six wooded acres, this home offers the feeling of a secluded retreat while keeping daily conveniences, shopping, dining, and commuter routes close at hand. Inside, the home provides a warm, functional

    Joe Smith Next Step Realty

    1840 Kimberwicke Place, Annapolis, MD 21401
  • 994 Epping Forest Rd, Annapolis, MD 21401
    994 Epping Forest Rd, Annapolis, MD 21401
    994 Epping Forest Rd, Annapolis, MD 21401
    /49

    $750,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    994 Epping Forest Rd, Annapolis, MD 21401

    Welcome to 994 Epping Forest Road, a beautifully updated and move-in ready home set on just over one acre in a desirable Annapolis location. This property offers four bedrooms, two and a half bathrooms, more than 2,200 square feet of finished living space, and an expansive unfinished basement that provides exceptional potential for future use. Inside, the home features brand-new LVP flooring, new

    Joe Smith Next Step Realty

    994 Epping Forest Rd, Annapolis, MD 21401
  • 1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 Pleasant Plains Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • 2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    /19

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    It's time to put this one on your tour list! Get in by spring and get ready for boating season with your private deep-water slips! Bring your personal touch to this waterfront get away and enjoy the waterfront lifestyle! Waterfront Suisse Chalet on Mill Creek – Annapolis, MD Experience the perfect blend of charm, comfort, and waterfront living in this spacious 3-bedroom, 2.5-bath Suisse Chalet

    Tommy Eicher Coldwell Banker Realty

    2203 Mulberry Hill Rd, Annapolis, MD 21409
  • 767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    767 Bon Haven Dr, Annapolis, MD 21401
    /50

    $1,170,000

    • 5 Beds
    • 4 Baths
    • 3,255 Sq Ft

    767 Bon Haven Dr, Annapolis, MD 21401

    Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including

    Sean O'Connor Coldwell Banker Realty

    767 Bon Haven Dr, Annapolis, MD 21401
  • 1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods,

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1444 Whitehall Rd, Annapolis, MD 21409
    1444 Whitehall Rd, Annapolis, MD 21409
    1444 Whitehall Rd, Annapolis, MD 21409
    /7

    $739,900

    • Land
    • 1.49 Acres
    • $496,577 per Acre

    1444 Whitehall Rd, Annapolis, MD 21409

    1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.

    Timothy Hogan Hogan Companies Residential

    1444 Whitehall Rd, Annapolis, MD 21409
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /6

    $1,575,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,437 Sq Ft

    1907 Mackiebeth Ct, Annapolis, MD 21401

    PHOTOS TO BE UPDATED THROUGHOUT BUILDING PROCESS!! This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is set to be completed by year end, 2025. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 1836 Cherry Rd, Annapolis, MD 21409
    1836 Cherry Rd, Annapolis, MD 21409
    1836 Cherry Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • Land
    • 3.92 Acres
    • $331,633 per Acre

    1836 Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15 right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $3,100,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, Jan 11th, 11-1 pm** Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    /95

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 5,094 Sq Ft

    778 Bon Haven Dr, Annapolis, MD 21401

    Exquisite South River Waterfront Estate Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from nearly every room. The

    Steven Knopf Engel & Völkers Annapolis

    778 Bon Haven Dr, Annapolis, MD 21401
  • 1016 E College Pkwy, Annapolis, MD 21409
    1016 E College Pkwy, Annapolis, MD 21409
    /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /63

    $3,499,999

    • 6 Beds
    • 7 Baths
    • 7,766 Sq Ft

    812 Coachway, Annapolis, MD 21401

    Wake up to Severn River views, not dock maintenance! 812 Coachway is an all-brick waterfront estate in The Downs on the Severn, offering 6 bedrooms, 7 baths, and over 7,500 square feet of refined indoor-outdoor living. Thoughtfully updated to merge timeless architecture with modern luxury, nearly every room frames stunning Severn River views. A two-story foyer leads to the office with custom

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    1632 Winchester Rd, Annapolis, MD 21409
    /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • 900 Coachway, Annapolis, MD 21401
    900 Coachway, Annapolis, MD 21401
    /2

    $824,000 Open House 1/24

    • 3 Beds
    • 2.5 Baths
    • 2,371 Sq Ft

    900 Coachway, Annapolis, MD 21401

    COMING SOON ON THE MARKET, MID-CENTURY MODERN HOME IN THE DOWNS ON THE SEVERN! Open House scheduled for 1/24/26 & 1/25/26 from 1-3pm. Showings to start after 12 noon on January 21, 2026. Tucked away in an upscale water-access neighborhood of the Downs On The Severn, this truly cool MID-CENTURY MODERN residence offers exceptional privacy and a seamless connection to nature. Set on a large flag lot

    Jeannie Miller Long & Foster Real Estate, Inc.

    900 Coachway, Annapolis, MD 21401
  • 621 Wood Lot Trail Rd, Annapolis, MD 21401
    621 Wood Lot Trail Rd, Annapolis, MD 21401
    621 Wood Lot Trail Rd, Annapolis, MD 21401
    /44

    $884,999 Open Sun 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,970 Sq Ft

    621 Wood Lot Trail Rd, Annapolis, MD 21401

    OPEN HOUSE SUNDAY- January 11th 2-4pm. New price adjustment so hurry in before it's gone! Come visit this well maintained, 5 bedroom, 3 and 1/2 bath gorgeous home located on 1.43 acres in the sought after community of The Ridges! This lovely home is situated in a wooded wonderland while still being close to all that Annapolis has to offer! As you enter, you'll immediately note the beauty and

    Kathryn Sullivan RE/MAX Distinctive Real Estate, Inc.

    621 Wood Lot Trail Rd, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis

Homes for Sale with Acreage in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 34 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$440,500
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$350
Number of Homes for Sale
164
Last 12 months Home Sales
1,292
Months of Supply
1.50
Median List Price
$624,410
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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In Annapolis, there are currently 17 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Annapolis, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Annapolis and discover the potential and freedom that comes with owning your own piece of property.

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