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Explore Similar Homes Within 2 Miles of Naval Academy, MD

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    $1,300,500 Coming Soon

    • 5 Beds
    • 3 Baths
    • 5,465 Sq Ft

    15 E Nap Ln, Annapolis, MD 21409

    Coming Soon! Get ready to fall in love with this Annapolis gem Nestled in the sought-after Captain Cove neighborhood on a 1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis.Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful retreat for adults—perfect as a she

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, Annapolis, MD 21409
  • /58

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,926 Sq Ft

    210 Providence Rd, Annapolis, MD 21409

    This modern ('85) 4 bedroom/2 full- 1 half- bath home, sits on the largest lot (1.5 acres) in the coveted Providence community, borders the USNA Golf Course, and is the largest estate lot currently available in Annapolis. The lucky buyer will become a member of the private Providence Club, a $10 million "clubhouse" which includes an 8-year new clubhouse, pool and kids play area all with

    Jonathan Scheffenacker Redfin Corp

    210 Providence Rd, Annapolis, MD 21409
  • /50

    $3,890,000

    • 6 Beds
    • 9 Baths
    • 9,176 Sq Ft

    840 Childs Point Rd, Annapolis, MD 21401

    An extraordinary private waterfront estate, perfectly positioned on Church Creek with direct access to the South River—this offering is a rare blend of luxury, design, and location. Ideally located just minutes from Annapolis and convenient to both Washington D.C. and Baltimore, the home is masterfully designed for elevated everyday living and effortless entertaining, whether hosting an intimate

    Brad Kappel TTR Sotheby's International Realty

    840 Childs Point Rd, Annapolis, MD 21401
  • /121

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,945 Sq Ft

    917 Arbutus Rd, Annapolis, MD 21403

    Welcome to 917 Arbutus Road—an extraordinary waterfront property nestled on 5 private acres with deep water on Crab Creek minutes from downtown Annapolis. This mid-century modern home offers over 3656 SF of light-filled living space, with soaring ceilings, expansive glass walls, and panoramic views of water and nature. The main level boasts four bedrooms and open-concept living areas designed

    Georgie Berkinshaw Coldwell Banker Realty

    917 Arbutus Rd, Annapolis, MD 21403
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    $3,250,000

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

    1486 Downham Market, Annapolis, MD 21401

    Prepare to be captivated by 1486 Downham Market, a striking architectural masterpiece perched on one of the most coveted deep-water lots in Annapolis. Perfectly situated at the mouth of Clements Creek—widely regarded as one of the safest and most protected hurricane holes on the Severn—this estate delivers a rare blend of natural beauty, luxury, and marine excellence. With a commanding 180-foot

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
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    $5,950,000

    • 4 Beds
    • 7 Baths
    • 7,684 Sq Ft

    1864 Milvale Rd, Annapolis, MD 21409

    A Rare Opportunity on Milvale Road and Mill Creek.This exceptional waterfront property, crafted by renowned builder Lynbrook Homes and thoughtfully designed by architect Vince Green, offers a rare blend of luxury and serenity. The open-concept floor plan is designed to maximize the sweeping, panoramic views of Mill Creek, with western exposure providing breathtaking sunsets

    Glenn Sutton TTR Sotheby's International Realty

    1864 Milvale Rd, Annapolis, MD 21409
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    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
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    $6,750,000

    • 6 Beds
    • 8.5 Baths
    • 11,045 Sq Ft

    803 Coachway, Annapolis, MD 21401

    This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting

    Georgie Berkinshaw Coldwell Banker Realty

    803 Coachway, Annapolis, MD 21401
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    $6,498,000

    • 5 Beds
    • 5.5 Baths
    • 6,911 Sq Ft

    205 Winchester Beach Dr, Annapolis, MD 21409

    Winchester-on-the-Severn Waterfront! This modern home is only surpassed by the all encompassing, elevated views of the Severn River. Exquisite finishes are the hallmark of this elegant 5 bedroom 5.5 bath brick home where no details were compromised in presenting a home of distinction. Floor to ceiling sliding LaCantina glass doors blur the line of indoor and outdoor living and showcase the

    Brad Kappel TTR Sotheby's International Realty

    205 Winchester Beach Dr, Annapolis, MD 21409
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    $3,499,999 Coming Soon

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

    812 Coachway, Annapolis, MD 21401

    Welcome to 812 Coachway, an exceptional all-brick estate at the point of the coveted community of The Downs on the Severn River. Offering 6 bedrooms, 7 bathrooms, and more than 7,500 square feet, this residence has been thoughtfully updated by the current owners to combine timeless architecture with modern luxury. From every level, enjoy stunning Severn River views and multiple outdoor venues

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
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    $1,149,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5 Baths
    • 6,031 Sq Ft

    1815 Millridge Ct, Annapolis, MD 21409

    Tucked away on a private wooded lot in the desirable community of The Meadows, this spacious contemporary offers a perfect blend of modern updates and retreat-like living. With 4–5 bedrooms and 3 full and 2 half baths, the flexible floor plan includes an eat-in kitchen with fireplace, large separate dining room, two bonus rooms in the lower level and a coveted main level primary suite, ideal for

    Malina Koerschner Coldwell Banker Realty

    1815 Millridge Ct, Annapolis, MD 21409
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    $1,495,000

    • Land
    • 3.92 Acres
    • $381,378 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

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
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    $1,495,000

    • 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

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • /80

    $1,495,000

    • 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

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • /54

    $930,000

    • 3 Beds
    • 3 Baths
    • 2,868 Sq Ft

    1634 Orchard Beach Rd, Annapolis, MD 21409

    An incredible opportunity with endless potential awaits! This 3-bedroom, 3-bath home sits on an elevated 3 acres, offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Whether you're looking to enjoy the existing solidly built home, renovate, or expand - this property provides the space and flexibility to create your dream retreat. Take advantage

    Rachel Best RE/MAX Leading Edge

    1634 Orchard Beach Rd, Annapolis, MD 21409
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    $8,995,000

    • 7 Beds
    • 9 Baths
    • 12,200 Sq Ft

    1900 Carrollton Rd, Annapolis, MD 21409

    Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the everchanging scenery out your windows, step out onto your private balcony with a freshly brewed coffee from your in-room coffee bar, feeling the gentle river breeze as you watch sailboats drift by. Make your way down via the

    Brad Kappel TTR Sotheby's International Realty

    1900 Carrollton Rd, Annapolis, MD 21409
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    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,415 Sq Ft

    2680 Claibourne Ct, Annapolis, MD 21403

    Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach,

    Doc Keane Washington Fine Properties, LLC

    2680 Claibourne Ct, Annapolis, MD 21403
  • /49

    $19,995,000

    • 7 Beds
    • 13 Baths
    • 35,435 Sq Ft

    1604 Winchester Rd, Annapolis, MD 21409

    THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft

    Brad Kappel TTR Sotheby's International Realty

    1604 Winchester Rd, Annapolis, MD 21409
  • /34

    $1,325,000

    • 6 Beds
    • 4.5 Baths
    • 6,196 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Back on the Market!Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike

    Mary Saba Keller Williams Select Realtors of Annapolis

    1707 Ritchie Hwy, Annapolis, MD 21409
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    $2,750,000 New Construction

    • 7 Beds
    • 8.5 Baths
    • 9,570 Sq Ft

    341 Dubois Rd, Annapolis, MD 21401

    Breathtaking to-be-built estate home in sought after Annapolis, MD. Pictured plan includes over 9,000 finished sqft, seven bedrooms and eight bathrooms. Amenities include 10ft ceilings on main level, a luxurious kitchen with chef grade appliances and additional prep kitchen, couture wide plank hardwood flooring, four fireplaces, custom trim details, a light-filled solarium and spacious

    Adam Ellison Long & Foster Real Estate, Inc.

    341 Dubois Rd, Annapolis, MD 21401
  • /33

    $2,350,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,803 Sq Ft

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409

    **TEAR DOWN/NEW BUILD PACKAGE** The homesite sits on an elevated 3 acres offering expansive views of Mill Creek and is surrounded by mature trees for a serene, private setting. Take advantage of water views without the cost of waterfront taxes! Three marinas are just minutes from your doorstep, making this an ideal location for boating enthusiasts. The proposed Luxury Wye Mills model features an

    Rachel Best RE/MAX Leading Edge

    1634 P 269 Orchard Beach Rd, Annapolis, MD 21409
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    $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
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