226

Homes for Sale near Annapolis High School

Section Image
  • 12 Bunche St, Annapolis, MD 21401
    12 Bunche St, Annapolis, MD 21401
    12 Bunche St, Annapolis, MD 21401
    /16

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    12 Bunche St, Annapolis, MD 21401

    Welcome to this charming detached home just minutes from downtown Annapolis! Perfectly situated close to all major commuter routes and shopping, this two-bedroom, two-bath residence offers the best of convenience and comfort.Step inside to discover the historic character throughout, with one full bath on the main level—ideal for main-level living. The spacious, fenced backyard is perfect

    Kara Shaffer Engel & Völkers Annapolis

    12 Bunche St, Annapolis, MD 21401
  • 2555 Riva Rd, Annapolis, MD 21401
    2555 Riva Rd, Annapolis, MD 21401
    2555 Riva Rd, Annapolis, MD 21401
    /22

    $1,350,000

    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    2555 Riva Rd, Annapolis, MD 21401

    Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own

    Alison Wisnom Coldwell Banker Realty

    2555 Riva Rd, Annapolis, MD 21401
  • 3210 Bruce Ave, Highland Beach, MD 21403
    3210 Bruce Ave, Highland Beach, MD 21403
    3210 Bruce Ave, Highland Beach, MD 21403
    /7

    $165,000

    • Land
    • 0.14 Acre
    • $1,178,571 per Acre

    3210 Bruce Ave, Highland Beach, MD 21403

    Seize the opportunity to own a cleared, water-view lot in the community of Highland Beach, an incorporated municipality, Located just minutes from Downtown Annapolis, this lot provides easy access to schools, shopping, and dining. The community beach is only steps away, offering picturesque water views. Sewer hook-up is available at the street.

    Charles Dwayne Hoyt Keller Williams Select Realtors of Annapolis

    3210 Bruce Ave, Highland Beach, MD 21403
  • 3117 Port Way, Annapolis, MD 21403
    3117 Port Way, Annapolis, MD 21403
    3117 Port Way, Annapolis, MD 21403
    /60

    $847,000

    • 5 Beds
    • 3 Baths
    • 2,288 Sq Ft

    3117 Port Way, Annapolis, MD 21403

    Annapolis Hidden Gem in the Sought-After Anchorage Waterfront Community: Welcome to 3117 Port Way, a beautifully updated home nestled in the highly desirable Anchorage Waterfront community of Annapolis. This spacious 5-bedroom, 3-bathroom residence offers approximately 2,400 square feet of open-concept living space on a 0.34-acre lot, complete with a partially fenced backyard and invisible

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3117 Port Way, Annapolis, MD 21403
  • 1337 Blackwalnut Ct, Annapolis, MD 21403
    1337 Blackwalnut Ct, Annapolis, MD 21403
    1337 Blackwalnut Ct, Annapolis, MD 21403
    /59

    $649,999

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    1337 Blackwalnut Ct, Annapolis, MD 21403

    Check out this charming, updated home in the water access neighborhood of Blackwalnut Cove! With 4 bedrooms and 3.5 bathrooms, it offers plenty of space and privacy, backing onto the woods. The main floor features an open kitchen and living area, plus a separate dining room. The finished basement includes an in-law suite with a kitchen, living room, and bedroom. Upstairs, you'll find 3 spacious

    Sean O'Connor Coldwell Banker Realty

    1337 Blackwalnut Ct, Annapolis, MD 21403
  • 1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    1230 Crummell Ave, Annapolis, MD 21403
    /87

    $1,275,000

    • 4 Beds
    • 2.5 Baths
    • 2,555 Sq Ft

    1230 Crummell Ave, Annapolis, MD 21403

    Welcome to a rare slice of Annapolis waterfront living! Nestled in Bay Highlands, the only community in town with its own private, peaceful creek, this updated 4-bed, 2.5-bath retreat offers the ultimate in tranquility—no bay access means no noisy boats, just year-round calm.Step inside and fall in love with the open-concept layout, perfect for everyday living or entertaining. The eat-in kitchen

    Photi Mavroulis RE/MAX Advantage Realty

    1230 Crummell Ave, Annapolis, MD 21403
  • 602 Broach Ct, Annapolis, MD 21401
    602 Broach Ct, Annapolis, MD 21401
    602 Broach Ct, Annapolis, MD 21401
    /24

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    602 Broach Ct, Annapolis, MD 21401

    Excellent location. Well maintained and freshly painted. Ready to occupy. 3 fully finished levels, basement with walk-out stairs. Spacious main level with read deck.

    Hector Velasquez Capitol Real Estate

    602 Broach Ct, Annapolis, MD 21401
  • 141 West St Unit 304, Annapolis, MD 21401
    141 West St Unit 304, Annapolis, MD 21401
    141 West St Unit 304, Annapolis, MD 21401
    /49

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 2,112 Sq Ft

    141 West St Unit 304, Annapolis, MD 21401

    Custom Luxury in Downtown Annapolis — Over 2,100 Sq Ft of High-End Living at West141Welcome to Unit 304, the premier residence in the boutique West141 building and the only unit created by combining two original floor plans into one expansive home. With over 2,100 square feet of thoughtfully designed space, this is downtown Annapolis condo living at its most refined.Originally

    Liz Montaner Coldwell Banker Realty

    141 West St Unit 304, Annapolis, MD 21401
  • 86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    /28

    $414,900

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    ANNAPOLIS lifestyle in this 3 Level Cape Cod, boasting 5 Bedrooms and 2 full Bathrooms. The Beautiful interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, stainless-steel appliances and attractive cabinetry enhances your cooking and gathering experience. Complete with a traditional floor plan

    Barry Lagemann Keller Williams Flagship

    86 Summerfield Dr, Annapolis, MD 21403
  • 930 Astern Way Unit 502, Annapolis, MD 21401
    930 Astern Way Unit 502, Annapolis, MD 21401
    930 Astern Way Unit 502, Annapolis, MD 21401
    /30

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,477 Sq Ft

    930 Astern Way Unit 502, Annapolis, MD 21401

    Welcome to this charming 2-bedroom, 2-bathroom condo located in the amenity rich, Heritage Harbour 55+ community. With fresh updates and a coveted assigned parking spot in the garage, this home offers comfort, convenience, and an active lifestyle all in one place. Plenty of natural light and a comfortable, easy-going layout makes this a perfect place to call home. Newly installed carpet

    Gina Barton Taylor Properties

    930 Astern Way Unit 502, Annapolis, MD 21401
  • 13 Wainwright Dr, Annapolis, MD 21401
    13 Wainwright Dr, Annapolis, MD 21401
    13 Wainwright Dr, Annapolis, MD 21401
    /43

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    13 Wainwright Dr, Annapolis, MD 21401

    Welcome to the community of Admiral Heights! Interior freshly painted for new owner. Features include a wood burning fireplace, hardwood floors, open kitchen with breakfast bar, living room, dining room with sliding glass doors to the deck overlooking the fenced backyard, with lots of room to play. Lower level family room, guest bath, laundry room, garage & access to tall concrete floor

    Dawn Dougan Long & Foster Real Estate, Inc.

    13 Wainwright Dr, Annapolis, MD 21401
  • 2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /95

    $1,700,000

    • 3 Beds
    • 3.5 Baths
    • 2,719 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Unprecedented waterfront opportunity in The Community of Chesapeake Harbour! Unduplicatable Gated Chesapeake Harbour offers lavish Chesapeake Bayfront Annapolitan style living. This community could never be built today and this property completes the trifecta with perfect location and luxurious refinements. 4 Levels of spectacular waterfront perfection masterfully done. Fully renovated and

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 400, Annapolis, MD 21403
    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
    /63

    $275,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403

    Are you ready to relax and let someone else do the cooking and cleaning? Now is your opportunity! One monthly payment takes care of food, cleaning, ALL utilities, taxes, insurance, maintenance, everything is included in the monthly fee!! There's even medical staff on duty 24 hours a day/seven days a week. And it's all located within a luxurious Annapolis retirement community for those

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
  • 655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    /21

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401

    Price Reduction. Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed at

    Frank Livingston Cook Real Estate Brokerage

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /29

    $1,175,000

    • 2 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Experience the Essence of Annapolis Charm at 179 Green StreetNestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted

    David Yee Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • 201 Nottingham Hill, Annapolis, MD 21405
    201 Nottingham Hill, Annapolis, MD 21405
    201 Nottingham Hill, Annapolis, MD 21405
    /90

    $1,980,000

    • 5 Beds
    • 3 Baths
    • 2,353 Sq Ft

    201 Nottingham Hill, Annapolis, MD 21405

    PRICE REDUCTION - Exciting Opportunity in Sherwood Forest – Enjoy breathtaking panoramic water vistas of Brewers Pond and Round Bay on the Severn River. Observe Bald Eagles, Herons, and Osprey soaring amidst the stunning backdrop from your water view deck or spacious living room adorned with floor-to-ceiling windows. This elegantly designed home, nestled in the hillside, seamlessly blends modern

    Brian Wood Long & Foster Real Estate, Inc.

    201 Nottingham Hill, Annapolis, MD 21405
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /47

    $2,675,000

    • 5 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • 712 Pearson Point Place, Annapolis, MD 21401
    712 Pearson Point Place, Annapolis, MD 21401
    712 Pearson Point Place, Annapolis, MD 21401
    /44

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 5,184 Sq Ft

    712 Pearson Point Place, Annapolis, MD 21401

    Nestled in sought-after Kingsport, this impeccably maintained residence offers a rare combination of comfort, style, and convenience. Kingsport residents enjoy exclusive access to a private pool, community dock, and beautifully landscaped walking trails—perfect for morning jogs, evening strolls, or weekend paddle-boarding adventures.This expansive home features five generously sized

    Amber Krause TTR Sotheby's International Realty

    712 Pearson Point Place, Annapolis, MD 21401
  • 319 6th St Unit SLIP 39, Annapolis, MD 21403
    319 6th St Unit SLIP 39, Annapolis, MD 21403
    319 6th St Unit SLIP 39, Annapolis, MD 21403
    /15

    $65,000

    319 6th St Unit SLIP 39, Annapolis, MD 21403

    Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a

    Wendy Oliver Coldwell Banker Realty

    319 6th St Unit SLIP 39, Annapolis, MD 21403
  • 8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    /34

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    8 Ashford Ct, Annapolis, MD 21403

    Price Adjustment! Welcome to 8 Ashford Ct — Modern Living in the Heart of Annapolis!Now offered at a new, more attractive price, this beautifully updated 2-bedroom, 1.5-bath contemporary townhouse is move-in ready and full of upgrades. Enjoy a spacious open floor plan featuring gleaming hardwood floors and a modern kitchen with stainless steel appliances. Located in the highly desirable Hunt

    Amanda Callahan Long & Foster Real Estate, Inc.

    8 Ashford Ct, Annapolis, MD 21403
  • 1233 Boucher Ave, Annapolis, MD 21403
    1233 Boucher Ave, Annapolis, MD 21403
    1233 Boucher Ave, Annapolis, MD 21403
    /26

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1233 Boucher Ave, Annapolis, MD 21403

    Eastport Living | Waterfront Serenity Meets Walkable Lifestyle! Waterside Annapolis townhome --- Perfect for Active Buyers Looking to Live the Annapolis Lifestyle.Enjoy water views from 3 private balconies, and a community dock for small craft access to Spa Creek from Hawkins Cove. Gourmet kitchen with GE Monogram appliances and wine cooler. Over 2,000 sq. ft. of sunlit spaces, 3

    Pat Klug Engel & Völkers Annapolis

    1233 Boucher Ave, Annapolis, MD 21403
  • 130 Great Lake Dr, Annapolis, MD 21403
    130 Great Lake Dr, Annapolis, MD 21403
    130 Great Lake Dr, Annapolis, MD 21403
    /71

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    130 Great Lake Dr, Annapolis, MD 21403

    PRIVATE WATER COMMUNITY! 5 BEDROOM 2.5 FULL BATH BRICK HOME SITS ON .42 ACRE LOT IN SOUGHT AFTER HILLSMERE ESTATES! FRESHLY PAINTED THROUGHOUT! UPPER LEVEL HARDWOOD FLOORS HAVE BEEN REFINISHED! UPDATED KITCHEN W/ SS APPLIANCES, QUARTZ COUNTER TOPS, TILED BACKSPLASH, TABLE SPACE W/ BREAKFAST BAR & RECESSED LIGHTING. LIVING ROOM HAS BRICK FIREPLACE AND MANTEL, HARDWOOD FLOORS, BAY WINDOW W/

    Jennifer Drennan Taylor Properties

    130 Great Lake Dr, Annapolis, MD 21403
  • 735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    /42

    $895,000

    • 3 Beds
    • 4 Baths
    • 2,634 Sq Ft

    735 Glenwood St, Annapolis, MD 21401

    Welcome to 735 Glenwood Street in highly desirable Cedar Park. This incredibly spacious homeoffers the perfect balance of quintessential Annapolis charm with modern conveniences andupdated amenities.At over 3,000 square feet across three levels, this gem features oak hardwood flooringthroughout the main and upper levels, a main level Master Bedroom Suite with tastefulwindow

    Greg Koch Taylor Properties

    735 Glenwood St, Annapolis, MD 21401
  • 8 Romar Dr, Annapolis, MD 21403
    8 Romar Dr, Annapolis, MD 21403
    8 Romar Dr, Annapolis, MD 21403
    /46

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,692 Sq Ft

    8 Romar Dr, Annapolis, MD 21403

    This stunning, unique residence embraces all of the cornerstones of the ideal Annapolis home, with so much more. Ideally situated in picturesque Romar Estates, the home exudes quality and style. Walk to the community water frontage that offers boat dockage with 4’mlw, ramp, kayak rack and picnic area, on scenic grounds gently rolling to the water's edge of Aberdeen Creek. 8 Romar Drive

    Catherine Cusack Coldwell Banker Realty

    8 Romar Dr, Annapolis, MD 21403
  • 3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    3015 Friends Rd, Annapolis, MD 21401
    /43

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 4,750 Sq Ft

    3015 Friends Rd, Annapolis, MD 21401

    3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you’d hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living

    Reid Buckley Long & Foster Real Estate, Inc.

    3015 Friends Rd, Annapolis, MD 21401
  • 541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    /95

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 2,341 Sq Ft

    541 Second St, Annapolis, MD 21403

    A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and modern convenience. Enjoy off-street parking for 2 cars and a host of high-end features throughout. Step inside to discover hardwood flooring on all 3 levels, radiant floor heat, and zoned heating and cooling – including a private

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    541 Second St, Annapolis, MD 21403
  • 1407 Chesapeake Ave, Annapolis, MD 21403
    1407 Chesapeake Ave, Annapolis, MD 21403
    1407 Chesapeake Ave, Annapolis, MD 21403
    /17

    $1,350,000

    • 3 Beds
    • 1 Bath
    • 964 Sq Ft

    1407 Chesapeake Ave, Annapolis, MD 21403

    Embrace the opportunity to create your dream waterfront retreat on this expansive 10,072 sq ft (0.24-acre) property, strategically located on the tranquil shores of Chesapeake Ave in the coveted Venice Beach area. This combined offering includes Lots 3 & 4 Block C (Tax #020288602739800), providing a unique canvas for your architectural vision.Whether you choose to renovate the existing

    Shalamar Muhammad TTR Sotheby's International Realty

    1407 Chesapeake Ave, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    /44

    $795,000 Open Sun 11AM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401

    Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
  • 840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    840 Childs Point Rd, Annapolis, MD 21401
    /126

    $4,450,000

    • 6 Beds
    • 9 Baths
    • 12,374 Sq Ft

    840 Childs Point Rd, Annapolis, MD 21401

    One-of-a-kind Waterfront Luxury in Annapolis, Maryland! Secluded on 2.59 lush, park-like acres along the shores of one of the Chesapeake Bay’s most serene and protected tributaries, this exceptional estate offers an unparalleled blend of privacy, elegance, and premier waterfront living rarely found in Annapolis. From the moment you arrive down the tree-lined drive, a sense of calm and

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    840 Childs Point Rd, Annapolis, MD 21401
  • 316 Chester Ave, Annapolis, MD 21403
    316 Chester Ave, Annapolis, MD 21403
    316 Chester Ave, Annapolis, MD 21403
    /7

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    316 Chester Ave, Annapolis, MD 21403

    If you're looking for a charming home in the sought out neighborhood of Eastport. This home has beautiful hardwood floors and spacious back yard - perfect for entertaining. Ready for the next home owner to make it their own! Great water views of Seashell Marina and Butlers Marina. For the love of nature and water views you will be right at home! The home will need some TLC. Seller is sharing

    Vita Makle Clark Realty Group, LLC

    316 Chester Ave, Annapolis, MD 21403
  • 54 River Dr, Annapolis, MD 21403
    54 River Dr, Annapolis, MD 21403
    54 River Dr, Annapolis, MD 21403
    /43

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    54 River Dr, Annapolis, MD 21403

    Gorgeous coastal style home in the coveted Bay Ridge community with stunning and thoughtful renovations that highlight the expansive Chesapeake and Bay Bridge views! The extensive renovation by M Homes elevated the appeal and functionality of the home by adding 2 additional ensuite bedrooms and laundry room on the 2nd level and much more. No expense was spared to make this a home of distinction,

    Brad Kappel TTR Sotheby's International Realty

    54 River Dr, Annapolis, MD 21403
  • 2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    2512 Lyon Dr, Annapolis, MD 21403
    /37

    $3,950,000

    • 4 Beds
    • 3.5 Baths
    • 4,587 Sq Ft

    2512 Lyon Dr, Annapolis, MD 21403

    Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a

    Brad Kappel TTR Sotheby's International Realty

    2512 Lyon Dr, Annapolis, MD 21403
  • 806 Coachway, Annapolis, MD 21401
    806 Coachway, Annapolis, MD 21401
    806 Coachway, Annapolis, MD 21401
    /43

    $7,850,000

    • 5 Beds
    • 8 Baths
    • 12,635 Sq Ft

    806 Coachway, Annapolis, MD 21401

    Welcome to your luxury waterfront sanctuary on the Severn River, located in the highly coveted Downs on the Severn community of Annapolis. This extraordinary estate offers unmatched amenities including a private sport court, heated saltwater pool, and private pier with a tram to easily transport you and your guests to the water’s edge for unforgettable days on the Bay. Inside, the craftsmanship

    Brad Kappel TTR Sotheby's International Realty

    806 Coachway, Annapolis, MD 21401
  • 709 Pilot House Dr, Annapolis, MD 21401
    709 Pilot House Dr, Annapolis, MD 21401
    709 Pilot House Dr, Annapolis, MD 21401
    /34

    $920,000

    • 4 Beds
    • 4.5 Baths
    • 4,494 Sq Ft

    709 Pilot House Dr, Annapolis, MD 21401

    PRICE IMPROVEMENT - SELLERS MOTIVATED. Welcome! Step into an inviting two story foyer that sets the tone for the entire residence! This home offers a blend of elegance and functionality. Many updates have been done by current homeowners. A three story, three-sided brick home on a corner lot that emanates timeless elegance. Enjoy two inviting front porches for relaxation. Entering the two

    Anne Tkacik Long & Foster Real Estate, Inc.

    709 Pilot House Dr, Annapolis, MD 21401
  • 5 Park Place Unit 507, Annapolis, MD 21401
    5 Park Place Unit 507, Annapolis, MD 21401
    5 Park Place Unit 507, Annapolis, MD 21401
    /110

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,277 Sq Ft

    5 Park Place Unit 507, Annapolis, MD 21401

    Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-bathroom condo has been used as a second residence so lightly used! It remains in pristince condition. The open floor plan seamlessly integrates living and dining room areas creating a spacious and bright cheerful setting/home environment. The gourmet kitchen offers granite countertops, breakfast bar,

    Ann Chumney Coldwell Banker Realty

    5 Park Place Unit 507, Annapolis, MD 21401
  • 57 Primrose Hill Ln, Annapolis, MD 21403
    57 Primrose Hill Ln, Annapolis, MD 21403
    57 Primrose Hill Ln, Annapolis, MD 21403
    /37

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,841 Sq Ft

    57 Primrose Hill Ln, Annapolis, MD 21403

    Stunning single family home in the private enclave of highly sought after Primrose Hill. This six year old custom Craftmark Home checks all the boxes for the discriminating buyer: elevator serving all three floors; spacious kitchen with oversized island; quartz countertops; custom cabinetry; open plan main level with gas fireplace; large first floor office or den; four large bedrooms on second

    Bridget Fischer Coastal Realty Maryland

    57 Primrose Hill Ln, Annapolis, MD 21403
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /49

    $1,475,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    165 King George St, Annapolis, MD 21401
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /49

    $1,475,000

    • Studio
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    Back on the market with a DRAMATIC price improvement!! Welcome to your truly turnkey 3-unit investment property in the HEART of Annapolis!! All 3 units come FULLY furnished, down to the spoons and forks!! Literally STEPS away from the Naval Academy main gate and downtown Annapolis!! Unit 1 is a 1 bedroom, 1 bathroom unit with a family room and a full eat-in kitchen w/ dishwasher. You will

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    165 King George St, Annapolis, MD 21401
  • 1302 Myrtle Ave, Annapolis, MD 21403
    1302 Myrtle Ave, Annapolis, MD 21403
    1302 Myrtle Ave, Annapolis, MD 21403
    /40

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1302 Myrtle Ave, Annapolis, MD 21403

    It starts with a feeling.Maybe it’s the hush of the trees as you turn down the quiet street. Or the way the air softens near the Bay—carrying just a hint of salt, sun, and something slower.Tucked away on a generous 12,500 sq ft double lot, this fully renovated 3-bedroom, 2-bath retreat in Arundel-on-the-Bay isn’t just a house—it’s where your next chapter begins. The kind where weekends

    Shoukoufa Aboubakri Real Broker, LLC

    1302 Myrtle Ave, Annapolis, MD 21403
  • 5 Park Place Unit 722, Annapolis, MD 21401
    5 Park Place Unit 722, Annapolis, MD 21401
    5 Park Place Unit 722, Annapolis, MD 21401
    /28

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    5 Park Place Unit 722, Annapolis, MD 21401

    Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the

    Brad Kappel TTR Sotheby's International Realty

    5 Park Place Unit 722, Annapolis, MD 21401

Showing Results 121 - 160, Page 4 of 6

Maryland Annapolis Annapolis High School

Real Estate & Homes for Sale near Annapolis High School

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group