236

Homes for Sale near Annapolis High School

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  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $650,000

    $85K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /14

    $3,788,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    /37

    $599,900

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2 Silopanna Ct, Annapolis, MD 21403

    Summer is here, and the time is right for moving into that new place to call your own! Tucked away on a quiet cul-de-sac just minutes from downtown Annapolis, this 2,000± square foot home offers the rare combination of privacy, meaningful upgrades, and everyday convenience. The shaded backyard is a summer favorite spot for your hammock or fire pit with s'mores. Since 2021, major improvements have

    Victoria Barbour Real Broker, LLC - Annapolis

    2 Silopanna Ct, Annapolis, MD 21403
  • 1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    /31

    $375,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    1132 Tyler Ave, Annapolis, MD 21403

    Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1132 Tyler Ave, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    /37

    $1,064,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,336 Sq Ft

    Fitzgerald Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    This expansive two-story home showcases a gracious design with abundant room to grow and entertain. Off the foyer is a formal dining room that complements the casual nook and breakfast room, plus a gourmet kitchen and a Great Room with a charming fireplace. On the second floor is a loft surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-style bathroom. A lower-level

    Lennar Builder
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
  • 400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    /43

    $1,990,000

    New Construction Open Sat 1PM - 3PM
    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic Eastport charm and craftman finishes. The home is set on a generously sized lot, providing abundant green space, and fresh sod. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows. Inside, the home

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, Annapolis, MD 21403
  • 1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    /99

    $3,195,000

    Open Sun 1PM - 3PM
    • 6 Beds
    • 4.5 Baths
    • 6,639 Sq Ft

    1588 Eaton Way, Annapolis, MD 21401

    Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‐style home spans 7,000+ square feet on 2 private acres with deep‐water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends

    Jeannie Miller Long & Foster Real Estate, Inc.

    1588 Eaton Way, Annapolis, MD 21401
  • 936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    /40

    $388,000

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403

    Grand opportunity in Eastport's Conte Gardens with ELEVATOR! Spacious and meticulously cared-for 2BR, 2BA condominium in the heart of Eastport with assigned parking and guest parking. Open floor plan with multiple windows plus sliding doors to private balcony provide desired light throughout. Upgraded features include Tuscan terra cotta-style tile flooring, stainless appliances, Space-saving

    Florence Calvert Coldwell Banker Realty

    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
  • 617 Wayward Dr, Annapolis, MD 21401
    617 Wayward Dr, Annapolis, MD 21401
    617 Wayward Dr, Annapolis, MD 21401
    /41

    $645,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    617 Wayward Dr, Annapolis, MD 21401

    Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers exceptional outdoor space with a large driveway, fully fenced backyard, and two storage sheds providing ample room for hobbies, tools, and equipment. Inside, you’ll find 3 generously sized bedrooms and 2 full bathrooms, including a

    Brad Kappel TTR Sotheby's International Realty

    617 Wayward Dr, Annapolis, MD 21401
  • 2906 Boyds Cove Dr, Annapolis, MD 21401
    2906 Boyds Cove Dr, Annapolis, MD 21401
    2906 Boyds Cove Dr, Annapolis, MD 21401
    /84

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,770 Sq Ft

    2906 Boyds Cove Dr, Annapolis, MD 21401

    Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of Boyds Ridge. This home offers over 3,800 square feet of elegant above-grade living space, perfectly blending sophisticated design with everyday comfort. Step inside to an open flowing layout with gleaming hardwood floors, crown molding, and classic chair railings. The

    Matthew Ord Crown Homes Real Estate

    2906 Boyds Cove Dr, Annapolis, MD 21401
  • 118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    /47

    $739,000

    $30K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,348 Sq Ft

    118 Treblis Way, Annapolis, MD 21403

    Open House Sunday, June 7th 2:30PM - 4PM. Modern and “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4 Levels) has

    Joanna Dalton Coldwell Banker Realty

    118 Treblis Way, Annapolis, MD 21403
  • 92 Clifford Blvd, Annapolis, MD 21401
    92 Clifford Blvd, Annapolis, MD 21401
    92 Clifford Blvd, Annapolis, MD 21401
    /64

    $775,000

    $60K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    92 Clifford Blvd, Annapolis, MD 21401

    Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring

    Chad Robertson Compass

    92 Clifford Blvd, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    /63

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401

    Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
  • 140 Georgetown Rd Unit 10, Annapolis, MD 21403
    140 Georgetown Rd Unit 10, Annapolis, MD 21403
    140 Georgetown Rd Unit 10, Annapolis, MD 21403
    /43

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    140 Georgetown Rd Unit 10, Annapolis, MD 21403

    This fabulous 3 bed/2 full bath condo has been renovated and is in the perfect location of amenity rich Fairwinds of Annapolis! Featuring fresh paint throughout, all new flooring (carpet and LVP), new windows and shades, new interior doors and a brand-new primary bath! This home is incredibly spacious, being one of the largest units, with lots of storage and a very flexible floorplan. Offering an

    Meredith Mauger Long & Foster Real Estate, Inc.

    140 Georgetown Rd Unit 10, Annapolis, MD 21403
  • 7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    /40

    $575,000

    • 2 Beds
    • 2 Baths

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403

    Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas

    Colleen Smith EXP Realty, LLC

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
  • 302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    302 Hilltop Ln Unit H, Annapolis, MD 21403

    Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to water, boating activities, concert venues.and more. Freshly painted 2BR/2BA condo in sought-after North Green Condominiums! Features a spacious living room filled with natural light, an inviting kitchen complete with stainless steel appliances,

    Tammy Perkins-Mack RESCOM, REALTORS

    302 Hilltop Ln Unit H, Annapolis, MD 21403
  • 7 Carver St, Annapolis, MD 21401
    7 Carver St, Annapolis, MD 21401
    7 Carver St, Annapolis, MD 21401
    /27

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft

    7 Carver St, Annapolis, MD 21401

    This colonial home, built in 1950, blends classic appeal with modern comfort. Spanning 1,584 square feet, this detached residence features four spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking both space and style. Venture inside to discover a warm and inviting interior adorned with carpet and hardwood floors. The eat-in kitchen, designed for both

    Gina Gargeu Century 21 Downtown

    7 Carver St, Annapolis, MD 21401
  • 1716 Severn Forest Dr, Annapolis, MD 21401
    1716 Severn Forest Dr, Annapolis, MD 21401
    1716 Severn Forest Dr, Annapolis, MD 21401
    /106

    $5,775,000

    • 5 Beds
    • 6 Baths
    • 6,573 Sq Ft

    1716 Severn Forest Dr, Annapolis, MD 21401

    Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate designed by Scarlett Breeding of ABS blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is

    Georgie Berkinshaw Coldwell Banker Realty

    1716 Severn Forest Dr, Annapolis, MD 21401
  • 310 Adams St, Annapolis, MD 21403
    310 Adams St, Annapolis, MD 21403
    310 Adams St, Annapolis, MD 21403
    /86

    $1,395,000

    $103K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 2,572 Sq Ft

    310 Adams St, Annapolis, MD 21403

    Price Improvement!! Welcome to 310 Adams St.! You will love where you live and be within walking distance to fine dining and shopping in Eastport and Downtown Annapolis. This residence offers a perfect blend of classic character with modern updates. Once inside you will discover a light filled interior with spacious living areas, gleaming hardwood floors and a thoughtfully designed layout ideal

    John Freeman Coldwell Banker Realty

    310 Adams St, Annapolis, MD 21403
  • LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    /3

    $99,000

    • Land
    • 4,791 Sq Ft
    • $900,000 per Acre

    LOT 6 Gilmer St, Annapolis, MD 21401

    Builder Special ... Vacant Lot ready for your vision for a small and functional single family home that would be super close to downtown. The parcel is partially fenced and has an existing paved driveway that leads to a one car carport that was once used by the owners of the adjoining lot. Buyer responsible for feasibility study, or lot use interpretation request, with the City of Annapolis

    Grant Warner RE/MAX Leading Edge

    LOT 6 Gilmer St, Annapolis, MD 21401
  • 128 Stilly Way, Annapolis, MD 21403
    128 Stilly Way, Annapolis, MD 21403
    128 Stilly Way, Annapolis, MD 21403
    /75

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 4,692 Sq Ft

    128 Stilly Way, Annapolis, MD 21403

    Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2024 and offered in pristine condition, this exceptional residence combines the advantages of brand-new construction with the convenience of immediate enjoyment. No builder delays, no design center decisions, and no construction

    Dee Dee McCracken Coldwell Banker Realty

    128 Stilly Way, Annapolis, MD 21403
  • 51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    51 Franklin St, Annapolis, MD 21401
    /47

    $1,690,000

    $60K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes including Legno Bastone

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • 2003 Warners Terrace N Unit 324, Annapolis, MD 21401
    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
    /2

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401

    Exceptional Rivergate loft-style condominium offering the perfect blend of modern updates and urban convenience. This stunning two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring extending

    Brian Schilling EXP Realty, LLC

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
  • 2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    /51

    $1,500,000

    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2915 South Ct, Annapolis, MD 21401

    Welcome to your serene waterfront escape in the heart of Annapolis. This energy-efficient A-frame cottage offers the perfect blend of modern comfort and laid-back coastal charm. Featuring 2 bedrooms and 2 full baths, the home welcomes you with a light-filled, open living space where soaring vaulted ceilings create an airy, calming atmosphere. Set on the shore of the South River, this property is

    Amanda Callahan Long & Foster Real Estate, Inc.

    2915 South Ct, Annapolis, MD 21401
  • 202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    /59

    $2,765,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    202 Wardour Dr, Annapolis, MD 21401

    Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    202 Wardour Dr, Annapolis, MD 21401
  • 206 Wesley Brown Ln, Annapolis, MD 21401
    206 Wesley Brown Ln, Annapolis, MD 21401
    206 Wesley Brown Ln, Annapolis, MD 21401
    /51

    $569,999

    $5K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 2,174 Sq Ft

    206 Wesley Brown Ln, Annapolis, MD 21401

    Welcome to 206 Wesley Brown Ln! This spacious townhome has been lovingly maintained by the original owner. Rooftop views and effortless flow welcome you to elevated living in Admirals Square. This four level townhome is just minutes from downtown Annapolis with easy access to Route 50 and I-97, offering both convenience and lifestyle. This home features 3 spacious bedrooms, 3 full baths, and 2

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    206 Wesley Brown Ln, Annapolis, MD 21401
  • 619 Second St, Annapolis, MD 21403
    619 Second St, Annapolis, MD 21403
    619 Second St, Annapolis, MD 21403
    /40

    $1,549,000

    $101K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,004 Sq Ft

    619 Second St, Annapolis, MD 21403

    This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering

    Brad Kappel TTR Sotheby's International Realty

    619 Second St, Annapolis, MD 21403
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /58

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /13

    $3,090,000

    New Construction $195K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,312 Sq Ft

    4 Shiley St, Annapolis, MD 21401

    This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 127 Charles St, Annapolis, MD 21401
    127 Charles St, Annapolis, MD 21401
    127 Charles St, Annapolis, MD 21401
    /20

    $750,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    127 Charles St, Annapolis, MD 21401

    Welcome to 127 Charles Street, a rare opportunity to own a beautifully maintained home in the heart of historic Annapolis. Ideally located near Acton's Cove Waterfront Park, this charming residence offers the perfect blend of historic character, modern comfort, and Annapolis-living convenience. Enjoy easy access to City Dock, Main Street, the U.S. Naval Academy, and the Maryland State House, all

    Jessica Shamer Berkshire Hathaway HomeServices PenFed Realty

    127 Charles St, Annapolis, MD 21401
  • 2638 Foremast Aly, Annapolis, MD 21401
    2638 Foremast Aly, Annapolis, MD 21401
    2638 Foremast Aly, Annapolis, MD 21401
    /41

    $569,000

    • 3 Beds
    • 4 Baths
    • 2,020 Sq Ft

    2638 Foremast Aly, Annapolis, MD 21401

    Welcome to 2638 Foremast Aly in Annapolis - a beautifully appointed townhome offering stylish finishes, functional living space, and an unbeatable location! This spacious home features 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully designed across multiple levels with tall ceilings and gorgeous hardwood floors that create a bright, open feel throughout.The heart of the home is the

    Caroline Paper Next Step Realty

    2638 Foremast Aly, Annapolis, MD 21401
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /14

    $269,999

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 607 S Cherry Grove Ave, Annapolis, MD 21401
    607 S Cherry Grove Ave, Annapolis, MD 21401
    607 S Cherry Grove Ave, Annapolis, MD 21401
    /31

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    607 S Cherry Grove Ave, Annapolis, MD 21401

    Welcome to Village Greens — Where Annapolis Living Reaches Its Full Potential. Tucked along a tree-lined streetscape that delivers that quintessential Annapolis vibe, this stunning 3 BR, 2.5 BA luxury townhome checks every box. Step inside to an open concept main level where rich hardwood floors flow beneath soaring ceilings, plantation shutters grace every window, and modern updated lighting

    Teal Clise EXP Realty, LLC

    607 S Cherry Grove Ave, Annapolis, MD 21401
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    /33

    $550,000

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1002 Tyler Ave, Annapolis, MD 21403

    Location Location location!!Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully

    Cecilia Beltran Smart Realty, LLC

    1002 Tyler Ave, Annapolis, MD 21403
  • 349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    /49

    $2,550,000

    • 3 Beds
    • 5 Baths
    • 3,185 Sq Ft

    349 Sherwood Trail, Annapolis, MD 21401

    Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river

    Brad Kappel TTR Sotheby's International Realty

    349 Sherwood Trail, Annapolis, MD 21401
  • 114 Sellew Rd, Annapolis, MD 21401
    114 Sellew Rd, Annapolis, MD 21401
    114 Sellew Rd, Annapolis, MD 21401
    /35

    $1,350,000

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

    114 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an end unit home on Lot 9. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    114 Sellew Rd, Annapolis, MD 21401
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $995,000

    $55K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    704 Caleb Lane is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    /40

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa Creek and Acton's Landing Waterfront Park & seasonal water taxi service, as

    Kate Hopkins Coldwell Banker Realty

    20 Shaw St, Annapolis, MD 21401
  • 11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    /59

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,501 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to bottom with exceptional craftsmanship and designer finishes throughout. Step inside to

    Joanna Dalton Coldwell Banker Realty

    11 1/2 College Ave, Annapolis, MD 21401

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