Annapolis Homes with Traditional Style

Annapolis Homes with Traditional Style

Welcome to Annapolis, Maryland, a city steeped in history and charm, where the past meets the present in a picturesque waterfront setting. Nestled in Anne Arundel County, Annapolis is not only the state capital but also a vibrant hub for culture, dining, and outdoor activities. With its cobblestone streets, historic architecture, and stunning views of the Chesapeake Bay, this city offers a unique blend of small-town warmth and urban sophistication.

Annapolis is renowned for its traditional-style homes, which perfectly capture the essence of its rich heritage. These residences often feature classic colonial designs, complete with inviting front porches, elegant gabled roofs, and intricate woodwork. Inside, you’ll find spacious layouts adorned with period details, such as hardwood floors, crown molding, and cozy fireplaces—ideal for both entertaining and relaxing with family.

Living in Annapolis means embracing a lifestyle filled with outdoor adventures. Enjoy sailing on the bay, exploring the scenic parks, or strolling along the charming streets lined with boutique shops and delightful eateries. The city also hosts numerous festivals and events, celebrating its maritime history and vibrant arts scene.

Whether you’re a first-time homebuyer or looking to settle down in a community that values tradition and history, Annapolis offers a diverse range of traditional-style homes that cater to every taste. With its unparalleled charm and rich cultural tapestry, Annapolis is not just a place to live; it’s a place to call home. Come discover the beauty and warmth of this historic city today!

Newest Annapolis Homes with Traditional Style

$880,000
4 Beds 5 Baths
This beautifully updated Colonial offers the perfect blend of comfort, space, and functionality. Featuring four bedrooms, three full and two half baths, this home is designed for both everyday living and effortless entertaining. Relax on the inviting covered front porch, unwind on the screened porch, soak in the 10-person hot tub, or gather around the newly built fire pit with its custom paver patio in the level, fenced backyard. Inside, you'll find hardwood floors, luxury vinyl plank flooring, new carpet upstairs, recessed lighting throughout, and a warm family room with a wood-burning fireplace. The thoughtfully designed floor plan includes a mudroom and the convenience of two laundry areas, including one in the primary suite. The finished lower level, with its private entrance, offers exceptional flexibility with a large recreation room, kitchenette, full bath, and bonus room—ideal for guests, multigenerational living, a home office, or hobby space. Recent updates include most windows and a two-zone HVAC system installed in 2024. Storage is plentiful with a spacious crawl space beneath the addition and a two-car garage featuring a floored attic, shelving, cabinets, pegboard, and pull-down stairs. An extra-wide driveway provides plenty of room for an RV, boat, or additional vehicles. Located in the water-oriented community of Annapolis Roads, residents enjoy community water access, a sandy beach, boat ramp, picnic area, and playground, all just minutes from Downtown Annapolis, Route 50, shopping, and dining. Harbor Drive is a private road maintained by the Annapolis Roads Property Owners Association (ARPOA). No HOA. Home warranty with Choice good through 2030 conveys to buyer.

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$524,995
3 Beds 2 Baths
HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit #755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$975,000
6 Beds 5 Baths
Welcome to a truly exceptional offering in St. Margarets Landing! Prime location meets turn-key design on a coveted corner lot, strategically hand-selected by the original owner for its sunlit openness, minimal pass-through traffic, and immediate gate access to neighborhood walking paths. Inside, real hardwood flooring spans the main level, upper level hallway, and all staircases. Spanning 6 total bedrooms and 4.1 baths, the flexible layout is designed for modern multi-generational living with two Primary Suite options —including a main-level primary featuring soaring vaulted ceilings, and an upper-level primary suite alongside 3 additional spacious bedrooms. NOTE FOR SHOWINGS: Tax records incorrectly reflect the finished lower-level square footage; the basement actually features an expansive 900 sq. ft. in-law / multi-generational suite with an outside private entrance, designed for complete flexibility, along with two massive dedicated storage areas (see floor plans in photos). The lovely main level flows seamlessly through a formal living room, great room with stone gas fireplace, breakfast area, large kitchen with plenty of counter space, formal dining area, laundry room, and garage entrance. Dual sliding glass doors off of the breakfast area lead to your outdoor retreat: a generous back deck and paver patio overlooking a fully vinyl-fenced backyard wrapped in mature, privacy-enhancing arborvitae trees and served by a 9-station irrigation system. Peace of mind is built right in, anchored by a roof replaced within the last five years and a full-home Generac backup generator that kicks on automatically in 30 seconds. Located in the top-rated Broadneck School District, 605 Lighthouse Landing also affords rapid access to premier private education including St. John the Evangelist, Severn School, The Key School, Indian Creek, and the U.S. Naval Academy. An ideal commuter hub close to major employers like Fort Meade, NSA Headquarters, defense tech corridors (Lockheed Martin, Northrop Grumman, Booz Allen), Luminis Health Anne Arundel Medical Center, and downtown Annapolis. From Annapolis - St Margarets Rd (179) to Whitehall Rd, right again on Whitehall rd.

605 Lighthouse Landing Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$749,999
3 Beds 4 Baths
Welcome to this beautifully maintained townhome in Eastport’s sought-after Boucher Place community, where timeless design meets effortless, low-maintenance living. Built in 2013 and offering nearly 1,800 square feet of thoughtfully designed space, this home is tailored for both relaxing everyday comfort and vibrant entertaining. At the center of the main level is a bright, open kitchen anchored by a large island with seating. It seamlessly connects to a living space centered around a cozy gas fireplace, creating a warm, natural gathering spot for guests. Enjoy meals in the adjacent dining area, or step outside into your private outdoor oasis—a freshly landscaped rear patio lit by charming bistro lights, perfect for al fresco dining and evening relaxation. Rich hardwood floors run throughout the main living level, while brand-new carpet (2026) adds plush comfort upstairs. Coupled with fresh neutral interior paint (2026), the entire home delivers a crisp, move-in-ready feel. The upper two levels feature three generously sized bedrooms, highlighted by a serene primary suite complete with a walk-in closet and an en-suite bath featuring a deep soaking tub and separate walk-in shower. A dedicated second-floor laundry room adds essential daily convenience. For a true outdoor highlight, head up to the private rooftop deck- an ideal retreat for morning coffee or sunset drinks. Thoughtful exterior details and community perks make daily life a breeze. Practical highlights include a detached two-car garage with rear entry and a paved driveway, while a spacious community green sits just steps from your front door. The low-maintenance Boucher Place HOA covers lawn care, snow removal, and exterior building insurance for true lock-and-leave ease. Ideally located within walking distance of vibrant downtown shops, dining, and waterfront attractions, this exceptional Eastport property allows you to spend less time on upkeep and more time enjoying coastal living.

21 Boucher Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$475,000
3 Beds 3 Baths
This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel. The living room features a floor-to-ceiling sliding glass door that brings in lots of sunlight and opens to the front patio. The kitchen includes white 42-inch cabinets, granite countertops, stainless steel appliances, a subway tile backsplash, a large island with seating, and a pantry. A powder room and access to the garage are also located on the main level. Upstairs, the primary bedroom includes large windows, a board-and-batten accent wall, a walk-in closet, and a private bathroom with a double vanity, soaking tub, and tiled shower. Two additional bedrooms each have balcony access and share a full hall bathroom. The laundry room is also conveniently located upstairs. As an end unit, the home receives natural light throughout all three levels. A rear-loading one-car garage provides secure parking and additional storage. Admirals Square offers landscaped common areas, a central green space, a fountain, and a fire pit gathering area. The community is located minutes from Historic Downtown Annapolis, the U.S. Naval Academy, Annapolis Town Center, Westfield Annapolis Mall, parks, marinas, restaurants, shopping, and waterfront attractions. Easy access to Route 50 and Route 2 makes commuting to Baltimore, Washington, D.C., and surrounding areas convenient.

527 Leftwich Ln, Annapolis

Listing courtesy of Northrop Realty. Contact: 4104651770

$385,000
3 Beds 2 Baths
Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‑bedroom, 2‑full‑bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. The main level features a bright, renovated (2023) kitchen with granite countertops, stainless steel appliances, and abundant natural light. A dedicated dining area flows seamlessly into the kitchen, with expansive sliders opening to a private deck overlooking a large backyard and lush wooded views—an ideal setting for play, gardening, entertaining, or simply relaxing in your own outdoor retreat. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary with double closets, and a tastefully renovated full hall bath (2023) conveniently located for all bedrooms. The partially finished lower level offers outstanding flexibility with a full bathroom, making it perfect for a guest suite, 4th bedroom, recreation room, or home office. The unfinished portion includes the laundry area, utilities, and direct walk‑out access to the backyard, providing convenience and excellent potential for future expansion. Opportunities include adding a lower‑level patio or a three‑season room beneath the existing deck. Additional features include hardwood‑look laminate flooring throughout, new HVAC (2023), and a hot water heater (2000). Whispering Woods offers a low HOA of just $347/year, playgrounds, walking paths, and easy access to the newly completed Broadneck Peninsula Trail. From your front door, you can bike or walk to grocery stores, restaurants, the library, Broadneck Park, and even Sandy Point State Park. Located on a quiet, less‑dense street within the community, this home provides exceptional convenience to Route 50, Route 2, and Route 97, with an easy commute to Baltimore, Washington, the Bay Bridge, the Naval Academy, and historic Annapolis. Situated in the award‑winning Broadneck school district, this is a wonderful opportunity to own a well‑loved home in one of Broadneck’s most desirable neighborhoods.

413 Blossom Tree Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$559,900
4 Beds 4 Baths
Exceptional 4-story townhome in the highly sought-after, water-privileged community of Woods Landing! Thoughtfully renovated from top to bottom, this beautifully appointed home offers the perfect blend of timeless style, functional living, and an unbeatable location. From the moment you step inside, you'll appreciate the light-filled interior, soaring 9-foot ceilings, gorgeous updated flooring, and a smart, spacious floor plan designed for today's lifestyle. The stunning, fully remodeled kitchen showcases elegant quartz countertops, stylish cabinetry, and opens seamlessly to the dining area and inviting living room creating the ideal space for both entertaining and everyday living. Just off the dining room, the private deck provides the perfect setting for morning coffee, evening grilling, or simply relaxing while taking in the peaceful wooded backdrop. With 4 bedrooms, 2 full baths, and 2 half baths, this home offers exceptional flexibility for families, guests, or those working from home. The luxurious primary suite serves as a private retreat, featuring a custom accent wall, serene wooded views, dual closets, and a beautifully remodeled ensuite bath. Two additional bedrooms and a full bath complete the upper bedroom level. The top-floor loft is a rare and versatile bonus space complete with its own half bath, making it ideal as a guest suite, home office, recreation room, fitness studio, or media space. The finished lower level expands the home's living space even further with a spacious family room, additional half bath, laundry area, and direct access to the attached garage perfect for entertaining, multi-generational living, or a second workspace. Enjoy peace of mind with numerous recent improvements, including two HVAC systems (2023 & 2026), a water heater (2021), a remodeled kitchen, a beautifully updated primary bath, and countless additional upgrades throughout. Outside, the terraced backyard backs to mature trees, offering a private and tranquil setting. Residents of Woods Landing enjoy an outstanding array of amenities including water access, a community pier, playground, basketball and tennis courts—all just steps away. Located within the highly acclaimed **Broadneck School District** and just minutes from Route 50, Sandy Point State Park, downtown Annapolis, premier shopping, dining, and commuter routes, this exceptional home truly offers the best of convenience, comfort, and coastal-inspired living. Beautifully updated, impeccably maintained, and completely move-in ready, this is one you won't want to miss. Welcome home!

633 Snow Goose Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

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