68

Affordable Homes for Sale in Annapolis, MD under $497,000

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  • 12 Harbour Heights Dr, Annapolis, MD 21401
    12 Harbour Heights Dr, Annapolis, MD 21401
    12 Harbour Heights Dr, Annapolis, MD 21401
    /21

    $399,999 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    12 Harbour Heights Dr, Annapolis, MD 21401

    OPEN SATURDAY 3/28, 11-1! AMAZING NEW PRICE! Welcome to this adorable home backing to woods in the heart of Annapolis! Ideally located near Anne Arundel Medical Center, Annapolis Mall, downtown Annapolis, shopping, dining and major commuter routes. This home offers comfort, space, and convenience. The kitchen features upgraded stainless steel appliances, granite countertops, a slate backsplash,

    Rachel Gontkovic EXP Realty, LLC

    12 Harbour Heights Dr, Annapolis, MD 21401
  • 930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    /27

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    930 Astern Way Unit 405, Annapolis, MD 21401

    Tucked into the treetops of Heritage Harbour, this updated two-bedroom, two-bath condo offers comfortable, low-maintenance living within one of Annapolis’s established 55+ communities.The interior has been refreshed with new flooring in the main living areas and fresh paint throughout. The kitchen has been remodeled with updated countertops, and newer appliances. Major systems have also been

    Erica Baker TTR Sotheby's International Realty

    930 Astern Way Unit 405, Annapolis, MD 21401
  • 391 Hilltop Ln, Annapolis, MD 21403
    391 Hilltop Ln, Annapolis, MD 21403
    391 Hilltop Ln, Annapolis, MD 21403
    /41

    $338,000

    • 3 Beds
    • 1.5 Baths
    • 1,717 Sq Ft

    391 Hilltop Ln, Annapolis, MD 21403

    +++ATTENTION ATTENTION+++ARE YOU LOOKING FOR A REHAB PROJECT?+++ THIS COULD BE THE ONE YOU HAVE BEEN WAITING FOR THEN!+++FULL PROJECT WAITING FOR YOU IN ANNAPOLIS+++MINUTES FROM DOWNTOWN ANNAPOLIS - KNOWN FOR IT'S MANY SELECTIONS OF RESTAURANTS , DIVERSE SHOPPING BOUTIQUES, AND NIGHTLIFE+++SHOPIING, SCHOOLS and PLACES OF WORSHIP NEARBY+++THIS 2 LEVEL SPLIT FOYER ALSO OFFERS AN INGROUND

    Peter Sokowski Taylor Properties

    391 Hilltop Ln, Annapolis, MD 21403
  • 932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    /42

    $374,999

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    932 Riversedge Cir, Annapolis, MD 21401

    Welcome to 932 Riversedge Circle — an updated, one-level end-unit Villa in desirable Heritage Harbour, designed for carefree 55+ living. Vacant and move-in ready, this two-bedroom home backs to tranquil woods and offers a charming courtyard patio — ideal for morning coffee or quiet evenings. The open, airy main living area and expansive eat-in kitchen (with a dedicated laundry area just off the

    Michele Cordle Long & Foster Real Estate, Inc.

    932 Riversedge Cir, Annapolis, MD 21401
  • 2013 Warners Terrace S Unit 242, Annapolis, MD 21401
    2013 Warners Terrace S Unit 242, Annapolis, MD 21401
    2013 Warners Terrace S Unit 242, Annapolis, MD 21401
    /40

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    2013 Warners Terrace S Unit 242, Annapolis, MD 21401

    Fabulous Annapolis Condo Featuring 2 Bedrooms & 2 Full Baths! Tasteful Decor Thru-Out. Spacious Living Room Boasts a Corner Gas Fireplace. Updated Kitchen has Granite Counter Tops & a Breakfast Bar. Master Bedroom has an En-Suite Bath & Walk-In Closet. Access the Huge 20 x 8 Composite Deck w/ Attached Storage via the Living Room & Master Suite. Community Tot Lot & Walking Trail. Great Location w/

    Bill Beam Beam Realty Group, Inc.

    2013 Warners Terrace S Unit 242, Annapolis, MD 21401
  • 2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    /32

    $364,000

    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft

    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401

    Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on Walls and Ceilings**Kitchen was Updated with New Cabinets and Appliances in 2021**Eating Space in Kitchen**Large Living Area w/Breakfast Bar and Gas Fireplace**Newly Carpeted Living/Dining/Bedrooms**New Washer and Dryer**Private Balcony**Spacious Primary Bedroom w/Private Bath and Walk In Closet**Second

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
  • 372 Blossom Tree Dr, Annapolis, MD 21409
    372 Blossom Tree Dr, Annapolis, MD 21409
    372 Blossom Tree Dr, Annapolis, MD 21409
    /35

    $450,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    372 Blossom Tree Dr, Annapolis, MD 21409

    Welcome to Whispering Woods! This 3 BR 1.5 BA split level home is just what your buyer is looking for at an incredible price point. The property features an updated kitchen, new flooring, a fresh coat of paint throughout, and an in-ground pool. Fully fenced backyard provides the perfect outdoor entertaining space. Many appliances and systems were replaced within the last 7 years including roof,

    Walter Liang Coldwell Banker Realty

    372 Blossom Tree Dr, Annapolis, MD 21409
  • 300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    /61

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403

    Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from

    Christopher Fuller Long & Foster Real Estate, Inc.

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
  • 141 West St Unit 201, Annapolis, MD 21401
    141 West St Unit 201, Annapolis, MD 21401
    141 West St Unit 201, Annapolis, MD 21401
    /30

    $482,500

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    141 West St Unit 201, Annapolis, MD 21401

    Welcome to 141 West a boutique building styled after one of Manhattan’s most iconic neighborhoods SoHo, known for its historic cast iron architecture. At 141 West the high ceilings and large windows create an airy, open atmosphere, perfect for anyone who values spacious open living. The handful of condos fosters a sense of privacy and exclusivity, appealing to those who value a quieter, more

    Kurt Hornig Coldwell Banker Realty

    141 West St Unit 201, Annapolis, MD 21401
  • 108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    /18

    $400,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • 930 Astern Way Unit 304, Annapolis, MD 21401
    930 Astern Way Unit 304, Annapolis, MD 21401
    930 Astern Way Unit 304, Annapolis, MD 21401
    /22

    $275,000 Coming Soon

    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft

    930 Astern Way Unit 304, Annapolis, MD 21401

    Welcome to 930 Astern Way — a spacious and beautifully updated 1-bedroom, 11⁄2-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit has been thoughtfully refreshed with luxury vinyl plank flooring, an updated kitchen, and renovated bathrooms, offering modern comfort and low-maintenance living. The open layout creates an airy feel, with

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 304, Annapolis, MD 21401
  • 2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401
    /23

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401

    Discover the charm of this inviting 2-bedroom, 2-bathroom condo in the desirable Scotts Crossing community. Built in 2001, this well-maintained unit features a warm blend of hardwood and carpet flooring, creating a cozy atmosphere throughout. The spacious dining area is perfect for gatherings, while the living room, complete with a gas fireplace, offers a serene retreat for relaxation. Enjoy the

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401
  • 8 Wellington Place, Annapolis, MD 21403
    8 Wellington Place, Annapolis, MD 21403
    /2

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    8 Wellington Place, Annapolis, MD 21403

    Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a greatopportunity to make it your own. Featuring a functional layout with a bright living area, anefficiently designed kitchen, and convenient main-level half bath. The home provides solidbones and plenty of potential.Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds

    BILLY ANDERSON Douglas Realty LLC

    8 Wellington Place, Annapolis, MD 21403
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $293,500 Coming Soon

    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath with den condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and storage! Extra storage area included in basement ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! New glass door in shower

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /2

    $50,000

    • Land
    • 0.23 Acre
    • $217,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 4/10/2026 @ 10:00 AM. Bidding ends 4/14/2026 @ 11:50 AM. List Price is Suggested Opening Bid. Deposit: $15,000. +/- 10,000 ft2 parcel of land located in Anne Arundel County.JUST MINUTES to Fishing Creek and Thomas Point Park.Easy access to major traffic artery Forest

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    /17

    $445,000

    • Land
    • 0.47 Acre
    • $946,809 per Acre

    1546 Shipsview Rd, Annapolis, MD 21409

    Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Note that the lot is mostly free of trees making it cheaper and easier to build. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • 300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

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

    300 Hilltop Ln Unit H, Annapolis, MD 21403

    Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space with a bright, open layout perfect for everyday living and entertaining. The spacious living and dining area features beautiful hardwood flooring and abundant natural light, creating a warm and inviting atmosphere. The kitchen is

    Christopher Sidoriak Keller Williams Flagship

    300 Hilltop Ln Unit H, Annapolis, MD 21403
  • 113 Legion Ave, Annapolis, MD 21401
    113 Legion Ave, Annapolis, MD 21401
    /2

    $475,000 Coming Soon

    • 6 Beds
    • 3 Baths
    • 1,949 Sq Ft

    113 Legion Ave, Annapolis, MD 21401

    Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a bright, refreshed feel from the moment you step inside. With 6 bedrooms and 3 full baths—3 bedrooms on each level—the layout is ideal for multi-generational living, guests, or work-from-home needs. The main level bath was

    Juli Blanton Keller Williams Flagship

    113 Legion Ave, Annapolis, MD 21401
  • 1603 Elkwood Ct, Annapolis, MD 21409
    1603 Elkwood Ct, Annapolis, MD 21409
    1603 Elkwood Ct, Annapolis, MD 21409
    /25

    $400,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 1,868 Sq Ft

    1603 Elkwood Ct, Annapolis, MD 21409

    Spacious interior townhome offering three full levels of living space! Features 3 bedrooms and 3.5 bathrooms, including a convenient half bath on the main level. Living room opens to a private deck overlooking wooded views, plus a patio below for additional outdoor enjoyment. Light and bright kitchen with quartz countertops. Upstairs, the primary bedroom includes an ensuite bath, while two

    Kelly Felix Coldwell Banker Realty

    1603 Elkwood Ct, Annapolis, MD 21409
  • 10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    /30

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    10 Amberstone Ct, Annapolis, MD 21403

    This lovely first floor condo, conveniently located in Annapolis, has two bedrooms, a den and two full bathrooms. Open concept living room, dining area and kitchen with a nice patio overlooking the woods behind it. Ceramic floors in the front hall and kitchen. Freshly painted throughout. New carpet in the den and two bedrooms. Luxury vinyl plank flooring in the living room and dining room area.

    Wilma Richards Long & Foster Real Estate, Inc.

    10 Amberstone Ct, Annapolis, MD 21403
  • 2002 Phillips Terrace Unit 6, Annapolis, MD 21401
    2002 Phillips Terrace Unit 6, Annapolis, MD 21401
    2002 Phillips Terrace Unit 6, Annapolis, MD 21401
    /17

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft

    2002 Phillips Terrace Unit 6, Annapolis, MD 21401

    2002 Phillips Terrace – Apartment 6 Annapolis, Maryland 21401 March 9, 2026 Beautifully updated two bedroom, two bathroom second floor condo in the Windgate community of Annapolis. Updated kitchen with a breakfast area and granite countertops. Ceiling fans in the living room and both bedrooms and luxury vinyl plank flooring throughout. Large open plan living and dining area with a gas fireplace

    Alex Hodges Cottage Street Realty LLC

    2002 Phillips Terrace Unit 6, Annapolis, MD 21401
  • 1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    /14

    $339,990

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1553 Star Pine Dr, Annapolis, MD 21409

    Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac Street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath with a new stackable Lenore washer and dryer.Enjoy direct access to a

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • 1984 Marconi Cir, Annapolis, MD 21401
    1984 Marconi Cir, Annapolis, MD 21401
    1984 Marconi Cir, Annapolis, MD 21401
    /25

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    1984 Marconi Cir, Annapolis, MD 21401

    Perfect Heritage Harbour Location. Lovely end of row unit with additional daylight throughout the home. The home has been professionally painted to neutral colors, and new carpet installed. The kitchen has granite counters and Stainless Appliances. There is a spacious deck in the rear with a rectractable awning. One-time Recreation Fee of $2,075 for your community amenities. Happy Spring, come

    Michael Johnson Marathon Real Estate

    1984 Marconi Cir, Annapolis, MD 21401
  • 790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
    /18

    $350,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403

    NEW PRICE - Offers excellent value for this move-in ready condo. OPEN HOUSE SATURDAY 1-3PMLive the Severn House waterfront lifestyle. Enjoy a waterfront swimming pool with expansive patio and marina views, a small craft launch for kayaks, canoes, and paddleboards, pier access, grilling and picnic areas, EV charging stations, and beautifully maintained grounds along scenic Back Creek. Walk to

    Deborah Laggini Long & Foster Real Estate, Inc.

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
  • 402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    /48

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    402 Cranes Roost Ct, Annapolis, MD 21409

    Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal

    Branden Schroeder GybeSet Homes

    402 Cranes Roost Ct, Annapolis, MD 21409
  • 4 Boxwood Rd, Annapolis, MD 21403
    4 Boxwood Rd, Annapolis, MD 21403
    /2

    $389,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Boxwood Rd, Annapolis, MD 21403

    Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major commuter routes. The home sits on a prominent corner lot and presents a great opportunity for investors, builders, or buyers looking to renovate and customize a home to their own vision. The property is in need of significant

    Rick Gloekler RE/MAX Executive

    4 Boxwood Rd, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

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

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

Showing Results 41 - 68, Page 2 of 2

Maryland Anne Arundel County Annapolis

Real Estate & Homes in Annapolis, MD under $497,000

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