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Annapolis, MD Open Houses

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  • /55

    $629,000 Open Sat 1:30PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    860 Woodmont Rd, Annapolis, MD 21401

    Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in the highly sought-after, amenity-rich Heritage Harbour community in Annapolis. Thoughtfully designed for comfortable main-level living, this home features a spacious primary suite with a gorgeous updated bath and walk-in closet, along with a second bedroom, 2nd updated full bath, and convenient main-level laundry.The

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 883-7342

    860 Woodmont Rd, Annapolis, MD 21401
  • /43

    $1,599,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    1344 Tydings Rd, Annapolis, MD 21409

    Old-world elegance is masterfully expressed in this exceptional Villa, a true work of art set on a lush and private 1.26-acre homesite just one block from the Chesapeake Bay. A rare offering that seamlessly blends timeless European craftsmanship with modern luxury, the residence is defined by hand-chiseled stone, classic stucco, and a striking terracotta tile roof, creating a presence that is

    Brad Kappel TTR Sotheby's International Realty

    1344 Tydings Rd, Annapolis, MD 21409
  • /32

    $975,000 Open Thu 4PM - 6PM

    • 4 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    46 Lafayette Ave, Annapolis, MD 21401

    46 Lafayette Ave is a Murray Hill classic, a beautifully updated Craftsman four-square where original heart-of-pine floors and a charming covered front porch meet a stunning gourmet kitchen. The open floor plan flows naturally from the marble-topped island into dining and living spaces, making it effortless for everyday living and entertaining alike. Cooks will love the stainless appliances,

    Vanessa Knight Engel & Völkers Annapolis

    46 Lafayette Ave, Annapolis, MD 21401
  • /45

    $939,999 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    1070 Foxcroft Run, Annapolis, MD 21401

    Tucked away in the woods on a quiet cul-de-sac, this stunning single-family home sits on a private and picturesque .77-acre lot, offering the perfect blend of tranquility and modern comfort. With 4 spacious bedrooms and 3.5 bathrooms, this home features a bright, open floor plan designed for both everyday living and entertaining. The Spacious kitchen with windows on 2 sides and stainless

    Louis Pope Trademark Realty, Inc

    1070 Foxcroft Run, Annapolis, MD 21401
  • /47

    $899,000 Open Fri 5PM - 7PM

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    2654 Ogleton Rd, Annapolis, MD 21403

    Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass, all while resting atop a

    Kelly Parks Coldwell Banker Realty

    2654 Ogleton Rd, Annapolis, MD 21403
  • /20

    $495,000 Open Sat 12PM - 2PM

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

    1513 Chester Town Cir, Annapolis, MD 21409

    Freshly painted and move-in ready, this spacious end-unit townhome in Courts at Belle Pointe offers over 2,000 square feet of thoughtfully designed living across three levels. The main level features a bright and sunny living space with formal dining area seamlessly connected to your updated eat-in kitchen with stainless steel appliances and a custom tile backsplash. Step outside to the rear deck

    Colleen Kerrigan Redfin Corp

    1513 Chester Town Cir, Annapolis, MD 21409
  • /79

    $2,550,000 Open House 4/11

    • 3 Beds
    • 2.5 Baths
    • 2,338 Sq Ft

    22 E Lake Dr, Annapolis, MD 21403

    Welcome to 22 E Lake Drive! This exceptional waterfront residence offers striking architectural elements with expansive, light-filled interiors and seamless indoor-outdoor living along the Chesapeake Bay.The main level open floor plan is designed for effortless flow and everyday living. The living room anchors the space, featuring a floor-to-ceiling stone fireplace and a wall of bi-fold glass

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    22 E Lake Dr, Annapolis, MD 21403
  • /36

    $359,999 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct, Annapolis, MD 21403

    Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct, Annapolis, MD 21403
  • /45

    $945,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 4,797 Sq Ft

    707 Pilot House Dr, Annapolis, MD 21401

    Welcome to this exceptional Kingsport 4 BR, 5 BA home with over 4600+ SF of beautifully designed finished living space tailored for both everyday comfort and unforgettable entertaining. Thoughtfully enhanced by its original owners, the home features over $150K in state of the art, commercial grade electronics, seamlessly integrating lighting, whole-home audio, and premium theatre systems

    Moe Farley Coldwell Banker Realty

    707 Pilot House Dr, Annapolis, MD 21401
  • /38

    $295,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    30 Hearthstone Ct Unit J, Annapolis, MD 21403

    Welcome to this beautifully maintained 2-bedroom, 2-bath condominium in the desirable Annapolis Overlook community, offering 1,376 square feet of comfortable living space. This inviting home features warm wood flooring and a cozy wood-burning fireplace, creating the perfect setting for both everyday living and relaxing evenings. Step outside onto your private balcony and enjoy peaceful wooded

    Billy Barr Keller Williams Realty Delmarva

    30 Hearthstone Ct Unit J, Annapolis, MD 21403
  • /34

    $849,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,375 Sq Ft

    1519 Winchester Rd, Annapolis, MD 21409

    Set on a beautifully landscaped 0.34-acre corner lot in sought-after Winchester-on-the-Severn, this thoughtfully renovated residence offers a seamless blend of style, comfort, and everyday livability. A fully fenced backyard creates a private outdoor retreat, complete with a deck, patio, garden, playground, and storage shed, perfectly designed for both entertaining and relaxed daily living.

    Brad Kappel TTR Sotheby's International Realty

    1519 Winchester Rd, Annapolis, MD 21409
  • /25

    $293,500 Open House 4/11

    • 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
  • /36

    $609,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,488 Sq Ft

    1223 Madison St, Annapolis, MD 21403

    Fully updated 4-bedroom, 2-bath home in the heart of Eastport offering modern finishes, flexible living space, and a walkable location just minutes from downtown Annapolis, marinas, restaurants, and waterfront parks. The main level features a bright living room, dining area, and upgraded kitchen with stainless steel appliances. Three bedrooms and one full bath complete this level, along with

    Michelle Boretti Coldwell Banker Realty

    1223 Madison St, Annapolis, MD 21403
  • /64

    $835,000 Open Thu 4PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    92 Clifford Blvd, Annapolis, MD 21401

    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 Brazilian cherry hardwood flooring,

    Chad Robertson Compass

    92 Clifford Blvd, Annapolis, MD 21401
  • /41

    $595,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    730 Rosedale St, Annapolis, MD 21401

    Welcome to 730 Rosedale St, Annapolis, MD 21401—a traditional detached home offering a comfortable and functional layout in a convenient location. This residence features three bedrooms, two full bathrooms, and one half bathroom, providing ample space for a variety of living arrangements. Inside, the home features hardwood flooring on the first floor and carpet flooring throughout the remaining

    Bob Chew Samson Properties

    730 Rosedale St, Annapolis, MD 21401
  • /45

    $800,000 Open Sat 10:30AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    101 Huse Dr, Annapolis, MD 21403

    YES, YOU CAN HAVE IT ALL. Completely remodeled from top to bottom in one of the most sought-after neighborhoods around—this one checks ALL the boxes. The kitchen, the great room... this is the hub. The heart of the home. And the best part? You’re not dreaming about what it could be—the work is already done. Big island, open flow—everyone ends up here. Whether you’re cooking, hanging out, or just

    Kristi Krankowski RE/MAX One

    101 Huse Dr, Annapolis, MD 21403
  • /43

    $675,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5 Baths
    • 2,652 Sq Ft

    218 Wesley Brown Ln, Annapolis, MD 21401

    This rarely available 4-story luxury townhome offers over 2,600 square feet of beautifully designed living space in one of Annapolis’ most sought-after communities. Highly desirable for their open floor plans and exceptional parking, these end-unit townhomes rarely come to market. This property offers four private parking spaces—two in the garage and two in the driveway—an uncommon find for

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    218 Wesley Brown Ln, Annapolis, MD 21401
  • /56

    $1,125,000 Open Fri 5PM - 7PM

    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    She’s one and a half years young. She’s flawless. She’s Annapolis. Welcome to 141 Stilly Way — a barely lived-in, fully upgraded showpiece in the sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale. This is the finished product — every bump-out, every upgrade, every design decision already made at the highest level. No waiting. No construction. No

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, Annapolis, MD 21403
  • /51

    $1,200,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,771 Sq Ft

    66 Franklin St Unit 407, Annapolis, MD 21401

    Welcome to Acton’s Landing—where refined living meets the charm of downtown Annapolis.Perched on the 4th floor, this beautifully appointed residence offers effortless, low-maintenance living with an open-concept layout designed for both comfort and style. The kitchen, dining, and living spaces flow seamlessly together, enhanced by hardwood floors, crown molding, recessed lighting, and

    Sandra K. Libby Long & Foster Real Estate, Inc.

    66 Franklin St Unit 407, Annapolis, MD 21401
  • /44

    $905,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 4.5 Baths
    • 4,571 Sq Ft

    706 Drake Way, Annapolis, MD 21401

    Experience the best of Annapolis living in this beautifully cared-for Kingsport home, offering a perfect blend of comfort, style, and thoughtful upgrades. Built by Basheer & Edgemoore, this 4 bedroom, 4.5 bath residence welcomes you with a bright two-story foyer and an inviting layout designed for both everyday living and effortless entertaining.Hardwood floors, plantation shutters. recessed

    Anne Harrington Coldwell Banker Realty

    706 Drake Way, Annapolis, MD 21401
  • /81

    $1,750,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 3,218 Sq Ft

    310 Giddings Ave, Annapolis, MD 21401

    Welcome to 310 Giddings Avenue, a stunningly re-imagined Craftsman-style home on an expansive corner lot in the heart of West Annapolis. This property offers three levels of custom-finished living space, perfectly blending modern luxury with classic architectural charm. This 3-bedroom, 3-full-bath home boasts a main-level Owners' Suite complete with a deluxe full bath and a spacious walk-in

    Steven Knopf Engel & Völkers Annapolis

    310 Giddings Ave, Annapolis, MD 21401
  • /30

    $999,999 Open Sat 11AM - 1PM

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

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • /39

    $770,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401

    Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a

    Sergey Taksis Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
  • /92

    $1,695,000 Open Thu 3PM - 6:15PM

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    1836 Burley Ln, Annapolis, MD 21409

    With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point. Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, Annapolis, MD 21409
  • /67

    $3,495,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • /67

    $3,495,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 6,789 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Tucked behind the home is a surprising expansive lot that feels much larger than you would

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • /47

    $1,990,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,640 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 charm and contemporary elegance. The home is set on a generously sized lot, providing abundant green space, with new sod and landscaping coming soon. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows.

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, Annapolis, MD 21403
  • /46

    $3,499,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 6,360 Sq Ft

    1787 Beachfield Rd, Annapolis, MD 21409

    Welcome to a thoughtfully designed waterfront home on Whitehall Creek, where elevated positioning, wide open views, and a private deep-water pier with approximately 12 feet of mean low water, define the experience from the start. Step inside and the water immediately becomes the focal point. Natural light fills the home, and open sightlines carry those views throughout the main living spaces,

    Brad Kappel TTR Sotheby's International Realty

    1787 Beachfield Rd, Annapolis, MD 21409
  • /10

    $2,700,000 Open House 4/11

    • 4 Beds
    • 3 Baths
    • 3,565 Sq Ft

    98 Duke of Gloucester St, Annapolis, MD 21401

    LOCATION! Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    98 Duke of Gloucester St, Annapolis, MD 21401
  • /39

    $399,000 Open House 4/11

    • 2 Beds
    • 2 Baths
    • 844 Sq Ft

    300 Forbes St Unit J, Annapolis, MD 21401

    This beautiful 2 Bedroom 2 Full Bath water privileged condo is coming to the market with fresh paint and tile, updated kitchen. Screened patio and absolute turn-key! Lobby just finished reno with fresh paint and flooring! Community Marina with slips available for lease!Located in West Annapolis! Walking distance to fantastic restaurants and shopping! Just across from the Navy Stadium and just a

    Leslee Borman Berkshire Hathaway HomeServices PenFed Realty

    300 Forbes St Unit J, Annapolis, MD 21401

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$822,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$447,500
Average Price Per Sq Ft
$354
Number of Homes for Sale
235
Last 12 months Home Sales
1,313
Months of Supply
2.10
Median List Price
$635,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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