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403 Holly Dr, Annapolis, MD 21403
403 Holly Dr, Annapolis, MD 21403
Sold for $825,000
403 Holly Dr, Annapolis, MD 21403
Sold for $825,000
403 Holly Dr, Annapolis, MD 21403
403 Holly Dr, Annapolis, MD 21403
403 Holly Dr, Annapolis, MD 21403

403 Holly Dr Annapolis, MD 21403

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$825,000

CLOSED
Beds
4
Baths
4
Sqft
3,254
Acres
0.27
Year
2003
Close Date
Feb 20, 2026
Property Type
Residential
Sub Type
Per Square Foot
$254
Date Listed
Feb 8, 2026

Description of 403 Holly Dr, Annapolis, MD 21403

Listing details for 403 Holly Dr, Annapolis, MD 21403 : Welcome home to Holly Drive and the quiet rhythms of coastal Annapolis living. Some homes are defined by their rooms. 403 Holly Drive is shaped by everyday beauty - soft morning light in the kitchen, afternoons drifting between indoors and out, and evenings softened by bay breezes and birdsong through the trees. Set within the beloved water-privileged Hillsmere Shores community, this updated Craftsman home, built in 2003, offers a rare balance of warmth, refinement, and an unmistakable connection to the water and the outdoors. From the moment you arrive, the covered front porch feels like an invitation to slow down, breathe deeply, and stay awhile. Inside, the home unfolds with ease and intention. Hardwood floors stretch across both the main and upper levels, grounding the spaces in timeless elegance. The heart of the home is an open, beautifully updated kitchen where crisp white cabinetry, gleaming quartz countertops, and stainless steel appliances come together tastefully. Just beyond is the breakfast room, with its vaulted ceiling and a wall of windows offering panoramic views of the meticulously manicured yard, which changes beautifully with the seasons. A spacious family room anchored by a gas fireplace, a convenient powder room, a formal dining room, and a living room off the foyer complete the main level, providing well-balanced flow for everyday living and entertaining. From both the kitchen and the family room, new doors open to the expansive deck. Outdoors, the fully fenced backyard is both beautiful and purposeful - designed to support the local environment while offering a serene setting for play, gardening, and gatherings. Whether hosting dinner with friends, lingering over a weekend brunch, gathering around the fire pit, or simply listening to the sounds of the bay carried on the breeze, this home makes outdoor living feel natural and elegant. Upstairs, four generously sized bedrooms provide comfort and privacy. The primary suite is a peaceful retreat, complete with a spacious walk-in closet and a newly updated en-suite bath featuring a standing shower, jacuzzi tub, and dual vanities. One additional full bath with a tub/shower combination in the hallway, along with a convenient upper-level laundry room, completes this level. The lower basement level, with a walk-up stairway to the backyard, offers a bright, renovated space that feels anything but secondary. Freshly carpeted, it provides a cozy spot for a playroom, media center, or office. A second, recently updated half bath and a spacious utility storage room complete this level. The bonus room, with double French doors facing the driveway and its own dedicated HVAC zone, could be converted back into a two-car garage or used as extra storage, a gym, workshop, or studio space. You’re not simply looking for a place to live - you’re searching for a new way of living. And at 403 Holly Drive, that way of life is truly special. Reach out to the listing agent Gloria Griner to schedule your private tour today! The Hillsmere Shores Lifestyle: *Voluntary HOA with exceptional community amenities for only $25/annually *Community beach and waterfront access *Main marina with boat slips and small craft launch *Multiple boat ramps and kayak launch points *Kayak racks and boat storage areas *Community pool with swim team and seasonal events *Playground, walking paths, and BBQ picnic areas *Minutes to Quiet Waters Park *Easy access to the Chesapeake Bay, South River, and Duvall Creek Recent Updates and Improvements: 2025: Basement Carpet Installed 2025: Basement Bathroom Updated 2025: Dishwasher replaced 2025: Garbage Disposal replaced 2024: Main and backup sump pumps replaced 2024: Water heater replaced 2023: First Floor HVAC replaced 2023: Driveway paved 2021: Washer and Dryer replaced
Listing Updated : 10-11-2026 at 3:21 AM EDT
Listing Provided By : Gloria Griner, 2023459174, [email protected], RLAH @properties

Properties displayed may be listed or sold by various participants in the MLS

Source :

Bright MLS, MLS#: MDAA2135234

What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$745K – $953K
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Comments
What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$745K – $953K
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Property History

DateEventPrice
2/20/2026
Sold
$825,000
$254/sqft
Source:Bright MLS #MDAA2135234
2/8/2026
Listed for sale
—
Source:Bright MLS #MDAA2135234
6/16/2021
Sold
$685,000
$211/sqft
Source:Bright MLS #MDAA462650
4/1/2021
Listed for sale
—
Source:Bright MLS #MDAA462650
8/31/2012
Sold
$470,000
$144/sqft
Source:Bright MLS #1003991908
5/19/2012
Listed for sale
—
Source:Bright MLS #1003991908

Location of 403 Holly Dr, Annapolis, MD 21403

Streetview of 403 Holly Dr, Annapolis, MD 21403

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What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$745K – $953K
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Comments

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc.
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