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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON MAR 14 2026 AT 1:31 AM.

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414 HILLMOOR Dr

silver spring, MD 20901

$585,000

  • 3 BR
    1 BA, 1 HALF BA
    approx. 999 SF

Interested? Let's Connect

Wonderful rambler in the heart of Woodmoor, tucked away on one of the neighborhood’s quietest streets. This peaceful setting is a true retreat. A green space across from the elevated front porch provides an open sightline and rare privacy from the street—an exceptional feature in Woodmoor. It’s the perfect place to sit, relax, and enjoy watching and hearing the birds.
Perfectly positioned just two blocks from Pine Crest Elementary and Pine Crest Park and five blocks from the Woodmoor Shopping Center, this home offers outstanding walkability and everyday convenience while maintaining a serene, residential feel.
The main level features hardwood floors throughout and includes three bedrooms and a full bathroom, all conveniently located on one level. The renovated kitchen opens directly to a beautiful, flat, and private backyard, ideal for entertaining or quiet enjoyment. Recent updates include a new refrigerator with ice maker (2023) and a Maytag washer and dryer set (2023). A cozy fireplace anchors the living space, and a walk-up attic provides excellent storage and future expansion potential.
The lower level is unfinished and offers nearly 1,000 square feet of flexible space, complete with a half bathroom, laundry area, new basement windows and window wells (2019), and walk-out access to the backyard—an outstanding opportunity to create additional living space, a home gym, office, or recreation room.
Exterior improvements include a driveway and parking pad (2019), flagstone landing along the parking pad, new railings at the back door, enhanced landscaping with lined front garden beds, and a new fence and gate for added privacy. A stone path from the backyard to the front gate (2021) adds both charm and functionality. The large, level yard with a flagstone patio is perfect for gatherings or relaxing outdoors, and nature lovers will appreciate being just steps from the Northwest Branch hiking trails.
Living in Woodmoor means more than just owning a home—it’s being part of a vibrant community. Perfectly positioned just two blocks from Pine Crest Elementary and Pine Crest Park and five blocks from the Woodmoor Shopping Center, this home offers exceptional walkability and the very best of community living. The Woodmoor Citizens Association (not an HOA) hosts beloved neighborhood events including Woodmoorstock, Oktoberfest, the Christmas Tree and Menorah Lighting, and the Fourth of July Parade—making this a rare opportunity to enjoy tranquility, connection, and charm in one of Woodmoor’s most sought-after locations.

OPEN HOUSE

03/15 2:00PM - 4:00PMAdd to Calendar

Details

999 Sq Ft

7,945 Sq Ft Lot Size

other

$6,113 Annual Tax

Built in 1950

MLS/Listing ID MDMC2213494

Amenities & Features

Construction - Brick

Cooling - Other

Hardwood

Concrete

Block

Heating - Natural Gas

Upgraded Countertops

Shingle

Attic

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

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The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 03/14/2026.
Source: Bright Multiple Listing Service, Inc.

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