3701 SHEPHERD STREET, CHEVY CHASE, MD 20815 - Michael Gillespie & CO Real Estate

$2,595,000

Nestled on a picturesque corner lot in one of Chevy Chase's most coveted, walkable enclaves, this magnificent residence - masterfully designed by Paul Treseder - perfectly blends timeless elegance with modern luxury. A lush canopy of mature greenery lines the front walkway, welcoming you to a spacious, covered front porch… Read More complete with a classic two-person swing. Stepping through the distinct blue front door, you are greeted by a stately main level adorned with rich hardwood floors, crown molding, and architectural columns. To the left, a grand, open living and dining area features a cozy wood-burning fireplace, while to the right, a sophisticated home office/library boasts a wall of custom built-in shelving and sun-drenched bay windows overlooking the porch. At the heart of the home is a spectacular 2020 rear expansion designed for effortless gathering and high-end entertaining. The gourmet kitchen is anchored by an expansive custom island with a prep sink, three walls of extraordinary Jack Rosen cabinetry, premium stainless steel appliances - including a double wall oven, built-in range, and wine refrigerator - and an abundance of counter space. A step down leads to a charming breakfast nook with built-in bench seating, which flows seamlessly into a dramatic, skylit family room defined by soaring vaulted ceilings, a brick fireplace, and direct access to a convenient mudroom. The upper levels offer an unparalleled private sanctuary. The second floor features a second bedroom and full bath, alongside a truly palatial primary suite conversion. Here, a former bedroom has been reimagined into a luxurious formal dressing room with custom cabinetry, an island jewelry and beauty table, a skylit sitting area, and double doors opening to a private balcony. The spa-like primary bathroom impresses with vaulted ceilings, an air propulsion soaking tub, and a separate walk-in shower. On the top level, you will find two additional generously sized bedrooms equipped with modern solar shades and a stylish shared full bathroom. The fully finished lower level offers ultimate versatility, boasting potential bedrooms or dedicated workspaces with an independent side walkout entrance - perfect for a quiet, professional home office. This level also features a welcoming recreation room, a full bathroom, a temperature-controlled wine closet, a dedicated workshop/utility room, and a clever vintage-inspired laundry room with a clothes drop hatch connected directly from the primary suite. The outdoor oasis is equally enchanting, featuring a shaded rear flagstone patio enveloped by lush perennials, privacy fencing, and a side lawn ideal for pets. Adding to the property's versatility is a detached carriage garage with a carpeted upper level, perfect for a playroom, studio, or private guest suite. Situated just moments from the premier dining, shopping, and Metro access of downtown Bethesda, the scenic trails of Rock Creek Park, and the prestigious Chevy Chase and Columbia Country Clubs, this extraordinary property offers a rare combination of location, scale, and sophisticated design. Read Less

Courtesy of Melinda L Estridge, Long & Foster Real Estate, Inc. 240-497-1700

Listing Snapshot

Days Online

Last Updated

Jun 27, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

3,764

Lot Size

0.23 Acres

Year Built

1993

MLS Number

MDMC2242452

Additional Details

Appliances & Equipment

Built-In Range, Built-In Microwave, Dishwasher, Disposal, Dryer, Dryer - Electric, Dryer - Front Loading, Energy Efficient Appliances, Extra Refrigerator/Freezer, Icemaker, Microwave, Oven - Double, Oven - Wall, Range Hood, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Washer - Front Loading, Water Heater

Basement

Sump Pump, Walkout Level, Workshop, Windows, Side Entrance, Shelving, Outside Entrance, Interior Access, Improved, Heated

Building

Built in 1993, Living area: 3764, Building faces South, Levels: 4, Construction Materials: Wood Siding, Stucco

Cooling

Ceiling Fan(s), Central A/C, Zoned

Accessibility Features

None

Exterior Features

Patio/Porch Features: Balcony, Porch(es), Patio(s)

Fence

Rear, Wood

Fireplaces

2 fireplaces, Brick, Equipment, Gas/Propane, Mantel(s), Screen, Wood

Floors

Ceramic Tile, Hardwood, Luxury Vinyl Plank, Wood

Foundation

Concrete Perimeter, Block

Garage

1 spaces

Heating

Heat Pump - Electric BackUp, Forced Air

Interior Features

Attic, Bathroom - Jetted Tub, Bathroom - Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Crown Moldings, Dining Area, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Laundry Chute, Primary Bath(s), Recessed Lighting, Skylight(s), Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wine Storage, Wood Floors

Lot

0.23 acres, Backs to Trees, Corner, Front Yard, Landscaping, SideYard(s), Sloping, Vegetation Planting

Parking

Concrete Driveway, Paved Driveway

Pets Policy

Allowed: No Pet Restrictions

Property

Other structures: Above Grade, Below Grade, Garden/Lawn, Street, Trees/Woods

Security Features

Electric Alarm, Smoke Detector, Main Entrance Lock

Sewer

Public Sewer

Taxes

Additional parcels description:, Annual Amount: $22,474, Lot: 67, Year: 2025, Zoning: R60

Utilities

Water Source: Public, 120/240V, 200+ Amp Service, Circuit Breakers, Underground

Windows

Bay/Bow, Vinyl Clad, Wood Frame, Casement, Double Hung, Skylights

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