1635 Winchester Road Annapolis, MD 21409

$1,139,400
5
Beds
4
Baths
1.06
Acres
3,660
SQFT
311
$/SQFT
$1,139,400
5
Beds
4
Baths
3,660   sf
$311 / sf
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“A rare price improvement now makes this park-like, 1+ acre estate an even more exceptional opportunity. Discover the privacy, beauty, and craftsmanship of this custom home before it quietly slips off the market.”A Rare Exceptional Retreat in Winchester Estates — Annapolis, MDWelcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis.Nestled within the prestigious Winchester Estates, this property grants private water-access creating a lifestyle that blends luxury living with the best Annapolis has to offer.Inside, unique design and exceptional craftsmanship define every space. The chef’s kitchen, outfitted for the culinary enthusiast, anchors the main level and opens seamlessly to a grand, light-filled living area—an ideal setting for refined entertaining or intimate gatherings. Expansive windows invite the lush landscape indoors, enhancing the home’s natural harmony and sense of calm.The elegant lower level offers a rare level of versatility, featuring a full private suite with its own bedroom, bathroom, kitchen, dining room, and living room—perfect for multigenerational living, distinguished guest accommodations, or an au pair residence.Outside, the estate’s grounds unfold like a private sanctuary. Mature trees, newly developing gardens, and verdant open spaces create an atmosphere of effortless peace—a truly restorative environment just minutes from world-class dining, boutique shopping, and the historic charm of Annapolis.Highlights Include:* Custom-built architecture on a serene 1+ acre park-like lot* Exclusive neighborhood water-access privileges* Right next door to the beautiful Baltimore Annapolis Trail Park* Gourmet chef’s kitchen with Blue Star 8 Burner Stove and expansive entertaining areas* Full private lower-level suite with separate living quarters* A Total of Five spacious bedrooms and four well-appointed bathrooms* Two upper level bedrooms have self-contained climate control* Exceptional privacy in one of Annapolis’ most coveted communities* Full Premium Warranty OfferedThis is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle.

“A rare price improvement now makes this park-like, 1+ acre estate an even more exceptional opportunity. Discover the privacy, beauty, and craftsmanship of this custom home before it quietly slips off the market.”A Rare Exceptional Retreat in Winchester Estates — Annapolis, MDWelcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis.Nestled within the prestigious Winchester Estates, this property grants private water-access creating a lifestyle that blends luxury living with the best Annapolis has to offer.Inside, unique design and exceptional craftsmanship define every space. The chef’s kitchen, outfitted for the culinary enthusiast, anchors the main level and opens seamlessly to a grand, light-filled living area—an ideal setting for refined entertaining or intimate gatherings. Expansive windows invite the lush landscape indoors, enhancing the home’s natural harmony and sense of calm.The elegant lower level offers a rare level of versatility, featuring a full private suite with its own bedroom, bathroom, kitchen, dining room, and living room—perfect for multigenerational living, distinguished guest accommodations, or an au pair residence.Outside, the estate’s grounds unfold like a private sanctuary. Mature trees, newly developing gardens, and verdant open spaces create an atmosphere of effortless peace—a truly restorative environment just minutes from world-class dining, boutique shopping, and the historic charm of Annapolis.Highlights Include:* Custom-built architecture on a serene 1+ acre park-like lot* Exclusive neighborhood water-access privileges* Right next door to the beautiful Baltimore Annapolis Trail Park* Gourmet chef’s kitchen with Blue Star 8 Burner Stove and expansive entertaining areas* Full private lower-level suite with separate living quarters* A Total of Five spacious bedrooms and four well-appointed bathrooms* Two upper level bedrooms have self-contained climate control* Exceptional privacy in one of Annapolis’ most coveted communities* Full Premium Warranty OfferedThis is more than a home—it is a private retreat offering refined luxury, natural beauty, and an unmatched Annapolis lifestyle.

  • Neighborhood
  • Type
  • Total Baths
  • County
    Anne Arundel
  • Tax Amount
    $6,942
  • Status
    Active
  • Listing #
    MDAA2130382
  • Built
    1959
  • Lot Size
    1.06
  • Listed on site
    33 days
  • Listing Agent Id
    121137205120

Listed by:
Equity Property Investments

Source:
BRIGHT MLS

School Info

Property details

Community Features

  • No HOA
  • No Adult Community

Property Features

  • No Builder Restrictions
  • Gas Utilities

Waterfront

  • Water Access

View

  • Greenbelt View
  • Wooded View

Exterior features

  • Has garage
  • No Pool
  • Parking Off-Street
  • Patio
  • Storage Buildings
  • Basement

Interior Features

  • Central Air Conditioning
  • Fire Place
  • Main Floor Bedroom

Style

  • Traditional

Property History

DateDays AgoEventNew Price
Dec 1, 20254 days agoPrice decreased108,500 (9%)$1,139,400
Nov 2, 20251 mo agoNew on market$1,247,900
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