About this home

Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

Facts and features

Schools

• Vinson-Owen Elementary School

  elementary · K-5 · 1.0 mi

  9

• Winchester High School

  high · 9-12 · 1.1 mi

  10

• McCall Middle School

  middle · 6-8 · 1.1 mi

  9

• Creative Corner School

  elementary · K · 0.8 mi

• Lynch Elementary School

  elementary · K-5 · 0.5 mi

  9

• Ambrose Elementary School

  elementary · K-5 · 0.6 mi

  10

Price history

• Sep 10, 2026 · Listed$4,299,000
• Jun 27, 2026 · Listing Removed$4,449,000
• May 1, 2026 · Price Changed$4,449,000
• Mar 5, 2026 · Listed$4,699,000
• Jun 30, 2008 · Sold$2,460,000
• Apr 12, 2008 · Listed$2,495,000

Tax history

• 2026$51,007 tax · $4,603,500 assessed
• 2025$49,421 tax · $4,456,400 assessed
• 2023$43,979 tax · $4,298,300 assessed
• 2022$42,832 tax · $3,423,800 assessed
• 2021$41,772 tax · $3,255,800 assessed
• 2020$39,584 tax · $3,194,800 assessed
• 2019$36,945 tax · $3,050,800 assessed
• 2018$36,332 tax · $2,980,500 assessed

Home value

$4,256,000

• Collateral Analytics$4,256,000
• Quantarium$4,278,919
• Cotality$4,088,700

Where it is