53 Singing Oaks Dr Weston, CT, 06883

single family home
$ 2,495,000 For Sale Coming Soon Mar 16, 2026
  • 5 beds
  • 7 baths
  • 7,560 sq ft
  • 2.3 acres
  • 1994 year built
  • in ground pool
  • 3 cars garage
  • Saugatuck Reservoir

About the Home

Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods.

Rooms & Interior

5 bedrooms beds
6 full + 1 half baths
7,560 square feet sq ft

Room Details

  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Study (Main Level) 9 ft+ Ceilings, Hardwood Floor
  • Bedroom (Upper Level) Balcony/Deck, Full Bath, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Hardwood Floor
  • Living Room (Main Level) 9 ft+ Ceilings, Fireplace, Hardwood Floor
  • Formal Dining Room (Main Level) 9 ft+ Ceilings, Hardwood Floor
  • Eat In Kitchen (Main Level) 9 ft+ Ceilings, Dining Area, Island, Hardwood Floor
  • Primary Br Suite (Upper Level) Vaulted Ceiling, Balcony/Deck, Dressing Room, Fireplace, Full Bath, Hardwood Floor
  • Rec/Play Room (Lower Level) Vinyl Floor
  • Sun Room (Main Level) Patio/Terrace, Tile Floor
  • Family Room (Main Level) 9 ft+ Ceilings, Dry Bar, Fireplace, Patio/Terrace, Hardwood Floor
  • Bedroom (Upper Level) Full Bath, Walk-In Closet, Hardwood Floor

Home Features

Heating

  • Fireplaces: 3
  • Heating: hot air, hydro air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Appliances

  • Cook top
  • Wall oven
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Walk-up

Basement

  • Full
  • Heated
  • Partially finished

Laundry

  • Main level

Energy Features

  • Generator

Exterior Features

  • Balcony
  • Underground utilities
  • Underground sprinkler
  • Patio

Property Details

Parking

  • Garage spaces: 3
  • Attached garage

Swimming Pool

  • Gunite
  • Heated
  • In ground pool

Waterfront

  • Direct waterfront
  • Pond
  • Beach rights

Lot Details

  • Lot surface: 2.3 acres
  • Corner lot
  • In subdivision

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Lake
  • Library
  • Medical facilities
  • Playground/tot lot
  • Shopping/mall

HOA Fee

  • $ 500 annually

Construction Details

Style
colonial

Construction year
1994

Exterior Siding
clapboard, wood

Foundation
concrete

Roof
asphalt shingle


Open Houses

There is 1 scheduled open house for 53 Singing Oaks Drive, Weston, CT.
March 20, 2026 Mar 20, 2026 11:00 - 14:00 (broker)

- Waterfront - Saugatuck Reservoir

Islands:
8
Fishing:
YES
Swimming:
not allowed
1 home for sale / $925K med. price
read more

Area & Town

This home is located in Upper Weston neighborhood, in the town of Weston.

Finance & Listing Info

Status Coming soon
Listing date March 16, 2026
List price $ 2,495,000
Current price $ 2,495,000
Tax amount $ 29,723
Tax year july 2025-june 2026
MLS ID #24158906
List Agent Brian Christy
List Office William Raveis Real Estate

53 Singing Oaks Drive Home Photos

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