12 Singing Oaks Drive
Weston, Connecticut 06883
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 5,780
- Acres
- 5.28
- Year Built
- 1994
- Property Type
- Single Family
Matt Caiola
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About This Home
Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury. Set on beautifully manicured grounds, this one-of-a-kind home offers a stunning 50-ft. Gunite pool, a charming chicken coop, and a historic 1930s barn that once served as the mess hall for the original Singing Oaks Day Camp. Step inside from the inviting wraparound porch through antique double doors to an open, light-filled floor plan. The dramatic 2-story family room showcases soaring windows and a striking fireplace flowing seamlessly into the beautiful kitchen, featuring a large island, gas cooktop, newer double ovens and a spacious dining area perfect for everyday living. Easy access to the large 3-car garage is off the mudroom and half bath on this same level. The main floor also offers a gracious formal dining room, an inviting living room with a wood-burning stove, a private office with custom built-ins, and a 3-season sunroom with skylights overlooking the patio, fire pit, and stunning Gunite pool. Upstairs, you'll find all 5 bedroom's, including a spacious primary suite with a luxurious bath and large walk-in closet. The additional bedrooms are thoughtfully designed with Jack-and-Jill bathrooms, providing comfort and convenience for family and guests. Extensive updates include: new roof, new windows, new HVAC, oil boiler conv. to high-eff propane, new generator...see full list under supp.
Key Facts
- City/Town
- Weston
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Victorian
- Year Built
- 1994
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 2 half
- Living Area
- 5,780 sq ft
- Lot Size
- 5.28 acres
- Garage / Parking
- 3 garage · 12 total
- Property Taxes
- $28,354 / Annually
- HOA Fee
- $500 / Annually
Market Snapshot
The Weston Market
Single Family · trailing 12 months
Active Listings
34
26 under contract
Median List Price
$1.65M
34 active listings
Median Closed Price
$1.40M
122 sales
Median Days on Market
49
34 active listings
Median $ / Sq Ft
$391
34 active listings
Sale-to-List Ratio
100.6%
122 sales
How this home compares
List Price
$2.00M
vs $1.65M median
21.4% above median
Price / Sq Ft
$346
vs $391 median
11.5% below median
Days on Market
0 days
vs 49 days median
49 days fresher than median
Based on 34 active and 122 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of August 6, 2026.
Location
12 Singing Oaks Drive, Weston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$10,277
- Property Taxes$2,363
- Insurance$666
- HOA$42
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Weston
- Neighborhood
- N/A
- County
- Fairfield
- Subdivision
- Singing Oaks
Residence
- Property Type
- Single Family
- Style
- Colonial,Victorian
- Year Built
- 1994
- New Construction
- No/Resale
- Living Area
- 5,780 sq ft
- Below Grade
- 1,556 sq ft
Schools
- Elementary
- Hurlbutt
- Middle
- Weston
- High
- Weston
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Upper Level with sink and cabinets
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageFully FinishedInterior AccessLiveable Space
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry RoomMud RoomWorkshop
Exterior & Lot
- Lot Size
- 5.28 acres
- Zoning
- R
- Garage / Parking
- 3 garage spaces12 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedSpaSafety FenceIn Ground Pool
- Construction
- ShingleClapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedWrap Around DeckBarnPatioShedGazeboPorchGarden AreaStone WallUnderground Sprinkler
- Lot Description
- Lightly WoodedLevel LotProfessionally LandscapedRolling
HOA / Association
- Fee
- $500 / Annually
Listing & Financials
- Property Taxes
- $28,354 / Annually
- Days on Market
- 0
- MLS #
- 24196612
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/6/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/6/2026 at 5:25 PM UTC.