George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Weston, CT / 512 DAYS ON MARKET
28 Old Orchard DriveWeston, CT 06883
Asking price$1,779,000Active
Open house
Our Take
28 Old Orchard Drive in Weston is a five-bedroom, five-full-and-one-half-bath home built in 1986 on two acres. Its design includes a stone front, Belgium block-lined drive, specimen landscaping, and a two-story foyer. Large windows bring natural light to the living room, dining room, family room, and kitchen, which opens to a deck. The home also offers a main-level office, a primary suite, a finished walk-out lower level, a pool, and flexible rooms including a gym and bonus spaces.
At a glance
Active · MLS #24079433- Bedrooms
- 5
- BathroomsBaths
- 5 full / 1 half
- Square feet
- 7,611
- Year built
- 1986
- Acres
- 2
- Property taxes
- $26,152
July 2026-June 2027
What stands out
- Gunite pool for outdoor entertaining
- Stone front and Belgium block-lined drive
- Two-story foyer with soaring ceilings
- Living room with stone fireplace and wide plank floors
- Kitchen with center island and stainless-steel appliances
- Primary suite with walk-in closet and en-suite bath
- Finished walk-out lower level with flexible spaces
- Gym with adjacent full bath and pool access
Read the full listing description
Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer. Large windows that fill the rooms w/sunlight are a defining characteristic of the home, including the cathedral-ceil LR w/stone fpl & wide plank floors, holiday-sized DR w/bay window, fam rm w/wet bar and wall of glass to deck. The dine-in kitchen w/ center island, updated stainless steel appls incl gas cooktop & Sub Zero, also opens out to the large deck. A main flr office & 1.5 bths complete the main lvl. Front & rear staircases lead up to the spacious 2nd level where you will find a grand primary suite w/lrg walk-in clst & en-suite bth plus 3 addl BRs & 2 full baths. The incredible finished, walk-out lower level is a highlight, with sun-drenched spaces that add spacious comfort, flexibility and can meet any need - while still offering great storage. The rec rm w/fpl and a pair of offices or bonus rms each have doors to the rear property. The gym has an adjacent full bth, making it an ideal cabana for swimming guests using the pool when entertaining in these splendid surroundings. Enjoy gorgeous views & tranquil privacy, just minutes to the town Center & school campus plus commuting.
Schools
- Elementary
- Hurlbutt
- Middle
- Weston
- High
- Weston
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗28 Old Orchard Drive, Weston, CT 06883
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $1,779,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $1,779,000 asking price × assumed 2.5% buyer-agent commission × 40% rebate = $17,790. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by Coldwell Banker Realty · (203) 227-8424
Barbara Bross
SmartMLS · Listing #24079433 · Active
Listing data checked: Sep 17, 2026, 7:10 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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