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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. Additional special features to note are: whole-house generator with 500 gallon propane tank, an underground pet containment fence, automatic irrigation system, patio with firepit, multiple home office options, wine room, sauna, all bedrooms plus the foyer and living room have vaulted ceilings.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1986
  • 2.0 Acre Lot
  • 2 Car Garage
  • 570 days on Market

  • Bedrooms
    5
  • Bathrooms
    5 full · 1 half
  • Year Built
    1986
  • Architectural Style
    Contemporary
  • Construction Materials
    Wood Siding, Frame, Shingle Siding
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    2.0
  • Parking Features
    Driveway, Private, Attached, Paved, Garage Door Opener, Asphalt, Circular Driveway
  • Living Area
    7611.0
  • Interior Features
    Central Vacuum, Entrance Foyer, Sound System, Sauna
  • Appliances
    Dryer, Dishwasher, Refrigerator, Washer, Gas Cooktop, Oven, Freezer, Range Hood, Ice Maker, Instant Hot Water
  • Exterior Features
    Garden
  • Patio And Porch
    Patio, Deck
  • Pool Features
    Gunite, Heated, In Ground, Outdoor Pool, Tile
  • Security Features
    Security System
  • Cooling
    Ceiling Fan(s), Central Air, Zoned
  • Heating
    Forced Air, Zoned, Oil
  • Basement
    Full, Walk-Out Access, Partially Finished, Storage Space

  • Acres
    2.0
  • Lot Features
    Rolling Slope, Cleared
  • Water Front Features
    Beach Access
  • Utilities
    Underground Utilities
  • Water
    Well

  • County
    Fairfield
  • City
    Weston
  • Zip Code
    06883
  • High School
    Weston
  • Middle School
    Weston
  • Elementary School
    Hurlbutt

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Frequently Asked Questions

How do I schedule a tour of 28 Orchard Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 28 Orchard Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 28 Orchard Dr?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 5 bath, listed for $1,779,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Weston, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 28 Orchard Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 28 Orchard Dr at around $12,067. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 28 Orchard Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Fairfield County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 28 Orchard Dr?

In most cases, yes. Whether 28 Orchard Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Weston's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 28 Orchard Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Weston and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,779,000 with 7,611 sqft of space—that comes out to approximately $234 per square foot.

How long has this property been on the market?

28 Orchard Dr was listed on April 23, 2025, which means it's been on the market for 570 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1986, making it approximately 40 years old.

What is the lot size of this property?

28 Orchard Dr sits on a 2.0-acre lot, which is 87,120 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Hurlbutt
  • Middle: Weston
  • High: Weston

Want to see how these schools compare? Check out our Fairfield County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 28 Orchard Dr?

The most recent public record shows annual property taxes for 28 Orchard Dr were approximately $23,315. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 28 Orchard Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 14, 2026 at 12:17AM | Source: SmartMLS | MLS#: 24079433