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Sensational home! Don't miss the opportunity to see this sun drenched 4-5 bedroom Contemporary home w/ a flexible floorplan to suit a variety of lifestyles! An entertainer's dream, this home offers something for everyone. The charming entry greets you as you step into the front parlor w/ a marble surround fireplace. A stepdown into the large family/living room w/ wetbar, built-ins, fireplace & sun solarium overlooking beautiful pool & grounds. The light & bright dining room w/ sliders to a private deck also flows into the spectacular kitchen. Your friends & family will love being entertained in this fabulous space w/ huge center island w/ five burner cook top & 2 sinks, 6 burner Viking range as well as two additional wall ovens (one w/ a pizza stone), 2 dishwashers, huge side by side Subzero, walk-in pantry, fireplace, built-ins & eat-in dining area leading to multi-tiered decking & heated in ground pool and pavilion. The main level of the home also includes lovely guest quarters w/ensuite bath & large closet. The light filled sunken Primary bedroom has fireplace, walls of glass for viewing spectacular sunrises, dual walk in closets & large bath w/spa tub & walk-in shower. The 2nd floor offers 2 bedrooms w/ bath & a bonus room (playroom, music room etc).The full walkout lower level boasts pool cabana, media room,full bath, office, workout space, large cedar closet & flexible spaces for 5th BR. All of this & so much more just minutes to Weston school campus & town center! Tax records indicate home has 4 bedrooms but a room on the lower level has been used as a 5th bedroom. Hot tub "as is"

Highlights

  • Residential
  • Single Family Residence
  • Built in 1974
  • 2.0 Acre Lot
  • 4 Car Garage
  • 65 days on Market

  • Bedrooms
    5
  • Bathrooms
    4 full · 1 half
  • Year Built
    1974
  • Architectural Style
    Contemporary, Colonial
  • Construction Materials
    Wood Siding, Frame, Shingle Siding
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    4.0
  • Parking Features
    Attached
  • Living Area
    5912.0
  • Interior Features
    Central Vacuum, Sound System
  • Appliances
    Dryer, Dishwasher, Refrigerator, Washer, Gas Range, Cooktop, Oven, Freezer
  • Exterior Features
    Balcony
  • Patio And Porch
    Deck
  • Pool Features
    Heated, In Ground, Outdoor Pool, Vinyl
  • Security Features
    Security System
  • Cooling
    Central Air
  • Heating
    Forced Air, Natural Gas, Zoned
  • Basement
    Full, Walk-Out Access, Partially Finished

  • Acres
    2.0
  • Lot Features
    Wooded, Sloped, Level
  • Water Front Features
    Beach Access
  • 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 36 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 36 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 36 Orchard Dr?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $2,095,000. 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 do I get a virtual tour of 36 Orchard Dr?

Yes! A virtual tour is available for 36 Orchard Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 36 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 36 Orchard Dr at around $13,934. 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 36 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 36 Orchard Dr?

In most cases, yes. Whether 36 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 36 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 $2,095,000 with 5,912 sqft of space—that comes out to approximately $354 per square foot.

How long has this property been on the market?

36 Orchard Dr was listed on September 10, 2026, which means it's been on the market for 65 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 1974, making it approximately 52 years old.

What is the lot size of this property?

36 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 36 Orchard Dr?

The most recent public record shows annual property taxes for 36 Orchard Dr were approximately $24,143. 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 36 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 05:17AM | Source: SmartMLS | MLS#: 24202562