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29 Greenleaf Farms RoadNewtown, CT 06470

Single Family · 5 Beds · 3 Full Baths · 2 Half Baths · 5,581 Sq. ft. | 4.00 Acres
$1,499,000 Active

29 Greenleaf Farms Road Overview

Time on Site:
37 days

Set privately on one of Newtown, Connecticut's most sought-after streets, 29 Greenleaf Farms Road delivers a refined luxury lifestyle with exceptional indoor and outdoor living. Thoughtfully updated throughout, this impressive residence combines timeless craftsmanship with modern amenities designed for comfort, entertaining, and everyday elegance. The heart of the home features a stunning chef's kitchen appointed with premium Miele appliances, including a 36-inch refrigerator and matching 36-inch freezer positioned side-by-side for a seamless custom look. Natural light pours into the dramatic cathedral ceiling great room highlighted by skylights and an open, airy feel. A dedicated home office, wine cellar, and prep area for a future movie theater add flexibility and sophistication. The luxurious primary suite showcases a completely redesigned spa-inspired bath with whirlpool tub and oversized shower. Additional upgrades include all new Andersen windows, all new interior and exterior doors, and a brand new 30KW+ whole-house automatic generator system for peace of mind year-round. Outside, the property transforms into a private resort. Enjoy a newly built heated gunite pool with spa, expansive paver pool deck, outdoor kitchen, gazebo, basketball court, and playset. The walk-out finished basement opens directly to a beautiful paver patio, creating effortless indoor-outdoor flow ideal for entertaining. A 3-car garage and included pool table complete this extraordinary estate.

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29 Greenleaf Farms Road Facts & Features

  • Type Single Family
  • Sq. ft. 5,581
  • Price/Sq.ft. $269
  • Lot 4.00 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Head O'Meadow
  • Middle Or Junior School: Newtown
  • High School: Newtown
  • Intermediate School: Reed

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 1997

Location/Region

  • County Or Parish: Fairfield
  • Neighborhood: Hattertown
  • Subdivision Name: Greenleaf Farms

Building Exterior/Construction

  • New Construction Type: No/Resale

Community/Development

  • Community Features: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot, Private School(s), Stables/Riding

Tax Information

  • Tax Annual Amount: $20,703.00
  • Tax Year: July 2025-June 2026

General Information

  • Flood Zone: No
  • Parcel Number: 213794
  • Property Type: Single Family For Sale
  • Zoning: R-3

Interior

Parking Information

  • Garage Spaces: 3

Beds/Baths

  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total: 5
  • Bedrooms Total: 5

Building Interior

  • Attic Description: Pull-Down Stairs
  • Attic: Yes
  • Energy Features: Generator, Programmable Thermostat, Ridge Vents, Thermopane Windows
  • Fuel Tank Location: In Basement
  • Heat Fuel Type: Oil
  • Home Automation: Thermostat(s)
  • Hot Water Description: Oil, 50 Gallon Tank
  • In Law Apartment: Possible
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Foyer, Gym, Laundry Room, Wine Cellar

General Information

  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher
  • Basement: Full, Heated, Partially Finished, Walk-out, Liveable Space
  • Cooling: Central Air, Zoned
  • Fireplaces Total: 2
  • Foundation Details: Concrete
  • Heating: Hot Air
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Living Area: 5581

Exterior

Parking Information

  • Parking Features: Attached Garage

Lot Information

  • Lot Features: Fence - Partial, In Subdivision, Treed, On Cul-De-Sac, Professionally Landscaped
  • Lot Size Acres: 4
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Not Applicable
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Brick, Wood
  • Roof: Asphalt Shingle

General Information

  • Exterior Features: Gutters, Lighting, Hot Tub, French Doors, Patio, Shed, Gazebo, Deck, Stone Wall
  • Pool Features: Gunite, Heated, Spa, Safety Fence, In Ground Pool
  • Pool Private: Yes
  • Sewer: Septic

Room Information

Room: Dining Room

  • Level: Main
  • Length: 13.6
  • Width: 13.2
  • Description: 9 ft+ Ceilings,Sliders,Hardwood Floor

Room: Formal Dining Room

  • Level: Main
  • Length: 15.5
  • Width: 13.2
  • Description: 9 ft+ Ceilings,Hardwood Floor

Room: Great Room

  • Level: Main
  • Length: 19.3
  • Width: 19.1
  • Description: Skylight,Cathedral Ceiling,Pellet Stove,Interior Balcony,Sliders,Hardwood Floor

Room: Kitchen

  • Level: Main
  • Length: 15.6
  • Width: 12.1
  • Description: Remodeled,9 ft+ Ceilings,Quartz Counters,Island,Pantry,Hardwood Floor

Room: Living Room

  • Level: Main
  • Length: 20.4
  • Width: 13
  • Description: 9 ft+ Ceilings,Fireplace,Hardwood Floor

Room: Office

  • Level: Main
  • Length: 14.5
  • Width: 12.4
  • Description: 9 ft+ Ceilings,Book Shelves,French Doors,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 15.5
  • Width: 13.2
  • Description: Full Bath,Walk-In Closet,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 15
  • Width: 13.4
  • Description: Jack & Jill Bath,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 13.2
  • Width: 11
  • Description: Jack & Jill Bath,Hardwood Floor

Room: Bedroom

  • Level: Upper
  • Length: 12.9
  • Width: 10.7
  • Description: Wall/Wall Carpet

Room: Primary Bath

  • Level: Upper
  • Length: 17
  • Width: 13.3
  • Description: Double-Sink,Stall Shower,Whirlpool Tub,Tile Floor

Room: Primary BR Suite

  • Level: Upper
  • Length: 26.3
  • Width: 14.6
  • Description: Remodeled,Built-Ins,Full Bath,Tub w/Shower,Walk-In Closet,Hardwood Floor

29 Greenleaf Farms Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

29 Greenleaf Farms Road Market Data

Based on the last 30 days in this zip code

$894,477
Average List Price
$313
Average Price per Square Foot
17
Properties Sold
70
Average Days on Market
81
Properties for Sale
Calculations provided by Reliance Network

29 Greenleaf Farms Road History

Date Event Value Agent
6/17/2026Source: Smart MLS Price Reduction
$1,499,000 -5.7%
5/26/2026Source: Smart MLS Status Change
Active
5/23/2026Source: Smart MLS Added to Database
May 23, 2026
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
Listing provided courtesy of YellowBrick Real Estate LLC- MLS# 24177425MLS ProviderContact Information: (203) 309-2823