29 Greenleaf Farms Rd

5,581 Sq. Ft.
$285 / Sq. Ft.
5,581
Sq. Ft.
$285
per Sq. Ft.

Description

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...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.
  1. Listed by Rudy Pierre • YellowBrick Real Estate LLC
    P: (203)-309-2823 C: (203)-309-2823 rudypierre@gmail.com

Property Details for 29 Greenleaf Farms Road

Basement Description
Full, Heated, Partially Finished, Walk-out, Liveable Space
Direct Waterfront
No
Expected Active Date
05-27-2026
Garages Number
3
Neighborhood
Hattertown
Style
Colonial
Subdivision
Greenleaf Farms
Garage Parking Info
Attached Garage
LISTING UPDATED: 06/04/2026 03:10 PM

Property Details for 29 Greenleaf Farms Road

StatusActive
MLS #24177425
Days on Market10
Taxes$20,703 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1997
Lot Size4.00 AC / 174,240 SF
CountyFairfield County

Location

Listing Courtesy of YellowBrick Real Estate LLC, Rudy Pierre
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Building Information for 29 Greenleaf Farms Road

Stories-Year Built1997Building Size-Lot Size4.00 AC / 174,240 SF

Payment Calculator

$9,648 per month

30 year fixed, 6.36% Interest

Principal and Interest

$7,923

Property Taxes

$1,725

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 29 Greenleaf Farms Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Head O'Meadow
  • Flood Zone: No
  • High School: Newtown
  • Intermediate School: Reed
  • Latitude: 41.352591
  • Longitude: -73.344376
  • Middle Jr High School: Newtown
  • Neighborhood Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot, Private School(s), Stables/Riding
  • State: Connecticut
  • Subd Complex: Greenleaf Farms
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $20,703
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Lighting, Hot Tub, French Doors, Patio, Shed, Gazebo, Deck, Stone Wall
  • Pool Description: Gunite, Heated, Spa, Safety Fence, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Foyer, Gym, Laundry Room, Wine Cellar
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Length: 20.4
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 2
  • Room Entry Order: 10
  • Room Features: 9 ft+ Ceilings,Book Shelves,French Doors,Hardwood Floor
  • Room Length: 14.5
  • Room Level: Main
  • Room Type: Office
  • Room Width: 12.4
Room 3
  • Room Entry Order: 11
  • Room Features: Double-Sink,Stall Shower,Whirlpool Tub,Tile Floor
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Primary Bath
  • Room Width: 13.3
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.7
Room 5
  • Listing Key: 5255875DF443C8AAE063E201100A6B79
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Sliders,Hardwood Floor
  • Room Length: 13.6
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.2
Room 6
  • Room Entry Order: 3
  • Room Features: Remodeled,Built-Ins,Full Bath,Tub w/Shower,Walk-In Closet,Hardwood Floor
  • Room Length: 26.3
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 14.6
Room 7
  • Room Entry Order: 4
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 15.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.2
Room 8
  • Room Entry Order: 5
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.4
Room 9
  • Listing Key: 5255875DF443C8AAE063E201100A6B79
  • Room Entry Order: 6
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 13.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 10
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 15.5
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 13.2
Room 11
  • Room Entry Order: 8
  • Room Features: Remodeled,9 ft+ Ceilings,Quartz Counters,Island,Pantry,Hardwood Floor
  • Room Length: 15.6
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.1
Room 12
  • Room Entry Order: 9
  • Room Features: Skylight,Cathedral Ceiling,Pellet Stove,Interior Balcony,Sliders,Hardwood Floor
  • Room Length: 19.3
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 19.1
Property
Property and Assessments
  • Construction Description: Brick
  • Exterior Siding: Brick, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1997
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 1000
  • Living Area SQFT Per Public Records: 4581
Lot Information
  • Lot Description: Fence - Partial, In Subdivision, Treed, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 213794
  • Sq Ft Est Heated Above Grade: 4581.0
  • Sq Ft Total: 5581.0
  • Zoning: R-3
Utilities
  • Energy Features: Generator, Programmable Thermostat, Ridge Vents, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 50 Gallon Tank
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 29 Greenleaf Farms Road

DateEvent & SourcePriceAppreciation
Feb 10, 2021

Closed (Public Record)

Public Record #1454589981

$855,000

-0.4% / yr

Jun 26, 2012

Closed (Public Record)

Public Record #334033648

$888,000

+2508.0% / yr

Apr 14, 2008

Closed (Public Record)

Public Record #327047219

$1

-69.6% / yr

DateEvent & SourcePrice
02/10/2021

Closed (Public Record)

Public Record #1454589981

$855,000

-0.4% / yr

06/26/2012

Closed (Public Record)

Public Record #334033648

$888,000

+2508.0% / yr

04/14/2008

Closed (Public Record)

Public Record #327047219

$1

-69.6% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 29 Greenleaf Farms Road

Taxable ValueLand$182,560Additions$537,780Total$720,340
Tax Record2024$20,703 ($1,725 / month)
Home Facts
Beds4Baths3Total Finished SqFt4,581 SqFtAbove Grade Finished SqFt4,581 SqFtStories2Lot Size174,240 SqFtStyleSingle Family ResidenceYear Built1997ZoningR-3CountyWESTERN CONNECTICUTAPNNTWN M:9 B:1 L:27 U:36Fireplace TypeHas Fireplace

Schools near 29 Greenleaf Farms Road

This home is within Newtown School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Head O'Meadow Elementary School
PublicK to 4

Reed Intermediate School
Public5 to 6

Newtown Middle School
Public7 to 8

Newtown High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

29 Greenleaf Farms Road is a single family home for sale in Newtown, CT 06470. This property was listed for sale on May 23, 2026 by YellowBrick Real Estate LLC, it's currently listed at $1,590,000. It has been on the market for a total of 10 days and was last sold on February 10, 2021. This listing's school district is Newtown School District. Nearby schools include Head O'Meadow Elementary School, Reed Intermediate School and Newtown Middle School. 29 Greenleaf Farms Road is a 5-bed, 5-bath, 5,581 sqft single family home built in 1997.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of YellowBrick Real Estate LLC, Rudy Pierre

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.