29 Greenleaf Farms Road

Closed 7/22/26
Closed 7/22/26
Gallery Image 1
Sold
Last Sold Price
$1,340,000
5 beds5,581 sqft$240/sqft
29 Greenleaf Farms Rd, Newtown, CT 06470
Single FamilyProperty Type
4 acresLot Size
1997Year Built
$240/sq ftPrice per sq ft
3 carsParking Spaces

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.
  • Listed by: Rudy Pierre (Milford) 203.309.2823 rudypierre@gmail.com • YellowBrick Real Estate LLC
Listing closed: 07/22/2026 12:00 AM • Source: SMARTMLS, MLS#: 24177425
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of YellowBrick Real Estate LLC, Rudy Pierre (Milford)

Sold By William Raveis Real Estate, Toni-Ann Vittoria

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$8,536 per month

30 year fixed, 6.55% Interest

Principal and Interest

$6,811

Property Taxes

$1,725

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 29 Greenleaf Farms Road

Property Details
  • Taxes: $20,703 / year
  • MLS Type: Residential
  • County: Fairfield County
  • 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
  • Swimming Pool: Yes
  • Expected On Market Date: 05-27-2026
Building Information
  • Year Built: 1997
  • Lot Size: 4.00 AC / 174,240 SF
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
Jul 16, 2026

Closed (Public Record)

Public Record #1946084628

$1,340,000

+8.6% / yr

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

DateEvent & SourcePrice
07/16/2026

Closed (Public Record)

Public Record #1946084628

$1,340,000

+8.6% / yr

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

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 Record2025$20,703 ($1,725 / month)
Home Facts
Beds4Baths4Total Finished SqFt4,581 SqFtAbove Grade Finished SqFt4,581 SqFtUnfinished Basement SqFt1,000 SqFtStories2Lot Size174,240 SqFtStyleSingle Family ResidenceYear Built1997Year Renovated1997ZoningR-3CountyWESTERN CONNECTICUTAPNNTWN M:9 B:1 L:27 U:36

Schools near 29 Greenleaf Farms Road

This home is within Newtown School District.
Rating
School
Type
Grades
Distance
Head O'Meadow Elementary School
Public - K to 4
Reed Intermediate School
Public - 5 to 6
Newtown Middle School
Public - 7 to 8
Newtown High School
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

New listings in 06470

$498,900 | 623 Brookside Court, Unit 623, Newtown, CT 06470
1/3
Coming Soon

$498,900

2
Bedrooms
1,504
Square Feet

623 Brookside Court, Unit 623, Newtown, CT 06470

$1,500,000 | 11 Oak Ridge Drive, Newtown, CT 06470
1/40
Listed By CompassOpen: 9/5 01:00PM - 03:00PM

$1,500,000

4
Bedrooms
4,181
Square Feet
2.11
Acres

11 Oak Ridge Drive, Newtown, CT 06470

$715,000 | 5 Taunton Lake Drive, Newtown, CT 06470
1/37
Coming SoonOpen: 9/13 01:00PM - 03:00PM

$715,000

4
Bedrooms
2,533
Square Feet
0.58
Acres

5 Taunton Lake Drive, Newtown, CT 06470

$139,000 | 301 South Main Street, Newtown, CT 06470
1/23

$139,000

2
Bedrooms
784
Square Feet
Unavailable
Acres

301 South Main Street, Newtown, CT 06470

$1,590,900 | 4 C Vona Way, Newtown, CT 06470
1/31

$1,590,900

4
Bedrooms
3,484
Square Feet
3.79
Acres

4 C Vona Way, Newtown, CT 06470

$589,000 | 4 Taunton Lake Drive, Newtown, CT 06470
1/40
Under Contract - Continue To Show

$589,000

4
Bedrooms
1,811
Square Feet
0.55
Acres

4 Taunton Lake Drive, Newtown, CT 06470

$499,900 | 29 Poverty Hollow Road, Newtown, CT 06470
1/30

$499,900

3
Bedrooms
1,253
Square Feet
1.26
Acres

29 Poverty Hollow Road, Newtown, CT 06470

$350,000 | 163 Huntingtown Road, Newtown, CT 06470
1/26
Coming Soon

$350,000

2
Bedrooms
960
Square Feet
0.11
Acres

163 Huntingtown Road, Newtown, CT 06470

$699,000 | 141 Head Of Meadow Road, Newtown, CT 06470
1/40
Under Contract - Continue To Show

$699,000

3
Bedrooms
2,376
Square Feet
1.51
Acres

141 Head Of Meadow Road, Newtown, CT 06470

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 29 Greenleaf Farms Road, Newtown, CT 06470
$1,340,000
5
5,581
174,240
Lot 29 Greenleaf Farms Road, Newtown, CT 06470
$127,500
–
–
–
217,800
Lot 33 Greenleaf Farms Road, Newtown, CT 06470
$127,500
–
–
–
217,800
Lot 34 Greenleaf Farms Road, Newtown, CT 06470
$127,500
–
–
–
174,240
Lot 31 Greenleaf Farms Road, Newtown, CT 06470
$127,500
–
–
–
217,800
35 Greenleaf Farms Road, Newtown, CT 06470
$975,000
5
4,629
186,872

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 (Milford)

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.