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$1,340,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 5,581 Sq. Ft.
  • 3 Car Garage
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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.

Full Property Details for 29 Greenleaf Farms Rd

General

  • Sold For: $1,340,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24177425
  • Added to Site: 95 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Bonus Room, Foyer, Gym, Laundry Room, Wine Cellar
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2
  • Primary Bathroom: Primary Bath - Doubl, 17 x 13.3, Upper

Bedrooms

  • Total Bedrooms: 5
  • Primary Suite: Remodeled, Built-Ins, Full Bath, Tub w/Shower, Walk-In, 26.3 x 14.6, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 12.9 x 10.7, Upper
  • Bedroom 2: Bedroom - Jack & Jill Bath, Hardwood Floor, 13.2 x 11, Upper
  • Bedroom 3: Bedroom - Jack & Jill Bath, Hardwood Floor, 15 x 13.4, Upper
  • Bedroom 4: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 15.5 x 13.2, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 20.4 x 13, Main
  • Great Room: Great Room - Skylight, Cathedral Ceiling, Pellet Stove, Interior Balcony, Sliders, Hardwood Floor, 19.3 x 19.1, Main
  • Kitchen: Kitchen - Remodeled, 9 ft+ Ceilings, Quartz Counters, Island, Pantry, Hardwood Floor, 15.6 x 12.1, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Sliders, Hardwood Floor, 13.6 x 13.2, Main
  • Formal Dining Room: Formal Dining Room - 9 ft+ Ceilings, Hardwood Floor, 15.5 x 13.2, Main
  • Office: Office - 9 ft+ Ceilings, Book Shelves, French Doors, Hardwood Floor, 14.5 x 12.4, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Spa, Safety Fence, In Ground Pool

Exterior

  • Exterior Features: Gutters, Lighting, Hot Tub, French Doors, Patio, Shed, Gazebo, Deck, Stone Wall

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Subdivision: Greenleaf Farms
  • Neighborhood: Hattertown
  • Driving Directions: GPS Friendly

School Information

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

Community

  • Community Name: Hattertown

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Brick, Wood
  • Basement Desc.: Full, Heated, Partially Finished, Walk-out, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,581
  • Above Ground: 4,581 Sq. Ft.
  • Below Ground: 1,000 Sq. Ft.
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 4
  • Zoning: R-3
  • Lot Description: Fence - Partial, In Subdivision, Treed, On Cul-De-Sac, Professionally Landscaped

Green Features

  • Energy Features: Generator, Programmable Thermostat, Ridge Vents, Thermopane Windows

Financial Considerations

  • Assessment Amount: $720,340
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 213794

Listed by YellowBrick Real Estate LLC, Rudy Pierre (Milford)
Sold by William Raveis Real Estate, Toni-Ann Vittoria

Listing agent

— 29 Greenleaf Farms Rd —

  • Rudy Pierre (Milford)

    YellowBrick Real Estate LLC

Agent Contact: (203) 309-2823 Office Contact: (203) 445-6949

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29 Greenleaf Farms Rd

School District:Newtown School District
NameGradesDistance
Head O'Meadow Elementary School
94 Boggs Hill Road, Newtown, CT 06470
K-42.6 mi
Newtown Middle School
11 Queen Street, Newtown, CT 06470
7-84.7 mi
Newtown High School, Newtown, CT
12 Berkshire Rd., Newtown, CT 06482
9-125.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Greenleaf Farms Rd

Date
Details
Price
Change
Source
7/22/2026
Sold
$1,340,000
-10.61%
MLS
6/17/2026
Price Reduced
$1,499,000
-5.72%
MLS
5/27/2026
Listed
$1,590,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by YellowBrick Real Estate LLC, Rudy Pierre (Milford)
Sold by William Raveis Real Estate, Toni-Ann Vittoria

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29 Greenleaf Farms Road, Newtown, CT 06470 (MLS# 24177425) is a Single Family property that was sold at $1,340,000 on July 22, 2026. Want to learn more about 29 Greenleaf Farms Road? Do you have questions about finding other Single Family real estate for sale in Newtown? You can browse all Newtown real estate or contact a Coldwell Banker agent to request more information.