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. Luxury, recreation, and comfort come together in one extraordinary Newtown estate.
For sale
$1,590,000
29 Greenleaf Farms Road, Newtown, CT 06470
5beds
5,581sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1997
4 Acres Lot
$-- Zestimate®
$285/sqft
$-- HOA
What's special
- 7 days |
- 801 |
- 51 |
Zillow last checked:
Listing updated:
Listed by:
Rudy Pierre (203)309-2823,
YellowBrick Real Estate LLC 203-445-6949
Source: Smart MLS,MLS#: 24177425
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Gym, Laundry, Wine Cellar
Primary bedroom
- Features: Remodeled, Built-in Features, Full Bath, Tub w/Shower, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 383.98 Square Feet
- Dimensions: 14.6 x 26.3
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 204.6 Square Feet
- Dimensions: 13.2 x 15.5
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 201 Square Feet
- Dimensions: 13.4 x 15
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 145.2 Square Feet
- Dimensions: 11 x 13.2
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 138.03 Square Feet
- Dimensions: 10.7 x 12.9
Primary bathroom
- Features: Double-Sink, Stall Shower, Whirlpool Tub, Tile Floor
- Level: Upper
- Area: 226.1 Square Feet
- Dimensions: 13.3 x 17
Dining room
- Features: High Ceilings, Sliders, Hardwood Floor
- Level: Main
- Area: 179.52 Square Feet
- Dimensions: 13.2 x 13.6
Dining room
- Features: High Ceilings, Hardwood Floor
- Level: Main
- Area: 204.6 Square Feet
- Dimensions: 13.2 x 15.5
Great room
- Features: Skylight, Cathedral Ceiling(s), Pellet Stove, Interior Balcony, Sliders, Hardwood Floor
- Level: Main
- Area: 368.63 Square Feet
- Dimensions: 19.1 x 19.3
Kitchen
- Features: Remodeled, High Ceilings, Quartz Counters, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 188.76 Square Feet
- Dimensions: 12.1 x 15.6
Living room
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Main
- Area: 265.2 Square Feet
- Dimensions: 13 x 20.4
Office
- Features: High Ceilings, Bookcases, French Doors, Hardwood Floor
- Level: Main
- Area: 179.8 Square Feet
- Dimensions: 12.4 x 14.5
Heating
- Forced Air, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Water Heater
- Laundry: Main Level
Features
- Open Floorplan, Entrance Foyer, Smart Thermostat
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Heated,Partially Finished,Walk-Out Access,Liveable Space
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 5,581
- Total interior livable area: 5,581 sqft
- Finished area above ground: 4,581
- Finished area below ground: 1,000
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Patio, Deck
- Exterior features: Rain Gutters, Lighting, Stone Wall
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, Fenced, In Ground
- Spa features: Heated
- Fencing: Partial
Lot
- Size: 4 Acres
- Features: Subdivided, Wooded, Cul-De-Sac, Landscaped
Details
- Additional structures: Shed(s), Gazebo
- Parcel number: 213794
- Zoning: R-3
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Thermostat, Ridge Vents, Windows
Community & HOA
Community
- Features: Basketball Court, Golf, Health Club, Library, Medical Facilities, Playground, Private School(s), Stables/Riding
- Security: Security System
- Subdivision: Greenleaf Farms
HOA
- Has HOA: No
Location
- Region: Newtown
Financial & listing details
- Price per square foot: $285/sqft
- Tax assessed value: $720,340
- Annual tax amount: $20,703
- Date on market: 5/23/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2026 | Listed for sale | $1,590,000+86%$285/sqft |
Source:  Smart MLS #24177425 Report a problem | ||
| 3/12/2021 | Sold | $855,000-0.6%$153/sqft |
Source: Smart MLS #170362981 Report a problem | ||
| 1/8/2021 | Pending sale | $859,900$154/sqft |
Source: William Pitt Sotheby's International Realty #170362981 Report a problem | ||
| 1/8/2021 | Contingent | $859,900$154/sqft |
Source: Smart MLS #170362981 Report a problem | ||
| 12/31/2020 | Listed for sale | $859,900-3.2%$154/sqft |
Source: William Pitt Sotheby's International Realty #170362981 Report a problem | ||
| 6/25/2012 | Sold | $888,000-1.1%$159/sqft |
Source: Smart MLS #98527962 Report a problem | ||
| 4/12/2012 | Price change | $898,000-2.3%$161/sqft |
Source: William Raveis Real Estate #F986154 Report a problem | ||
| 3/22/2012 | Price change | $919,000-2.8%$165/sqft |
Source: William Raveis Real Estate #F986154 Report a problem | ||
| 2/15/2012 | Listed for sale | $945,000-5.4%$169/sqft |
Source: William Raveis Real Estate #F986154 Report a problem | ||
| 11/9/2011 | Listing removed | $999,000$179/sqft |
Source: Prudential Connecticut Realty #98513647 Report a problem | ||
| 9/8/2011 | Price change | $999,000-2.5%$179/sqft |
Source: Prudential Connecticut Realty #98513647 Report a problem | ||
| 6/23/2011 | Price change | $1,025,000-4.7%$184/sqft |
Source: Prudential Connecticut Realty #98513647 Report a problem | ||
| 6/8/2011 | Listed for sale | $1,075,000+88.7%$193/sqft |
Source: Prudential Connecticut Realty #98513647 Report a problem | ||
| 3/3/1997 | Sold | $569,655+346.8%$102/sqft |
Source: Public Record Report a problem | ||
| 11/28/1995 | Sold | $127,500$23/sqft |
Source: Public Record Report a problem | ||
| 6/29/1995 | Sold | $127,500$23/sqft |
Source: Smart MLS #94023343 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,703 +6.6% | $720,340 |
| 2024 | $19,428 +4% | $720,340 +1.2% |
| 2023 | $18,681 +4.8% | $711,940 +38.5% |
| 2022 | $17,824 +1.1% | $514,100 +1% |
| 2021 | $17,638 -0.3% | $509,030 |
| 2020 | $17,694 0% | $509,030 |
| 2019 | $17,699 +1.5% | $509,030 |
| 2018 | $17,429 -11.7% | $509,030 -12.6% |
| 2017 | $19,732 +2.4% | $582,570 |
| 2015 | $19,266 -0.7% | $582,570 |
| 2014 | $19,405 0% | $582,570 |
| 2013 | $19,411 +9.7% | $582,570 -19.2% |
| 2012 | $17,695 +0.7% | $721,050 |
| 2011 | $17,572 +1.5% | $721,050 |
| 2010 | $17,305 +2.4% | $721,050 |
| 2009 | $16,894 +1% | $721,050 |
| 2008 | $16,728 +14.1% | $721,050 +38.2% |
| 2007 | $14,663 +2.9% | $521,820 |
| 2006 | $14,246 +4.6% | $521,820 |
| 2005 | $13,620 +4.8% | $521,820 |
| 2004 | $12,993 +6.4% | $521,820 |
| 2003 | $12,211 -0.1% | $521,820 +35.7% |
| 2001 | $12,226 +7.8% | $384,450 |
| 2000 | $11,341 +5.7% | $384,450 |
| 1999 | $10,726 | $384,450 |
Find assessor info on the county website
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06470
Nearby schools
GreatSchools rating
- 10/10Head O'Meadow Elementary SchoolGrades: K-4Distance: 2.6 mi
- 7/10Newtown Middle SchoolGrades: 7-8Distance: 4.7 mi
- 9/10Newtown High SchoolGrades: 9-12Distance: 5.5 mi
Schools provided by the listing agent
- Elementary: Head O'Meadow
- Middle: Newtown,Reed
- High: Newtown
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- Fairfield County
- Newtown
- 06470
- 29 Greenleaf Farms Road
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