Imagine 1.3 acres of private, wooded serenity with everything you need just a short drive away. This 2,320 sqft Peppertree home delivers the rare sweet spot: genuine retreat meets genuine convenience. Tree-lined and tucked away, yet minutes from RTP, major medical centers, and universities. ~20 minutes to UNC Hospital, ~20 minutes to Chatham Hospital, ~35 minutes to Duke University Hospital. The covered wrap-around porch, expansive deck, fire pit, and wooded backdrop create the perfect setting for morning coffee, weekend gatherings, or quiet evenings. The open, flat yard invites play, pets, and friends. Inside, you'll find two distinct living areas plus a massive bonus room. Home office? Gym? Media room? Play space? Choose your own adventure. Soaring 9-ft ceilings and natural light flood through, making every room feel generous and bright. The big-ticket items are already handled: BRAND NEW ROOF, updated kitchen, whole-house water filtration, and fresh interior paint. A two-car garage features a Tesla charger and workshop-ready space. Positioned in one of the Triangle's fastest-growing corridors just 15 minutes from downtown Pittsboro and Chatham Park. This home is a true one-of-a-kind gem ready for its new owner.
For sale
$599,900
64 Winthrop Rd, Pittsboro, NC 27312
3beds
2,232sqft
Single Family Residence, Residential
Built in 2004
1.31 Acres Lot
$587,100 Zestimate®
$269/sqft
$8/mo HOA
What's special
Covered wrap-around porchMassive bonus roomNatural light flood throughTesla chargerWooded backdropExpansive deckFresh interior paint
- 8 days |
- 868 |
- 66 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Cory Sherman 919-849-5592,
Keller Williams Elite Realty
Source: Doorify MLS,MLS#: 10173812
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Electric, Forced Air, Heat Pump, Zoned
Cooling
- Central Air, Heat Pump, Zoned
Appliances
- Included: Dishwasher, Electric Range, Microwave, Oven, Stainless Steel Appliance(s), Washer/Dryer, Water Purifier Owned
Features
- Flooring: Carpet, Hardwood, Tile
- Basement: Crawl Space
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,232
- Total interior livable area: 2,232 sqft
- Finished area above ground: 2,232
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Porch, Wrap Around
- Has view: Yes
Lot
- Size: 1.31 Acres
- Features: Back Yard, Front Yard, Garden, Hardwood Trees, Landscaped, Open Lot, Wooded
Details
- Parcel number: 0078369
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Transitional
- Property subtype: Single Family Residence, Residential
Materials
- Fiber Cement
- Roof: Shingle
Condition
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Subdivision: Peppertree
HOA
- Has HOA: Yes
- Services included: Road Maintenance
- HOA fee: $100 annually
Location
- Region: Pittsboro
Financial & listing details
- Price per square foot: $269/sqft
- Tax assessed value: $562,772
- Annual tax amount: $4,108
- Date on market: 6/12/2026
Estimated market value
$587,100
$558,000 - $616,000
$2,472/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Listed for sale | $599,900$269/sqft |
Source:  Doorify MLS #10173812 Report a problem | ||
| 5/11/2026 | Listing removed | $599,900$269/sqft |
Source: Doorify MLS #10146165 Report a problem | ||
| 4/29/2026 | Listed for sale | $599,900$269/sqft |
Source: Doorify MLS #10146165 Report a problem | ||
| 4/22/2026 | Pending sale | $599,900$269/sqft |
Source: Doorify MLS #10146165 Report a problem | ||
| 4/9/2026 | Price change | $599,900-4%$269/sqft |
Source: Doorify MLS #10146165 Report a problem | ||
| 2/12/2026 | Listed for sale | $625,000+2.5%$280/sqft |
Source: Doorify MLS #10146165 Report a problem | ||
| 4/26/2022 | Sold | $610,000+23.2%$273/sqft |
Source: Doorify MLS #2439383 Report a problem | ||
| 4/4/2022 | Contingent | $495,000$222/sqft |
Source: Doorify MLS #2439383 Report a problem | ||
| 4/4/2022 | Listed for sale | $495,000+82%$222/sqft |
Source: Doorify MLS #2439383 Report a problem | ||
| 10/19/2018 | Listing removed | $2,250$1/sqft |
Source: Fonville Morisey/Chapel Hill Sales Office #2197018 Report a problem | ||
| 6/9/2018 | Listed for rent | $2,250$1/sqft |
Source: Fonville Morisey/Chapel Hill Sales Office #2197018 Report a problem | ||
| 3/29/2017 | Listing removed | $2,250$1/sqft |
Source: Fonville Morisey/Chapel Hill Sales Office #2105286 Report a problem | ||
| 3/2/2017 | Listed for rent | $2,250$1/sqft |
Source: Fonville Morisey/Chapel Hill Sales Office #2105286 Report a problem | ||
| 6/9/2009 | Sold | $272,000-5.9%$122/sqft |
Source: Public Record Report a problem | ||
| 4/3/2009 | Price change | $289,000-3.7%$129/sqft |
Source: Listhub #1644288 Report a problem | ||
| 1/29/2009 | Listed for sale | $300,000+18.9%$134/sqft |
Source: Listhub #1644288 Report a problem | ||
| 10/21/2004 | Sold | $252,400$113/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,108 +45.6% | $562,772 +78.8% |
| 2024 | $2,821 +10.3% | $314,676 |
| 2023 | $2,558 +3.8% | $314,676 |
| 2022 | $2,464 +1.3% | $314,676 |
| 2021 | $2,432 +14% | $314,676 +14.7% |
| 2020 | $2,134 +5.7% | $274,271 |
| 2019 | $2,019 -5.2% | $274,271 |
| 2017 | $2,130 | $274,271 +0.4% |
| 2016 | $2,130 -0.8% | $273,303 |
| 2015 | $2,148 | $273,303 |
| 2014 | -- | $273,303 |
| 2013 | -- | $273,303 |
| 2012 | -- | $273,303 |
| 2011 | -- | $273,303 |
| 2010 | -- | $273,303 |
| 2009 | -- | $273,303 +9.8% |
| 2008 | -- | $248,864 |
| 2007 | $1,758 +7.5% | $248,864 |
| 2005 | $1,635 | $248,864 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
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: 27312
Nearby schools
GreatSchools rating
- 8/10Perry W Harrison ElementaryGrades: PK-5Distance: 0.5 mi
- 6/10Margaret B. Pollard Middle SchoolGrades: 6-8Distance: 2.4 mi
- 7/10Northwood HighGrades: 9-12Distance: 4.1 mi
Schools provided by the listing agent
- Elementary: Chatham - Perry W Harrison Elementary
- Middle: Chatham - Margaret B Pollard Middle School
- High: Chatham - Northwood High
Source: Doorify 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.
- North Carolina
- Chatham County
- Pittsboro
- 27312
- 64 Winthrop Rd
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