41 Penny Lane Highland, NY $ 499,900
41 Penny Lane
$ 499,900
Recently Listed
Open House 8/16 11am - 1pm
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41 Penny Lane

Highland, NY, 12528
$ 499,900
Bedrooms3 Baths2.1 Sq 1,844

Monthly Estimate*

$ 3,156

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Single Family Home for sale in Highland, NY

for $499,900 with 3 bedrooms and 2 full baths, 1 half bath. This 1,844 square foot home was built in 1955 on a lot size of 0.52.

Welcome to 41 Penny Lane, a beautifully maintained 3-bedroom, 2.5-bath ranch tucked away on a quiet dead-end road. Set on a picturesque 0.52-acre lot, this 1,844-square-foot home offers exceptional curb appeal and a wonderful connection to the outdoors. A stunning, light-filled four-season sunroom with skylights and French doors that seamlessly extends the living space, providing a beautiful place to relax and enjoy the peaceful surroundings year-round. The sunroom opens naturally to the outdoor living areas, creating an inviting retreat in every season. Inside, the open layout features a spacious kitchen with rich Brazilian cherry hardwood flooring, conveniently located adjacent to a massive walk-in pantry with dedicated laundry space. A generous bonus room offers outstanding flexibility as a home office, playroom, or hobby space. Fresh landscaping with newly mulched garden beds. All three decks have recently been power washed, re-stained, and repainted. Major systems and mechanicals have been thoughtfully maintained for added peace of mind, including a brand-new hot water heater (July 2025), a whole-house generator (2021), roof (2013), and central A/C, mini-splits, and furnace (2012). Ideally located just minutes from the Village of Highland and downtown New Paltz, you'll enjoy easy access to local shops, restaurants, farm stands, rail trails, and the NYC Trailways bus stop. Only 90 minutes from New York City and just moments from world-class hiking, climbing, and outdoor recreation at Mohonk Preserve and Minnewaska State Park, this Hudson Valley gem offers the perfect blend of comfort, convenience, and lifestyle.

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Open House

8/16/2026 11:00 AM - 1:00 PM
41 Penny Lane Highland, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 499,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,831

Style

Ranch

Lot Size

0.52

Year Built

1955

Town/City

Highland

County/Region

Ulster

MLS | Web ID

1036310

Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Chefs Kitchen Open Kitchen Pantry
Basement Full
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Heat Pump Hot Air Oil
Cooling Central Air
Utilities Electricity Connected Propane Trash Collection Private
Appliances Dryer Oven Range Refrigerator Washer
Architectural Style Ranch
Construction Materials Other
Year Built 1955
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3889-087.005-0003-024.000-0000
County Ulster County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 6
Full Baths 2
Directions From Old Rte 299 Turn onto Plutarch Rd Penny Ln is on the Left. Drive down and home is to the right
High School Highland Park Community School
City Lloyd
Senior Community Y/N N
High School District Highland
Carport Y/N N
Elementary School Highland Elementary School
Property Attached Y/N N
Tax Annual Amount 10831
Middle/Junior High School Highland Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Highland
Elementary School District Highland
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Exterior
Parking Features Driveway Driveway
Water Source Well
Foundation Details Other
Waterfront Y/N N
Road Frontage Type Private Road
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Internal Only
Street Number 1 41
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* Excluded Features
List By
Jacob M. Cohen

Listing Agent

Exp Realty

Broker

Jacob@stevensrealtygrp.com

Email

Affordability Calculator

$4,059
Per Month
78%
22%
0%
Monthly Principal & Interest
$3,156
Monthly Property Taxes
$903
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100299 Elementary School
4100530 Middle School
Highland Park Community School High School High School
Pricing History
DatePricePrice ChangeDescription
8/10/2026$499,900 Listed Price

Map


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41 Penny Lane, Highland, NY, 12528 is a Single Family Home for sale at $499,900 with 1,844 sqft and a lot size of 0.52. 41 Penny Lane has 3 bedrooms, 2.1 baths, and was built in 1955. The property's zip code is 12528 which is in Highland, NY