23 Sleepy Hollow Lane

East Stroudsburg, PA
$ 739,000 Beds 4 Baths 3.5 Sq 5,092
Monthly Estimate* How much can I afford?

A rare architectural masterpiece in the heart of the Poconos. Welcome to ''The Octagon House'' — a tastefully updated and professionally furnished 4-bedroom, 3.5-bath residence offering an impressive 5,672 sq. ft. of refined living space on 1.83 private acres. From the moment you step inside, soaring light-filled spaces and a seamless flow of open-concept design set this home apart. Walls of windows flood every room with natural light, while sophisticated finishes and designer furnishings elevate every detail. Each room has been thoughtfully curated to tell its own story — blending comfort, character, and style in a way that makes this home truly unforgettable. The property is being sold fully furnished, staged by a professional design team, creating a truly turn-key opportunity. With two expansive decks on opposite sides of the home, outdoor living is just as extraordinary — ideal for entertaining, relaxing, and enjoying the surrounding natural beauty. This one-of-a-kind property also sits in a location that permits short-term rentals, making it a rare investment opportunity as well as a luxurious primary or vacation residence. A statement of modern elegance and architectural artistry, The Octagon House is more than a home — it's an experience.

Active

  • Price
  • $ 739,000
  • City
  • East Stroudsburg
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Monroe
  • Half Bathrooms
  • 1
  • Area
  • Middle Smithfield Township
  • Lot Size
  • 1.83 Acres
  • Zip
  • 18302
  • Sqr Footage
  • 5,092
  • Year Built
  • 1990
  • Taxes
  • $ 11536
  • Style
  • Single Family Residence
  • MLS#
  • PM136640
Listed By: Real of Pennsylvania-Brodheadsville
Data Source: Pocono Mountains MLS (PMMLS)

Features

General

Sewer On Site Septic
Possession Close Of Escrow
HOA Fee 600
Property Subtype Single Family Residence
Current Use Residential
County Monroe
Property Type Residential
Association Amenities Other
HOA true
Subdivision Name Sleepy Hollow Estates
Status Active
City East Stroudsburg
High School District East Stroudsburg Area
Zoning Description Residential
Lot Size Units Acres
Lot Size Square Feet 79714.8
Tax Annual Amount 11536.76
Standard Status Active
Heating Baseboard
Year Built 1990
Stories Count 2
Attached Garage true
Garage Y/N true
Carport Y/N false
Year Built Source Public Records
Cooling Ceiling Fan(s),Central Air
Roof Shingle
Garage Spaces 3
Patio/Porch Features Front Porch,Wrap Around
Total Rooms 13
Full Baths 3
Disclosures Resale Certificate
Association Fee Includes Maintenance Road
Tax Year 2025
Open Parking Spaces 10
Legal Description Lot 109 Plot II
Structure Type House

Interior Features

Total Baths 4
Basement (Y/N) true
Heating Y/N true
Above Grade Finished Area 3565
Interior Amenities Breakfast Nook,Kitchen Island,High Ceilings,Vaulted Ceiling(s),Recessed Lighting
Basement Full,Walk-Out Access,Finished,Heated
Flooring Carpet,Tile,Vinyl
Common Walls No Common Walls
Air Conditioning Y/N true
Window Features Skylight(s)
Fireplace Y/N true
Half Baths 1
Total Bedrooms 4
Below Grade Finished Area 1527
Heating-Baseboard true
Furnished Y/N Furnished
LivingAreaSource Estimated
Total Fireplaces 1

Exterior Features

Water Source Well
Lot Size Area 1.83
Lot Size Acres 1.83
Road Responsibility Private Maintained Road
Building Area Total 5672
Inclusions Furniture

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Tannersville, PA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

4/22/2026 Listed $799,000
6/26/2026 8% - $739,000

Property vs Zip Code Average in 18302

Price
AVG $400K
$740K
Taxes
AVG $6,208
$11,536
Year Built
AVG 1978
1990

23 Sleepy Hollow Lane East Stroudsburg, PA is a Single Family Home for sale at $739000 with 5092 sqft and a lot size of 1.83 Acres Acre(s). 23 Sleepy Hollow Lane East Stroudsburg has 4 bedrooms, 3 baths and was built in 1990. The property's zip code is 18302 which is in East Stroudsburg, PA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.