Penn Estates, PA Homes

/31
$274,900
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
2059 Candlewood Dr, East Stroudsburg, PA 18301

Located in the amenity-filled, STR-friendly community is this charming 3bd/2ba Chalet w/ access to community pools, lakes, beaches, tennis/basketball courts, playgrounds, a fitness center, & 24-hour gated security. Ideally situated in the heart of the Poconos, you're just mins from Rt 80, Camelback, Kalahari, Shawnee Mountain, The Outlets, Delaware Water Gap, & countless dining, shopping, &

Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

2059 Candlewood Dr, East Stroudsburg, PA 18301
/51
$351,000

Sold Jan 09, 2026

6235 Willowicke Terrace, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
- Built 1989
Last Sold Summary
- 2% Below List Price
- $240/SF
- 17 Days On Market
Current Estimated Value $349,185

Last Listing Agent James (Jim) Galligan Keller Williams Real Estate - Stroudsburg 803 Main

6235 Willowicke Terrace, East Stroudsburg, PA 18301

/58
Est $374,101

Not Listed For Sale

3365 Stonehenge Dr, East Stroudsburg, PA 18301
- 3 Beds
- 3 Baths
- 2,099 Sq Ft
- Built 1987
3365 Stonehenge Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 70 Days On Market

/66
$376,000
- 5 Beds
- 3 Baths
- 2,729 Sq Ft
548 Lakeside Dr, East Stroudsburg, PA 18301

Follow the long, tree-lined driveway and discover a home unlike anything else on the market. Custom designed and built by the owner, this one-of-a-kind retreat offers 2,729 square feet of living space across three finished levels with a unique layout that simply must be seen to be fully appreciated .. Step inside and you'll immediately notice the abundance of natural light, creating a bright,

Jamie Scarpa RE/MAX Crossroads

548 Lakeside Dr, East Stroudsburg, PA 18301
/44
$270,000

Sold Jul 14, 2025

1292 Brentwood Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1986
Last Sold Summary
- 8% Below List Price
- $159/SF
- 43 Days On Market
Current Estimated Value $284,738

Last Listing Agent John Keely Keller Williams Real Estate - West End

1292 Brentwood Dr, East Stroudsburg, PA 18301

/20
Est $288,428

Not Listed For Sale

7111 Oakland, East Stroudsburg, PA 18301
- 3 Beds
- 2.5 Baths
- 1,821 Sq Ft
- Built 2002
7111 Oakland, East Stroudsburg, PA 18301

Last Sold Summary
- 104 Days On Market

/40
$389,000

$21K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,122 Sq Ft
111 Brewster Way, East Stroudsburg, PA 18301

Bright, stylish, and full of character, this 4-bedroom colonial has it all! The first-floor primary suite with private en suite offers convenient first-floor living, while the open, sun-drenched living spaces make entertaining effortless. The kitchen shines with granite countertops and stainless-steel appliances, flowing seamlessly into dining and living areas. Enjoy mornings or evenings on your

Sian Bellows EXP Realty LLC

111 Brewster Way, East Stroudsburg, PA 18301
/32
$344,500

Sold Feb 26, 2026

135 Sandlewood Dr, East Stroudsburg, PA 18301
- 4 Beds
- 3.5 Baths
- 3,544 Sq Ft
- Built 1983
Last Sold Summary
- 27% Below List Price
- $97/SF
- 108 Days On Market
Current Estimated Value $388,888

Last Listing Agent Gregory Vannatta Weichert Realtors - Ruffino Real Estate

135 Sandlewood Dr, East Stroudsburg, PA 18301

/8
Est $254,831

Not Listed For Sale

205 Hyland Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,264 Sq Ft
- Built 1989
205 Hyland Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 5 Days On Market

/63
$349,900
- 3 Beds
- 2.5 Baths
- 2,010 Sq Ft
2110 Lansdale Dr, East Stroudsburg, PA 18301

Beautifully maintained 3 bedroom, 2.5 bath Cape Cod located in a gated, amenity-filled community just a short walk to the lake, pool, clubhouse, and tennis courts. This well cared for home features an open living and dining area, modern kitchen with granite countertops, center island, and plenty of cabinet space. Spacious primary bedroom offers double closets and a private bath. The fully

Keith Torregrossa RE/MAX of the Poconos

2110 Lansdale Dr, East Stroudsburg, PA 18301
/46
$415,000

Sold May 04, 2026

511 Lakeside Dr, East Stroudsburg, PA 18301
- 4 Beds
- 2.5 Baths
- 2,077 Sq Ft
- Built 2003
Last Sold Summary
- $200/SF
- 7 Days On Market
Current Estimated Value $415,188

Last Listing Agent Mr. Michael Eichler JR. HomeSmart Realty Advisors

511 Lakeside Dr, East Stroudsburg, PA 18301

/37
Est $386,577

Not Listed For Sale

3452 Crestwood Dr, East Stroudsburg, PA 18301
- 3 Beds
- 3 Baths
- 1,806 Sq Ft
- Built 1985
3452 Crestwood Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 33 Days On Market

/23
$264,900

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
4125 Sycamore Ln, East Stroudsburg, PA 18301

Contemporary 3 bedroom home with a lovely backyard. perfect for relaxing and entertaining family and guest. Wrap around deck and screened in porch. Brand new minisplit system. This house in in the Stroud Township portion of the community. This gated community has 24 hour security, lakes, beaches, tennis and basketball courts and a beautiful outdoor pool. It even sports its own convenience store

David Coulter Keller Williams Real Estate - Stroudsburg

4125 Sycamore Ln, East Stroudsburg, PA 18301
/40
$450,000

Sold Aug 21, 2025

114 Brewster Way, East Stroudsburg, PA 18301
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1996
Last Sold Summary
- $196/SF
- 44 Days On Market
Current Estimated Value $417,354

Last Listing Agent Galina Sergueeva RE/MAX Centre Realtors

114 Brewster Way, East Stroudsburg, PA 18301

/54
Est $309,140

Not Listed For Sale

4250 Woodacre's Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2.5 Baths
- 1,636 Sq Ft
- Built 2000
4250 Woodacre's Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 23 Days On Market

/33
$290,000

$20K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,988 Sq Ft
329 Hyland Dr, East Stroudsburg, PA 18301

Bright, Airy & Full of Charm - Your Penn Estates Dream Home Awaits! Make this your primary home or as an investment. Step into the warmth of this beautifully sunlit contemporary retreat in the desirable Penn Estates community—a home that welcomes you with space, style, and serenity. With 3 bedrooms, 2 full bathrooms, a versatile den, and an enclosed porch perfect for year-round relaxation, this

Denise Fleitman Spread Eagle Realty

329 Hyland Dr, East Stroudsburg, PA 18301
/71
$345,000

Sold Dec 03, 2025

4104 Ashwood Ln, East Stroudsburg, PA 18301
- 3 Beds
- 2.5 Baths
- 1,642 Sq Ft
- Built 2001
Last Sold Summary
- 5% Below List Price
- $210/SF
- 49 Days On Market
Current Estimated Value $342,619

Last Listing Agent April Ace WEICHERT Realtors Acclaim - Tannersville

4104 Ashwood Ln, East Stroudsburg, PA 18301

/6
Est $444,000

Not Listed For Sale

3115 Greenbriar Dr, East Stroudsburg, PA 18301
- 4 Beds
- 2 Baths
- 2,506 Sq Ft
- Built 1989
3115 Greenbriar Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 74 Days On Market

/46
$419,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
259 Sandlewood Dr, East Stroudsburg, PA 18301

Your treetop retreat in Penn Estates is ready for its next chapter--set in one of only two communities that allow short-term rentals, in Stroud Township, making this an exceptional opportunity for both lifestyle buyers and savvy investors.Tucked against the greenbelt and acres of wooded land, this 4-bedroom home delivers the privacy everyone craves, with the upgrades today's buyers want. The

Matteo Adragna ERA One Source Realty

259 Sandlewood Dr, East Stroudsburg, PA 18301
/40
$320,000

Sold Feb 06, 2026

1117 Belaire Dr, East Stroudsburg, PA 18301
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $152/SF
- 221 Days On Market
Current Estimated Value $328,128

Last Listing Agent Alexis Cruel BHHS Fox & Roach Center Valley

1117 Belaire Dr, East Stroudsburg, PA 18301

/50
Est $383,632

Not Listed For Sale

3317 Greenbriar Dr, East Stroudsburg, PA 18301
- 4 Beds
- 3 Baths
- 2,025 Sq Ft
- Built 1994
3317 Greenbriar Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 8 Days On Market

/38
$299,900
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
249 Hyland Dr, East Stroudsburg, PA 18301

Located in the desirable Penn Estates community, this charming 3bd/2ba loft-style home offers comfort, space & convenience. This STR-FRIENDLY, amenity-filled community features lakes, pools, tennis courts, basketball courts, playgrounds, clubhouse, fitness center & more. Enjoy being just mins from downtown Stroudsburg, local dining, shopping, Camelback, Shawnee, Kalahari, Mt. Airy Casino, hiking

Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

249 Hyland Dr, East Stroudsburg, PA 18301
/54
$685,000

Sold May 18, 2026

307 Robinwood Terrace, East Stroudsburg, PA 18301
- 5 Beds
- 5 Baths
- 2,500 Sq Ft
- Built 1984
Last Sold Summary
- 6% Above List Price
- $274/SF
- 7 Days On Market
Current Estimated Value $635,169

Last Listing Agent Ester Bolotin Iron Valley Real Estate - Mountainside

307 Robinwood Terrace, East Stroudsburg, PA 18301

/40
Est $295,728

Not Listed For Sale

6111 Wales Ct, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
- Built 1982
6111 Wales Ct, East Stroudsburg, PA 18301

Last Sold Summary
- 7 Days On Market

/22
$435,900

New Construction
- 3 Beds
- 2.5 Baths
- 1,531 Sq Ft
Lot 19 Somerset Dr, East Stroudsburg, PA 18301

TO BE BUILT - Customize Your Dream Home!Don't miss this opportunity to live in a brand-new 3-bedroom, 2.5-bath home designed for modern living. This thoughtfully crafted floor plan features an open-concept main level with a spacious living room, dining area, and kitchen that seamlessly flow together, creating the perfect space for entertaining and everyday living.The gourmet kitchen

Robert Brown RGB Real Estate LLC

Lot 19 Somerset Dr, East Stroudsburg, PA 18301
/55
$380,000

Sold Mar 06, 2026

7109 Pine Grove Dr, East Stroudsburg, PA 18301
- 5 Beds
- 3 Baths
- 2,094 Sq Ft
- Built 1998
Last Sold Summary
- 6% Above List Price
- $181/SF
Current Estimated Value $397,573

Last Listing Agent Laura Pfaeffle RKA Real Estate, LLC

7109 Pine Grove Dr, East Stroudsburg, PA 18301

/53
Est $376,867

Not Listed For Sale

3362 Stonehenge Dr, East Stroudsburg, PA 18301
- 3 Beds
- 3 Baths
- 2,141 Sq Ft
- Built 1997
3362 Stonehenge Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 7 Days On Market

/26
$397,000
- 3 Beds
- 3 Baths
- 1,572 Sq Ft
215 Spicebush Dr, East Stroudsburg, PA 18301

Welcome to 215 Spicebush Drive, a beautifully maintained 3-bedroom, 3-bathroom home in Penn Estates. A private multi-generational entrance leads to an upper-level space complete with a bedroom, full bathroom, and kitchenette--perfect for extended family, guests, or a private setup. The main living areas have been updated for and offer an easy flow that feels inviting from the moment you walk in.

Danielle Meisse Meisse Real Estate

215 Spicebush Dr, East Stroudsburg, PA 18301
/109
$525,000

Sold Oct 24, 2025

195 Hyland Dr, East Stroudsburg, PA 18301
- 4 Beds
- 3 Baths
- 2,776 Sq Ft
- Built 1989
Last Sold Summary
- 5% Below List Price
- $189/SF
- 56 Days On Market
Current Estimated Value $517,776

Last Listing Agent Glenn Wright Keller Williams Real Estate - Stroudsburg

195 Hyland Dr, East Stroudsburg, PA 18301

/51
Est $448,221

Not Listed For Sale

1304 Burnside Terrace, East Stroudsburg, PA 18301
- 5 Beds
- 3 Baths
- 3,326 Sq Ft
- Built 1984
1304 Burnside Terrace, East Stroudsburg, PA 18301

Last Sold Summary
- 0 Days On Market

/33
$335,000

$25K PRICE DROP
- 4 Beds
- 2 Baths
- 1,666 Sq Ft
276 Spicebush Dr, Stroud Township, PA 18301

Welcome to 276 Spicebush Drive in the sought-after gated community of Penn Estates! This well-maintained home offers comfortable living in the heart of the Poconos with recent updates including a newer roof (2018) and a new HVAC system installed in 2025 for added peace of mind. Enjoy spacious living areas, natural light throughout, and a private setting perfect for year-round living, a vacation

Scott Busfield Keller Williams Real Estate - Bethlehem

276 Spicebush Dr, Stroud Township, PA 18301
/12
$225,000

Sold Sep 23, 2025

1113 Kensington Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1982
Last Sold Summary
- 13% Below List Price
- $171/SF
- 10 Days On Market
Current Estimated Value $247,989

Last Listing Agent Drina Juliano Spread Eagle Realty

1113 Kensington Dr, East Stroudsburg, PA 18301

/59
Est $434,710

Not Listed For Sale

3306 Stonehenge Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2 Baths
- 1,385 Sq Ft
- Built 2018
3306 Stonehenge Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 5 Days On Market

/46
$399,900

Pending
- 4 Beds
- 3 Baths
- 1,768 Sq Ft
227 Julian Terrace, East Stroudsburg, PA 18301

Welcome to 227 Julian Terrace located in the desirable STR Friendly Penn Estates! This turnkey property has 4-bedrooms, 3-full baths. It is sold fully furnished, and is operational for summer bookings. This recently renovated, chalet style home sits on over half an acre and offers the perfect opportunity for buyers looking to create a true Pocono retreat. Inside, you'll find an open layout living

Michael Klein exp Realty, LLC - Philadelphia

227 Julian Terrace, East Stroudsburg, PA 18301
/37
$330,000

Sold Nov 14, 2025

1228 Woodland Dr, East Stroudsburg, PA 18301
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
- Built 1996
Last Sold Summary
- 1% Below List Price
- $183/SF
- 5 Days On Market
Current Estimated Value $325,628

Last Listing Agent Jolanta Gonzalez The Collective Real Estate Agency

1228 Woodland Dr, East Stroudsburg, PA 18301

/48
Est $457,493

Not Listed For Sale

229 Spicebush Dr, East Stroudsburg, PA 18301
- 4 Beds
- 2.5 Baths
- 3,174 Sq Ft
- Built 2000
229 Spicebush Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 6 Days On Market

/44
$349,900
- 3 Beds
- 3 Baths
- 1,832 Sq Ft
1147 Hunters Woods Dr, East Stroudsburg, PA 18301

**STR-Friendly Penn Estates Home! 3BR | 3 Full Baths | Vaulted Ceilings | Fireplace | Family Room | Garage | Private Backyard | Amenity-Filled Community** Spacious and versatile bi-level home with potential for a 4th bedroom, located in the highly sought-after, amenity-filled Penn Estates Community, where short-term rentals are permitted--offering excellent opportunities for both homeowners and

Patricia Gordon-Wilson Smart Way America Realty

1147 Hunters Woods Dr, East Stroudsburg, PA 18301
/72
$420,000

Sold Mar 31, 2026

190 Sandlewood Dr, East Stroudsburg, PA 18301
- 5 Beds
- 2.5 Baths
- 2,771 Sq Ft
- Built 2001
Last Sold Summary
- 16% Below List Price
- $152/SF
- 172 Days On Market
Current Estimated Value $434,798

Last Listing Agent Elizabeth Duga Hauck RE/MAX Real Estate - Bethlehem

190 Sandlewood Dr, East Stroudsburg, PA 18301

/74
Est $376,541

Not Listed For Sale

2306 Burntwood Dr, East Stroudsburg, PA 18301
- 6 Beds
- 3 Baths
- 3,456 Sq Ft
- Built 1988
2306 Burntwood Dr, East Stroudsburg, PA 18301

Last Sold Summary
- 37 Days On Market

/50
$369,900

Pending
- 3 Beds
- 2.5 Baths
- 2,300 Sq Ft
338 Fernwood Dr, East Stroudsburg, PA 18301

Welcome to this beautifully maintained 3-bedroom, 3-bath bi-level home nestled in the desirable Penn Estates community of East Stroudsburg! Bursting with character and offering a spacious, flexible layout, this solid home is perfect for full-time living or a vacation getaway. From the moment you arrive, the curb appeal is undeniable-featuring generous landscaping, charming stone accents, and a

The Goulet Team MORE Modern Real Estate LLC

338 Fernwood Dr, East Stroudsburg, PA 18301

Showing Results 41 - 80, Page 2 of 18

Pennsylvania Monroe County Penn Estates

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Penn Estates, PA Homes

Real Estate & Homes