Round Top, NY Homes

/36
$495,000
- 3 Beds
- 2.5 Baths
- 2,128 Sq Ft
29 Stone Mountain Rd, Cairo, NY 12473

Welcome to 29 Stone Mountain Road in Round Top, New York -- a beautifully updated 3-bedroom, 2.5-bath Colonial offering over 2,100 square feet of flexible living space on a private acre at the end of a peaceful cul-de-sac in the heart of the Catskills. This turnkey Hudson Valley home has been thoughtfully refreshed throughout, featuring a renovated kitchen, updated bathrooms, and a finished

Elizabeth 'Beth' Alfeld

Keller Williams Realty HV Nort

(518) 501-1469

29 Stone Mountain Rd, Cairo, NY 12473
/16
$251,000 Sold Jul 10, 2025

1158 Hearts Content Rd, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
- Built 1975
Last Sold Summary
- $156/SF
- 5 Days On Market
Current Estimated Value $275,741

Last Listing Agent Claudia Zucker Living Structures

1158 Hearts Content Rd, Round Top, NY 12473

/30
Est $352,861 Not Listed For Sale

50 N Alpine Dr, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,644 Sq Ft
- Built 2004
50 N Alpine Dr, Round Top, NY 12473

Last Sold Summary
- 16% Above List Price
- $186/SF
- 2 Days On Market
Last Sold Price $305,000

Last Listing Agent Scott Helsmoortel Helsmoortel Realty Inc.

/133
$1,350,000
- 6 Beds
- 7 Baths
- 8,284 Sq Ft
404 Winter Clove Rd, Round Top, NY 12473

Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts,

Regina Tortorella Coldwell Banker Village GreenW

404 Winter Clove Rd, Round Top, NY 12473
/85
$360,000 Sold Oct 06, 2025

13 Deer Run, Round Top, NY 12473
- 2 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1990
Last Sold Summary
- 10% Below List Price
- $260/SF
- 54 Days On Market
Current Estimated Value $394,611

Last Listing Agent Ted Banta RVW Select Properties

13 Deer Run, Round Top, NY 12473

/22
Not Listed For Sale

16 Stewart Rd, Purling, NY 12470
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1992
16 Stewart Rd, Purling, NY 12470

Last Sold Summary
- $99/SF
- 110 Days On Market
Last Sold Price $134,021

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

/2
$649,000 Pending
- 5 Beds
- 3 Baths
- 2,817 Sq Ft
100 Alpine Dr, Round Top, NY 12473

Welcome to 100 Alpine Drive: a spacious five-bedroom retreat set back from the road in the serene hamlet of Round Top. Backing up to the natural beauty of nearby Blackhead Mountain, the setting embodies peaceful comfortable living while offering effortless access to nearby slopes, hiking, dining, and shopping. As you approach the entry, you'll appreciate the large front porch with trex decking,

Andrew Condon Halter Associates Realty

100 Alpine Dr, Round Top, NY 12473
/35
$336,000 Sold Jul 25, 2025

850 County Road 31, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1972
Last Sold Summary
- 12% Above List Price
- $219/SF
- 105 Days On Market
Last Listing Agent Mercedes Ross Coldwell Banker Village Green

850 County Road 31, Round Top, NY 12473

/7
Not Listed For Sale

95 Blackhead Mountain Rd, Round Top, NY 12473
95 Blackhead Mountain Rd, Round Top, NY 12473

Last Sold Summary
- 221 Days On Market
Last Sold Price $105,000

Last Listing Agent Claudia Zucker Living Structures

/43
$845,000
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
126 Storks Nest Rd, Round Top, NY 12473

This beautifully renovated home with a NEW Roof sits on 15.40 private wooded acres in the highly desirable hamlet of Round Top. Just 2 hours from NYC and 20 minutes to Windham and Hunter, Magnificent mountain views from the great room and deck. * 1900 sq. ft. of light-filled living space* 3 bedrooms, 2 full bathrooms* Spa-style primary bath with steam shower, soaking tub, heated tile

Karen Sheffer Berkshire Hathaway HomeService

126 Storks Nest Rd, Round Top, NY 12473
$699,000 Sold Nov 20, 2025

1256 Hearts Content Rd, Round Top, NY 12473
- 3 Beds
- 3.5 Baths
- 3,212 Sq Ft
- Built 1963
Last Sold Summary
- $218/SF
- 46 Days On Market
Current Estimated Value $641,751

Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Hudson Valley

1256 Hearts Content Rd, Round Top, NY 12473

/4
Not Listed For Sale

7 Blackhead Mountain Rd, Round Top, NY 12473
7 Blackhead Mountain Rd, Round Top, NY 12473

Last Sold Summary
- 533 Days On Market
Last Sold Price $62,500

Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

/29
$599,000 Pending
- 3 Beds
- 1.5 Baths
- 2,546 Sq Ft
32 Mountain Camp Rd, Round Top, NY 12473

32 Mountain Camp Road, Round Top, NYCatskill Mountain Retreat on 9 Private AcresSet on 9 private acres in desirable Round Top, this 2,546 sq. ft. is the perfect place to get away or entertain. The dramatic great room features 18-foot ceilings, wide plank hardwood floors, and a stunning triple-sided fireplace that connects the foyer, great room, and kitchen. A 5-foot stone hearth with a

Gregory Kardos

32 Mountain Camp Rd, Round Top, NY 12473
/33
$855,000 Sold Dec 19, 2025

330 Bald Hills Rd N, Round Top, NY 12473
- 4 Beds
- 2.5 Baths
- 2,814 Sq Ft
- Built 2004
Last Sold Summary
- 7% Above List Price
- $304/SF
- 17 Days On Market
Current Estimated Value $864,492

Last Listing Agent Scott Varley KW Platform

330 Bald Hills Rd N, Round Top, NY 12473

/36
Est $505,887 Not Listed For Sale

64 Manor Woods Rd, Round Top, NY 12473
- 3 Beds
- 1 Bath
- 2,096 Sq Ft
- Built 1991
64 Manor Woods Rd, Round Top, NY 12473

Last Sold Summary
- $240/SF
- 45 Days On Market
Last Sold Price $504,000

Last Listing Agent Suzanne Casabella Century 21 New West

/36
$998,000 Under Contract
- 2 Beds
- 2 Baths
- 1,533 Sq Ft
261 Blackhead Mountain Rd, Round Top, NY 12473

Originally built and intended as an artist residency, this home was conceived as a private creative retreat and immersive spa experience. Set within 2.2 acres of forested privacy, framed by mountain views, and accompanied by the sound of a creek below, Ridgeview offers a rare sense of seclusion paired with a refined, design-forward approach to living in nature. The house is positioned to capture

Kayla Camstra Anatole House LLC

261 Blackhead Mountain Rd, Round Top, NY 12473
/33
$699,000 Sold Jun 03, 2025

251 Hearts Content Rd, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
- Built 2024
Last Sold Summary
- $460/SF
- 41 Days On Market
Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

251 Hearts Content Rd, Round Top, NY 12473

/82
Not Listed For Sale

295 Bald Hill Rd S, Round Top, NY 12473
- 3 Beds
- 1 Bath
- 1,306 Sq Ft
- Built 1958
295 Bald Hill Rd S, Round Top, NY 12473

Last Sold Summary
- $224/SF
- 26 Days On Market
Last Sold Price $292,000

Last Listing Agent Ted Banta RVW Select Properties

/33
$699,000 Pending
- 3 Beds
- 2.5 Baths
- 1,984 Sq Ft
48 Deer Park Rd, Round Top, NY 12473

At the end of a quiet cul-de-sac, where wind moves through the trees and the Shingle Kill Creek murmurs just beyond the driveway, 48 Deer Park feels like a place discovered rather than simply found. The relaxed lifestyle you've been dreaming of seems to rise naturally from the land - a setting where mornings begin slowly and days unfold with intention. The circular drive leads to a home marked by

Matthew Horton Coldwell Banker Village Green

48 Deer Park Rd, Round Top, NY 12473
/24
$265,000 Sold Sep 26, 2025

686 South Rd, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 2008
Last Sold Summary
- 6% Above List Price
- $204/SF
- 43 Days On Market
Last Listing Agent Patricia Macaluso Living Structures

686 South Rd, Round Top, NY 12473

/30
Est $256,175 Not Listed For Sale

9 Glenwood Townhouse Rd, Round Top, NY 12473
- 2 Beds
- 2.5 Baths
- 1,548 Sq Ft
- Built 1984
9 Glenwood Townhouse Rd, Round Top, NY 12473

Last Sold Summary
- 7% Above List Price
- $155/SF
- 88 Days On Market
Last Sold Price $240,000

Last Listing Agent April Seney Core Real Estate Team

/26
$335,000
- 2 Beds
- 2 Baths
- 1,756 Sq Ft
185 Maple Lawn Rd, Round Top, NY 12473

Charming Round‑Top Ranch with Epic Privacy & Mountain ViewsWelcome to this delightful, button‑cute ranch nestled on just shy of an acre of tranquil land. With sweeping mountain vistas and unrivaled seclusion, this one‑level gem offers the perfect blend of rustic charm and modern comfort—ideal for an upstate retreat, downsizing move, or a starter home brimming with potential.

Shaina Marron Houlihan Lawrence Inc.

185 Maple Lawn Rd, Round Top, NY 12473
$499,900 Sold Dec 29, 2025

38 Nirvana Way, Cairo, NY 12413
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 2006
Last Sold Summary
- $331/SF
- 94 Days On Market
Current Estimated Value $490,047

Last Listing Agent Megan Rios Berardi Realty

38 Nirvana Way, Cairo, NY 12413

/27
Est $340,567 Not Listed For Sale

64 Bald Hills Rd N, Round Top, NY 12473
- 3 Beds
- 1 Bath
- 1,578 Sq Ft
- Built 1972
64 Bald Hills Rd N, Round Top, NY 12473

Last Sold Summary
- 12% Above List Price
- $193/SF
- 101 Days On Market
Last Sold Price $305,000

Last Listing Agent Elizabeth Statham Greene Acres Real Estate & Man

/39
$289,000
- 16 Beds
- 8 Baths
- 5,542 Sq Ft
41 County Road 39, Round Top, NY 12473

Exceptional opportunity to own a historic lodge property in the Catskills, formerly operated as the well-known Woodlands Lodge. Situated on approximately 2.4 acres in desirable Round Top, New York, this expansive property offers incredible potential for a bed & breakfast, boutique inn, wedding venue, retreat center, or private estate. The main residence features multiple levels of bedrooms and

Rachael Hockeson Weichert, REALTORS The Spiesma

41 County Road 39, Round Top, NY 12473
/40
$170,000 Sold Nov 25, 2025

204 Joel M Austin Rd, Cairo, NY 12413
- Land
- 43.87 Acres
- $3,875 per Acre
Last Sold Summary
- 3% Below List Price
- 1,429 Days On Market
Last Listing Agent Ted Banta RVW Select Properties

204 Joel M Austin Rd, Cairo, NY 12413

/26
Not Listed For Sale

294 Round Top (Cr 39) Rd, Round Top, NY 12473
- 3 Beds
- 2.5 Baths
- 1,845 Sq Ft
- Built 2022
294 Round Top (Cr 39) Rd, Round Top, NY 12473

Last Sold Summary
- $268/SF
- 119 Days On Market
Last Sold Price $494,000

Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

/9
$52,500
- Land
- 1.79 Acres
- $29,330 per Acre
L40.000 Stone Mount Rd, Round Top, NY 12473

Don't miss the chance to own a piece of upstate New York's scenic landscape -- where relaxation and adventure meet. This beautiful 1.79 acre wooded lot is right in the heart of hiking trails, ski resorts and golf courses Whether you're looking to build a full-time residence, a vacation escape, or invest in land in a sought-after area, this property offers endless potential.

Shawn Thorpe Berkshire Hathaway Home Services Blake

L40.000 Stone Mount Rd, Round Top, NY 12473
/37
Sold May 02, 2025

19 Blackhead Mountain Rd, Round Top, NY 12473
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1980
Last Sold Summary
- 98 Days On Market
Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

19 Blackhead Mountain Rd, Round Top, NY 12473

/6
Est $120,475 Not Listed For Sale

7 Blackhead Mountain, Round Top, NY 12473
7 Blackhead Mountain, Round Top, NY 12473

Last Sold Summary
- 93% Above List Price
- 514 Days On Market
Last Sold Price $62,500

Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

/70
$260,000
- 4 Beds
- 3 Baths
- 2,240 Sq Ft
141 Jones Rd, Round Top, NY 12473

A Beautifully Improved 4 bedroom, 3 bath home on 2 acres in the charming hamlet of Round Top! The home features a primary bedroom & bath suite, an open floor plan, a kitchen with a breakfast bar, a dining room with a fireplace, a living room with a wood stove, a laundry room, a back covered porch & deck, a front covered porch, and a shed. There's ample yard space for play and recreation and a

Ted Banta RVW Select Properties

141 Jones Rd, Round Top, NY 12473
$1,550,000 Sold Mar 16, 2026

367 South Rd, Cairo, NY 12413
- 3 Beds
- 3.5 Baths
- 3,080 Sq Ft
- Built 2021
Last Sold Summary
- 6% Below List Price
- $503/SF
- 90 Days On Market
Current Estimated Value $1,635,415

Last Listing Agent Baris Demirel Serhant LLC

367 South Rd, Cairo, NY 12413

/32
Not Listed For Sale

249 Blackhead Mountain, Round Top, NY 12474
- 2 Beds
- 2.5 Baths
- 1,056 Sq Ft
- Built 2023
249 Blackhead Mountain, Round Top, NY 12474

Last Sold Summary
- $582/SF
- 73 Days On Market
Last Sold Price $615,000

Last Listing Agent Gabrielle Edwards Past Member

/114
$499,900 Pending
- 3 Beds
- 3 Baths
- 2,586 Sq Ft
49 County Route 39, Round Top, NY 12473

A Beautiful Contemporary Home with 3 to 5 Bedrooms & 3 Baths on 15 Acres with a Tranquil Stream that could be a Mother/Daughter in the Charming Hamlet of Round Top! There's a captivating old red barn for animals, equipment, vehicles, recreation, entertainment, an artist's studio, a workshop, a creative space, or a home business asset. There's a 2 story bungalow that needs work and repairs with

Ted Banta RVW Select Properties

49 County Route 39, Round Top, NY 12473
/10
$65,000 Sold Jan 09, 2026

Lot 5 Storks Nest Rd, Round Top, NY 12473
- Land
- 3.7 Acres
- $17,568 per Acre
Last Sold Summary
- 13% Below List Price
- 63 Days On Market
Last Listing Agent Karen Sheffer Berkshire Hathaway HomeService

Lot 5 Storks Nest Rd, Round Top, NY 12473

/2
Not Listed For Sale

95 Blackhead Mount Rd, Cairo, NY 12473
95 Blackhead Mount Rd, Cairo, NY 12473

Last Sold Summary
Last Sold Price $105,000

Last Listing Agent Claudia Zucker Living Structures

/11
$75,000 Sold Jan 09, 2026

Lot #4 Storks Nest Rd, Round Top, NY 12473
- Land
- 5.2 Acres
- $14,423 per Acre
Last Sold Summary
- 63 Days On Market
Last Listing Agent Karen Sheffer Berkshire Hathaway HomeService

Lot #4 Storks Nest Rd, Round Top, NY 12473

/8
Not Listed For Sale

0 High Ridge Villa Rd Unit 151257, Cairo, NY 12470
0 High Ridge Villa Rd Unit 151257, Cairo, NY 12470

Last Sold Summary
- 69 Days On Market
Last Sold Price $140,000

Last Listing Agent Eric Lein EXP Realty

/25
$430,000 Sold Apr 21, 2025

69 Stone Mountain Rd, Cairo, NY 12414
- 3 Beds
- 1 Bath
- 1,540 Sq Ft
- Built 1987
Last Sold Summary
- 4% Below List Price
- $279/SF
- 186 Days On Market
Last Listing Agent Brian Kozloski Century 21 New West

69 Stone Mountain Rd, Cairo, NY 12414

/34
Not Listed For Sale

249 Blackhead Mountain Rd, Round Top, NY 12474
- 2 Beds
- 2.5 Baths
- 1,056 Sq Ft
- Built 2023
249 Blackhead Mountain Rd, Round Top, NY 12474

Last Sold Summary
- $582/SF
- 155 Days On Market
Last Sold Price $615,000

Last Listing Agent Greg Berardi Berardi Realty

Showing Results 1 - 40, Page 1 of 18

New York Greene County Round Top

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