Round Top, NY Homes

/33
$699,000
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
251 Hearts Content Rd, Round Top, NY 12473

Nestled in a serene, wooded setting in the heart of the Catskills, 251 Hearts Content Road is a turn-key, mint-condition modern cabin, melding high-end materials and finishes with the serenity of the surrounding forest. With 1,520 square feet of thoughtfully designed living space, three bedrooms and two full bathrooms, there is plenty of room to relax and enjoy the peace and tranquility of nature

Kelcey Otten Compass Greater NY, LLC

251 Hearts Content Rd, Round Top, NY 12473
/37
$345,000 Sold May 02, 2025
- 1,200 Sq Ft
- $288/SF
- 89 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
19 Blackhead Mountain Rd, Round Top, NY 12473

Nestled on 1.25 serene acres in charming Round Top, NY, this completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern style and Hudson Valley charm. Inside, the open floor plan features vaulted ceilings and beautiful vinyl flooring throughout. The sleek kitchen, complete with stainless steel appliances, flows effortlessly into the living and dining spaces, while the

Beth Alfeld Keller Williams Hudson Valley

19 Blackhead Mountain Rd, Round Top, NY 12473

/53
Est $502,875 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,824 Sq Ft
292 Bald Hills Rd N, Round Top, NY 12473

292 Bald Hills Rd N, Round Top, NY 12473

/17
$60,000
- Land
- 1.79 Acres
- $33,520 per Acre
0 Stone Mountain Rd Unit 20250692, Round Top, NY 12473

Nestled in the foothills of the Catskill Mountains, Round Top is a hidden gem known for its scenic beauty, outdoor recreation, and peaceful atmosphere. This charming Hudson Valley hamlet boasts secluded resorts, local restaurants, and unique event spaces, making it a perfect retreat for nature lovers, hikers, and those seeking tranquility with options for seasonal entertainment. Located on a

Beth Alfeld Keller Williams Realty HV Nort

0 Stone Mountain Rd Unit 20250692, Round Top, NY 12473
/27
$305,000 Sold Mar 20, 2025
- 1,578 Sq Ft
- $193/SF
- 102 Days On Market
- 3 Beds
- 1 Bath
- Built 1972
64 Bald Hills Rd N, Round Top, NY 12473

Welcome to this 3 Bedroom,1 full Bath Chalet home in the sought after hamlet of Round Top! This home features an expansive great room, large living room and in addition it has a family room in the partially finished basement. Off the kitchen is a bonus room with plenty of light for a breakfast nook or could be used as an office as it has its own entry door. The outside of this home features two

Elizabeth Statham Greene Acres Real Estate & Man

64 Bald Hills Rd N, Round Top, NY 12473

/30
Est $328,537 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,644 Sq Ft
50 N Alpine Dr, Round Top, NY 12473

50 N Alpine Dr, Round Top, NY 12473

/16
$395,000
- Land
- 32 Acres
- $12,267 per Acre
305 Maple Lawn Rd, Round Top, NY 12473

Discover 32.2 acres of pristine land in Round Top, the best-kept secret in the Catskills! This mostly level parcel features mountain views, a flowing mountain creek, charming stone walls, and an older structure that could be removed or repurposed. Whether you're envisioning a private estate, subdivision, or tiny home retreat, this property offers endless possibilities. Just minutes from Dutcher

Beth Alfeld Keller Williams Realty HV Nort

305 Maple Lawn Rd, Round Top, NY 12473
/82
$292,000 Sold Dec 23, 2024
- 1,306 Sq Ft
- $224/SF
- 27 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
295 Bald Hill Rd S, Round Top, NY 12473

A Nice 3 Bedroom, 2 Bath Home on 2 Acres in a Beautiful Setting in the Charming Hamlet of Round Top! The 1st floor features a bedroom, a living room, a kitchen, and a bathroom. The 2nd floor features 2 bedrooms and a bath. The basement features a family room, a room for a den or an office, and a work space/utility room. There's a country porch, yard space, and a creek. It's a charming home in a

Ted Banta RVW Select Properties

295 Bald Hill Rd S, Round Top, NY 12473

/22
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
16 Stewart Rd, Purling, NY 12470

16 Stewart Rd, Purling, NY 12470

/16
$395,000
- Land
- 32 Acres
- $12,267 per Acre
305 Maple Lawn Rd, Cairo, NY 12413

Discover 32.2 acres of pristine land in Round Top, the best-kept secret in the Catskills! This mostly level parcel features mountain views, a flowing mountain creek, charming stone walls, and an older structure that could be removed or repurposed. Whether you're envisioning a private estate, subdivision, or tiny home retreat, this property offers endless possibilities. Just minutes from Dutcher

Beth Alfeld Keller Williams Hudson Valley

305 Maple Lawn Rd, Cairo, NY 12413
$1,975,000 Sold Dec 09, 2024
- 8,500 Sq Ft
- $232/SF
- 103 Days On Market
- 4 Beds
- 8 Baths
- Built 2003
278 Crows Nest Rd, Round Top, NY 12473

Welcome to Crow’s Nest, a 6,500 sq ft/4-bedroom retreat; a creative and unique haven perched high in the Catskill mountains, protected by the surrounding state park and forever wild conservations. In the heart of the home, the Great Hall is the perfect space for large-scale gatherings, surrounded on three sides by double-height windows with mountain views, multiple access points to the rear

Margaret Harrington Douglas Elliman Real Estate

278 Crows Nest Rd, Round Top, NY 12473

/64
Est $589,584 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,071 Sq Ft
177 Blackhead Mountain Rd, Round Top, NY 12473

177 Blackhead Mountain Rd, Round Top, NY 12473

/26
$1,425,000
- Land
- 141 Acres
- $10,106 per Acre
120-130 High Ridge Villa Rd, Cairo, NY 12470

An Exceptional Development Opportunity in a Tranquil Setting. A portion of the property encompasses the beloved Little Round Top Mountain. This expansive 141 -acre property, spanning three secluded parcels, presents an unparalleled opportunity for builders, developers, or those looking to craft a private nature retreat. Featuring a harmonious blend of cleared areas ready for development and

Baris Demirel Serhant, LLC

120-130 High Ridge Villa Rd, Cairo, NY 12470
/86
$219,900 Sold Nov 18, 2024
- 1,558 Sq Ft
- $141/SF
- 41 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1988
18 Glenwood Townhouse Rd, Round Top, NY 12473

A Well-Maintained 2 Bedroom, 1 1/2 Bath Townhouse in a lovely Association with stunning views of the mountains & country landscapes. The home has a kitchen, a dining area, a living room with a stone fireplace, 2 bedrooms on the second floor with an office or a sitting area in the master bedroom, a 2nd floor balcony off of the master bedroom, a large back deck, a laundry closet, a 1/2 bath on the

Ted Banta RVW Select Properties

18 Glenwood Townhouse Rd, Round Top, NY 12473

/34
Est $269,699 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,000 Sq Ft
726 Hearts Content Rd, Round Top, NY 12473

726 Hearts Content Rd, Round Top, NY 12473

/35
$1,425,000
- Land
- 142 Acres
- $10,060 per Acre
120 - 130 High Ridge Villa Rd, Cairo, NY 12470

An Exceptional Development Opportunity in a Tranquil Setting. A portion of the property encompasses the beloved Little Round Top Mountain. This expansive 141.65-acre property, spanning three secluded parcels, presents an unparalleled opportunity for builders, developers, or those looking to craft a private nature retreat. Featuring a harmonious blend of cleared areas ready for development and

Baris Demirel Serhant LLC

120 - 130 High Ridge Villa Rd, Cairo, NY 12470
/6
$105,000 Sold Nov 15, 2024
- Land
- 3.12 Acres
- $33,654 per Acre
- 18 Days On Market
95 Blackhead Mount Rd, Cairo, NY 12473

Round Top! An idyllic hamlet in the mountains above Cairo. Nestled in the woods along the Schermehorn Creek this 3.13 parcel has a well, septic, electric and a cleared site for building. There are two properties next to each other owned by a father and son. The additional SBL is 117.00-5-65 (lot#4 on the survey). Located only 2 hours from NYC and 20 minutes to the ski slopes and State hiking

Claudia Zucker Living Structures

95 Blackhead Mount Rd, Cairo, NY 12473

/76
Est $375,445 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
659 Bald Hills Rd N, Round Top, NY 12473

659 Bald Hills Rd N, Round Top, NY 12473

/99
$569,000
- 5 Beds
- 3 Baths
- 2,586 Sq Ft
49 County Route 39, Round Top, NY 12473

An Outstanding Contemporary Home with 5 Bedrooms & 3 Baths on 15 Acres with a Beautiful Stream that can be used as 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

Ted Banta RVW Select Properties

49 County Route 39, Round Top, NY 12473
/36
$504,000 Sold Oct 10, 2024
- 2,096 Sq Ft
- $240/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1991
64 Manor Woods Rd, Cairo, NY 12413

When you dream of comfort in the Catskills, you dream of 64 Manorwoods in sought-after Hamlet of Round Top, NY. Privately nestled in the foothills of the Catskill Mountains, enjoy Country Living at its best. Thoughtfully designed and sunlit with sunken great room and open flow.Embrace the resort-like patio surrounded by beautiful landscape, dense forests and picturesque mountains. Lounge by the

Suzanne Casabella Century 21 New West

64 Manor Woods Rd, Cairo, NY 12413

/20
Est $278,349 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,550 Sq Ft
24 Alpine Dr, Round Top, NY 12473

24 Alpine Dr, Round Top, NY 12473

/40
$174,900
- Land
- 44 Acres
- $3,987 per Acre
204 Joel M Austin Rd, Cairo, NY 12413

A Beautiful 43.87 Acre Parcel on a country road in Cairo! The property is wooded with a pond. It's an excellent site for a dream home, a family retreat, recreation, snowmobiles, ATVs, trails, walking, hiking, etc. The property is surveyed. It has great proximity to the area's destinations and attractions as it's 20 minutes to Windham Ski Mountain, 30 minutes to Hunter Ski Mountain, 15 minutes to

Ted Banta RVW Select Properties

204 Joel M Austin Rd, Cairo, NY 12413
/30
$240,000 Sold Jul 16, 2024
- 1,548 Sq Ft
- $155/SF
- 88 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1984
9 Glenwood Townhouse Rd, Round Top, NY 12473

Step into this impeccably updated 2-bedroom, 2.5-bathroom sanctuary with a finished basement (option for 3rd bedroom use). Plenty of closets! Wood burning Fireplace in the living room. Revel in modern comfort with new split units while enjoying picturesque views of the creek. Nestled in a serene setting, this residence offers tranquility and elegance at every turn.

April Seney Core Real Estate Team

9 Glenwood Townhouse Rd, Round Top, NY 12473

/48
Est $408,030 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,240 Sq Ft
100 Alpine Dr, Round Top, NY 12473

100 Alpine Dr, Round Top, NY 12473

/2
$175,000
- Land
- 13 Acres
- $13,462 per Acre
0 Bald Hills Rd N Unit 155225, Cairo, NY 12473

Great location for high end retreat. Make an offer! Includes 2 separate tax lots: 116-1-32, 116-1-16.2.

David Birch Barns & Farms Realty, LLC

0 Bald Hills Rd N Unit 155225, Cairo, NY 12473
/99
$615,000 Sold Jun 07, 2024
- 2,700 Sq Ft
- $228/SF
- 233 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1991
76 Mill Ln, Round Top, NY 12473

A Grand Chalet in the Enchanting Hamlet of Round Top on 3.47 Acres! The home features 4 bedrooms including a primary bedroom and bath ensuite, 2 1/2 total baths, a living room with a custom stone fireplace, a kitchen, a dining room, a dining area off of the kitchen, a family or recreation room in the finished basement, a 3 car garage, and a paved driveway. The primary bedroom & bath ensuite is

Ted Banta RVW Select Properties

76 Mill Ln, Round Top, NY 12473

/6
Not Listed For Sale
1080 Hearts Content Rd, Round Top, NY 12473

1080 Hearts Content Rd, Round Top, NY 12473

/16
$249,900 Pending
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
1158 Hearts Content Rd, Round Top, NY 12473

Located in the beautiful area of Round Top on 1.92 acres along the Kiskatom Brook this Chalet has perfect bones but needs some cosmetic TLC. At 1610 square feet with 3 bed rooms and 2 full baths this is a perfect family home or weekend get-away. Walk in from the carport to the ground level with 2 bed rooms and a full bath plus an area to make a den/TV room. Upstairs is a spacious livingiroom

Claudia Zucker Living Structures

1158 Hearts Content Rd, Round Top, NY 12473
/27
$321,500 Sold May 30, 2024
- Land
- 31 Days On Market
0 Blackhead Mountain Rd Unit 151674, Cairo, NY 12413

In the picturesque foothills of the Catskills, this breathtaking 27-acre property offers a rare blend of natural beauty and serene privacy, with the gentle murmurs of Shinglekill Creek weaving through its heart. Surrounded by the untouched allure of forestland, this majestic land lies near the esteemed Blackhead Golf Resort and is just minutes away from the thrilling ski slopes of Hunter and

Jason Dugo Dugo Realty

0 Blackhead Mountain Rd Unit 151674, Cairo, NY 12413

/34
Est $817,268 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,533 Sq Ft
261 Blackhead Mountain, Round Top, NY 12473

261 Blackhead Mountain, Round Top, NY 12473

/35
$299,000 Under Contract
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
850 County Road 31, Round Top, NY 12473

MULTIPLE OFFERS...HIGHEST AND BEST BY WEDNESDAY 4/9 AT 5PM - Embrace the colorful mid-century modern vibe of this wonderfully maintained 3 bedroom, 2 bath ranch home with a bright and cheery sunroom off the dining/kitchen area and a cozy brick wood burning fireplace in the large living room. All of this on 4 serene acres with a full basement and drive-under garage. You're going to love all of the

Mercedes Ross Coldwell Banker Village Green

850 County Road 31, Round Top, NY 12473
/32
$615,000 Sold May 09, 2024
- 1,056 Sq Ft
- $582/SF
- 73 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2023
249 Blackhead Mountain, Round Top, NY 12474

Welcome to 249 Blackhead Mountain Road, an exquisite modern home nestled among the Great Northern Catskills in the beautiful hamlet of Round Top. Meticulously constructed, situated on 1.5 acres of serene wooded land- offering an unparalleled living experience, where modern meets comfort! A thoughtful design, every inch of the home has been considered, featuring an open concept floor plan with

249 Blackhead Mountain, Round Top, NY 12474

/7
Est $179,667 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,288 Sq Ft
273 Pollys Rock Rd, Round Top, NY 12473

273 Pollys Rock Rd, Round Top, NY 12473

/4
$62,500 Sold May 08, 2024
- Land
- 1.25 Acres
- $50,000 per Acre
- 534 Days On Market
7 Blackhead Mount Rd, Cairo, NY 12473

This opportunity to own a level 1.25 acre piece of land in Round Top won't last long. Enter 7 Blackhead Mountain Rd through the roughed in driveway and reach the approximately 100' x 120' clearing for your country dream home. Just two hours from NYC. Close to hiking, skiing, golf, mountain biking, art galleries, fine restaurants, breweries, wineries and near Catskill, Windham, Hunter, Woodstock,

Beth Alfeld Keller Williams Hudson Valley

7 Blackhead Mount Rd, Cairo, 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

/6
$62,500 Sold May 08, 2024
- Land
- 1.25 Acres
- $50,000 per Acre
- 514 Days On Market
7 Blackhead Mountain, Round Top, NY 12473

This opportunity to own a level 1.25 acre piece of land in Round Top won't last long. Enter 7 Blackhead Mountain Rd through the roughed in driveway and reach the approximately 100' x 120 ' clearing for your country dream home. Just two hours from NYC. Close to hiking, skiing, golf, mountain biking, art galleries, fine restaurants,breweries, wineries and near Catskill, Windham, Hunter, Woodstock,

Beth Alfeld Keller Williams Realty HV Nort

7 Blackhead Mountain, Round Top, NY 12473

/2
Est $433,135 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,320 Sq Ft
52 Stone Mount Rd, Round Top, NY 12473

52 Stone Mount Rd, Round Top, NY 12473

/32
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
305 Hearts Content Rd, Round Top, NY 12473

305 Hearts Content Rd, Round Top, NY 12473

/29
Est $553,414 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,333 Sq Ft
51 N Alpine Dr, Cairo, NY 12473

51 N Alpine Dr, Cairo, NY 12473

/32
Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,986 Sq Ft
11 Nirvana Way, Round Top, NY 12473

11 Nirvana Way, Round Top, NY 12473

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