Homes for Sale in Ulster County NY with 5-Bedrooms

/46
$999,000
- 5 Beds
- 2.5 Baths
- 3,453 Sq Ft
45 Sunset View Dr, Saugerties, NY 12477

3,500+ sq ft Cape Cod Retreat with Garage Apartment, Mountain Views, Acreage and Endless Potential. Imagine waking up each morning to the Catskill Mountains stretched across your window like a living painting. You pour your coffee, step outside, and feel the quiet of 9.5 private acres wrap around you. Summer afternoons mean the swimming pool, and cool evenings are spent in the basement den -

Thomasine Helsmoortel

Helsmoortel Realty Inc.

(845) 250-3754

45 Sunset View Dr, Saugerties, NY 12477
/52
$3,950,000
- 9 Beds
- 12 Baths
- 10,500 Sq Ft
9 Chambers Rd, West Park, NY 12493

A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the

Hayes Clement

Compass Greater New York, LLC

(845) 712-3840

9 Chambers Rd, West Park, NY 12493
/19
$895,000
- 5 Beds
- 4 Baths
- 3,139 Sq Ft
332 Springtown Rd, New Paltz, NY 12561

Calling All Investors and Farmers! An exceptional opportunity awaits at Gopal Farm. This expansive multi residence with accessory apartments offers 5 bedrooms and 4 bathrooms, perfectly situated on 45 acres of pristine organic & permaculture farmland—providing all the benefits of farm living without the operational responsibilities. The property includes two large apartments and an additional

Michael Carr

eXp Realty

(845) 684-2795

332 Springtown Rd, New Paltz, NY 12561
/41
$1,119,500
- 5 Beds
- 5.5 Baths
- 4,376 Sq Ft
30 Aevo Rd, Accord, NY 12404

Where Modern Luxury Meets Mountain Magic Perched high on 7.4 acres with unobstructed views of the Shawangunk Ridge, 30 Aevo Road is more than a home—it's a front-row seat to nature's masterpiece. Built in 2014, this striking contemporary retreat surrounds you with glass, light, and expansive decks, blurring the line between indoors and out. Every room is a frame for the ever-changing beauty of

Jack Yao

Realmart Realty, LLC

(845) 385-2737

30 Aevo Rd, Accord, NY 12404
/50
$799,000
- 11 Beds
- 7 Baths
- 5,471 Sq Ft
224 Camp Rd, Ellenville, NY 12428

Tucked away on a long, private driveway, this 32.7-acre Catskills hideaway feels like a world of its own, yet it is just 10 minutes from town. At the heart of the property is a classic bungalow colony, thoughtfully maintained and ready to enjoy from day one.There are eight total units including five charming seasonal bungalows, one 2-bedroom and four 1-bedroom) plus two year-round homes, a

Mary Sheeley

Century 21 Stoeckeler R.E.

(329) 207-0251

224 Camp Rd, Ellenville, NY 12428
/34
$4,500,000
- 5 Beds
- 3 Baths
- 4,240 Sq Ft
69 Lippincott Rd, Wallkill, NY 12589

Historic 1777 Home on 14.5 Scenic Acres 4,240 sq/ft | 5 Bedrooms | 3 BathsStep into the past while enjoying the comforts of today in this stunning 1777 historic home, set on 14.5 picturesque acres with breathtaking mountain and river views. This rare offering blends colonial charm, natural beauty, and modern convenience into a one-of-a-kind living experience.A Home Steeped in

RoseMarie Christner

Stepping Stone Realty

(845) 328-4547

69 Lippincott Rd, Wallkill, NY 12589
/90
$2,495,000
- 7 Beds
- 7 Baths
- 5,177 Sq Ft
103 Carney Rd, Ulster Park, NY 12487

Income generating Multi-Unit Property | The Jewel House, Rustic Family Retreat, & Carney Cottage in Ulster Park, NY. Nestled in the picturesque Hudson Valley, this recently renovated multi-unit property in Ulster Park, NY combines modern luxury with timeless charm across three stunning residences. The property features The Jewel House, a grand 5,463 sq. ft. masterpiece; The Rustic Family Retreat,

Patty Kowatch

Keller Williams Realty HV Nort

(845) 493-2518

103 Carney Rd, Ulster Park, NY 12487
/50
$3,250,000
- 8 Beds
- 7 Baths
- 8,276 Sq Ft
352 Galli Curci Rd, Arkville, NY 12406

Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

Sherret Chase

Four Seasons Sotheby's Int'l R

(845) 415-7451

352 Galli Curci Rd, Arkville, NY 12406
/50
$3,250,000
- 9 Beds
- 7 Baths
- 2,700,000 Sq Ft
352 Galli Curci Rd, Highmount, NY 12441

Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an

Sherret Chase

Listing by Four Seasons Sotheby's International Realty

(845) 328-3275

352 Galli Curci Rd, Highmount, NY 12441
/38
$1,125,000
- 8 Beds
- 4 Baths
- 3,732 Sq Ft
6 Hasbrouck Place, New Paltz, NY 12561

Right in the heart of the vibrant Village of New Paltz, this fully renovated property is a rare opportunity with incredible flexibility. Designed for a mother-daughter configuration, or a live in one and rent the other situation. Featuring a total of 8 bedrooms, modern finishes, plus a detached 10-car garage, this property offers options for owners, creative users or investors alike.The

Donna Brooks

Compass Greater New York, LLC

(845) 606-4010

6 Hasbrouck Place, New Paltz, NY 12561
/38
$1,595,000
- 5 Beds
- 3.5 Baths
- 4,255 Sq Ft
592 Swartekill Rd, New Paltz, NY 12561

This 4,000+ sq ft modern retreat is tucked into 11 private acres of forested Hudson Valley land, bordered by hundreds of acres of preserved wilderness. Thoughtfully crafted with ICF (Insulated Concrete Form) construction, a state-of-the-art whole-house ventilation system, and ultra-efficient triple-glazed windows, this home offers year-round comfort and industry-leading energy efficiency.

Donna Brooks

Compass Greater New York, LLC

(845) 442-4134

592 Swartekill Rd, New Paltz, NY 12561
/25
$1,199,000
- 10 Beds
- 12 Baths
- 4,448 Sq Ft
57 Samsonville Rd, Kerhonkson, NY 12446

This is a great investment opportunity all apartments are currently rented. All appartments are in good condition. Possible owner financing to qualified buyer. For appointments 24 hr notice due to tenants. This property is well maintained.

Frank Tangredi

Frank Tangredi Realty Company

(845) 497-6351

57 Samsonville Rd, Kerhonkson, NY 12446
/63
$9,500,000
- 6 Beds
- 4.5 Baths
- 6,284 Sq Ft
197-199 Chestnut Hill Rd, Stone Ridge, NY 12484

Discover one of the Hudson Valley's most remarkable properties—an 80-acre private estate in coveted Stone Ridge where curated landscapes, architectural charm, and world-class amenities converge to create an unparalleled retreat. Designed for both refined living and unforgettable entertaining, this extraordinary compound feels more like a private resort than a residence. Approach the front gate

Richard Vizzini Corcoran Country Living

197-199 Chestnut Hill Rd, Stone Ridge, NY 12484
/96
$1,790,000
- 6 Beds
- 5 Baths
- 4,200 Sq Ft
132 Irish Cape Rd, Napanoch, NY 12458

A Mountaintop Sanctuary of Modern Luxury and Rustic Charm A rare offering: a private 55-acre mountaintop estate with commanding, unobstructed mountain vistas and a lifestyle that blends serenity, sophistication, and adventure. This extraordinary compound features three exquisite homes, a garage barn and shed, plus a 24-acre buildable lot—a truly unique opportunity to own your own summit. The main

Mercedes Ross Coldwell Banker Village Green

132 Irish Cape Rd, Napanoch, NY 12458
/87
$899,000
- 5 Beds
- 4 Baths
- 4,162 Sq Ft
2935 Route 44 55, Gardiner, NY 12525

Welcome to your Catskills retreat, where comfort, space, and natural beauty come together just moments from the Mohonk Preserve and Shawangunk Ridge. Set on 3 private acres, this 4,162 sq ft custom-built home offers 5 bedrooms, 5 bathrooms, and a layout designed for both relaxation and entertaining. Inside, multiple gathering areas are anchored by inviting fireplaces, while the sunlit living room

Regina Tortorella Coldwell Banker Village GreenW

2935 Route 44 55, Gardiner, NY 12525
/67
$6,995,000
- 9 Beds
- 7 Baths
- 8,479 Sq Ft
1471 New York 28a, West Hurley, NY 12491

Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all

Richard Vizzini Corcoran Country Living

1471 New York 28a, West Hurley, NY 12491
/48
$1,495,000
- 6 Beds
- 5.5 Baths
- 4,436 Sq Ft
4494 U S 209, Stone Ridge, NY 12484

Welcome to Elmrock Inn, an elegant boutique estate in Stone Ridge, where 19th-century Dutch Colonial architecture meets modern country elegance. Set on five acres framed by towering Locust trees, this historic brick estate has long been a sought-after destination for weddings, private events, and unforgettable Hudson Valley getaways. Inside, soaring ceilings, antique-inspired furnishings, and a

Henry Ford Coldwell Banker Village Green

4494 U S 209, Stone Ridge, NY 12484
/35
$4,600,000
- 16 Beds
- 10.5 Baths
- 11,160 Sq Ft
35 Washington Lake Rd, Highland, NY 12792

Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

Jill Barnes Cabins & Canoes Real Estate

35 Washington Lake Rd, Highland, NY 12792
/29
$835,000
- 7 Beds
- 5 Baths
- 4,138 Sq Ft
423 Main St, Rosendale, NY 12472

Welcome to 423 Main Street, a rare investment opportunity located right in the heart of Rosendale. This fully occupied four-unit multifamily with an additional 1-bedroom accessory dwelling unit offers strong, stable income and long-term tenants with an excellent history. Total collected rent is an impressive 7,550 per month, allowing an investor to step in and start generating profit immediately.

Lindsay Stevens eXp Realty

423 Main St, Rosendale, NY 12472
/56
$825,000
- 8 Beds
- 4.5 Baths
- 2,623 Sq Ft
7376 New York 28, Shandaken, NY 12480

Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

Jamie Sittner Find Advisors

7376 New York 28, Shandaken, NY 12480
/50
$549,900
- 6 Beds
- 2.5 Baths
- 3,931 Sq Ft
306-308 Broadway, Ulster Park, NY 12487

This spacious and meticulously maintained home blends classic charm with thoughtful modern updates. The kitchen and eating area feature engineered hardwood floors, quartz countertops, a farmhouse sink, extensive stonework, all-new cabinetry, and new appliances. Partial seasonal mountain views can be enjoyed right from the kitchen sink.The first floor layout includes a large living room

Rodney Batista Howard Hanna Rand Realty

306-308 Broadway, Ulster Park, NY 12487
/21
$625,000
- 5 Beds
- 3 Baths
- 1,620 Sq Ft
16 Moggre Rd, Chichester, NY 12416

Completely renovated & rebuilt modular ranch home with 5 bedrooms, 3 full bathrooms and open concept. From the modern kitchen to the elegant new bathrooms, this home has it all. Outside you have a large composite deck that overlooks the private 1.1 acres with patio and firepit. Close to Belleayre, Hunter and Windham Mountains. The home can come fully furnished for the right price. Currently being

Jamie Sittner Find Advisors

16 Moggre Rd, Chichester, NY 12416
/45
$789,000
- 5 Beds
- 2 Baths
- 2,221 Sq Ft
5813 U S 44, Kerhonkson, NY 12446

A rare and versatile offering in the heart of the Shawangunk Mountains: two fully separate and distinct homes, each with its own pool, hot tub, and private outdoor amenities — all set on nearly 2 acres of beautifully landscaped land. Currently operated as successful Airbnb rentals with strong financials and glowing five-star reviews, this is a standout opportunity for investors, second-home

Dylan Taft Taft Street Realty, Inc.

5813 U S 44, Kerhonkson, NY 12446
/31
$1,675,000
- 5 Beds
- 7 Baths
- 5,072 Sq Ft
46 Idlewild Rd, Marlboro, NY 12542

A Hudson Valley Estate of Quiet Grandeur and Stunning Views. Perched amidst nearly twelve acres of private orchard and rolling hillside, this 5,072-square-foot residence in Marlboro, New York, is a modern Hudson Valley sanctuary—crafted for those who seek beauty, privacy, and an effortless connection to nature. A long, tree-lined drive winds toward the 2007 architectural masterpiece, revealing

Felicity Taylor Corcoran Country Living

46 Idlewild Rd, Marlboro, NY 12542
/42
$899,000
- 5 Beds
- 2 Baths
- 1,764 Sq Ft
1311 Wittenberg Rd, Mount Tremper, NY 12457

Set well back from the road behind a handsome gated entry, this modern Catskills hideaway delivers the privacy everyone wants and the volume everyone hopes for. The approach is long and quiet; the house reveals itself slowly—wrapped by trees, with sky above and room to breathe on 4.04 acres. Inside, an airy great room rises with high ceilings and broad windows that pull in daylight and treetops.

WINTON MORRISON Win Morrison Realty - W

1311 Wittenberg Rd, Mount Tremper, NY 12457
/2
$559,999
- 5 Beds
- 4 Baths
- 3,189 Sq Ft
11 High St, Kingston, NY 12401

**Seller hearing all reasonable Offers **Investment Opportunity in Kingston. Multi-fam residential with 2 units or commercial opportunity perfect for dental, medical offices . Dual Zoning Are you looking for a promising investment opportunity in Kingston? This former restaurant, now transformed into a MULTI FAMILY two unit -residence, is ready for your final touches. With 85% of the work

Maritza Ruiz R New York

11 High St, Kingston, NY 12401
/22
$4,250,000
- 6 Beds
- 7 Baths
- 9,500 Sq Ft
76 Floyd Ackert Rd, West Park, NY 12493

A private riverside oasis set on approximately 7 acres with Hudson River frontage and direct access to a private dock. Perfectly positioned along the western banks of the Hudson Valley, just 80 miles north of New York City, this secluded contemporary tri-level residence offers rare privacy, tranquility, and breathtaking river views from nearly every room. Custom designed and thoughtfully situated

Justin Phillips United RE Hudson Valley Edge

76 Floyd Ackert Rd, West Park, NY 12493
/50
$649,000
- 5 Beds
- 3 Baths
- 2,460 Sq Ft
131 Barbarossa Ln, Kingston, NY 12401

Set on expansive grounds with a rare combination of recreational amenities and income potential, this unique two-unit property offers privacy, versatility, convenience and a true Hudson Valley lifestyle just minutes from Kingston. The property features open fields, mature trees, a tennis court, and an above-ground pool, creating a setting that feels more like a private compound than a traditional

Jesse Chason Compass Greater NY, LLC

131 Barbarossa Ln, Kingston, NY 12401
/94
$1,695,000
- 8 Beds
- 8 Baths
- 5,118 Sq Ft
1017 Bruyn Turnpike, Wallkill, NY 12589

Welcome to Bruyn Estate, an exceptional Hudson Valley compound that brings together historic character and modern comfort across two remarkable homes: a restored 1835 Greek Revival farmhouse on the National Register of Historic Places, and a reimagined Dog-Trot-style log home built from 1850s barn beams. Set on 8.5 acres, the property is steeped in history: in the 1800s, it was a sheep farm that

Anthony D'Argenzio Houlihan Lawrence

1017 Bruyn Turnpike, Wallkill, NY 12589
/44
$1,900,000
- 7 Beds
- 4.5 Baths
- 5,015 Sq Ft
55 Leggett Rd, Stone Ridge, NY 12484

Clematis Cottage c1890 is a 7 Bedroom, 4.5 Bath, 8 Fireplace Historic Masterpiece located on one of the most beautiful Roads in Stone Ridge a destination known for peaceful weekends , summer escapes and more recently a haven for full time residency. This stately Gilded Age residence surrounded by 11+ acres with design by noted architect Charles Coolidge Haight, retains those rare but most sought

Bill Sidoriak Flemming Realty

55 Leggett Rd, Stone Ridge, NY 12484
/11
$545,000
- 6 Beds
- 2 Baths
- 2,682 Sq Ft
252-254 Partition St, Saugerties, NY 12477

Charming Two-Family Home in the Heart of Saugerties Village! Located in the vibrant and highly desirable Village of Saugerties, this well-maintained two-family home offers a rare investment opportunity with an excellent CAP rate. Whether you're looking to expand your portfolio or live in one unit while renting the other, this property is a smart move! Enjoy the perfect blend of small-town charm

Barry Creagan Howard Hanna Rand Realty

252-254 Partition St, Saugerties, NY 12477
/36
$575,000
- 5 Beds
- 4 Baths
- 3,270 Sq Ft
19 Pompeys Cave Rd, High Falls, NY 12440

Two for one! 19 Pompeys Cave boasts opportunity with two, fully permitted, living spaces attached as one. This makes for a fantastic investment opportunity where you can live in one, and rent the other or use both as full time rentals. In the original portion of the house, enjoy simple one level ranch style-living. Open space between the kitchen, living and dining room makes for an easy and

Zachary Jarvis BHHS Nutshell Realty

19 Pompeys Cave Rd, High Falls, NY 12440
/49
$899,000
- 5 Beds
- 2 Baths
- 2,578 Sq Ft
36 Warren St, Kingston, NY 12401

36 Warren has the location,location,location you have been waiting for! Walkable to the Uptown Stockade Area and the Very popular Greenkill Ave neighborhood ! Farmers Market, Sweet Marisas, The Assembly,Pinkertons, Empire State Rail Trail for a walk or Bike ride to Village Coffee, and the Community Garden!36 Warren is the Gift that keeps on giving! Amazing Original Woodwork, Wonderful Front

Mary Orapello Howard Hanna Rand Realty

36 Warren St, Kingston, NY 12401
/27
$1,900,000
- 30 Beds
- 30 Baths
37 Mount Ava Maria Rd, Phoenicia, NY 12464

Unique Investment Opportunity - An exceptional offering: a 19-unit multi-family compound located in the heart of one of the Hudson Valley's most beloved travel destinations; Phoenicia, New York.The property spans 8.54 picturesque acres, featuring four residential buildings that include:(3) Studios (5) One-bedroom units (9) Two-bedroom units (2) Three-plus-bedroom apartments The grounds

Margaret Bryngelson Off The Wall Management LLC

37 Mount Ava Maria Rd, Phoenicia, NY 12464
/26
$329,900
- 5 Beds
- 2 Baths
- 1,920 Sq Ft
215 Maple Ave, Kerhonkson, NY 12446

Newly renovated multi-family/duplex – total of 5 bedrooms, 2 full bathrooms, large front porches on each unit and only 7 minutes away from Minnewaska State Park and 15 minutes away from Mohonk Lake. Brand new roof, boiler, kitchen, bathrooms, floorings, new paint all over, new stove and microwave. Great opportunity for homeowners looking for supplemental income or investors looking to add on

Julie Goldberg HomeSmart Homes & Estates

215 Maple Ave, Kerhonkson, NY 12446
/52
$825,000
- 8 Beds
- 5.5 Baths
- 2,623 Sq Ft
7376 Route Unit 28, Shandaken, NY 12480

Take a look at this 8 bedroom, 4 full bathroom home with 4 floors of living space along with 1.77 fenced in acres. Completely renovated with modern fixtures and amenities, nothing to do but move in or rent immediately. The outside of the property features a front porch, Tesla charging station, spacious back deck with pergola and hot tub, large open yard and firepit area. Located right down the

Jamie Sittner Find Advisors

7376 Route Unit 28, Shandaken, NY 12480
/46
$1,250,000
- 5 Beds
- 2.5 Baths
- 3,176 Sq Ft
2295 State Route 32 S, New Paltz, NY 12561

Welcome to Plattekill Brook Farm, a charming 1940 farmhouse featuring four classic barns, creek frontage, and panoramic views of the Shawangunk Ridge. Located just minutes from the heart of New Paltz, the property offers an inspiring countryside setting on 5+ acres with easy access to local farm stands, acclaimed restaurants, and the scenic trails of Minnewaska State Park.The home spans over

Shaina Marron Houlihan Lawrence, Inc

2295 State Route 32 S, New Paltz, NY 12561
/2
$5,000,000
- 7 Beds
- 6 Baths
- 9,500 Sq Ft
0 Pine Grove Rd Unit KEY907013, Kerhonkson, NY 12446

New construction from CDG (@CedarDGHomes on IG). CDG has built and sold some of the highest end homes in the Catskills and can show several floor plans and models built. This land has the unique combination of extreme privacy couple with proximity to other comparably valued homes. As offered, this oversized 2-level features 7-bedroom home set on approximately 32 acres has all of CDG's standard

Ryan Scully Cedar Properties

0 Pine Grove Rd Unit KEY907013, Kerhonkson, NY 12446
/94
$1,695,000
- 8 Beds
- 8 Baths
- 5,118 Sq Ft
1017 Bruyn Turnpike, Pine Bush, NY 12566

Welcome to Bruyn Estate, an exceptional Hudson Valley compound that brings together historic character and modern comfort across two remarkable homes: a lovingly restored 1835 Greek Revival farmhouse on the National Register of Historic Places, and a reimagined log home reconstructed from 1850s barn beams. The property is steeped in history: in the 1800s, it was a sheep farm that supplied wool

Shaina Marron Houlihan Lawrence Inc.

1017 Bruyn Turnpike, Pine Bush, NY 12566
/5
$985,000
- 5 Beds
- 5 Baths
- 4,500 Sq Ft
5355 New York 212, Mount Tremper, NY 12457

Nestled in the picturesque Catskill Mountains, in the hamlet of Mt. Tremper, is the charming Catskill Rose For over 30 years, it has been a get away destination for travelers seeking the peace, quiet and beauty of the surrounding mountains. The Catskill Rose offers four nicely appointed guest rooms. Upstairs is a lovely owner occupied two-bedroom one bath apartment. There is a three-season salt

Mark Retzlaff Prime Listings, Inc

5355 New York 212, Mount Tremper, NY 12457

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