Vintage homes for sale & real estate in 12566, NY

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ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Discover the charm of this nicely renovated three-bedroom, one-bathroom home, nestled on a tranquil no-outlet street. The home boasts a brand-new kitchen, bathroom and efficient electric heating, ensuring modern comfort. Enjoy the serene privacy of woods that create a peaceful backdrop. The property is located in the desirable Pine Bush school district.

$299,000

3 beds1 bath1,400 sq ft

11 Terwilliger Ln, Pine Bush, NY 12566

Renovated bathroom • Renovated kitchen • 0.37 acre lot

Listing by Teso Realty Corp

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Amazing opportunity to purchase a spacious home with great bones and endless potential. The bright, open layout includes a kitchen, family room, and dining area, ideal for everyday living and entertaining. Down the hall are three bedrooms and two full bathrooms. The large living room connects to a sunroom, adding extra space to relax or gather. Follow the spiral staircase to a bonus area with potential for an in-law suite or accessory apartment. The unfinished basement spans the full footprint of the home and offers high ceilings, ready to be finished for additional living space. Set on three peaceful acres, this property offers privacy and room to create your dream oasis. Don’t miss

$360,000

4 beds2 baths1,996 sq ft

164 Van Keuren Ave, Pine Bush, NY 12566

3 acre lot • Built 1960 • Listed 9 days

Listing by Divine Realty NY, LLC

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
A true tiny home with a great location. This home is in need of TLC and being sold as is! The home features a Front Porch, Living Room, Kitchen, 2 Bedrooms and Bathroom with stand up shower. Trailer on property stays. The home is located near Highways(estimated 5 miles), Shopping and Dining. Here a chance to purchase an affordable home in the Hudson Valley and make it your own!

$200,000

2 beds1 bath486 sq ft

1187 Burlingham Rd, Pine Bush, NY 12566

7,550 sq ft lot • Built 1935 • Listed 19 days

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
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 supplied wool garment materials to Brooks Brothers, and in the 1980s, it was owned by the great-grandson of the founder of Singer Sewing Machines. More recently it has been featured on HGTV and the Magnolia Network, and has a successful history as short-term rental and event venue. The property is m

$1,695,000

8 beds7 baths5,118 sq ft

1017 Bruyn Tpke, Pine Bush, NY 12589

Modern comfort • Event venue • 8.5 acres

Listing by Houlihan Lawrence

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Charming Country Ranch on 2.4 Acres in Walker Valley, NY. Nestled on a quiet country road in scenic Walker Valley, this 2-bedroom, 1-bath ranch offers privacy, space, and endless potential. Set on a generous 2.4-acre lot, the property is ideal for anyone seeking a peaceful retreat with ample space to expand, garden, or enjoy the outdoors. The home features an attached garage and a large shed for storage. Inside, a wood stove provides warmth and creates a cozy atmosphere throughout the home. While the house needs updating, it offers a fantastic opportunity for buyers to put their own personal touch on a country property. With its quiet setting, large lot, and solid bones, this home is a grea

$299,000

2 beds1 bath1,400 sq ft

210 Basel Rd, Pine Bush, NY 12566

2.4 acre lot • 2 garage spots • Built 1952

Listing by Cronin & Company Real Estate

Property at 2444 State Route 52, Pine Bush, NY 12566, 3 beds, 2 baths

$375,000

3 beds2 baths1,100 sq ft

2444 State Route 52, Pine Bush, NY 12566

Listing by Real Estate Circuit Inc

Property at 57 Dellenbaugh Rd, Cragsmoor, NY 12420, 4 beds, 2 baths

$725,000

4 beds2 baths2,094 sq ft

57 Dellenbaugh Rd, Cragsmoor, NY 12420

Listing by Compass Greater NY, LLC

Property at 359 Lake Shore Dr, Pine Bush, NY 12566, 2 beds, 1 bath

$199,900

2 beds1 bath504 sq ft

359 Lake Shore Dr, Pine Bush, NY 12566

Listing by Keller Williams Hudson Valley

Property at 421-423 Hillside Rd, Cragsmoor, NY 12420, 4 beds, 2 baths

$813,000

4 beds2 baths2,056 sq ft

421-423 Hillside Rd, Cragsmoor, NY 12420

Listing by Keller Williams Hudson Valley

Property at 41 Vista Maria Rd, Cragsmoor, NY 12420, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths2,299 sq ft

41 Vista Maria Rd, Cragsmoor, NY 12420

Listing by Coldwell Banker Village Green

Property at 1308 New York 302, Pine Bush, NY 12566, 3 beds, 1.5 baths

$389,000

3 beds1.5 baths1,506 sq ft

1308 New York 302, Pine Bush, NY 12566

Property at 26 Roberson Ave, Pine Bush, NY 12566, 3 beds, 3.5 baths

$2,595,000

3 beds3.5 baths3,900 sq ft

26 Roberson Ave, Pine Bush, NY 12566

Listing by Houlihan Lawrence

Property at 50 Holland Ave, Pine Bush, NY 12566, 3 beds, 2 baths

$465,000

3 beds2 baths1,795 sq ft

50 Holland Ave, Pine Bush, NY 12566

Listing by Sohn Real Estate Corp

Property at 220 Vista Maria Rd, Cragsmoor, NY 12420, 5 beds, 2.5 baths

$2,400,000

5 beds2.5 baths2,784 sq ft

220 Vista Maria Rd, Cragsmoor, NY 12420

Listing by Keller Williams Hudson Valley

Property at 2929 State Route 52, Pine Bush, NY 12566, 4 beds, 3 baths

$299,900

4 beds3 baths2,645 sq ft

2929 State Route 52, Pine Bush, NY 12566

Listing by Howard Hanna Rand Realty

Property at 3710 Rte 52, Pine Bush, NY 12566, 2 beds, 1 bath

$349,999

2 beds1 bath934 sq ft

3710 Rte 52, Pine Bush, NY 12566

Listing by Vlietstra Realty

Property at 728 State Route 302, Pine Bush, NY 12566

$700,000

— beds— baths— sq ft

728 State Route 302, Pine Bush, NY 12566

Listing by Christie's Int. Real Estate

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ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome to 72 Main St! This move-in ready split-level home , Mother/Daughter, in the Pine Bush School District has been beautifully updated and thoughtfully designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light. The beautiful open kitchen is perfect for entertaining, The home features Two generously sized bedrooms and a lower level with finished flexible space offering endless possibilities—whether you need a home office, gym, or recreation room. The private, level backyard is ideal for relaxing, entertaining, or simply enjoying the seasons in the Hudson Valley. Ideally located just 75 miles from New York City, less than

$490,000

4 beds2 baths1,800 sq ft

72 Main St, Bloomingburg, NY 12721

Central location • Open concept layout • Open kitchen

Listing by eRealty Advisors, Inc

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome to 67 Main St ! Beautifully maintained 2-family home featuring two spacious apartments, each with a modern updated kitchen, stylish renovated toilet, inviting living room, three comfortable bedrooms, elegant modern-style floors, a bright sunroom perfect for relaxing, and an airy porch that adds charm and comfort to this move-in-ready property. This move-in ready split-level home in the Pine Bush School District has been beautifully updated and thoughtfully designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light. . The private, level backyard is ideal for relaxing, entertaining, or simply enjoying the seasons in the Hudson

$490,000

6 beds2 baths1,650 sq ft

67 Main St, Bloomingburg, NY 12721

Renovated toilet • Bright sunroom • Airy porch

Listing by eRealty Advisors, Inc

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Perfect getaway from the hustle and bustle of the city, combined with affordable minimalist living. This charming, newly updated private Ranch sits on more than one acre of property and offers both comfort and convenience. Located close to shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is simple and stress-free. This is a wonderful opportunity at an affordable price point to own your own home in Montgomery, New York.

$399,000

2 beds1 bath928 sq ft

1084 State Route 17k, Montgomery, NY 12549

1.1 acre lot • Garage • Built 1950

Listing by Curasi Realty, Inc.

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome to 19 Nevins Street — a beautifully maintained home nestled in the heart of Ellenville, NY. This charming property blends small-town warmth with modern convenience, offering a peaceful retreat surrounded by the beauty of the Shawangunk Mountains. Step inside to find bright, open living spaces, a spacious kitchen perfect for gatherings, and cozy bedrooms filled with natural light. Enjoy your morning coffee on the front porch or unwind in the private backyard, ideal for gardening, entertaining, or simply relaxing. Located on a quiet residential street, this home is just minutes from Ellenville’s vibrant Main Street, featuring local shops, restaurants, and arts venues like

$318,000

2 beds1 bath1,098 sq ft

19 Nevins St, Ellenville, NY 12428

Private backyard • Front porch • Spacious kitchen

Listing by RE/MAX Town & Country

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
This beautiful Ellenville home is filled with old-world charm and is ready to be lovingly restored to its original grandeur. Offering 6 bedrooms and 3.5 bathrooms, this expansive residence is rich with character at every turn—hardwood floors that tell a story, elegant staircases, a stunning fireplace that anchors the living space, and a large formal dining room perfect for holidays, entertaining, and long, memorable meals. Tall ceilings, abundant natural light, and thoughtful architectural details make this home truly special, offering the kind of craftsmanship that's hard to find today. A detached garage adds valuable storage and functionality, making the property even more versatile

$339,000

6 beds3.5 baths3,550 sq ft

7 Glenwood Dr, Ellenville, NY 12428

Tall ceilings • Elegant staircases • Stunning fireplace

OPEN SAT, 10AM TO 12PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome to 4 David Street, a classic mid-century ranch tucked into the heart of the Village of Ellenville. This 3-bedroom, 2-bath home offers an easy, single-level layout and just the right dose of retro charm. Set on just under a quarter acre, the property enjoys pond and ridge views, offering a tranquil backdrop right in town. Inside, original hardwood floors run throughout, and the eat-in kitchen features views of the pond over the sink plus wood cabinetry with a fun pop of vintage color. The separate dining room and spacious living room offer plenty of room to relax or entertain, while the arches connecting the living spaces give the home an inviting, well-defined flow. The primary bedr

$325,000

3 beds2 baths1,235 sq ft

4 David St, Ellenville, NY 12428

Separate dining room • Pond views • Eat-in kitchen

Property at 1 Penny Pl, Ellenville, NY 12428, 3 beds, 2 baths

$259,000

3 beds2 baths1,377 sq ft

1 Penny Pl, Ellenville, NY 12428

Listing by Keller Williams Hudson Valley

Property at 335 Tempaloni Rd, Spring Glen, NY 12483, 2 beds, 1 bath

$219,000

2 beds1 bath1,229 sq ft

335 Tempaloni Rd, Spring Glen, NY 12483

Listing by Coldwell Banker Village Green

Property at 15-17 Tyrone Thomas Ln, Ellenville, NY 12428, 6 beds, 4 baths

$399,000

6 beds4 baths— sq ft

15-17 Tyrone Thomas Ln, Ellenville, NY 12428

Listing by Keller Williams Hudson Valley

Property at 104 Phillipsport Rd, Wurtsboro, NY 12790, 4 beds, 1.5 baths

$379,900

4 beds1.5 baths1,552 sq ft

104 Phillipsport Rd, Wurtsboro, NY 12790

Listing by Cronin & Company Real Estate

Property at 15 Dewitt St, Ellenville, NY 12428, 2 beds, 1 bath

$240,000

2 beds1 bath1,032 sq ft

15 Dewitt St, Ellenville, NY 12428

Listing by BHHS Nutshell Realty

Property at 6 Farmingdale Ln, Bloomingburg, NY 12721, 3 beds, 1 bath

$289,000

3 beds1 bath1,032 sq ft

6 Farmingdale Ln, Bloomingburg, NY 12721

Listing by Keller Williams Hudson Valley

Property at 84 North Rd, Bloomingburg, NY 12721, 4 beds

$750,000

4 beds— baths— sq ft

84 North Rd, Bloomingburg, NY 12721

Listing by MS Realty Group USA, Inc

Property at 1201 Bruynswick Rd, Gardiner, NY 12525, 4 beds, 3 baths

$2,300,000

4 beds3 baths3,035 sq ft

1201 Bruynswick Rd, Gardiner, NY 12525

Listing by Hudson Dwellings Realty

Property at 740 N Mountain Rd, Gardiner, NY 12525, 3 beds, 1.5 baths

$499,900

3 beds1.5 baths1,183 sq ft

740 N Mountain Rd, Gardiner, NY 12525

Listing by Hudson Dwellings Realty

Property at 390 Hufcut Rd, Middletown, NY 10941, 2 beds, 1 bath

$379,000

2 beds1 bath1,142 sq ft

390 Hufcut Rd, Middletown, NY 10941

Listing by RE/MAX Prime Properties

Property at 575 Roosa Gap Rd, Bloomingburg, NY 12721, 4 beds, 2 baths

$1,100,000

4 beds2 baths1,914 sq ft

575 Roosa Gap Rd, Bloomingburg, NY 12721

Listing by John J Lease REALTORS Inc

Property at 304-306 Roosa Gap Rd #304, Bloomingburg, NY 12721, 4 beds, 2 baths

$335,000

4 beds2 baths1,228 sq ft

304-306 Roosa Gap Rd #304, Bloomingburg, NY 12721

Listing by Skipping Stones Realty

Property at 2481 Bruynswick Rd, Wallkill, NY 12589, 3 beds, 2 baths

$635,000

3 beds2 baths1,770 sq ft

2481 Bruynswick Rd, Wallkill, NY 12589

Listing by Compass Greater NY, LLC

Property at 60 Union St, Montgomery, NY 12549, 3 beds, 2.5 baths

$465,000

3 beds2.5 baths1,980 sq ft

60 Union St, Montgomery, NY 12549

Listing by Redfin Real Estate

Based on information submitted to the MLS GRID as of Thu Nov 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in 12566

There are currently 17 vintage homes for sale in 12566 at a median listing price of $498K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 12566 stay on the market for 59 days and receive 5 offers. This map is refreshed with the newest listings in 12566 every 15 minutes.

In the past month, 8 homes have been sold in 12566. In addition to houses in 12566, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in 12566 last month. Find your dream home in 12566 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 12566 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 12566. If you're looking to sell your home in the 12566 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 12566 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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