Vintage homes for sale & real estate in 12566, NY

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ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
There are houses you purchase … and then there are properties that invite you to become part of their history. Welcome to 215 Maple Avenue, a magnificent 1906 Historic Victorian B & B in Pine Bush, Hudson Valley, NY offering timeless character, impressive scale and an extraordinary opportunity to create the next chapter. With its 8 bedrooms, and 7 baths in the main residence, including three ensuite bedrooms, this historic property offers the space and flexibility today's buyers are looking for. Add separate two-bedroom apartments and a charming two-bedroom, two-bath cottage, each with its own private laundry, and the possibilities become even more intriguing. The property is app

$1,200,000

12 beds7 baths7,458 sq ft

215 Maple Ave, Pine Bush, NY 12566

Beautiful fireplace • Inviting front porch • Grand foyer

Listing by Keller Williams Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Charming and meticulously cared for, this inviting home is nestled in a quiet, established neighborhood and offers the perfect blend of comfort and practicality. Featuring three bedrooms and two full bathrooms, the home provides a functional layout with plenty of space for everyday living. A warm and welcoming atmosphere that reflects pride of ownership throughout. Step outside to enjoy a private backyard, ideal for relaxing, entertaining, or soaking in the sunset. From the front porch you'll overlook beautifully mature flower gardens and wildlife. If you're looking for a peaceful place to call home, this property is a wonderful opportunity. Whole house Generac generator, new porch roof Jun

$350,000

3 beds2 baths1,452 sq ft

18 Sunset Trl, Pine Bush, NY 12566

New porch roof • Private backyard • 6,390 sq ft lot

Listing by eXp Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Enjoy the character of a classic farmhouse with the comfort, efficiency, and major improvements buyers often expect from new construction. This thoughtfully renovated 3-bedroom, 1.5-bath home is truly move-in ready, with a new roof, brand-new windows throughout, central heating and cooling, spray-foam insulation, and high-efficiency systems designed to improve year-round comfort and help manage utility usage. Inside, preserved hardwood floors, an original exposed-brick chimney, and carefully selected finishes maintain the home’s farmhouse charm while providing a fresh, updated interior. The spacious kitchen opens directly to an oversized rear deck, offering an easy flow for outdoor di

$549,999

3 beds1.5 baths1,532 sq ft

33 County Route 17, Thompson Ridge, NY 10985

Renovated farmhouse • Hardwood floors • New roof

Listing by Real Estate Circuit Inc

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
If you want to get a piece of peaceful country living this is a great little home; everything has been recently updated and renovated, granite countertops and Central Air Conditioning and has a blacktop driveway. Walk out to a big back deck which leads down to your private fenced in backyard with a 8x12' shed. To add to the charm you have your own little brook that runs thru the property

$309,999

2 beds1 bath934 sq ft

3710 Rte 52, Pine Bush, NY 12566

Blacktop driveway • 8x12 shed • Granite countertops

Listing by Vlietstra Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Tucked into a private, wooded setting, this unique multi-structure property offers exceptional space, flexibility, and modern energy efficiency. Set on a generous lot backed by mature hardwoods, the property features two connected structures, a two-car attached garage, and a separate outbuilding — delivering versatile living arrangements for a variety of buyers. This home offers two stories: plenty of room to spread out! Solar panels on the roof, an attached two-car garage with automatic opener, and a second-floor primary bedroom suite featuring hardwood floors, dual ceiling fans, an elevated deck overlooking the wooded yard, and a ductless mini-split for year-round comfort. The detac

$500,000

4 beds3 baths3,500 sq ft

80 Jones Rd, Pine Bush, NY 12566

Separate outbuilding • Elevated deck • Ductless mini-split

Listing by Kevin Gagliano

Property at 345 Drexel Dr, Pine Bush, NY 12566, 5 beds, 2 baths

$625,000

5 beds2 baths2,504 sq ft

345 Drexel Dr, Pine Bush, NY 12566

Listing by BHHS Hudson Valley Properties

Property at 2823 State Route 52, Pine Bush, NY 12566, 4 beds, 2 baths

$575,000

4 beds2 baths2,124 sq ft

2823 State Route 52, Pine Bush, NY 12566

Listing by KW Hudson Valley United

Property at 1187 Burlingham Rd, Pine Bush, NY 12566, 2 beds, 1 bath

$150,000

2 beds1 bath486 sq ft

1187 Burlingham Rd, Pine Bush, NY 12566

Listing by Howard Hanna Rand Realty

Property at 46 Crawford St, Pine Bush, NY 12566, 15 beds, 6 baths

$1,510,000

15 beds6 baths3,000 sq ft

46 Crawford St, Pine Bush, NY 12566

Property at 148 Quannacut Rd, Pine Bush, NY 12566, 6 beds, 2 baths

$1,150,000

6 beds2 baths2,518 sq ft

148 Quannacut Rd, Pine Bush, NY 12566

Listing by Howard Hanna Rand Realty

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

$450,000

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 KW Hudson Valley North

Property at 26 Roberson Ave, Pine Bush, NY 12566, 4 beds, 3.5 baths

$2,595,000

4 beds3.5 baths3,900 sq ft

26 Roberson Ave, Pine Bush, NY 12566

Listing by Houlihan Lawrence Inc

Property at 728 State Route 302, Pine Bush, NY 12566, 3 beds, 1.5 baths

$700,000

Land19.70 acres (lot)

728 State Route 302, Pine Bush, NY 12566

Listing by Douglas Elliman Real Estate

Property at 524 Upper Mountain Rd, Pine Bush, NY 12589, 2 beds, 1 bath

$205,000

Land13.80 acres (lot)

524 Upper Mountain Rd, Pine Bush, NY 12589

Listing by Sentry Realty Group Inc

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ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome home to this spacious and inviting 4-bedroom farmhouse, where classic character meets comfortable everyday living. A charming covered front porch creates a warm first impression and offers the perfect spot to enjoy your morning coffee, while the covered back patio overlooks a nice, level yard—ideal for relaxing, entertaining, gardening, or enjoying time outdoors. Step inside and you'll immediately appreciate the home's spacious layout and timeless details. The large eat-in kitchen is full of character, featuring a beautiful tin ceiling and wood molding surrounding the windows that is carried through the home, adding warmth and charm that is hard to replicate. The home offers b

$399,000

4 beds2.5 baths2,058 sq ft

708 Burlingham Rd, Pine Bush, NY 12566

Covered front porch • Hardwood flooring • Large eat-in kitchen

Listing by Curasi Realty, Inc.

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
There is a lot to appreciate about 19 Nevins Street, starting with a home that feels comfortable, practical, and easy to enjoy. Set on a residential street in the Village of Ellenville, this well maintained home offers bright living spaces, a spacious kitchen, comfortable bedrooms, and a backyard with room to relax, garden, or gather with friends. The location makes everyday life easy. Head into the village for dinner at local favorite Aroma Thyme Bistro, catch a show at Shadowland Stages, or explore the shops and businesses throughout downtown Ellenville. When you want to get outside, the O & W Rail Trail offers miles of recreational trail through the Rondout Valley, while the nearby S

$249,900

3 beds1.5 baths1,098 sq ft

19 Nevins St, Ellenville, NY 12428

Spacious kitchen • Backyard • Village amenities

Listing by KW Hudson Valley United

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
A truly exceptional opportunity to own a piece of Wallkill history. Originally built in 1722, this remarkable farmhouse property encompasses approximately 30 acres and beautifully combines centuries-of old character with modern updates, agricultural potential, and an abundance of usable space. The property includes a renovated main farmhouse, a second-floor apartment, and a separate cottage, offering tremendous flexibility for extended family, guests, rental opportunities, or a home-based business. Multiple outbuildings provide extensive storage, workshop, and equipment space, making this an ideal property for those seeking room to work, create, farm, or pursue a variety of hobbies. The exp

$1,750,000

6 beds3.5 baths3,414 sq ft

4 Low Rd, Wallkill, NY 12589

Separate cottage • Extensive storage • 29.7 acre lot

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Welcome to 32 Elm Street! Tucked into the Green Acres neighborhood in the heart of the Village of Ellenville, this 3-bedroom, 2-bath home has been incredibly well cared for and thoughtfully updated over the years. With beautiful mountain views and a welcoming neighborhood setting, it offers that tucked-away feeling while still being close to everything the Village has to offer. Many of the big-ticket items have already been taken care of, including a new boiler, new oil tank, new roof, central air replacement, hot water heater with new wiring, chimney work and liner, covered gutters, an updated primary shower, replaced sewer line and much more. Inside, the home is warm and inviting, with a

$399,900

3 beds2 baths1,782 sq ft

32 Elm St, Ellenville, NY 12428

New boiler • Laundry chute • Landscaped backyard

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Discover the space, comfort, and Hudson Valley lifestyle offered by this 2,064 sq. ft. home in Ellenville, NY. Featuring 3 bedrooms and 2 full bathrooms, this inviting home provides generously sized living areas and a flexible layout with plenty of room for everyday living, working from home, entertaining, and relaxing. Several rooms have been remodeled and updated, blending the home's character with modern-day comfort. Additional home improvements include remodeled bathrooms, each with radiant heated floors, newer windows throughout the home, roof and driveway. Set on a double-sized lot, the property offers added outdoor space and possibilities to enjoy throughout the seasons. Conveniently

$399,995

3 beds2 baths2,064 sq ft

43 Elm St, Ellenville, NY 12428

Well-designed layout • New driveway • Newer windows

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Vintage Home for sale in 12566, NY:
Charming & fully renovated two bedroom one bath home with a detached one car garage. Don't miss this turnkey gem! Beautifully updated from top to bottom, this move-in-ready 2-bedroom, 1 bath home seamlessly combines modern finishes upgraded appliances with cozy character. Step into a vast, versatile living space anchored by a warm wood burning stove- ideal for a living room, formal dining area or home office: A fully upgraded Kitchen with quartz countertops, a spacious center island, and brand new high efficient appliances. New flooring throughout entire house And an enclosed front porch to sit and relax. Upstairs new floors and fully renovated bathroom. The pull down stairs to attic

$285,000

2 beds1 bath1,448 sq ft

94 Fire House Rd, Wurtsboro, NY 12790

Fully renovated • Quartz countertops • Detached garage

Listing by Century 21 Stoeckeler RE

Property at 2374 Bruynswick Rd, Wallkill, NY 12589, 4 beds, 2 baths

$450,000

4 beds2 baths2,220 sq ft

2374 Bruynswick Rd, Wallkill, NY 12589

Listing by Curasi Realty, Inc.

Property at 12 Old Turnpike Rd, Bloomingburg, NY 12721, 3 beds, 1 bath

$369,500

3 beds1 bath1,336 sq ft

12 Old Turnpike Rd, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

Property at 47 Ministers Flats Rd, Wurtsboro, NY 12790, 2 beds, 1 bath

$249,000

2 beds1 bath1,744 sq ft

47 Ministers Flats Rd, Wurtsboro, NY 12790

Listing by Cheryl Wolfe Realty

Property at 7 Hill St, Ellenville, NY 12428, 3 beds, 1 bath

$250,000

3 beds1 bath987 sq ft

7 Hill St, Ellenville, NY 12428

Listing by Lucille Hand Real Estate

Property at 2220 Bruynswick Rd, Wallkill, NY 12589, 3 beds, 1 bath

$342,000

3 beds1 bath1,269 sq ft

2220 Bruynswick Rd, Wallkill, NY 12589

Listing by Century 21 Geba Realty

Property at 67 North Rd, Bloomingburg, NY 12721, 5 beds, 3 baths

$495,000

5 beds3 baths1,624 sq ft

67 North Rd, Bloomingburg, NY 12721

Listing by MK Realty Inc

Property at 77 Union St, Montgomery, NY 12549, 4 beds, 3 baths

$449,999

4 beds3 baths2,509 sq ft

77 Union St, Montgomery, NY 12549

Listing by Keller Williams Realty

Property at 5 Dewitt St, Ellenville, NY 12428, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,904 sq ft

5 Dewitt St, Ellenville, NY 12428

Listing by BHHS Nutshell Realty

Property at 7 North Rd, Bloomingburg, NY 12721, 3 beds, 1.5 baths

$649,900

3 beds1.5 baths1,056 sq ft

7 North Rd, Bloomingburg, NY 12721

Listing by DiMatteo Realty LLC

Property at 171 Winterton Rd, Bloomingburg, NY 12721, 3 beds, 3.5 baths

$3,500,000

3 beds3.5 baths2,535 sq ft

171 Winterton Rd, Bloomingburg, NY 12721

Listing by Rieber Realty Inc

Property at 8532 Route 209, Ellenville, NY 12428, 2 beds, 1 bath

$299,999

2 beds1 bath1,020 sq ft

8532 Route 209, Ellenville, NY 12428

Listing by Howard Hanna Rand Realty

Property at 210 Bible Camp Rd, Bloomingburg, NY 12721, 3 beds, 1.5 baths

$599,900

3 beds1.5 baths2,048 sq ft

210 Bible Camp Rd, Bloomingburg, NY 12721

Listing by Cronin & Company Real Estate

Property at 80 Hang Glider Rd, Ellenville, NY 12428, 3 beds, 1.5 baths

$1,480,000

3 beds1.5 baths1,728 sq ft

80 Hang Glider Rd, Ellenville, NY 12428

Listing by Curasi Realty, Inc.

Property at 51 Mills Rd, Walden, NY 12586, 3 beds, 1 bath

$375,000

3 beds1 bath972 sq ft

51 Mills Rd, Walden, NY 12586

Listing by eXp Realty

Based on information submitted to the MLS GRID as of Wed Oct 07 2026. 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 15 vintage homes for sale in 12566 at a median listing price of $539K. 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 71 days and receive 2 offers. This map is refreshed with the newest listings in 12566 every 15 minutes.

In the past month, 17 homes have been sold in 12566. In addition to houses in 12566, there were also 2 condos, 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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