Vintage homes for sale & real estate in Red Hook, NY

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ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Brimming with original character, this 2,500+ square foot three-story 1920s Victorian offers the perfect blend of storybook charm and modern convenience. Set on a corner lot in the heart of Red Hook Village, the home features four spacious bedrooms, three full bathrooms, one on each floor, two inviting covered porches, and a large fenced yard with a new outdoor patio surrounded by abundant hydrangeas and perennial plantings. Recently updated, the kitchen features luxury appliances, honed granite countertops, and a copper backsplash, all thoughtfully chosen to honor the home's original character. The spacious mudroom adds both charm and function with its vintage glass tile mosaic floor and w

$639,000

4 beds3 baths2,559 sq ft

7432 S Broadway, Red Hook, NY 12571

Covered porches • Fenced yard • Luxury appliances

Listing by Coldwell Banker Village Green

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive Deck. Rocking chair porch with swing adds extra charm. Whole house Generac gives extra security in bad weather. The Vintage Post and Beam Barn with second story loft second lends itself to many possibilities. Lovely yard with abundant mature plantings and cultivated gardens. Great location within 5 m

$315,000

3 beds1 bath1,440 sq ft

84 North Rd, Red Hook, NY 12571

Wide board floors • Cobble fireplace • Formal dining room

Listing by Mondello Upstate Properties

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Welcome to 30 Old Post Road North in Red Hook, where historic architecture meets modern living in the heart of the Hudson Valley. Built in 1909 and comprehensively reimagined in 2023, this Victorian residence offers over 3,400 square feet of restored space on a one-acre lot. With five bedrooms, two and a half baths, and 14 total rooms, it strikes a balance of preserved character, updated systems, and versatile layouts for today’s lifestyle. From the exterior, turrets, gables, and a wraparound porch showcase classic Victorian design. The façade retains its historic integrity while major improvements, including a new roof and rebuilt porch, add durability and appeal. Plans for a

$859,000

5 beds2.5 baths3,424 sq ft

30 Old Post Rd N, Red Hook, NY 12571

1 acre lot • 3 garage spots • Built 1909

Listing by RE/MAX Town & Country

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
252 Route 199 in Red Hook offers the perfect blend of comfort, charm, and opportunity. This inviting single-level home sits on nearly an acre of land, with a large, level yard that is fully fenced and ideal for gatherings, play, or even a future pool. Lovingly maintained by the same family for 65 years, this classic ranch is ready for its next chapter. Inside, you'll find four bedrooms and one and a half baths, with hardwood floors and beautiful natural wood details throughout. A more recent two-room addition enhances the living space with a bright three-season room featuring a vaulted wood ceiling and propane stove, as well as a versatile room that can serve as a bedroom or family room. Th

$449,000

4 beds1.5 baths1,854 sq ft

252 Route 199, Red Hook, NY 12571

Large level yard • Three season room • Propane stove

Listing by Coldwell Banker Village Green

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Presented for viewing is a rambling 3 level home with 3 bedrooms plus an additional 1 bedroom in-law suite with separate entrance. Remodeled over time since 2020, nothing has been overlooked. Located on a hilltop with views of the Roeliff Janson Kill, this home offers a secluded park like setting situated along an idyllic stream. This home also includes a 2-car detached garage with additional parking for 3 cars. Entering from a large deck, you emerge into a welcoming foyer. On this level, you find a cozy dining room, a kitchen with new appliances, an oversized walk-in pantry, a light-filled sunroom with exposed beams and a half bath. The next level includes the front door foyer, a laundry r

$550,000

4 beds2.5 baths2,716 sq ft

8 Creekside Rd, Red Hook, NY 12571

In-law suite • Large deck • Idyllic stream

Property at 148 Rowe Rd, Red Hook, NY 12571, 5 beds, 6.5 baths

$1,250,000

5 beds6.5 baths8,925 sq ft

148 Rowe Rd, Red Hook, NY 12571

Listing by William Pitt Sotheby's

Property at 11 Cambridge Dr, Red Hook, NY 12571, 3 beds, 1 bath

$409,900

3 beds1 bath1,400 sq ft

11 Cambridge Dr, Red Hook, NY 12571

Listing by Margaret Mondello Real Estate

Property at 1598 Jackson Corners Rd, Red Hook, NY 12571, 5 beds, 3.5 baths

$1,499,000

5 beds3.5 baths4,176 sq ft

1598 Jackson Corners Rd, Red Hook, NY 12571

Listing by BHHS Hudson Valley Properties

Property at 7441 S Broadway, Red Hook, NY 12571, 5 beds, 3.5 baths

$899,000

5 beds3.5 baths2,500 sq ft

7441 S Broadway, Red Hook, NY 12571

Listing by BHHS Hudson Valley Properties

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ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Charming 4 bedroom 1 and 1/2 bathrooms home was built in 1900's. Located in the Kingston Historical District. The two-story home has been in the family 41 years and is well maintained. Home is heated by Natural Gas and newly purchased Hot Water heater. Have your family, friends and four-legged critters enjoy memorable moments in your fenced in backyard.

$339,999

4 beds1.5 baths1,050 sq ft

49 Gill St, Kingston, NY 12401

Fenced in backyard • 3,750 sq ft lot • 2 garage spots

Listing by Win Morrison Realty

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Welcome to the Tivoli Cottage! Discover your private upstate retreat in this storybook cottage nestled on more than four acres of natural beauty in Tivoli, NY with scenic river views and access. Located within the highly regarded Red Hook School District, this home offers both seclusion and convenience — just minutes from the quaint shops, cafes, and arts scene of Tivoli village and neighboring Red hook and Rhinebeck. Completely renovated with all updated appliances this rare scenic property includes river views and access to enjoy all the seasons of the Hudson valley. Inside, the cottage provides warmth and charm — cozy living spaces, inviting wood details, and large windows th

$329,000

1 bed1.5 baths729 sq ft

475 East Kerley Corners Rd, Tivoli, NY 12583

Access to river • Large windows • Separate barn

Listing by LITTLE LORRAINE ML

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Welcome to 2 Spalding Ln in Saugerties — an updated three-bedroom, two-bath home offering versatility, comfort, and strong long-term upside. Occupying a . 35 acre lot, this property features a bright, refreshed interior with modern updates throughout, an unfinished basement ready for storage or future expansion, and a flexible layout suited for a variety of lifestyles. Located within a highly strategic corridor makes this location paramount This property is an excellent fit for both homeowners and investors seeking value, visibility, and future potential. Whether you're looking for a primary residence with room to grow, or exploring options for mixed-use, rental, or redevelopment, th

$369,000

3 beds2 baths1,281 sq ft

2 Spaulding Ln, Saugerties, NY 12477

.35 acre lot • 0.35 acre lot • Garage

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Welcome to your turnkey village retreat—in the the heart of Saugerties, New York. This versatile home at 95-97Livingston Street offers a beautifully renovated space that can function as either a single residence or a two-unit property, providing exceptional flexibility for full-time living, short-term rental, or a blend of both. Spanning 1,776 square feet, This duplex has four bedrooms and two and one half bathrooms. The main home features three bedrooms complemented by a cozy living room featuring a wood-burning fireplace. The kitchen's clean, modern design and direct patio access make it perfect for entertaining or simply enjoying a peaceful morning coffee with garden views. A priva

$495,000

4 beds2.5 baths1,776 sq ft

95-97 Livingston St, Saugerties, NY 12477

6,534 sq ft lot • Built 1900 • Listed 33 days

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
* * 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 already completed, this property offers a unique chance to step into a project with significant potential. This is a unique opportunity to be in and out fast. Add your finishing touches and collect your return on investment. Buy and hold or flip back for quick gains ! * * Property Highlights:

$559,999

5 beds4 baths3,189 sq ft

11 High St, Kingston, NY 12401

5,240 sq ft lot • Parking • Built 1950

Listing by R New York

ABOUT THIS HOME
Vintage Home for sale in Red Hook, NY:
Come to the country to enjoy this spacious mid-century home on 12+ acres. Large and bright with lots of upgrades makes living easy. The efficient galley kitchen was renovated just 3 years ago with all new appliances and everything. It opens to the dining area and through to the large living room. High windows bring light and warmth. The bedrooms are the same with lots of windows and space. The primary bedroom is huge and even has a door to an adorable Juliet balcony. Relax on the long sunroom the length of the south side overlooking lawn and gardens, The basement has lots of space for workshop and storage. The furnace and oil tank are nearly new, only months old. And the barn. The large, we

$725,000

3 beds1 bath1,104 sq ft

461 White Schoolhouse Rd, Rhinebeck, NY 12572

12.14 acre lot • 2 garage spots • Built 1940

Listing by BHHS Hudson Valley Properties

Property at 39 N Broadway, Kingston, NY 12401, 3 beds, 2.5 baths

$549,000

3 beds2.5 baths1,192 sq ft

39 N Broadway, Kingston, NY 12401

Listing by The Kinderhook Group, Inc.

Property at 375 Salisbury Tpke, Rhinebeck, NY 12572, 3 beds, 1 bath

$250,000

3 beds1 bath1,536 sq ft

375 Salisbury Tpke, Rhinebeck, NY 12572

Listing by eXp Realty

Property at 245 Hicks Hill Rd, Stanfordville, NY 12581, 2 beds

$213,750

2 beds— baths3,444 sq ft

245 Hicks Hill Rd, Stanfordville, NY 12581

Listing by River Realty Services, Inc.

Property at 13 Mountain View Ave, Saugerties, NY 12477, 4 beds, 2.5 baths

$509,000

4 beds2.5 baths2,200 sq ft

13 Mountain View Ave, Saugerties, NY 12477

Listing by Century 21 Alliance Rlty Group

Property at 2 Cedar Ln, Saugerties, NY 12477, 3 beds, 2 baths

$355,000

3 beds2 baths1,356 sq ft

2 Cedar Ln, Saugerties, NY 12477

Listing by Greene Realty Group

Property at 23 Lafayette St, Saugerties, NY 12477, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths3,896 sq ft

23 Lafayette St, Saugerties, NY 12477

Listing by Berardi Realty

Property at 162 North St, Kingston, NY 12401, 2 beds, 1.5 baths

$325,000

2 beds1.5 baths1,061 sq ft

162 North St, Kingston, NY 12401

Property at 26 Gill St, Kingston, NY 12401, 2 beds, 2 baths

$525,000

2 beds2 baths1,102 sq ft

26 Gill St, Kingston, NY 12401

Listing by eXp Realty

Property at 105 E Market St, Rhinebeck, NY 12572, 3 beds, 2 baths

$675,000

3 beds2 baths2,263 sq ft

105 E Market St, Rhinebeck, NY 12572

Listing by Corcoran Country Living

Property at 107 E Market St, Rhinebeck, NY 12572, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths2,102 sq ft

107 E Market St, Rhinebeck, NY 12572

Listing by Corcoran Country Living

Property at 12 S Parsonage St, Rhinebeck, NY 12572, 5 beds, 4 baths

$730,000

5 beds4 baths3,444 sq ft

12 S Parsonage St, Rhinebeck, NY 12572

Listing by Century 21 Alliance Realty Grp

Property at 103 Gross St, Kingston, NY 12401, 3 beds, 1 bath

$259,900

3 beds1 bath781 sq ft

103 Gross St, Kingston, NY 12401

Listing by Berardi Realty

Property at 144 Hooker St, Kingston, NY 12401, 2 beds, 1 bath

$345,000

2 beds1 bath1,091 sq ft

144 Hooker St, Kingston, NY 12401

Listing by Corcoran Country Living

Property at 191 White Schoolhouse Rd, Rhinebeck, NY 12572, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths1,871 sq ft

191 White Schoolhouse Rd, Rhinebeck, NY 12572

Listing by Staley Real Estate, LLC

Based on information submitted to the MLS GRID as of Sat Dec 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 Red Hook

There are currently 9 vintage homes for sale in Red Hook at a median listing price of $600K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Red Hook stay on the market for 79 days and receive 3 offers. This map is refreshed with the newest listings in Red Hook every 15 minutes.

In the past month, 2 homes have been sold in Red Hook. In addition to houses in Red Hook, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Red Hook last month. Find your dream home in Red Hook 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 Red Hook are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Red Hook. Our Red Hook real estate stats and trends will give you more information about home buying and selling trends in Red Hook. If you're looking to sell your home in the Red Hook area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Red Hook with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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