Vintage homes for sale & real estate in Philipstown, NY

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ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Discover 515-517 East Mountain Road North—a turnkey ranch perched atop the mountain, where timeless charm meets contemporary living on over 2 acres. This exceptional home artfully blends old-world details with modern additions, creating a perfect harmony of character and comfort. The main house has been beautifully renovated and expanded, featuring a brand-new 264 sq. ft. addition that transforms the living space. This sun-drenched expansion added a spacious sunroom/playroom and a pristine new full bathroom. Beautiful reclaimed wood flooring adds warmth and history throughout, while digital WiFi-enabled thermostats in every room allow you to manage comfort from anywhere. Inside, enjoy

$710,000

3 beds2 baths1,619 sq ft

517 E Mountain Rd N Unit 515-517, Cold Spring, NY 10516

Open-concept kitchen • Over 2 acres • Granite countertops

Listing by Julia B Fee Sothebys Int. Rlty

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Set on a beautifully landscaped, corner lot, this lovingly maintained home offers the best potential in Continental Village living. Within the sought after Cortland Lake community, residents enjoy access to a private lake, clubhouse, beach, basketball and tennis courts. Inside, single-level living shines with hardwood floors, a formal dining room, and a sunny eat in kitchen. The spacious three-season porch extends your living space outdoors, surrounded by mature landscaping for low maintenance blooms year after year. Three bedrooms and two full baths offer comfort and functionality, while bonus space in the basement adds valuable flexibility for a home office, playroom, or den, plus laundry

$549,000

3 beds2 baths1,632 sq ft

112 Putnam Rd, Garrison, NY 10524

0.42 acre lot • 2 garage spots • Built 1960

Listing by Houlihan Lawrence Inc.

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Welcome to 56 Aqueduct Road in Garrison’s desirable Continental Village! This charming 3-bedroom, 2-bath home sits on a beautifully landscaped 0.4 acre lot within a lake community offering swimming, fishing, and beach access. Inside, enjoy a bright and inviting layout featuring a renovated kitchen and full bath, spacious living room, and a den/home office. A three-season screened-in deck overlooking the above-ground pool, perfect for relaxing or entertaining. The lower level provides roughly 900 sq. ft. of unfinished space, ready for your personal touch, along with laundry hookups and an energy-efficient boiler and hot water heater. Located minutes from Metro-North, Route 9, and Hudso

$450,000

3 beds2 baths1,340 sq ft

56 Aqueduct Rd, Garrison, NY 10524

Lake community • Renovated kitchen • Landscaped lot

Listing by Twin Bridges Properties

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Charming 3-bedroom, 1.5-bath home set on just under 3 acres in peaceful Garrison, minutes from the Hudson River and hiking trails. This 1,561 sq ft home offers a warm layout with a first-floor bedroom, half bath, living room, dining room, kitchen with washer/dryer, and a bright sunroom. Upstairs includes two additional bedrooms with large closets for storage and a full bath. Features include an unfinished walk-out basement, whole-house generator, propane tank, new well and a 1-car garage. A wonderful opportunity to enjoy privacy, nature, and Hudson Valley living. Filled with character and ready for your personal touch, this Garrison gem offers a rare combination of acreage, serenity, and po

$650,000

3 beds1.5 baths1,561 sq ft

1924 Route 9, Garrison, NY 10524

2.76 acre lot • Garage • Built 1945

Listing by Coldwell Banker Realty

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Welcome to 39 Upland Drive, Garrison, NY! This charming property offers great potential for a variety of uses, including as a weekend getaway or short-term rental opportunity (subject to local regulations). Featuring classic Hudson Valley charm and surrounded by nature, this home provides a peaceful setting while remaining conveniently close to major highways, hiking trails, and the Hudson River. Whether you’re looking for a cozy retreat or a property with flexible use options, 39 Upland Drive is full of possibilities.

$355,000

2 beds1 bath1,160 sq ft

39 Upland Dr, Garrison, NY 10524

1.05 acre lot • Built 1955 • Listed 29 days

Listing by RE/MAX Benchmark Realty Group

Property at 6 Fishkill Rd, Cold Spring, NY 10516, 2 beds, 1 bath

$439,000

2 beds1 bath1,248 sq ft

6 Fishkill Rd, Cold Spring, NY 10516

Listing by House Finch Realty, LLC

Property at 1136 Route 9D, Garrison, NY 10524, 3 beds, 2 baths

$849,000

3 beds2 baths1,551 sq ft

1136 Route 9D, Garrison, NY 10524

Listing by Corcoran Country Living

Property at 63 Manitou Station Rd, Garrison, NY 10524, 3 beds, 2 baths

$950,000

3 beds2 baths1,918 sq ft

63 Manitou Station Rd, Garrison, NY 10524

Listing by Houlihan Lawrence Inc.

Property at 47 Healy Rd, Cold Spring, NY 10516, 3 beds, 1 bath

$590,000

3 beds1 bath1,042 sq ft

47 Healy Rd, Cold Spring, NY 10516

Listing by Houlihan Lawrence Inc.

Property at 11 Hustis Rd, Cold Spring, NY 10516, 4 beds, 2 baths

$627,000

4 beds2 baths1,720 sq ft

11 Hustis Rd, Cold Spring, NY 10516

Listing by Christie's Int. Real Estate

Property at 1070 Route 9D, Garrison, NY 10524, 8 beds, 6 baths

$4,995,000

8 beds6 baths10,626 sq ft

1070 Route 9D, Garrison, NY 10524

Listing by Coldwell Banker Realty

Property at 24 Mountain Ave, Cold Spring, NY 10516, 5 beds, 1.5 baths

$1,250,000

5 beds1.5 baths2,806 sq ft

24 Mountain Ave, Cold Spring, NY 10516

Listing by Houlihan Lawrence Inc.

Property at 16 Fox Hollow Ln, Garrison, NY 10524, 3 beds, 3 baths

$1,595,000

3 beds3 baths4,464 sq ft

16 Fox Hollow Ln, Garrison, NY 10524

Listing by Houlihan Lawrence Inc.

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NEW 2 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
A Once-in-a-Lifetime Opportunity: Own a Historic Victorian Firehouse in the Heart of Beacon Presenting a truly exceptional offering: a one-of-a-kind, second empire, Victorian firehouse nestled in the vibrant heart of Beacon, just steps from the lively restaurants and activity of the east end of Main Street. Built in 1889, this stunning brick architectural landmark is rich in original detail and character, a testament to Beacon's storied past. Rising two and a half stories on the street side, the firehouse is distinguished by its striking mansard roof, original bell tower (adapted for a siren), and a second tower, once essential for drying hoses. The facade is a masterpiece of fine brickwor

$1,595,000

0 beds1 bath6,052 sq ft

57 E Main St, Beacon, NY 12508

Original bell tower • Fine brickwork • 4,356 sq ft lot

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Location, location, location! Just one block from Main Street in Beacon, this property is full of potential! Transform this home into your ideal space. The property features a charming backyard perfect for entertaining and gatherings. Park your car and enjoy easy access to the shops, galleries, parks, and more only one block away. Conveniently close to highways, the thruway, MTA, and area airports.

$497,000

3 beds1 bath1,296 sq ft

76 Church St, Beacon, NY 12508

3,920 sq ft lot • 3 parking spots • Built 1900

Listing by Exit Realty Connections

NEW 27 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
A fully renovated 2-bedroom home with bonus space and true expansion potential. Step inside to an updated main level featuring a modern kitchen with quartz countertops, a bright living area, and two comfortable bedrooms. Downstairs, the full walkout basement opens up several possibilities — home office, recreation room, guest space, or extended living. A previous bathroom was removed, but all plumbing remains in place and capped, giving the next owner an easy path to add a new bathroom and increase the home’s value. Major mechanicals are solid and worry-free with a brand-new boiler and hot water heater already installed. Located minutes from downtown Peekskill, parks, restaurant

$425,000

2 beds1 bath884 sq ft

669 N Division St, Peekskill, NY 10566

Quartz countertops • Walkout basement • Renovated home

Listing by eXp Realty

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Welcome to this inviting ranch-style home nestled at the foot of Mount Beacon and lovingly cared for by the same family for nearly 40 years. This well-maintained 3-bedroom, 1-bath home offers the ease of one-level living, featuring hardwood floors, living room, a formal dining room or could be used as a comfortable family room, and a bright eat-in kitchen. A spacious screened-in porch provides a peaceful spot to unwind and enjoy the natural surroundings. The full unfinished basement offers excellent storage. With its warm character and ideal location close to Beacon’s trails, shops, and local amenities, this home is a wonderful opportunity.

$425,000

3 beds1 bath960 sq ft

7 Duncan St, Beacon, NY 12508

4,792 sq ft lot • Built 1950 • Listed 3 days

Listing by Century 21 Alliance Rlty Group

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
Sitting just on the outskirts of Beacon with Beacon Schools is this Charming 2 Bedroom 1.5 Bath Old Style Home with Rocking Chair front porch built in the 1800's. Living Room offers a Cozy Pellet stove insert in Brick Fireplace and refinished Hardwood floors (throughout). All Stainless Steel appliances included. Property also includes a 2 story Barn easily renovated to your specific needs - possibly an Art Studio, a Yoga Studio or Woodworking Craft Shop? The barn has updated electric with 220 amp service. Also included is a huge antique safe wish I had the history on this piece. This home is only a few minutes from a pretty town park with access to Fishkill Creek. One-year American Homeshie

$575,000

2 beds1.5 baths1,100 sq ft

9 Maple St, Glenham, NY 12527

Brick fireplace • 2 story barn • 0.28 acre lot

Listing by BHHS Hudson Valley Properties

ABOUT THIS HOME
Vintage Home for sale in Philipstown, NY:
CHARMING LEGAL THREE-FAMILY IN PRIME BEACON LOCATION. A unique investment opportunity or owner-occupied property in Beacon. This beautifully renovated legal three-family home offers flexibility, live in one unit and rent out the other two, or lease all three to maximize your return on investment. Each apartment features separate utilities, a dream setup for any buyer seeking a truly turnkey rental property. All apartments are currently leased (the largest apartment is month-to-month), generating a strong gross income of over $69,500 annually. Recent upgrades include a 30 year roof, new siding, gutters, doors, porch, windows plus new insulation and sheetrock throughout. Two apartments includ

$725,000

3 beds3 baths1,630 sq ft

95 Washington Ave, Beacon, NY 12508

Separate utilities • New siding • 30 year roof

Listing by Houlihan Lawrence Inc.

Property at 102 Hillair Rd, Lake Peekskill, NY 10537, 2 beds, 1 bath

$199,900

2 beds1 bath758 sq ft

102 Hillair Rd, Lake Peekskill, NY 10537

Listing by Winwin Realty

Property at 8 Mccullums Ln, Highland Falls, NY 10928, 6 beds, 2 baths

$649,000

6 beds2 baths2,400 sq ft

8 Mccullums Ln, Highland Falls, NY 10928

Listing by Artisan Realty

Property at 7 Mcdougal Ln, Cortlandt Manor, NY 10567, 2 beds, 1 bath

$489,999

2 beds1 bath655 sq ft

7 Mcdougal Ln, Cortlandt Manor, NY 10567

Listing by Howard Hanna Rand Realty

Property at 5 Spruce St, Lake Peekskill, NY 10537, 2 beds, 2 baths

$425,000

2 beds2 baths1,302 sq ft

5 Spruce St, Lake Peekskill, NY 10537

Listing by RE/MAX Classic Realty

Property at 3763 Briarhill St, Mohegan Lake, NY 10547, 3 beds, 1 bath

$535,021

3 beds1 bath1,364 sq ft

3763 Briarhill St, Mohegan Lake, NY 10547

Listing by Century 21 Marciano

Property at 36 N Elm St, Beacon, NY 12508, 3 beds, 1 bath

$525,000

3 beds1 bath1,394 sq ft

36 N Elm St, Beacon, NY 12508

Listing by Compass Greater NY, LLC

Property at 32 Old Glenham Rd, Beacon, NY 12508, 5 beds, 3 baths

$935,000

5 beds3 baths5,002 sq ft

32 Old Glenham Rd, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 3300 Baker St #16, Mohegan Lake, NY 10547, 3 beds, 1 bath

$118,500

3 beds1 bath800 sq ft

3300 Baker St #16, Mohegan Lake, NY 10547

Listing by Westchester For Sale

Property at 30 Trolley Rd, Cortlandt Manor, NY 10567, 2 beds, 2 baths

$579,000

2 beds2 baths1,570 sq ft

30 Trolley Rd, Cortlandt Manor, NY 10567

Listing by BHHS Hudson Valley Properties

Property at 1258 North Ave, Beacon, NY 12508, 6 beds, 3 baths

$649,900

6 beds3 baths2,501 sq ft

1258 North Ave, Beacon, NY 12508

Listing by Berkshire Hathaway HS NY Prop

Property at 237 Sprout Brook Rd, Cortlandt Manor, NY 10567, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths2,100 sq ft

237 Sprout Brook Rd, Cortlandt Manor, NY 10567

Listing by Garrison Realty Group

Property at 19 Grove St, Beacon, NY 12508, 4 beds, 2 baths

$639,000

4 beds2 baths1,894 sq ft

19 Grove St, Beacon, NY 12508

Listing by BHHS Hudson Valley Properties

Property at 94 Mearns Ave, Highland Falls, NY 10928, 5 beds, 3 baths

$665,000

5 beds3 baths2,573 sq ft

94 Mearns Ave, Highland Falls, NY 10928

Listing by Corcoran Baer & McIntosh

Property at 126-128 Washington Ave, Beacon, NY 12508, 6 beds, 3 baths

$630,000

6 beds3 baths2,240 sq ft

126-128 Washington Ave, Beacon, NY 12508

Listing by Howard Hanna Rand Realty

Based on information submitted to the MLS GRID as of Tue Dec 02 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 Philipstown

There are currently 13 vintage homes for sale in Philipstown at a median listing price of $885K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Philipstown stay on the market for 46 days and receive 2 offers. Popular neighborhoods include Lake Peekskill. This map is refreshed with the newest listings in Philipstown every 15 minutes.

In the past month, 10 homes have been sold in Philipstown. In addition to houses in Philipstown, there were also 8 condos, 0 townhouses, and 2 multi-family units for sale in Philipstown last month. Find your dream home in Philipstown 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 Philipstown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Philipstown. Our Philipstown real estate stats and trends will give you more information about home buying and selling trends in Philipstown. If you're looking to sell your home in the Philipstown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Philipstown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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