Vintage homes for sale & real estate in St. James, NY

6 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Welcome to 16 East Hill Drive, a beautifully maintained turn-key ranch, set on a prime corner lot in one of Smithtown’s most sought-after neighborhoods. This light-filled home offers effortless single-level living and an expansive fenced in backyard with an in-ground pool, designed for year-round enjoyment. Step inside to a warm and inviting open concept living room anchored by a decorative fireplace and highlighted by rich hardwood floors, recessed lighting, crown molding, and oversized windows that frame the tree-lined street. The adjoining formal dining room easily accommodates large gatherings, with seating for up to 10, and flows seamlessly into the kitchen and Great Room. The wi

$749,000

3 beds2 baths1,093 sq ft

16 E Hill Dr, Smithtown, NY 11787

In-ground pool • Decorative fireplace • Fenced in backyard

Listing by Core Long Island LLC

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Magnificent Renovated 4-bedroom 3-bath in Saint James. Featuring a new Top of the line eat-in kitchen with quartz countertops, New stainless steel Samsung appliances with island & hood vent. Open concept layout Master bedroom with full bath, plenty of closet space, New Luxury Vinyl plank flooring & finished basement. All new bathrooms, new Led hi hats, Vinyl siding, Gutters, All new Windows, Doors, Large room with Washer & Dryer. Glass Enclosed Porch, 2 split A/c and heat unit, 200 Amp Service, fully fenced backyard, new front and back pavers, new driveway, 6 zone sprinklers. Corner property, Low Taxes, Smithtown schools. Close to highways and railroad.

$769,000

4 beds3 baths2,100 sq ft

246 Woodlawn Ave, Saint James, NY 11780

Quartz countertops • Finished basement • Eat-in kitchen

Listing by Unique Home Sales of L I Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Stunning Renovated Open floor plan Ranch 4 Bedrooms, 2 Full baths. Brand new kitchen, new bathrooms, marble flooring, granite countertops, new Led hi hats, New Roof, Vinyl siding, Gutters, All new Windows, Brand-new stainless-steel appliances, new heating unit & A. C split unit, master bedroom with walk in closet, front entrance pavers, Lot of space for storage, Washer Dryer hook up, 2 side entrances, large driveway, large backyard, Low Taxes. Close to highways and railroad.

$799,000

4 beds2 baths— sq ft

50 7th St, Saint James, NY 11780

Marble flooring • Open floor plan • Brand new kitchen

Listing by Unique Home Sales of L I Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
THIS IS YOUR OPPORTUNITY TO OWN A BEAUTIFUL CUSTOM BUILT SALT BOX STYLE LOG HOME! (Custom Built in 2000!) This Well Maintained, Beautiful 3 Bedroom, 2 Full Bath Home has numerous Surprising Features such as 8 Foot Basement Ceiling, Outside Entrance to Basement, a Detached THREE (3) Car Garage, Large Driveway (that has held over 8 cars!), a Dog Run and a 2nd Floor Loft Area that can be used as a Reading Nook, TV Room or Gaming Room, whatever You would like! This Home has a Welcoming Front Porch, You step into a Spacious Foyer with Closets and Continue into the Open Concept Main Living Area with a Gas Fireplace, the Kitchen Boast a Viking Range and Oven and Stainless Steel Appliances. From th

$820,000

3 beds2 baths2,400 sq ft

216 5th St, Saint James, NY 11780

Large driveway • 2nd floor loft area • Dog run

Listing by Realty Connect USA LLC

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
This expanded cape home featuring a unique floorplan with two separate living spaces, offering four bedrooms, three full baths, and two half baths on a flat quarter-acre lot with mature fig trees. An inviting front porch leads into the entry hall to the open concept living room, dining area and updated chef’s kitchen with a eat in space. The kitchen showcases granite countertops, custom cabinetry and commercial range along with access to a half bath. The main level includes two bedrooms, a full hall bath, second half bath and a spacious great room featuring cathedral ceilings, many windows and sliding glass doors to the deck and fenced yard. The laundry area and attached two-car garag

$829,900

4 beds4 baths2,225 sq ft

4 E Hill Dr, Smithtown, NY 11787

Inviting front porch • Updated kitchen • Mature fig trees

Listing by Prime Properties Long Island

Property at 23 Bacon Rd, Saint James, NY 11780, 5 beds, 5 baths

$1,399,999

5 beds5 baths5,393 sq ft

23 Bacon Rd, Saint James, NY 11780

Listing by Signature Premier Properties

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Set on a park-like landscape, this expanded farmhouse is located in the Forty Acres Beach Association within the award-winning Three Village Central School District. The bucolic property offers both natural beauty and exceptional convenience-just moments from the neighborhood's private beach, Stony Brook Village, Port Jefferson, with close proximity to cultural venues, parks, museums, public transportation, restaurants, and houses of worship. Inside, the home features four well-proportioned bedrooms and three and a half bathrooms, including an upstairs primary suite with a full bath and walk-in closet. The main level offers versatile and inviting living spaces: a formal dining room with Fre

$939,000

4 beds3.5 baths2,585 sq ft

8 Old Wood Rd, Stony Brook, NY 11790

0.5 acre lot • 2 garage spots • Built 1953

Listing by Realty Connect USA L I Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Welcome to 1 Eliot Drive. Located In the highly desirable Brittany Hills development of Lake Grove. This is a fantastic opportunity to purchase a very large colonial In Mint move in condition. Every inch of this stunning beautiful oversized colonial has been totally renovated inside and out to total perfection, Just bring your suitcase and move right in. New everything, kitchen, bathrooms, floors, appliances, heating system, central air, roof, windows , electrical, plumbing and much more. .. ! It contains four bed rooms with lots of storage space. Three full bathrooms and one half bath. Eat in kitchen with center island. Formal dinning room. Open floor plan to the family room and formal liv

$899,000

4 beds3.5 baths— sq ft

1 Eliot Dr, Lake Grove, NY 11755

Totally renovated • Open floor plan • Eat in kitchen

Listing by Ocean Rock Realty Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
Beautiful home on a quiet country lane in Stony Brook North of 25A. Perfect setup for mother/daughter with proper permits. The home has been set up as 2 separate units. 2 over 2. Great bones. Gas heat, 2 fireplaces, one may need work, Large windows bringing in beautiful sunlight, Large living rooms, and 2 decks. Full walk-up attic. Easy access to the university, train, hospital and shops. Many possibilities! Full basement with outside entrance. At one time there was an apartment in basement. Plumbing still exists for bathroom.

$699,000

4 beds2 baths1,700 sq ft

20 Stony Rd, Stony Brook, NY 11790

Large windows • 2 fireplaces • Gas heat

Listing by Realty Connect USA L I Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
This stunning Wide-Line Ranch with open floor plan features Living Room, Dining Room, updated Kitchen with granite, 4 bedrooms, 3 full bathrooms, 2 fireplaces, and full finished basement. The basement offers a huge space for a family room or "man cave, " with full bath, fireplace, and wet bar. The main floor offers an oversized primary suite with full bath and walk in closet. This is a perfect home for entertaining. Great home for extended family.

$739,000

4 beds3 baths1,588 sq ft

10 Pine St N, Lake Grove, NY 11755

Open floor plan • Wet bar • Updated kitchen

Listing by Showcase of Long Island Realty

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
This Ranch Style Home Features 2 Bedrooms, 1 Full Bathroom, Kitchen, Living Room. Full Of Potential. All information, including but not limited to taxes, lot size, and age of the property, is not guaranteed and needs to be independently verified.

$200,000

2 beds1 bath968 sq ft

4 Garfield St, Nesconset, NY 11767

5,663 sq ft lot • Built 1950 • Listed 23 days

Listing by Best American Homes Inc

ABOUT THIS HOME
Vintage Home for sale in St. James, NY:
* * Stunning Custom Farm Ranch In Prestigious Old Field South * * Experience timeless elegance and modern luxury in this beautifully updated, custom-built farm ranch nestled on . 8 acres of private, park-like grounds in the sought-after community of Old Field South, featuring rich hardwood floors, designer details, and an open, sun-filled layout perfect for today's lifestyle. The inviting floor plan offers a formal dining room open to a spacious living room with wood-burning fireplace, custom built-ins, and Andersen slider to the serene backyard. Lovely kitchen with granite counters, stainless appliances and a bright breakfast room opens to a lovely three-season porch. The first-floor p

$975,000

4 beds3 baths2,900 sq ft

14 Highwood Rd, Setauket, NY 11733

Formal dining room • Custom built-ins • Three-season porch

Listing by Signature Premier Properties

Property at 783 Route 25a, East Setauket, NY 11733, 3 beds, 1 bath

$699,000

3 beds1 bath1,040 sq ft

783 Route 25a, East Setauket, NY 11733

Listing by Cow Harbor Realty LLC

Property at 93 Gibbs Pond Rd, Nesconset, NY 11767, 4 beds, 4 baths

$895,000

4 beds4 baths— sq ft

93 Gibbs Pond Rd, Nesconset, NY 11767

Listing by Douglas Elliman Real Estate

Property at 6 Nowick Ln, Smithtown, NY 11787, 4 beds, 3 baths

$789,000

4 beds3 baths2,488 sq ft

6 Nowick Ln, Smithtown, NY 11787

Listing by Keller Williams Points North

Property at 109 Oakside Dr, Smithtown, NY 11787, 4 beds, 3.5 baths

$1,450,000

4 beds3.5 baths2,400 sq ft

109 Oakside Dr, Smithtown, NY 11787

Listing by George Mcknight REALTORS Inc

Property at 749 E Main St, Kings Park, NY 11754, 2 beds, 1.5 baths

$629,999

2 beds1.5 baths1,500 sq ft

749 E Main St, Kings Park, NY 11754

Listing by Realty Masters International

Property at 34 Morewood Dr, Smithtown, NY 11787, 4 beds, 2 baths

$849,999

4 beds2 baths2,267 sq ft

34 Morewood Dr, Smithtown, NY 11787

Listing by Douglas Elliman Real Estate

Property at 24 Hawkins Rd, Stony Brook, NY 11790, 5 beds, 4.5 baths

$999,988

5 beds4.5 baths— sq ft

24 Hawkins Rd, Stony Brook, NY 11790

Listing by Realty Connect USA L I Inc

Property at 14 W Meadow Lane Ext, Stony Brook, NY 11790, 4 beds, 2.5 baths

$1,380,000

4 beds2.5 baths3,000 sq ft

14 W Meadow Lane Ext, Stony Brook, NY 11790

Listing by Daniel Gale Sothebys Intl Rlty

Property at 38 Cedar St, Stony Brook, NY 11790, 5 beds, 3.5 baths

$1,500,000

5 beds3.5 baths4,091 sq ft

38 Cedar St, Stony Brook, NY 11790

Listing by Daniel Gale Sothebys Intl Rlty

Property at 4 Poplar Ave, Stony Brook, NY 11790, 3 beds, 2 baths

$599,000

3 beds2 baths1,080 sq ft

4 Poplar Ave, Stony Brook, NY 11790

Listing by Howard Hanna Coach

Property at 1241 Stony Brook Rd, Lake Grove, NY 11755, 2 beds, 1 bath

$519,000

2 beds1 bath800 sq ft

1241 Stony Brook Rd, Lake Grove, NY 11755

Listing by Evolution Realty of L I

Property at 592 Landing Ave, Smithtown, NY 11787, 5 beds, 2.5 baths

$1,195,000

5 beds2.5 baths4,000 sq ft

592 Landing Ave, Smithtown, NY 11787

Listing by Daniel Gale Sothebys Intl Rlty

Property at 5 Kohlsaat Ct, Smithtown, NY 11787, 6 beds, 4.5 baths

$1,599,999

6 beds4.5 baths5,000 sq ft

5 Kohlsaat Ct, Smithtown, NY 11787

Listing by Signature Premier Properties

Property at 1 Garfield Ct, Nesconset, NY 11767, 4 beds, 3 baths

$749,000

4 beds3 baths2,400 sq ft

1 Garfield Ct, Nesconset, NY 11767

Listing by Signature Homes of New York

Based on information submitted to the MLS GRID as of Sun Nov 30 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 St. James

There are currently 6 vintage homes for sale in St. James at a median listing price of $699K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in St. James stay on the market for 38 days and receive 3 offers. Popular neighborhoods include Fairfield at St James Condominiums, and Long Island. This map is refreshed with the newest listings in St. James every 15 minutes.

In the past month, 13 homes have been sold in St. James. In addition to houses in St. James, there were also 8 condos, 0 townhouses, and 1 multi-family unit for sale in St. James last month. Find your dream home in St. James 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 St. James are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in St. James. Our St. James real estate stats and trends will give you more information about home buying and selling trends in St. James. If you're looking to sell your home in the St. James area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in St. James with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for St. James, NY

Neighborhoods

Nearby Cities

Zip Codes

Nearby Cities with Vintage Homes

Nearby Neighborhoods with Vintage Homes

Long Island vintage homes for sale

More to explore in St. James, NY

How to buy a house in St. James, NY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in New York

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.