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Southold Real Estate

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    Showing 361 - 370 of 378 results| view:  results per page« first|...|34|35|36|37|38 »
    • Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Fully furnished, just 4 houses to gorgeous, private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026. 45
      Southold, NY 11957
      $3,850
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3542413
      Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Fully furnished, just 4 houses to gorgeous, private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story. 11
      Southold, NY 11944
      $3,800
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:#
      Single Family For Sale ML# 3590837
      Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.
      Presented By: Daniel Gale Sothebys Intl Rlty  
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • SEASONAL RENTAL available summer 2025. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with utilities included. NOT available year-round. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms. 11
      Southold, NY 11956
      $3,800
      1 Bedroom 1 Full Bath Sq. Ft. 470.00:#
      Single Family For Sale ML# 3103605
      SEASONAL RENTAL available summer 2025. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with utilities included. NOT available year-round. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Updated Vintage Bungalow with Full Basement and Detached Garage. Hot Air Heat and Central Air Conditioning. Close to Village Center, 2 Marinas and 2 Beaches. 295 Sterling Place is also known as 505 Sterling Place. Year Round Rental at $3, 500 per Month. Pets Considered. 27
      Southold, NY 11944
      $3,500
      2 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Sale ML# 3581680
      Updated Vintage Bungalow with Full Basement and Detached Garage. Hot Air Heat and Central Air Conditioning. Close to Village Center, 2 Marinas and 2 Beaches. 295 Sterling Place is also known as 505 Sterling Place. Year Round Rental at $3, 500 per Month. Pets Considered.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Not available for year round rent. This is an off season rental. Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands. 42
      Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3581131
      Not available for year round rent. This is an off season rental. Charming home, originally built in approximately 1905.Main Rd, South onto South Harbor Road, Left on to Baywater Ave. Close proximity all the North Fork has to offer. Down the road. to Croteaux Vinyards and South Harbor Park for swimming, kayaking and boating. Close to the best North Fork restaurants, marinas and farm stands.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • SPECTACULAR BAYFRONT with OPEN/FULL VIEWS OF GREAT PECONIC BAY! Enjoy a Wonderful Weekend or Work-World GETAWAY throughout the Off-Season! Great Room with southern exposure and Wonderful Bay Views from sunrise to sunset over the Great Peconic Bay. The Great Room opens to a 3-Season partially enclosed waterside porch that welcomes the warm bay breezes and an outdoor dining, star-gazing, and plenty of entertaining areas. Fully furnished with well-equipped kitchen, 3 bedrooms, 2 full baths, and laundry facilities in full basement.Live Your Best Life Here or take a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Easy Access to the LIRR or NYC Jitney. 60
      Southold, NY 11952
      $3,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1500.00:#
      Misc For Sale ML# 3580134
      SPECTACULAR BAYFRONT with OPEN/FULL VIEWS OF GREAT PECONIC BAY! Enjoy a Wonderful Weekend or Work-World GETAWAY throughout the Off-Season! Great Room with southern exposure and Wonderful Bay Views from sunrise to sunset over the Great Peconic Bay. The Great Room opens to a 3-Season partially enclosed waterside porch that welcomes the warm bay breezes and an outdoor dining, star-gazing, and plenty of entertaining areas. Fully furnished with well-equipped kitchen, 3 bedrooms, 2 full baths, and laundry facilities in full basement.Live Your Best Life Here or take a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Easy Access to the LIRR or NYC Jitney.
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Beautiful North Fork home within walking distance to the beach, as well as numerous vineyards, restaurants, and local shops. Upon entering this home, you will enjoy spacious living quarters full of natural light and comfortable furnishings. The perfect mix of modern comfort, the gourmet kitchen boasts stainless steel appliances, gleaming countertops, and a large center island with a breakfast bar. When you aren’t hanging out in the living room, tuned into your favorite show in front of the heat of the fireplace, check out the equally plush bedrooms. Off the primary bedroom, you’ll have access to a walk-in shower and expansive vanity. Additional interior perks include a washer/dryer, central air conditioning, and baby gates. Surrounded by trees, enjoy spending time on the home’s back patio, barbecuing on the gas grill, and gathering around the firepit. 41
      Southold, NY 11939
      $3,500
      3 Bedrooms 3 Full Baths Sq. Ft. 1500.00:#
      Single Family For Sale ML# 3553837
      Beautiful North Fork home within walking distance to the beach, as well as numerous vineyards, restaurants, and local shops. Upon entering this home, you will enjoy spacious living quarters full of natural light and comfortable furnishings. The perfect mix of modern comfort, the gourmet kitchen boasts stainless steel appliances, gleaming countertops, and a large center island with a breakfast bar. When you aren’t hanging out in the living room, tuned into your favorite show in front of the heat of the fireplace, check out the equally plush bedrooms. Off the primary bedroom, you’ll have access to a walk-in shower and expansive vanity. Additional interior perks include a washer/dryer, central air conditioning, and baby gates. Surrounded by trees, enjoy spending time on the home’s back patio, barbecuing on the gas grill, and gathering around the firepit.
      Presented By: Netter Real Estate Inc  631-661-5100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This beautiful ranch with deeded beach is available to rent year-round. The home is super clean and move in ready! There are three large bedrooms, three full bathrooms, a living room on each floor, updated kitchen, hardwood floors and central air conditioning. Amazing location just a few homes away from the sound beach to enjoy swimming, fishing and sunsets! Southold Town Rental Permit #1040 34
      Southold, NY 11939
      $3,500
      3 Bedrooms 3 Full Baths Sq. Ft. 2000.00:#
      Single Family For Sale ML# 3522480
      This beautiful ranch with deeded beach is available to rent year-round. The home is super clean and move in ready! There are three large bedrooms, three full bathrooms, a living room on each floor, updated kitchen, hardwood floors and central air conditioning. Amazing location just a few homes away from the sound beach to enjoy swimming, fishing and sunsets! Southold Town Rental Permit #1040
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to explore and make memories forever! Available November 1st -April 30th @ $3500 per month, May $5500, June $5500, July $12, 000 August $12, 000, September $6, 500, October $5, 500. Two week stays are welcome! Southold Town Rental Permit #0898 38
      Southold, NY 11971
      $3,500
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3518830
      This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to explore and make memories forever! Available November 1st -April 30th @ $3500 per month, May $5500, June $5500, July $12, 000 August $12, 000, September $6, 500, October $5, 500. Two week stays are welcome! Southold Town Rental Permit #0898
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront home. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtaking views of the water. The patio with BBQ is the perfect spot to relax and enjoy the outdoors, and the path to the Sound makes it easy to access the water for swimming and fishing! Permit # 0880 26
      Southold, NY 11958
      $3,500
      3 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3516191
      Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront home. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtaking views of the water. The patio with BBQ is the perfect spot to relax and enjoy the outdoors, and the path to the Sound makes it easy to access the water for swimming and fishing! Permit # 0880
      Presented By: Corcoran  631-765-1300
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 361 - 370 of 378 results| view:  results per page« first|...|34|35|36|37|38 »
    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ MLS. Real Estate listings held by brokerage firms other than Andrew Stype Realty Inc are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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    12985 Main Road, P.O. Box 63, Mattituck, NY 11952

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