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Southold Homes For Sale Between 500 Thousand and 1 Million

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    Showing 1 - 10 of 46 results| view:  results per page« 1|2|3|4|5 »
    • Nestled on a serene and private road, this beautifully maintained Cape Cod-style home offers the perfect blend of classic charm and modern convenience. Boasting 4 spacious bedrooms and 2 1/2 well-appointed bathrooms, this home is ideal for anyone seeking both comfort and privacy. The inviting features of Cape Cod design, complemented by a lush, green landscape and a peaceful, wooded backdrop. Inside, you’ll find an open and airy floor plan with hardwood floors, and a warm, welcoming atmosphere. The spacious living room serves as the heart of the home, the eat-in kitchen is both functional and charming, with ample counter space, modern appliances, and a cozy dining nook overlooking the backyard, off the kitchen the family room offers easy access to the deck and yard. The first floor includes two bedrooms with easy access to a full bath, while the upper level offers two additional bedrooms. The second full bath is tastefully updated and easily accessible from all bedrooms. Enjoy the peaceful surroundings from the large backyard, ideal for entertaining or simply relaxing in nature. The private road ensures minimal traffic and adds to the home’s sense of seclusion while still being conveniently located near the pristine bay beaches and short distance to town. With its timeless appeal, functional layout, and tranquil location, this Cape Cod-style home is a true gem. Come explore the perfect North Fork retreat. 21
      345 Private Rd Unit 21 Southold, NY 11971
      $899,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1800.00:#
      Single Family For Sale NEW ML# 3590576
      Nestled on a serene and private road, this beautifully maintained Cape Cod-style home offers the perfect blend of classic charm and modern convenience. Boasting 4 spacious bedrooms and 2 1/2 well-appointed bathrooms, this home is ideal for anyone seeking both comfort and privacy. The inviting features of Cape Cod design, complemented by a lush, green landscape and a peaceful, wooded backdrop. Inside, you’ll find an open and airy floor plan with hardwood floors, and a warm, welcoming atmosphere. The spacious living room serves as the heart of the home, the eat-in kitchen is both functional and charming, with ample counter space, modern appliances, and a cozy dining nook overlooking the backyard, off the kitchen the family room offers easy access to the deck and yard. The first floor includes two bedrooms with easy access to a full bath, while the upper level offers two additional bedrooms. The second full bath is tastefully updated and easily accessible from all bedrooms. Enjoy the peaceful surroundings from the large backyard, ideal for entertaining or simply relaxing in nature. The private road ensures minimal traffic and adds to the home’s sense of seclusion while still being conveniently located near the pristine bay beaches and short distance to town. With its timeless appeal, functional layout, and tranquil location, this Cape Cod-style home is a true gem. Come explore the perfect North Fork retreat.
      Presented By: Signature Premier Properties  
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Dream Big! This generously proportioned home sitting on an oversized lot is ready for you to turn into your own private oasis. Four spacious bedrooms with a main floor primary suite, large living area, and many extras make this beautiful property an ideal choice for anyone who wants enough room to grow. The grounds are spectacular, with secret gardens and plenty of room for a pool. Close to world class beaches, vineyards, a bustling small town, and all the North Fork has to offer. Come explore the possibilities! 72
      375 Kenneys Rd Southold, NY 11971
      $999,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2700.00:#
      Single Family For Sale ML# 3589754
      Dream Big! This generously proportioned home sitting on an oversized lot is ready for you to turn into your own private oasis. Four spacious bedrooms with a main floor primary suite, large living area, and many extras make this beautiful property an ideal choice for anyone who wants enough room to grow. The grounds are spectacular, with secret gardens and plenty of room for a pool. Close to world class beaches, vineyards, a bustling small town, and all the North Fork has to offer. Come explore the possibilities!
      Presented By: The Agency Northshore NY  631-870-0753
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This newly renovated expanded ranch is a seaside gem with a luxurious connection to the ocean. Set on a spacious lot with private beach access, this home greets you with fresh, modern curb appeal-clean lines, an updated exterior in calming coastal tones, and tasteful landscaping. Inside, the open floor plan and large windows bring in plenty of natural light, while high-end finishes such as polished hardwood floors, quartz countertops, and stainless steel appliances elevate each room’s appeal. The kitchen is designed with functionality and style in mind, featuring custom cabinetry, a large center island, and a sleek backsplash that ties the space together. Flowing into the dining and living areas, the layout is great entertaining, with sliding doors that open to an expansive backyard deck for summer barbecues or just relaxing. Bedrooms are spacious and feature ample closet space. The primary suite stands out with a spa-like en-suite bathroom. The finished basement is a great space for entertaining all year around with a wood burning stove for the cozy winter nights and a separate outside entrance that leads to the backyard. The private beach access is a standout feature-imagine morning walks along the shore, weekend picnics, or simply unwinding to the sound of the waves. With fresh landscaping and outdoor seating areas, the outdoor space is as inviting as the indoors, making this expanded ranch a peaceful coastal retreat that feels like a year-round vacation. 28
      150 Captain Kidd Drive Southold, NY 11952
      $889,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2125.00:#
      Single Family For Sale ML# 3589805
      This newly renovated expanded ranch is a seaside gem with a luxurious connection to the ocean. Set on a spacious lot with private beach access, this home greets you with fresh, modern curb appeal-clean lines, an updated exterior in calming coastal tones, and tasteful landscaping. Inside, the open floor plan and large windows bring in plenty of natural light, while high-end finishes such as polished hardwood floors, quartz countertops, and stainless steel appliances elevate each room’s appeal. The kitchen is designed with functionality and style in mind, featuring custom cabinetry, a large center island, and a sleek backsplash that ties the space together. Flowing into the dining and living areas, the layout is great entertaining, with sliding doors that open to an expansive backyard deck for summer barbecues or just relaxing. Bedrooms are spacious and feature ample closet space. The primary suite stands out with a spa-like en-suite bathroom. The finished basement is a great space for entertaining all year around with a wood burning stove for the cozy winter nights and a separate outside entrance that leads to the backyard. The private beach access is a standout feature-imagine morning walks along the shore, weekend picnics, or simply unwinding to the sound of the waves. With fresh landscaping and outdoor seating areas, the outdoor space is as inviting as the indoors, making this expanded ranch a peaceful coastal retreat that feels like a year-round vacation.
      Presented By: Signature Premier Properties  516-741-4333
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Recently renovated home circa 1880 in the heart of Greenport Village. Fantastic location. Equipped with modern amenities in 2020 including a new kitchen, two new bathrooms and an efficient new heating and air conditioning system. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized laundry room / studio. There are two separate living areas, one upstairs and one downstairs, as well as a fully equipped kitchen and original claw-foot bathtub. Beautiful backyard garden come spring time. Electric service, breakers et. al. and all plumbing replaced in 2020. Currently used as a weekend home, just a short 5-minute walk from the heart of town and a quick walk to the Jitney and LIRR as well as a quaint, wonderful beach that overlooks Shelter Island and is perfect for afternoon dips. Lots of incredible restaurants and shops only a short walk 20
      239 5th Avenue Southold, NY 11944
      $895,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1750.00:#
      Single Family For Sale ML# H6334664
      Recently renovated home circa 1880 in the heart of Greenport Village. Fantastic location. Equipped with modern amenities in 2020 including a new kitchen, two new bathrooms and an efficient new heating and air conditioning system. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized laundry room / studio. There are two separate living areas, one upstairs and one downstairs, as well as a fully equipped kitchen and original claw-foot bathtub. Beautiful backyard garden come spring time. Electric service, breakers et. al. and all plumbing replaced in 2020. Currently used as a weekend home, just a short 5-minute walk from the heart of town and a quick walk to the Jitney and LIRR as well as a quaint, wonderful beach that overlooks Shelter Island and is perfect for afternoon dips. Lots of incredible restaurants and shops only a short walk
      Presented By: Owner Entry.com  617-542-9300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Laurel beautiful mid-century modern ranch style home on shy acre property just before Mattituck! This home has double entry doors to a spacious entry foyer to welcome your friends and family! Living room and dining room with cathedral ceiling and skylights. Hardwood floors, eat in kitchen, 3 bedrooms and 2 full baths. Main bedroom with en suite bathroom and walk in closet. This bedroom has sliders to large deck facing private backyard that borders open space. Two car garage under with full storage basement, utility and laundry room. This is the place centrally located on the beautiful North Fork. Minutes to Greenport, and a short hop to the Hamptons! This wine country escape is welcoming and ready for you to make yourself at home! 25
      1350 Aldrich Lane Southold, NY 11948
      $779,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3587901
      Laurel beautiful mid-century modern ranch style home on shy acre property just before Mattituck! This home has double entry doors to a spacious entry foyer to welcome your friends and family! Living room and dining room with cathedral ceiling and skylights. Hardwood floors, eat in kitchen, 3 bedrooms and 2 full baths. Main bedroom with en suite bathroom and walk in closet. This bedroom has sliders to large deck facing private backyard that borders open space. Two car garage under with full storage basement, utility and laundry room. This is the place centrally located on the beautiful North Fork. Minutes to Greenport, and a short hop to the Hamptons! This wine country escape is welcoming and ready for you to make yourself at home!
      Presented By: Colony Realty  631-722-5800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to 1230 New Suffolk Avenue, in the heart of Mattituck Estates! This completely renovated and absolute turn-key lakefront retreat sits on a full Half-Acre and offers 4 bedrooms and 3 full baths with a well manicured yard and lake in the comfort of your own space next to James Creek. The primary suite is equipped with a full bath, balcony and a spectacular water view! Enjoy the custom kitchen with stainless steel appliances and more space & storage than you can imagine. There are two additional spacious bedrooms upstairs further emphasizing the highly coveted layout. The lower level features a bedroom, full bath, and extra living space situated perfectly for a home gym, guest quarters or theater/office. This year round retreat is conveniently situated near wineries, farms, and shops - offering a convenient access to North Fork attractions on the famous LOVE LANE!! Low low taxes w/ Basic STAR! 34
      1230 New Suffolk Avenue Southold, NY 11952
      $899,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3587810
      Welcome to 1230 New Suffolk Avenue, in the heart of Mattituck Estates! This completely renovated and absolute turn-key lakefront retreat sits on a full Half-Acre and offers 4 bedrooms and 3 full baths with a well manicured yard and lake in the comfort of your own space next to James Creek. The primary suite is equipped with a full bath, balcony and a spectacular water view! Enjoy the custom kitchen with stainless steel appliances and more space & storage than you can imagine. There are two additional spacious bedrooms upstairs further emphasizing the highly coveted layout. The lower level features a bedroom, full bath, and extra living space situated perfectly for a home gym, guest quarters or theater/office. This year round retreat is conveniently situated near wineries, farms, and shops - offering a convenient access to North Fork attractions on the famous LOVE LANE!! Low low taxes w/ Basic STAR!
      Presented By: OverSouth LLC  631-770-0030
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Mattituck. Charming North Fork Cottage. Cedar shingle with white shutters and trim, this 2 bedroom, 2 bath home is set on a beautifully landscaped .60-acre property. Light-filled, gracious, open floor plan. Authentic architectural details include a cross-beam living room ceiling, a brick wood-burning fireplace with a mantle and hearth, built-in cabinetry, and wood floors throughout. Lovely, bright office with wainscot walls overlooking the rear yard. Large kitchen with stainless steel appliances, gas range, subway tile backsplash, and butcher block counters open to the spacious dining area. Slider from the kitchen to a large patio, perfect for al fresco dining or hanging out. Updated main floor bath. Finished downstairs open recreation area with full bath. Bright and light. Additional boathouse with front porch and pergola. Lovely stone path between the house and boathouse. Seriously lovely property and structures suited for year-round or vacation living. Well maintained and waiting for you to move in, or affect your design and expansion ideas. Located in the Mattituck Park District. Deeded right of way to Howards Creek.? Boating, fishing, easy access to beaches, wineries, shopping, restaurants, breweries, farm stands, and all the North Fork amenities. This is a very special offering. 56
      505 Holbrook Lane Southold, NY 11952
      $845,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1964.00:#
      Single Family For Sale ML# 3587494
      Mattituck. Charming North Fork Cottage. Cedar shingle with white shutters and trim, this 2 bedroom, 2 bath home is set on a beautifully landscaped .60-acre property. Light-filled, gracious, open floor plan. Authentic architectural details include a cross-beam living room ceiling, a brick wood-burning fireplace with a mantle and hearth, built-in cabinetry, and wood floors throughout. Lovely, bright office with wainscot walls overlooking the rear yard. Large kitchen with stainless steel appliances, gas range, subway tile backsplash, and butcher block counters open to the spacious dining area. Slider from the kitchen to a large patio, perfect for al fresco dining or hanging out. Updated main floor bath. Finished downstairs open recreation area with full bath. Bright and light. Additional boathouse with front porch and pergola. Lovely stone path between the house and boathouse. Seriously lovely property and structures suited for year-round or vacation living. Well maintained and waiting for you to move in, or affect your design and expansion ideas. Located in the Mattituck Park District. Deeded right of way to Howards Creek.? Boating, fishing, easy access to beaches, wineries, shopping, restaurants, breweries, farm stands, and all the North Fork amenities. This is a very special offering.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Discover the ultimate North Fork lifestyle in Goose Neck Estates! Nestled on Long Island’s picturesque North Fork, known for its charming small towns, stunning vineyards, and beautiful waterfronts, this community offers the perfect blend of relaxation and recreation. With deeded private beach access and two marinas in the close vicinity, this charming 2-bedroom ranch is ready for your personal touch. Enjoy the cozy bonus breezeway with a wood-burning stove-a perfect retreat for relaxation. Step outside to a private deck and patio, ideal for entertaining. Don’t miss this opportunity to create your dream full-time or vacation home in this idyllic coastal paradise! 20
      45 Smith Drive N Southold, NY 11971
      $599,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3587370
      Discover the ultimate North Fork lifestyle in Goose Neck Estates! Nestled on Long Island’s picturesque North Fork, known for its charming small towns, stunning vineyards, and beautiful waterfronts, this community offers the perfect blend of relaxation and recreation. With deeded private beach access and two marinas in the close vicinity, this charming 2-bedroom ranch is ready for your personal touch. Enjoy the cozy bonus breezeway with a wood-burning stove-a perfect retreat for relaxation. Step outside to a private deck and patio, ideal for entertaining. Don’t miss this opportunity to create your dream full-time or vacation home in this idyllic coastal paradise!
      Presented By: Daniel Gale Sothebys Intl Rlty  516-678-1510
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Once a popular Southold holistic/chiropractic office with separate living quarters, and now a childcare facility and apartment, this adaptable split-level property is located on a beautiful .83 acre fronting on the high visibility County Road 48/North Road and backing up to scenic preserved farmland. Its Limited Business Zoning offers many opportunities including professional office, retail operation, custom workshop, garden shop/nursery, restaurant, dog and cat care facility, repair shop, etc. On the 2nd floor is a spacious 2-bedroom 1 bath rental apartment that could also be used as the business owner’s home. A great business and/or investment opportunity awaits! 30
      44600 County Road 48 Southold, NY 11971
      $887,000
      2 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2350.00:#
      Single Family For Sale ML# 3586881
      Once a popular Southold holistic/chiropractic office with separate living quarters, and now a childcare facility and apartment, this adaptable split-level property is located on a beautiful .83 acre fronting on the high visibility County Road 48/North Road and backing up to scenic preserved farmland. Its Limited Business Zoning offers many opportunities including professional office, retail operation, custom workshop, garden shop/nursery, restaurant, dog and cat care facility, repair shop, etc. On the 2nd floor is a spacious 2-bedroom 1 bath rental apartment that could also be used as the business owner’s home. A great business and/or investment opportunity awaits!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Orient Village Ranch built in 1971 on .36 acres. Three bedrooms, 1 full bath, eat-in kitchen, screened front porch, hardwood floors, full basement, one-car attached garage. Close to Orient Yacht Club, marinas, bay & sound beaches, and all village amenities. Beach rights to Truman’s Beach. c 13
      830 Navy Street Southold, NY 11957
      $999,000
      3 Bedrooms 1 Full Bath Sq. Ft. 1403.00:#
      Single Family For Sale ML# 3586787
      Orient Village Ranch built in 1971 on .36 acres. Three bedrooms, 1 full bath, eat-in kitchen, screened front porch, hardwood floors, full basement, one-car attached garage. Close to Orient Yacht Club, marinas, bay & sound beaches, and all village amenities. Beach rights to Truman’s Beach. c
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 46 results| view:  results per page« 1|2|3|4|5 »
    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 Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.
    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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