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Here are 27 open houses scheduled on the North Fork and Shelter Island this weekend ranging in price from $339,000 to $2,350,000. The properties are listed in ascending order. Get a sneak peek at the listings here first.

Saturday, May 23

12:30 pm to 2:30 pm

$339,000
52650 Route 25, Southold
3 bedrooms, 1.5 bathrooms
1,882 square feet
Geraldine Haines
Douglas Elliman Real Estate
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
52650 Route 25
The “Carpenter House” Year 1875, Cited In Southold Town Register Of Historic Landmarks Is Ready To Be Restored To Its Original Beauty. Historical Residential Office (R O) Zoning Is Perfect For Various Multi Uses. Located In Middle Of Southold Town. Sold “As Is”. Original Trim, Wide Plank Floors, Banister, Pocket Doors And Hardware Remain.
See This Property »Saturday, May 23
1 to 3 pm

$369,000
1005 Bluffs Dr, Baiting Hollow
2 bedrooms, 2 bathrooms
Kristen Rishe
North Fork Real Estate Inc
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
Welcome To This Totally Renovated Condo. Unobstructed Views Will Catch You As Soon As You Walk In. New Kitchen, Baths And Hardwood Floors. Come In And Enjoy The Simplicity Of Condo Living. Enjoy The Pool, Tennis Court And Club House. The Knolls Do Not Allow Pets.
See This Property »Saturday, May 23
1 to 3 pm

$369,000
1005 Bluffs Dr, Baiting Hollow
2 bedrooms, 2 bathrooms
Kristen Rishe
North Fork Real Estate Inc
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
1005 Bluffs Dr
Welcome To This Totally Renovated Condo. Unobstructed Views Will Catch You As Soon As You Walk In. New Kitchen, Baths And Hardwood Floors. Come In And Enjoy The Simplicity Of Condo Living. Enjoy The Pool, Tennis Court And Club House. The Knolls Do Not Allow Pets.
See This Property »Saturday, May 23
1 to 2 pm

$429,000
95 Long Creek Dr, Southold
3 bedrooms, 2 bathrooms
Sandra DeRose
Joseph Divello
Century 21 Albertson Realty
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
95 Long Creek Dr
Warm Comfortable Family Home On Private, Secluded 1/2 Acre Plus. Space For Extended Family. Central Air, Wood Floors, Fireplace, 2Car Garage, Creek Access For Kayaking At The End Of Street, Southold Park District.
See This Property »Saturday, May 23
11 to 1 pm

$435,000
275 Cardinal Dr, Mattituck
3 bedrooms, 1.5 bathrooms
Stephen Flanigan
Ildiko Flanigan
Douglas Elliman Real Estate
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
275 Cardinal Dr
Well Built Ranch In Excellent Community. Charming Setting In Mattituck Estates. Large Property Room For Pool. With 3Br/1.5Ba, Hardwood Floors, Large Family Room, Living Room With Fireplace, Dining Room,Eik W/Granite.,Mud/Laundry Room,Florida Room With Skylights, Partial Finished Full Basemen,1.5 Car Garage With Adjacent Utility Shed.Freshly Painted.Close To All.
See This Property »Sunday, May 24
10 to 11 am

$459,000
442 Old North Rd, Southold
4 bedrooms, 2 bathrooms
1,927 square feet
Gerald Cibulski
Century 21 Albertson Realty
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
442 Old North Rd
Old World Craftsmanship With New World Finishes. After An Extensive Expansion And Renovation In 2002, The Home Has Architects Creative Touch Throughout. Main Floor Bedroom, Large Country Kitchen, With New Heating, Ac, Plumbing Etc. This Home Is Refreshed Inside And Out For Years Of Low Maintenance Concerns!
See This Property »Saturday, May 23
12:30 to 2 pm

$469,000
6 Hemlock Dr, Wading River
4 bedrooms, 2.5 bathrooms
2,700 square feet
Kalliopi Suarez
JoAnn Klein
Bel Breeze Real Estate Inc
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
6 Hemlock Dr
Spacious 2700 Sq Ft 4 Bedroom Home On Private 3/4 Acre Adjacent To State Land. Bright And Airy Large Size Rooms, Master Bedroom With Full Bath, And Walk-In-Closet, Entertainment Sized Kitchen, Hardwood Flrs, Ceramic Tile, Sky Lights, Maintenance Free Treks Decking, Igp, Cac, Swr Schools!
See This Property »Saturday, May 23
12 to 1:30 pm

$485,000
7 Smith St, Shelter Island
3 bedrooms, 2.5 bathrooms
1,148 square feet
Debra Von Brook Binder
Daniel Gale Sothebys Intl Rlty
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
7 Smith St
This Lovely Cape Style Home Is Centrally Located And Situated On .66 Acres. The House Has Been Freshly Painted And Is Ready For Your Arrival. This Home Offers A Living Room With Wood Floors, An Eat In Kitchen With An Island, A Sun Room/Den South Facing, A Full Hall Bath, Master Bedroom With Handicap Accessible Bath. The 2nd Floor Has 2 Bedrooms.
See This Property »Saturday, May 23
2 to 3 pm

$499,999
755 Highwood Rd, Southold
4 bedrooms, 2.5 bathrooms
2,134 square feet
Gerald Cibulski
Century 21 Albertson Realty
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
755 Highwood Rd
If You Are Looking For Open Layout, Easy Flow Floor Plan And Decent Sized Rooms, This Is One To See. The Home Offers Two Level Decks, Shaded Yard, Bright And Roomy Kitchen And Smart Floor Plan. Located Minutes Away From Goose Creek And Cedar Beach. This Home Is Roomy Without Being Oversized. Come And Explore!
See This Property »Sunday, May 24
1 to 3 pm

$539,000
155 Oriole Dr, Southold
3 bedrooms, 2.5 bathrooms
1,800 square feet
Peggy VanGorden
Daniel Gale Sothebys Int’l
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
155 Oriole Dr
This Welcoming Cape Offers 3 Bedrooms, 2.5 Baths, Solar Electric = Free Electric, Natural Gas Heat, Cac, Sun-Filled Kitchen With Granite Countertops. Set On A Half Acre In High Point Meadows Neighborhood With A 2 Car Garage, Walk Out Deck & Patio For Relaxing Entertaining By The Pool. Fenced Yard To Secure Your Dogs & Privacy. Nicely Landscaped Grounds.
See This Property »Sunday, May 24
1 to 3 pm

$599,000
2325 Clearview Ave, Southold
4 bedrooms, 2 bathrooms
2,400 square feet
Marie Beninati
Lee Beninati
Beninati Associates
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
2325 Clearview Ave
Water Views And Just Steps To Goose Creek Where You Can- Launch Your Kayak Or Canoe. Beautiful, Spacious, Well Maintained, Country Cape – Four Bedrooms And 2 Baths – Family Room With Fireplace, Dining And Living Room, Eat-In Kitchen And Cozy Screened-In Porch. Large Corner Lot Beautifully Landscaped.
See This Property »Saturday, May 23
noon to 2 pm

$639,000
1070 Crittens Ln, Southold
3 bedrooms, 2.5 bathrooms
Elizabeth Maniatis
Realty Executives North Shore
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
1070 Crittens Ln
This 3 Bedroom 2.5 Bath Ranch With Large Patio Surrounding In-Ground Heated Pool On Park Like Property Is Light And Bright With A Lot To Offer. The Home Is Located In Sought After Southwood Community With Waterfront Recreation Area Great For Kayaking On Goose Creek. Perfect For North Fork Year Round Living Or A Summer Retreat. Hardwood Flrs, Renovated Bths And Much More!
See This Property »Saturday, May 23
noon to 3 pm

$699,500
8645 N Main Bayview Rd, Southold
3 bedrooms, 2 bathrooms
2,350 square feet
Kathleen Travers
Corcoran
8645 N Main Bayview Rd
8645 N Main Bayview Rd
8645 N Main Bayview Rd
8645 N Main Bayview Rd
Classic North Fork Country Farmhouse Circa 1770 Full Of Charm & Character. Sits On Sprawling, Private 1.3 Acres With Barn,Workshop & Stable & Tack Room. Room For Pool, Tennis Or Your Own Vineyard! Many Recent High End Upgrades Thoughout. Bright, Sunny Spacious Home Offers A Tranquil Setting Both Inside & Out. Low Taxes Too. A Must See – Will Not Last.
See This Property »Sunday, May 24
2 to 4 pm

$719,995
135 Case Rd, Cutchogue
4 bedrooms, 3.5 bathrooms
2,464 square feet
Thomas Uhlinger
Douglas Elliman Real Estate
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
135 Case Rd
Golfers Paradise!! Terrific Views Of Golf Course Pond And Beyond To The Creek, Deeded Beach, 4Br Or 3Br + Office, Mbr Ensuite, Family Room W/ Skylights, Handicap Bathroom, 3 Full Ba, Living Rm W/Fplc, Kitchen, Dining Room, Full Basement + 3 Crawl Spaces, Sunroom W/Skylights, Large Deck And Inground Pool, Half Bath In Pool Cabana, New Roof & Gutters In 2011,
See This Property »Saturday, May 23
2 to 4 pm

$749,000
29 Big Pond Ln, Jamesport
4 bedrooms, 3.5 bathrooms
Thomas McCloskey
Douglas Elliman Real Estate
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
29 Big Pond Ln
Spectacular Condo Overlooking A 25 Acre Pond In The Prestigious, Community Of Maidstone Landing That Is Nestled Atop A Scenic Hill With Picturesque Views Of The Long Island Sound. Amenities Found Within The 80-Acres Include Tennis Courts, Clubhouse, Pool, Health Club, A Large Stretch Of Beach With Private Access. Close To Vineyards, Farm Stands And Fine Dining.
See This Property »Sunday, May 24
1 to 3 pm

$769,000
Camp Mineola Rd, Mattituck
4 bedrooms, 2.5 bathrooms
2,400 square feet
Sean Nethercott
Beninati Associates
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Camp Mineola Rd
Pristine 4 Bed, 2.5 Bath Home Just Steps From Your Own Deeded Bay Beach On The Best Stretch Of Peconic Bay. Open Layout, Granite Kitchen, Hardwood Floors Throughout And Front Porch For Lazy Summer Days Are Some Of The Great Features Of This Home. Dock Your Boat Just Down The Road At Strongs Marina. Make This Your Year-Round Resort Or Your Perfect Summer Retreat.
See This Property »Saturday, May 23
11 to 1 pm

$770,000
2 Behringer Ln, Shelter Island
3 bedrooms, 2.5 bathrooms
1,580 square feet
Susan Cincotta
Daniel Gale Sothebys Intl Rlty
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
2 Behringer Ln
Rare Turn Key Sleek Modern Has Walls Of Windows To Let In Great Light; See Sunrise + Sunset From Either Side. Chef’s Granite + Stainless Kitchen + Island Has Door To Dining Deck + Is Open To Dining Room + Living Room With Fireplace. Owners Suite On 1st Floor Opens To Deck. Both Guest Rooms On Second Floor Have Decks, One With Waterview, Short Blocks To Beach + Resorts.
See This Property

Saturday, May 23
2 to 4 pm

$775,000
75 Water Way, Jamesport
2 bedrooms, 2.5 bathrooms
Thomas McCloskey
Douglas Elliman Real Estate
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
75 Water Way
The Prestigious, Private Community Of Maidstone Landing Is Nestled Atop A Scenic Hill With Picturesque Views Of The Long Island Sound.Amenities Found Within The 80-Acre Community Include Numerous Tennis Courts, A Clubhouse With A Pool And Health Club, A 25-Acre Pond And A Large Stretch Of Beach With Private Access.
See This Property »

Sunday, May 24

11 to 1 pm

$875,000
895 Knollwood Ln, Mattituck
4 bedrooms, 2.5 bathrooms
Thomas Uhlinger
Douglas Elliman Real Estate
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
895 Knollwood Ln
Deep Water Floating Dock And In Ground Pool Come With This Waterfront 4 Bedroom Contemporary. Easy Access To Li Sound, Beautiful Westerly Views And Sunsets Complement The Overall Wooded Private Setting.
See This Property »Sunday, May24
noon to 3 pm

$995,000
29 Seacove Ln, Jamesport
4 bedrooms, 4 bathrooms
3,429 square feet
Valerie Goode
Colony Realty
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
29 Seacove Ln
Waterview Seacove Estates! Deeded Sandy Bay Beach. Turn Key For Summer Fun! Beachy Location! Visit The Ospreys On Preserved Land. Covered Outdoor Summer Kitchen. Family Room With Bar. Heated Solar Inground Pool & Indoor Endless Pool. 4 Trex Decks & Paver Patio. Extensive Landscaping. Fish Pond With Stream. Outdoor Kitchen. 2 Gazebo’s & Outdoor Shower. Solar Electric!
See This Property »Saturday, May 23

1 to 3 pm

$1,100,000
57475 Route 48, Greenport
2 bedrooms, 1 bathroom
Virginia Buono
Daniel Gale Sothebys Intl Rlty
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
57475 Route 48
Cottage Summer Living, Approximately 102 Feet Of Beach Space, Only Six Steps Down To Your Own Private Beach! Enjoy Spectacular Sound Views And Sunsets. Room For A Pool. Cement Bulkhead.
See This Property »Saturday, May 23
12:30 to 2:30 pm

$1,175,000
1820 Kenneys Rd, Southold
5 bedrooms, 3 bathrooms
3,885 square feet
Kristy Naddell
Douglas Elliman Real Estate
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
1820 Kenneys Rd
Builder’s Own Custom Built Mediterranean Estate. No Expense Was Spared When Building This Brick And Stucco Home, With Gourmet Kitchen, Top Of The Line Appliances, Large Bedrooms, Beautiful Landscaping And Putting Green. Large Wood Burning Fireplace, Room For Wine Cellar, Radiant Heat Throughout Kitchen And Foyer. Highest Quality Throughout! A True North Fork Gem!
See This Property »Sunday, May 24
1 to 3 pm

$1,299,000
830 N Sea Dr, Southold
4 bedrooms, 3.5 bathrooms
2,500 square feet
Lee Beninati
Beninati Associates
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
830 N Sea Dr
Best Of The Best! Modern, Light And Bright-Beautiful Water Views, Steps To The Beach And Magnificent Sunsets. Three Levels Of Decks Surround The Home Meticulously Maintained And Update-Beautiful New Master Suite – 3/4 Bedrooms 3.5 Baths In All. Open Plan – Living Room,Dining Room,Kitchen,Family Room,Cozy Loft For Reading, Painting, Meditation Or Just A Nap!
See This Property »Saturday, May 23
Noon to 2 pm

$1,350,000
4565 Paradise Point Rd, Southold
4 bedrooms, 4.5 bathrooms
2,400 square feet
Thomas Uhlinger
Douglas Elliman Real Estate
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
4565 Paradise Point Rd
A Must See Waterfront Home On A Deep Water Inlet With Direct Access To The Bay. Docking For Two Boats Up To 50+ Feet, 4 Bedrooms, 3 Baths In Main Home Plus A 3 Car Garage/Guest Cottage With 1.5 Baths, Deco Turf Tennis Ct, All Sited On 1.19 Acres Of Sheer Privacy Including Access To Bay Beach.
See This Property »Friday, May 22
Noon to 2 pm

$1,375,000
2 Bonnie Ln, Shelter Island
4 bedrooms, 3.5 bathrooms
3,410 square feet
Linda McCarthy
Daniel Gale Sothebys Intl Rlty
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
2 Bonnie Ln
Exceptional Estate On Private 1.9 Acre Property, Across Fr Sylvester Manor Preserved Farmlands W/ Pool & Room For Tennis. Kitchen W/Breakfast Rm & Fam Rm W/Fp Leads To Outdr Dining & Poolside Patio. 1st Fl Mbr Suite, 2nd Fl 2 Roomy Brs & Lge Office/Den/Or 3rd Br. Lower Level Fnshd Rm Great For Office/Studio Or Game Rm. Detached 3 Car Garage W/ 1 Br Apt Above.
See This Property »Saturday, May 23
Noon to 2 pm

$2,295,000
9202 Bridge Ln, Cutchogue
4 bedrooms, 3 bathrooms
2,100 square feet
Thomas Uhlinger
Douglas Elliman Real Estate
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
9202 Bridge Ln
4Br Contemporary Home Situated On 1.6 Acres Of Secluded Sound Front Privacy With Southerly Views Over A 30 Acre Vineyard. High-End Renovation Of Baths, Completely Renovated Gourmet Kitchen, Free-Form Heated Gunite Pool, Hot Tub, Outdoor Shower, Fenced Property, Must See!
See This Property »Sunday, May 24
Noon to 2 pm

$2,350,000
9905 Nassau Point Rd, Cutchogue
4 bedrooms, 3.5 bathrooms
3,200 square feet
Mathew Hormann
Douglas Elliman Real Estate
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
9905 Nassau Point Rd
This 2005 Nassau Point Bay Front Home Is Spectacular On .9 Acre With Outstanding Panoramic Views Of Peconic Bay. High Elevation Assures No Flooding. 63 Steps To Private Beach. This Home Offers Chefs Kitchen, Great Room W/Fp, Year Round Sunroom, Master Suite W/Full Bath, 2 Add. Bedrooms With Full Baths, Full Basement W/Outside Entrance, 2 Car Garage, Professional Landscape
See This Property »

 

 

 

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