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Showing 361 - 370 of 570 results| view:  results per page« first|...|35|36|37|38|...|last »
  • 2025 Rates: July $32, 500, July-August $67, 500 and August-Labor Day $35, 000. Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog’s Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef’s Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold’s vibrant business district! 31
    Southold, NY 11971
    $32,500
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3582922
    2025 Rates: July $32, 500, July-August $67, 500 and August-Labor Day $35, 000. Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog’s Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef’s Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold’s vibrant business district!
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Gorgeous contemporary home, impeccably designed and furnished with seaside style. Spacious kitchen with island, Large fenced backyard with covered porch and dining area, and balconies on 2nd floor to overlook it all. Private association beach is a short walk away. Available August 2-September 2 20
    Greenport, NY 11944
    $30,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2600.00:# Square Feet
    Single Family For Rent NEW ML# 805936
    Gorgeous contemporary home, impeccably designed and furnished with seaside style. Spacious kitchen with island, Large fenced backyard with covered porch and dining area, and balconies on 2nd floor to overlook it all. Private association beach is a short walk away. Available August 2-September 2
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200 26
    Southold, NY 11971
    $30,000
    2 Bedrooms 2 Full Baths Sq. Ft. 1300.00:# Square Feet
    Single Family For Rent ML# 3588931
    Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 2025 Rates: June $30, 000, July $60, 000, July-August $125, 000 and August-Labor Day $65, 000. This stunning two-story home sits on 3.44 acres of beautiful lawns and trees, featuring a circular driveway and a double-arched covered porch with bluestone patio. Inside, the foyer opens to a light filled dining room and great room with 10 foot coffered ceilings, exquisite details, and an elegant chef’s kitchen equipped with Crownpoint custom cabinetry and top -of-the-line Wolf and Sub-Zero appliances. French doors lead to a covered porch overlooking the pool and yard. The second floor has 3 bedrooms each with a private bath and 9 foot ceilings. A separate staircase leads to a den with pull out sofa, wet-bar with ref/freezer and it’s own full bath. Additional features include a Gunite heated pool with electric cover, full house generator, alarm system, and two smart tv’s. This home is close proximity to Wades Beach and Mashomack Preserve., Additional information: Appearance:Exquisite, Interior Features:Separate Thermostat 36
    Shelter Island, NY 11964
    $30,000
    5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4040.00:#
    Single Family For Rent ML# 3585239
    2025 Rates: June $30, 000, July $60, 000, July-August $125, 000 and August-Labor Day $65, 000. This stunning two-story home sits on 3.44 acres of beautiful lawns and trees, featuring a circular driveway and a double-arched covered porch with bluestone patio. Inside, the foyer opens to a light filled dining room and great room with 10 foot coffered ceilings, exquisite details, and an elegant chef’s kitchen equipped with Crownpoint custom cabinetry and top -of-the-line Wolf and Sub-Zero appliances. French doors lead to a covered porch overlooking the pool and yard. The second floor has 3 bedrooms each with a private bath and 9 foot ceilings. A separate staircase leads to a den with pull out sofa, wet-bar with ref/freezer and it’s own full bath. Additional features include a Gunite heated pool with electric cover, full house generator, alarm system, and two smart tv’s. This home is close proximity to Wades Beach and Mashomack Preserve., Additional information: Appearance:Exquisite, Interior Features:Separate Thermostat
    Presented By: Daniel Gale Sothebys Intl Rlty  631-749-1155
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • This absolutely stunning contemporary home is the place for your North Fork getaway! Features galore include a chef’s dream eat in kitchen, spacious living room with gas fireplace, and 3 available bedrooms. The first floor primary suite is enormous, with a soaking tub as well as shower in the gorgeous bathroom, plus a connected additional bedroom. The 2 guest suites, one with 2 queen beds, have their own beautiful bathrooms plus a there’s a TV in every bedroom. Step out to the backyard paradise, with luxurious pool, cushy furniture, large dining table and firepit. Swim, relax, or enjoy the sunset at Iron Pier beach, just a block away, or visit the nearby farm stands or golf courses. You will not be disappointed! 17
    Jamesport, NY 11947
    $30,000
    3 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3563342
    This absolutely stunning contemporary home is the place for your North Fork getaway! Features galore include a chef’s dream eat in kitchen, spacious living room with gas fireplace, and 3 available bedrooms. The first floor primary suite is enormous, with a soaking tub as well as shower in the gorgeous bathroom, plus a connected additional bedroom. The 2 guest suites, one with 2 queen beds, have their own beautiful bathrooms plus a there’s a TV in every bedroom. Step out to the backyard paradise, with luxurious pool, cushy furniture, large dining table and firepit. Swim, relax, or enjoy the sunset at Iron Pier beach, just a block away, or visit the nearby farm stands or golf courses. You will not be disappointed!
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Bucolic, airy, and steps from Orient’s Village lane and beaches. Perfect location. Revel in 2605 Orchard Street, Orient’s grandeur and comfort, set against 15 acres of open meadows with stunning 180 degree tranquil views. This light and bright large home has everything you need to have an idyllic stay in the country. Once inside you can relax into a well appointed beautifully decorated and spacious layout with four bedrooms, all ensuite, eat-in kitchen, a formal dining room, front living room with fireplace and back parlor overlooking garden and pool area, and a large den with fireplace next to kitchen. Outside features a large fenced yard with bluestone area and gardens, specimen trees, a large Patio for gathering and al fresco dining, with an independently fenced in-ground heated pool offers fun and relaxation with views extending over 15 acres of expansive meadows beyond. Rental Permit# 1124 31
    Orient, NY 11957
    $30,000
    4 Bedrooms 5 Full Baths Sq. Ft. 4000.00:#
    Single Family For Rent ML# 3554090
    Bucolic, airy, and steps from Orient’s Village lane and beaches. Perfect location. Revel in 2605 Orchard Street, Orient’s grandeur and comfort, set against 15 acres of open meadows with stunning 180 degree tranquil views. This light and bright large home has everything you need to have an idyllic stay in the country. Once inside you can relax into a well appointed beautifully decorated and spacious layout with four bedrooms, all ensuite, eat-in kitchen, a formal dining room, front living room with fireplace and back parlor overlooking garden and pool area, and a large den with fireplace next to kitchen. Outside features a large fenced yard with bluestone area and gardens, specimen trees, a large Patio for gathering and al fresco dining, with an independently fenced in-ground heated pool offers fun and relaxation with views extending over 15 acres of expansive meadows beyond. Rental Permit# 1124
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car garage. The 2nd floor has 2 beds, bath, and addit’l laundry with a sprawling bonus room ideal for entertaining or relaxing. CAC ensures comfort on even the hottest days, with a full basement providing plenty of storage for your beach gear. Outside is your private paradise, with a refreshing 16 x 32 in-ground pool and dock. Close proximity to bay beaches, vineyards, farmstands, shopping and restaurants. Don’t miss this opportunity to experience luxury summer living! June 2025 $30, 000. July $35, 000. Aug-LD $45, 000. Off-season dates available. Southold Town Rental Permit #1085. 32
    Southold, NY 11971
    $30,000
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3546491
    Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car garage. The 2nd floor has 2 beds, bath, and addit’l laundry with a sprawling bonus room ideal for entertaining or relaxing. CAC ensures comfort on even the hottest days, with a full basement providing plenty of storage for your beach gear. Outside is your private paradise, with a refreshing 16 x 32 in-ground pool and dock. Close proximity to bay beaches, vineyards, farmstands, shopping and restaurants. Don’t miss this opportunity to experience luxury summer living! June 2025 $30, 000. July $35, 000. Aug-LD $45, 000. Off-season dates available. Southold Town Rental Permit #1085.
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or 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 & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval., Additional information: Appearance:Outstandin, Interior Features:Combo Kitchen, Guest Quarters, Lease Term:1-6 Months, August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season 30
    Cutchogue, NY 11935
    $30,000
    4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:#
    Single Family For Rent ML# 3477027
    New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or 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 & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval., Additional information: Appearance:Outstandin, Interior Features:Combo Kitchen, Guest Quarters, Lease Term:1-6 Months, August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season
    Presented By: Fedun Real Estate Inc  631-722-5000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy Direct Bay Access. Beautiful Goose Creek Beach Practically at Your Doorstep. 11
    Southold, NY 11971
    $30,000
    3 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
    Single Family For Rent ML# 3236473
    Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy Direct Bay Access. Beautiful Goose Creek Beach Practically at Your Doorstep.
    Presented By: Thomas J McCarthy Real Estate  631-765-5815
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. Permit# 0996 32
    Southold, NY 11971
    $30,000
    6 Bedrooms 4 Full Baths
    Single Family For Rent ML# 3212687
    Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. Permit# 0996
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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12985 Main Road, P.O. Box 63, Mattituck, NY 11952

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