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Unique Southold waterfront luxury home with heated pool on Long Creek
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Reviews
9.6 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 103500 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom #3
1 Queen Bed
Bedroom #4
1 Queen Bed and 1 Crib
Master bedroom #1
1 King Bed and 1 Double Futon
Master bedroom #2
1 Queen Bed
4 bathrooms
Guest bathroom
Bathtub or shower · Toilet
Jack and Jill bathroom
Toilet · Shower only
Master bedroom 1
Toilet · Shower only
Master bedroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Outdoor play area
Garden
Dining area
About this property
Unique Southold waterfront luxury home with heated pool on Long Creek
We bought our wonderful house five years ago and have made many important renovations. The newest is a hybird bocce court/putting green, next to our new gunite, inground, solar-heated, salt-water swimming pool with hot tub, slide and basketball hoop. They're built and ready for fun. We also paved the gravel driveway. It's now asphalt with two additional parking spaces on the side.
Some of the previous upgrades include solar power, full house air conditioning, a brand new master bed/bath, new decks in the front and back, a rear deck pergola, new rear deck furniture, new window shades throughout the house, central vacuum, a new panoramic kitchen window and door, a new Celestron telescope, a new Bosch dishwasher, major upgrades to the goldfish/koi pond, a new second floor washer/dryer, a newly tiled Jack & Jill bathroom, a 220V Tesla charger and 110V outlets for electric car charging in the garage.
Three years ago we added a new 3-bed raised vegetable and flower garden. You'll be able to pick a fresh tomato or zucchini for your salad. We also finished painting the front porch, rear deck, pergola and swing. Then we removed two kitchen cabinets and the window to create the space for a gigantic panoramic window and door. The view from the kitchen is now breathtaking. Last year's improvements were the addition of a panoramic bay window in the TV room. We now have a wall of glass to view the backyard and the creek. We also rebuilt the gazebo and screened it in with a new roof and new railing.
Our house has some very unique characteristics. It is very large, with two master bedrooms, equally wonderful, but different. The first one has a new bathroom with a large multi-directional spray shower and a double sink that rests on an 1880 French dresser. The second master bedroom has a beautiful sitting area and large bathroom with a combination tub/shower and a personal dressing table.
The swimming pool is the hub of activity in the backyard. The kids use the helical slide again and again and the basketball hoop is great fun. The side yards are big and good for children to run around and play while you BBQ out back or sip a cocktail on the deck or in the heated spa. You also have free use of the canoe.
Downstairs there are two bedrooms, each with separate full baths, one being a newly tiled Jack and Jill connecting bathroom. One bedroom has a regular-sized crib, a portacrib and a pack-n-play. There is plenty of closet space as well.
Upstairs also includes an office with a view of the creek. It has a convertible sofa, which I didn't list as a fifth bedroom, but could function as one.
Some of the more unique features are a library with a spiral staircase, that leads to a large children’s playroom above the garage (which includes a wonderful set of Lionel electric trains and a dollhouse). Adjacent to the library is a TV room with comfy chairs.
The eat-in kitchen has all the standard and luxury amenities, including a new gas range, a new Bosch dishwasher, a microwave, a blender and a Keurig machine.
There are very few bugs and mosquitoes (not none, but few). We sit on the back deck, with a glass of wine, until the sun goes down and don’t need bug spray. And we just added an outdoor ceiling fan that is very refreshing while blowing any bugs away. There's also a covered, two-seat swing next to the creek; a good spot to watch the ducks, swans and geese swim by. When it's quiet, you'll see deer and wild turkeys visit the property.
The house is special and mainly for our family’s use, so we ask you to take good care of it. It's on a very quiet residential street, with very few cars. You'll be right in the middle of wine and farm country and right next to Greenport. The Orient Point Ferry to Connecticut is only 19 minutes away (possible day trips include a visit to Mohegan Sun). The south fork of Long Island is a hop and a skip away via Shelter Island ferries.
Some of the previous upgrades include solar power, full house air conditioning, a brand new master bed/bath, new decks in the front and back, a rear deck pergola, new rear deck furniture, new window shades throughout the house, central vacuum, a new panoramic kitchen window and door, a new Celestron telescope, a new Bosch dishwasher, major upgrades to the goldfish/koi pond, a new second floor washer/dryer, a newly tiled Jack & Jill bathroom, a 220V Tesla charger and 110V outlets for electric car charging in the garage.
Three years ago we added a new 3-bed raised vegetable and flower garden. You'll be able to pick a fresh tomato or zucchini for your salad. We also finished painting the front porch, rear deck, pergola and swing. Then we removed two kitchen cabinets and the window to create the space for a gigantic panoramic window and door. The view from the kitchen is now breathtaking. Last year's improvements were the addition of a panoramic bay window in the TV room. We now have a wall of glass to view the backyard and the creek. We also rebuilt the gazebo and screened it in with a new roof and new railing.
Our house has some very unique characteristics. It is very large, with two master bedrooms, equally wonderful, but different. The first one has a new bathroom with a large multi-directional spray shower and a double sink that rests on an 1880 French dresser. The second master bedroom has a beautiful sitting area and large bathroom with a combination tub/shower and a personal dressing table.
The swimming pool is the hub of activity in the backyard. The kids use the helical slide again and again and the basketball hoop is great fun. The side yards are big and good for children to run around and play while you BBQ out back or sip a cocktail on the deck or in the heated spa. You also have free use of the canoe.
Downstairs there are two bedrooms, each with separate full baths, one being a newly tiled Jack and Jill connecting bathroom. One bedroom has a regular-sized crib, a portacrib and a pack-n-play. There is plenty of closet space as well.
Upstairs also includes an office with a view of the creek. It has a convertible sofa, which I didn't list as a fifth bedroom, but could function as one.
Some of the more unique features are a library with a spiral staircase, that leads to a large children’s playroom above the garage (which includes a wonderful set of Lionel electric trains and a dollhouse). Adjacent to the library is a TV room with comfy chairs.
The eat-in kitchen has all the standard and luxury amenities, including a new gas range, a new Bosch dishwasher, a microwave, a blender and a Keurig machine.
There are very few bugs and mosquitoes (not none, but few). We sit on the back deck, with a glass of wine, until the sun goes down and don’t need bug spray. And we just added an outdoor ceiling fan that is very refreshing while blowing any bugs away. There's also a covered, two-seat swing next to the creek; a good spot to watch the ducks, swans and geese swim by. When it's quiet, you'll see deer and wild turkeys visit the property.
The house is special and mainly for our family’s use, so we ask you to take good care of it. It's on a very quiet residential street, with very few cars. You'll be right in the middle of wine and farm country and right next to Greenport. The Orient Point Ferry to Connecticut is only 19 minutes away (possible day trips include a visit to Mohegan Sun). The south fork of Long Island is a hop and a skip away via Shelter Island ferries.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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- Hot tub
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10.0 out of 10, Exceptional, (182 reviews)
House Rules
Check in after 12:00 PM
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
About the area
Southold
Located in Southold, this holiday home is on the waterfront. The Old Field Vineyards and Sparkling Pointe are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Railroad Museum of Long Island and Greenport Carousel. Travelling with kids? Consider East End Seaport Maritime Museum and 8 Hands Farm. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Southold, NY
What's nearby
- The Old Field Vineyards - 16 min walk - 1.4 km
- Kontokosta Winery - 6 min drive - 7.1 km
- 67 Steps Beach - 6 min drive - 7.1 km
- The Hamptons Beaches - 34 min drive - 54.9 km
- Cooper's Beach - 45 min drive - 65.4 km
Getting around
Restaurants
- Dunkin' - 3 min drive
- Michelangelo's - 3 min drive
- North Fork Roasting Co. - 2 min drive
- Sunset Beach Restaurant - 30 min drive
- Southold General - 3 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
9.6/10
Check-in
9.6/10
Communication
9.8/10
Location
9.4/10
Listing accuracy
Reviews
20 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2025
10/10 Excellent
Richard C.
26 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Vacation House
Richard C.
Stayed 7 nights in Aug 2024
10/10 Excellent
joann l.
27 Aug 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
First time on North Fork
joann l.
Stayed 6 nights in Aug 2020
10/10 Excellent
alice anne w.
28 Jul 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
alice anne w.
Stayed 7 nights in Jul 2019
10/10 Excellent
Sierra L.
31 Jul 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect home for annual family trip
Sierra L.
Stayed 10 nights in Jul 2021
10/10 Excellent
Karen B.
6 Sept 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
50th wedding anniversary celebration
Karen B.
Stayed 8 nights in Aug 2021
10/10 Excellent
Tara E.
10 Aug 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous house in a great location!
Tara E.
Stayed 8 nights in Aug 2020
10/10 Excellent
cindy s.
29 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
A True Gem
cindy s.
Stayed 7 nights in Jul 2024
10/10 Excellent
Laura V.
31 May 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family trip to Southold
Laura V.
Stayed 3 nights in May 2019
10/10 Excellent
Mendel M.
16 Sept 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rejuvenating time on the North Fork
Mendel M.
Stayed 13 nights in Sep 2020
2/10 Terrible
Melissa M.
3 Aug 2020
Disliked: Cleanliness, communication, listing accuracy
Water problems and dirty
Melissa M.
Stayed 4 nights in Jul 2020
10/10 Excellent
Udayan D.
15 Jun 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home away from quarantine madness
Udayan D.
10/10 Excellent
Philip C.
26 Aug 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Serenity in Southold
Philip C.
Stayed 12 nights in Aug 2019
10/10 Excellent
Stephanie D.
6 Jul 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place for Family Gathering
Stephanie D.
10/10 Excellent
Dayne T., Waltham, Massachusetts
1 May 2019
Beautiful home in a very nice area close to the vineyards and ferry
Dayne T.
Stayed 3 nights in Apr 2019
10/10 Excellent
Kevin M., Lynbrook, NY USA
12 Oct 2018
Great Northfork Getaway!
Kevin M.
Stayed 3 nights in Oct 2018
10/10 Excellent
Rena B.
14 Sept 2018
Beautiful home. Great place for any kind of getaway
Rena B.
Stayed 3 nights in Aug 2018
10/10 Excellent
Tory R.
29 Aug 2018
Beautiful getaway
Tory R.
Stayed 7 nights in Aug 2018
About the host
Hosted by Philip Chasen
Languages:
English, Spanish
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