Southold, NY Homes

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$399,000
- Land
- 7.13 Acres
- $55,961 per Acre
1135 Boisseau Ave, Southold, NY 11971

Turn-key 7-acre vineyard that you've been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually. Fully deer fenced, irrigated by well

Melissa Principi Douglas Elliman Real Estate

1135 Boisseau Ave, Southold, NY 11971
$940,000 Sold Dec 02, 2025

1755 Yennecott Dr, Southold, NY 11971
- 6 Beds
- 2.5 Baths
- 3,200 Sq Ft
- Built 1972
Last Sold Summary
- 22% Below List Price
- $294/SF
- 721 Days On Market
Last Listing Agent Isaac Israel Richmond Realty Corp

1755 Yennecott Dr, Southold, NY 11971

Est $1,583,999 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,200 Sq Ft
480 Grissom Ln, Southold, NY 11971

480 Grissom Ln, Southold, NY 11971

/38
$1,675,000
- 4 Beds
- 2.5 Baths
- 3,110 Sq Ft
1260 Water Terrace, Southold, NY 11971

Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the

Katie Schimpf Daniel Gale Sothebys Intl Rlty

1260 Water Terrace, Southold, NY 11971
$551,000 Sold Mar 13, 2025

11212 Soundview Ave, Southold, NY 11971
- Land
- 1.03 Acres
- $534,951 per Acre
Last Sold Summary
- 10% Above List Price
- 18 Days On Market
Current Estimated Value $561,071

Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate

11212 Soundview Ave, Southold, NY 11971

Est $1,101,110 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
2230 Cedar Dr, Southold, NY 11971

2230 Cedar Dr, Southold, NY 11971

$875,000 Sold Mar 31, 2025

1490 Long Creek Dr, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 1975
Last Sold Summary
- $547/SF
- 24 Days On Market
Current Estimated Value $932,432

Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

1490 Long Creek Dr, Southold, NY 11971

Est $645,644 Not Listed For Sale
- 2 Beds
- 1.5 Baths
375 Oak Ave, Southold, NY 11971

375 Oak Ave, Southold, NY 11971

$950,000 Sold Nov 18, 2025

9875 Main Bayview Rd, Southold, NY 11971
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1838
Last Sold Summary
- 27% Below List Price
- $475/SF
- 231 Days On Market
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

9875 Main Bayview Rd, Southold, NY 11971

Est $887,939 Not Listed For Sale
- 2 Beds
- 1 Bath
980 Oak Ave, Southold, NY 11971

980 Oak Ave, Southold, NY 11971

$926,000 Sold Jan 24, 2025

200 Crittenden Ln, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1964
Last Sold Summary
- 9% Above List Price
- $594/SF
- 10 Days On Market
Last Listing Agent Katie DiGregorio Corcoran

200 Crittenden Ln, Southold, NY 11971

Est $1,209,774 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
1145 Smith Dr S, Southold, NY 11971

1145 Smith Dr S, Southold, NY 11971

$1,055,000 Sold Nov 24, 2025

610 Richmond Rd, Southold, NY 11971
- 3 Beds
- 2 Baths
- 2,184 Sq Ft
- Built 1930
Last Sold Summary
- 4% Below List Price
- $483/SF
- 41 Days On Market
Last Listing Agent Bridget Elkin Compass Greater NY LLC

610 Richmond Rd, Southold, NY 11971

Est $1,396,921 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,400 Sq Ft
305 Smith Dr S, Southold, NY 11971

305 Smith Dr S, Southold, NY 11971

$678,000 Sold Jun 24, 2025

1745 Nokomis Rd, Southold, NY 11971
- 2 Beds
- 1 Bath
- Built 1972
Last Sold Summary
- 7 Days On Market
Current Estimated Value $695,016

Last Listing Agent Maryse Bransfield William Raveis New York LLC

1745 Nokomis Rd, Southold, NY 11971

Est $695,571 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
305 Bayberry Rd, Southold, NY 11971

305 Bayberry Rd, Southold, NY 11971

$950,000 Sold Jul 11, 2025

1575 Founders Path, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
- Built 1927
Last Sold Summary
- 1% Below List Price
- $582/SF
- 13 Days On Market
Current Estimated Value $950,953

Last Listing Agent Timothy O'Keefe Signature Premier Properties

1575 Founders Path, Southold, NY 11971

Est $611,769 Not Listed For Sale
- 2 Beds
- 1 Bath
155 Smith Dr N, Southold, NY 11971

155 Smith Dr N, Southold, NY 11971

$750,000 Sold Dec 17, 2025

57020 Route 25, Southold, NY 11971
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1783
Last Sold Summary
- 23% Below List Price
- $357/SF
- 169 Days On Market
Last Listing Agent Eugene Rindfuss Coldwell Banker Reliable R E

57020 Route 25, Southold, NY 11971

Est $1,335,473 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
2740 Main Bayview Rd, Southold, NY 11971

2740 Main Bayview Rd, Southold, NY 11971

$1,250,000 Sold Feb 10, 2025

320 Burgundy Ct, Southold, NY 11971
- 4 Beds
- 3.5 Baths
- 3,200 Sq Ft
- Built 1997
Last Sold Summary
- 17% Below List Price
- $391/SF
- 259 Days On Market
Current Estimated Value $1,624,489

Last Listing Agent Maureen Orientale Compass Greater NY LLC

320 Burgundy Ct, Southold, NY 11971

Est $1,052,901 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
855 Grange Rd, Southold, NY 11971

855 Grange Rd, Southold, NY 11971

$999,000 Sold Feb 14, 2025

380 Gin Ln, Southold, NY 11971
- 6 Beds
- 3 Baths
- 3,784 Sq Ft
- Built 1960
Last Sold Summary
- 37% Below List Price
- $264/SF
- 88 Days On Market
Current Estimated Value $1,031,542

Last Listing Agent Ryan Springer Corcoran

380 Gin Ln, Southold, NY 11971

Est $1,038,221 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
46660 Route 25, Southold, NY 11971

46660 Route 25, Southold, NY 11971

$525,000 Sold Nov 13, 2025

2555 Youngs Ave Unit 11D, Southold, NY 11971
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1987
Last Sold Summary
- $477/SF
- 54 Days On Market
Last Listing Agent Patrick Carpenter Signature Premier Properties

2555 Youngs Ave Unit 11D, Southold, NY 11971

Est $1,161,122 Not Listed For Sale
- 3 Beds
- 1.5 Baths
45195 Route 25, Southold, NY 11971

45195 Route 25, Southold, NY 11971

$2,495,000 Sold Jun 27, 2025

2375 Laurel Ave, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 3,960 Sq Ft
- Built 2025
Last Sold Summary
- $630/SF
- 11 Days On Market
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

2375 Laurel Ave, Southold, NY 11971

Est $1,402,185 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,417 Sq Ft
45605 Route 25, Southold, NY 11971

45605 Route 25, Southold, NY 11971

$815,000 Sold Nov 14, 2025

2575 Oaklawn Ave, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1960
Last Sold Summary
- $582/SF
- 19 Days On Market
Last Listing Agent Bridget Elkin Compass Greater NY LLC

2575 Oaklawn Ave, Southold, NY 11971

Est $888,822 Not Listed For Sale
- 6 Beds
- 1.5 Baths
- 2,200 Sq Ft
3200 Peconic Ln, Peconic, NY 11958

3200 Peconic Ln, Peconic, NY 11958

$800,000 Sold Oct 03, 2025

265 Custer Ave, Southold, NY 11971
- 3 Beds
- 1.5 Baths
- 1,800 Sq Ft
- Built 1965
Last Sold Summary
- 9% Below List Price
- $444/SF
- 118 Days On Market
Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

265 Custer Ave, Southold, NY 11971

Est $2,101,000 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,250 Sq Ft
1745 N Parish Dr, Southold, NY 11971

1745 N Parish Dr, Southold, NY 11971

$864,000 Sold Nov 12, 2025

440 Jernick Ln, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 1972
Last Sold Summary
- 1% Below List Price
- $540/SF
- 17 Days On Market
Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate

440 Jernick Ln, Southold, NY 11971

Est $3,392,333 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 3,880 Sq Ft
1605 N Parish Dr, Southold, NY 11971

1605 N Parish Dr, Southold, NY 11971

$650,000 Sold Jun 09, 2025

1720 Carroll Ave, Peconic, NY 11958
- 3 Beds
- 2 Baths
- 1,575 Sq Ft
- Built 1957
Last Sold Summary
- 7% Below List Price
- $413/SF
- 18 Days On Market
Current Estimated Value $670,494

Last Listing Agent Bridget Elkin Compass Greater NY LLC

1720 Carroll Ave, Peconic, NY 11958

Est $4,697,667 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
1415 N Parish Dr, Southold, NY 11971

1415 N Parish Dr, Southold, NY 11971

$783,000 Sold Sep 11, 2025

50 Summit Dr, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 1,651 Sq Ft
- Built 1966
Last Sold Summary
- 2% Below List Price
- $474/SF
- 28 Days On Market
Current Estimated Value $823,224

Last Listing Agent Jerry Cibulski Century 21 Albertson Realty

50 Summit Dr, Southold, NY 11971

Est $1,079,742 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,300 Sq Ft
2300 Pine Neck Rd, Southold, NY 11971

2300 Pine Neck Rd, Southold, NY 11971

$1,575,000 Sold Feb 25, 2025

2505 Wells Ave, Southold, NY 11971
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 1977
Last Sold Summary
- 14% Below List Price
- $788/SF
- 86 Days On Market
Current Estimated Value $1,587,478

Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

2505 Wells Ave, Southold, NY 11971

Est $1,352,962 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,925 Sq Ft
200 Breitstadt Ct, Southold, NY 11971

200 Breitstadt Ct, Southold, NY 11971

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