Southold, NY Homes

/29
$3,295,000
- 4 Beds
- 5.5 Baths
- 7,341 Sq Ft
80 Deer Run, Southold, NY 11971

Southold Stunner- New ConstructionThis one's a North Fork knockout. Set at the end of a quiet cul de sac on over 2 private acres, minutes from the sand, the house was built to check every box. Inside you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths (sanitary system in place for 7 bedrooms), and a true chef's kitchen-with a 48" Sub Zero, Wolf double range + wall oven,

Sheri Winter Parker Corcoran

80 Deer Run, Southold, NY 11971
/29
$46,000 per month
- 4 Beds
- 4.5 Baths
- 3,100 Sq Ft
- House for Rent
590 Soundview Ave, Southold, NY 11971

This Spacious Open Floor Plan Home Features Two Separate Living Areas, a Treetop Waterview Deck, A Chef's Kitchen with Pantry and a Large Stylish Dining Table. This Inviting Home's Layout Offers Comfortable Gathering Spaces. The Resort-Style Outdoor Living Area is Highlighted by an Inground Pool with a Built-In Hot Tub and Elegant Bluestone Pool Surround. Generous Seating Area Including Hammock,

Paul Loeb Douglas Elliman Real Estate

590 Soundview Ave, Southold, NY 11971
$877,500 Sold Mar 17, 2026

920 Pine Neck Rd Unit 2D1, Southold, NY 11971
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Built 1967
Last Sold Summary
- 4% Below List Price
- $675/SF
- 76 Days On Market
Current Estimated Value $905,620

Last Listing Agent Erica Kelly Daniel Gale Sothebys Intl Rlty

920 Pine Neck Rd Unit 2D1, Southold, NY 11971

Est $846,240 Not Listed For Sale

5535 Old Rd N, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,760 Sq Ft
- Built 1949
5535 Old Rd N, Southold, NY 11971

Last Sold Summary
- 9% Above List Price
- $440/SF
- 102 Days On Market
Last Sold Price $775,000

Last Listing Agent Tom Scalia Century 21 Albertson Realty

/34
$2,395,000
- 4 Beds
- 4.5 Baths
- 3,238 Sq Ft
1665 Glenn Rd, Southold, NY 11971

Southold-West Creek Estates - Beautifully appointed, light-filled home. Recently completed with attention to every detail. A wood and glass front door and natural wood architectural accents set the tone at the front entrance. The large great room features a living area with a two-sided gas fireplace, dining area, and a generous chefs eat-in kitchen. The second side of the fireplace faces the

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

1665 Glenn Rd, Southold, NY 11971
/47
$39,000 per month
- 6 Beds
- 5.5 Baths
- 6,600 Sq Ft
- House for Rent
57305 Route 48, Greenport, NY 11944

Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

Zepur Diktas Compass Greater NY LLC

57305 Route 48, Greenport, NY 11944
$1,250,000 Sold Feb 09, 2026

1465 Ackerly Pond Ln, Southold, NY 11971
- 4 Beds
- 2.5 Baths
- 3,226 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $387/SF
- 77 Days On Market
Current Estimated Value $1,401,745

Last Listing Agent Scott Bennett Douglas Elliman Real Estate

1465 Ackerly Pond Ln, Southold, NY 11971

Est $952,992 Not Listed For Sale

355 Cedar Dr, Southold, NY 11971
- 3 Beds
- 2 Baths
- 2,230 Sq Ft
- Built 1960
355 Cedar Dr, Southold, NY 11971

Last Sold Summary
- 4% Above List Price
- $413/SF
- 65 Days On Market
Last Sold Price $920,000

Last Listing Agent Carol Szynaka Daniel Gale Sotheby's

/19
$1,699,000
- 5 Beds
- 2 Baths
- 1,688 Sq Ft
530 Sunset Way, Southold, NY 11971

Wake up to breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets,

Thomas McCarthy Thomas J McCarthy Real Estate

530 Sunset Way, Southold, NY 11971
/9
$4,800 per month
- 4 Beds
- 2.5 Baths
- 1,600 Sq Ft
- House for Rent
13595 Soundview Ave, Southold, NY 11971

Built in 2019, this beautifully designed home offers a bright, open floor plan with clean, modern finishes throughout. Set on over an acre of private property, the setting provides both space and serenity just moments from the water. Located only one-third mile from McCabe’s Beach—a stunning sandy Sound beach—this home combines coastal living with contemporary comfort. Exterior boasts an outdoor

Lisa Gillooly Compass Greater NY LLC

13595 Soundview Ave, Southold, NY 11971
$756,000 Sold Jan 30, 2026

150 Goldin Ln, Southold, NY 11971
- 3 Beds
- 1 Bath
- 900 Sq Ft
- Built 2006
Last Sold Summary
- 4% Below List Price
- $840/SF
- 80 Days On Market
Current Estimated Value $791,977

Last Listing Agent Scott Bennett Douglas Elliman Real Estate

150 Goldin Ln, Southold, NY 11971

Est $750,501 Not Listed For Sale

1095 Oak Ave, Southold, NY 11971
- 3 Beds
- 1 Bath
- Built 1939
1095 Oak Ave, Southold, NY 11971

Last Sold Summary
- 7% Above List Price
- 19 Days On Market
Last Sold Price $700,000

Last Listing Agent Gayle Marriner Smith Daniel Gale Sotheby's

/29
$1,495,000
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
470 Windy Point Ln, Southold, NY 11971

Boaters Dream! Located in Southold, this 3-bedroom, 3-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek leads out to the bay, and the property features a deep-water dock suitable for a variety of boating needs. Inside, the home offers an open-concept living, dining, and kitchen area with a comfortable, functional flow. The kitchen

William Mcintosh Daniel Gale Sothebys Intl Rlty

470 Windy Point Ln, Southold, NY 11971
/22
$36,000 per month
- 5 Beds
- 4.5 Baths
- 3,233 Sq Ft
- House for Rent
1700 Cedar Dr, Southold, NY 11971

2026 Availability: June 15th - 29th. Please inquire for pricing. July RENTED Perfect summer getaway with 5 bed, 4.5 bath in the heart of the North Fork. The home sits on 1.24 acres and features an open floor plan, large screened-in porch, full finished basement, wood burning fireplace, outdoor shower, and a saltwater, gunite pool. The primary bedroom has a large roof deck overlooking the pool and

Shane Hafer Compass Greater NY LLC

1700 Cedar Dr, Southold, NY 11971
$910,000 Sold Nov 03, 2025

600 Parkway, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,600 Sq Ft
- Built 1969
Last Sold Summary
- 2% Above List Price
- $569/SF
- 12 Days On Market
Current Estimated Value $894,315

Last Listing Agent Alexis Meadows Douglas Elliman Real Estate

600 Parkway, Southold, NY 11971

Est $820,416 Not Listed For Sale

475 Jernick Ln, Southold, NY 11971
- 2 Beds
- 2 Baths
- Built 1978
475 Jernick Ln, Southold, NY 11971

Last Sold Summary
- 13% Above List Price
- 265 Days On Market
Last Sold Price $725,000

Last Listing Agent Marilyn Sandroni Baldwin Realty

/24
$1,850,000
- 4 Beds
- 3.5 Baths
- 2,627 Sq Ft
700 Gin Ln, Southold, NY 11971

Okay, I have to call you right now because I just walked into a house and I’m kind of... excited? Like, where was this one hiding while we’ve been touring all those “cute but...” places?You know how every other house has been some version of:“Love the idea, hate the layout,” or“Great location, but it feels cramped,” or“Nice kitchen... if you enjoy standing on top of people,”

Jerry Cibulski Century 21 Albertson Realty

700 Gin Ln, Southold, NY 11971
/24
$15,000 per month
- 3 Beds
- 4 Baths
- 1,800 Sq Ft
- House for Rent
935 Corey Creek Ln, Southold, NY 11971

Experience the ultimate North Fork summer in this stunning new construction home, designed for effortless entertaining and elevated coastal living. Professionally decorated and impeccably finished, this residence offers three bedrooms, four full bathrooms, a bonus room, and a beautifully finished lower level with an additional private half bath. Step outside to your own private retreat featuring

Melissa Principi Douglas Elliman Real Estate

935 Corey Creek Ln, Southold, NY 11971
$287,500 Sold May 15, 2025

1195 Ruch Ln, Southold, NY 11971
- Land
- 0.13 Acre
- $2,211,538 per Acre
Last Sold Summary
- 27% Below List Price
- 110 Days On Market
Current Estimated Value $300,393

Last Listing Agent Bridget Elkin Compass Greater NY LLC

1195 Ruch Ln, Southold, NY 11971

Est $990,372 Not Listed For Sale

1345 Long Creek Dr, Southold, NY 11971
- 4 Beds
- 2 Baths
- Built 1969
1345 Long Creek Dr, Southold, NY 11971

Last Sold Summary
- 10% Above List Price
- 25 Days On Market
Last Sold Price $898,500

Last Listing Agent Scott Bennett Douglas Elliman Real Estate

/38
$1,625,000
- 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
/22
$6,500 per month
- 3 Beds
- 2.5 Baths
- 3,000 Sq Ft
- House for Rent
845 Budds Pond Rd, Southold, NY 11971

845 Budds Pond Road offers a rare bayfront year-round rental with exceptional access to both Greenport and Southold, placing the best of the North Fork just minutes away while maintaining the privacy of a quiet cul-de-sac setting. This turn-key waterfront residence is modern, thoughtfully updated, and designed for effortless year-round living. The home features a spacious primary suite, two

Kieran Collings Douglas Elliman Real Estate

845 Budds Pond Rd, Southold, NY 11971
/36
$2,700,000 Sold Sep 25, 2025

54985 County Road 48, Southold, NY 11971
- 4 Beds
- 5 Baths
- 3,500 Sq Ft
- Built 2010
Last Sold Summary
- 16% Below List Price
- $771/SF
- 134 Days On Market
Current Estimated Value $1,965,346

Last Listing Agent Nicholas Planamento William Raveis (Mattituck)

54985 County Road 48, Southold, NY 11971

Est $1,337,701 Not Listed For Sale

2085 Bayview Ave, Southold, NY 11971
- 4 Beds
- 1.5 Baths
- 1,934 Sq Ft
- Built 1955
2085 Bayview Ave, Southold, NY 11971

Last Sold Summary
- 14% Above List Price
- $608/SF
- 45 Days On Market
Last Sold Price $1,175,000

Last Listing Agent Janet Markarian Daniel Gale Sotheby's

/19
$239,000
- 1 Bath
- 250 Sq Ft
52325 County Road 48 Unit 31, Southold, NY 11971

Seasonal Condo Near a Memorable Long Island Sound Beach (Town Beach). Studio Apartment with Efficiency Kitchen and is Located on the 2nd Floor. The Condo Offers a Community Room, Lawn with BBQ Area, Laundry, Off Street Parking, Boat Storage, Beach Storage. Electric, Water, Cable and Sewer/Cesspool included in Common Charge of $253 Monthly. SEASONAL CONDO OPEN APRIL TO NOVEMBER. NOT YEAR ROUND.

Paul Loeb Douglas Elliman Real Estate

52325 County Road 48 Unit 31, Southold, NY 11971
/26
$30,000 per month
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
- House for Rent
485 Hickory Ave, Southold, NY 11971

Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape with outdoor kitchen (not pictured) is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

485 Hickory Ave, Southold, NY 11971
$2,250,000 Sold Oct 24, 2025

1710 N Bayview Road Extension, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 3,700 Sq Ft
- Built 2005
Last Sold Summary
- 2% Below List Price
- $608/SF
- 13 Days On Market
Current Estimated Value $2,225,698

Last Listing Agent Eric Elkin Compass Greater NY LLC

1710 N Bayview Road Extension, Southold, NY 11971

Est $2,025,632 Not Listed For Sale

1275 Ruch Ln, Southold, NY 11971
- 5 Beds
- 6 Baths
- 4,780 Sq Ft
- Built 1972
1275 Ruch Ln, Southold, NY 11971

Last Sold Summary
- 10% Below List Price
- $471/SF
- 7 Days On Market
Last Sold Price $2,250,000

Last Listing Agent Bridget Elkin Compass Greater NY LLC

/9
$450,000 Pending
- Land
- 0.3 Acre
- $1,500,000 per Acre
140 Arshamomaque Ave, Southold, NY 11971

Building Lot in Beixedon Estates private community. Private road, deeded access to private community beach. Broker/Owner.

John J. Nickles, Jr. Lewis & Nickles LTD

140 Arshamomaque Ave, Southold, NY 11971
/29
$7,000 per month
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
- House for Rent
60 Water Terrace, Southold, NY 11971

Settle into summer on the North Fork in this beautifully maintained and updated 4 bedroom, 3 full bath home located in the Angel Shores community of Southold. The layout is ideal for entertaining or just enjoying the lazy days of summer. This special home offers a 1st floor bedroom and full bath, along with a 2nd story spacious primary en-suite and 2 additional bedrooms to comfortably accommodate

Natalie Hough Daniel Gale Sothebys Intl Rlty

60 Water Terrace, Southold, NY 11971
$650,000 Sold Apr 30, 2025

2340 Ackerly Pond Ln, Southold, NY 11971
- Land
- 15.96 Acres
- $40,727 per Acre
Last Sold Summary
- 9% Above List Price
- 16 Days On Market
Last Listing Agent Joseph Divello Century 21 Albertson Realty

2340 Ackerly Pond Ln, Southold, NY 11971

Est $1,414,699 Not Listed For Sale

265 Cedar Point Dr E, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- Built 2000
265 Cedar Point Dr E, Southold, NY 11971

Last Sold Summary
- 2% Below List Price
- $725/SF
- 113 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Rene Giacobbe Douglas Elliman Real Estate

/29
$1,298,500 Pending
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
12250 Soundview Ave, Southold, NY 11971

North Fork Coastal Living With Sunset & Water ViewsEnjoy breathtaking sunsets and water views from any of the three private balconies of this beautiful North Fork retreat. Designed for comfort and relaxed elegance, this residence features a dynamic open floor plan that seamlessly connects the living room, dining, and kitchen areas leading to outdoor balconies. The granite kitchen is perfect

Scott Bennett Douglas Elliman Real Estate

12250 Soundview Ave, Southold, NY 11971
/33
$100,000 per month
- 4 Beds
- 3 Baths
- 3,769 Sq Ft
- House for Rent
450 Sterling Woods Ln, Southold, NY 11971

Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Bedrooms and Hall Bath on Second

Paul Loeb Douglas Elliman Real Estate

450 Sterling Woods Ln, Southold, NY 11971
$1,035,000 Sold Jun 20, 2025

55 Cedar Point Dr W, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1973
Last Sold Summary
- 5% Below List Price
- $627/SF
- 62 Days On Market
Current Estimated Value $1,103,625

Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

55 Cedar Point Dr W, Southold, NY 11971

Est $2,878,818 Not Listed For Sale

750 Cedar Point Dr E, Southold, NY 11971
- 4 Beds
- 2.5 Baths
- Built 1955
750 Cedar Point Dr E, Southold, NY 11971

Last Sold Summary
- 3% Above List Price
- 65 Days On Market
Last Sold Price $2,800,000

Last Listing Agent Andrea Kolyer BERKSHIRE HATHAWAY

/4
$1,600,000
- Land
- 2 Acres
- $800,000 per Acre
55975 Route 25, Southold, NY 11971

2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

Colin McCarthy Thomas J McCarthy Real Estate

55975 Route 25, Southold, NY 11971
/32
$20,000 per month
- 4 Beds
- 4 Baths
- 3,585 Sq Ft
- House for Rent
580 Gin Ln, Southold, NY 11971

Wonderful opportunity to spend time in the wonderful Southold community of Bay Haven. Choose to spend the sunny days by your own pool, or head down the block to the community's private bay beach. There is more than ample space to host in this brightly renovated cape with room for everyone. The main level is comprised of a lounge area with fireplace and dry bar, an open kitchen and a large great

Scott Bortzner Compass Greater NY LLC

580 Gin Ln, Southold, NY 11971
$780,000 Sold Jan 06, 2026

390 Wildberry Ln, Southold, NY 11971
- Land
- 0.67 Acre
- $1,164,179 per Acre
Last Sold Summary
- 2% Below List Price
- 18 Days On Market
Last Listing Agent Robert Merolla Aurora Property Group

390 Wildberry Ln, Southold, NY 11971

Est $2,334,000 Not Listed For Sale

250 Midway Rd, Southold, NY 11971
- 4 Beds
- 2 Baths
- Built 1950
250 Midway Rd, Southold, NY 11971

Last Sold Summary
- 9% Above List Price
- 27 Days On Market
Last Sold Price $2,149,000

Last Listing Agent Katie Schimpf Daniel Gale Sotheby's

Showing Results 41 - 80, Page 2 of 18

New York Suffolk County Southold

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