Southold, NY homes for sale & real estate

colonial inspired home featuring brick siding, a chimney, a front yard, and a balcony

view of front of house with a balcony, a chimney, aphalt driveway, fence, and brick siding

view of home's exterior with a residential view, a lawn, and a chimney

New - 6 hours on Rocket

$10,000 Closing Credit¹

$899,000

3 beds • 2 baths • 2,127 sqft

280 Wickham Ave, Mattituck NY 11952

#825390, Listing Office: Richmond Realty Corp

shingle-style home featuring a sunroom and a front lawn

view of front of home featuring a front yard

kitchen featuring a skylight, open shelves, appliances with stainless steel finishes, white cabinets, and wall chimney range hood

New - 6 hours on Rocket

$10,000 Closing Credit¹

$1,096,000

4 beds • 2 baths • 1,589 sqft

3445 Wickham Ave, Mattituck NY 11952

#825421, Listing Office: Engel & Volkers North Fork

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

view of front of house with a shingled roof and a front lawn

New - 1 day on Rocket

$10,000 Closing Credit¹

$1,475,000

4 beds • 4.5 baths • 3,000 sqft

4785 Stillwater Ave, Cutchogue NY 11935

#826222, Listing Office: Daniel Gale Sothebys Intl Rlty

view of dock with a beach view and a water view

carpeted living room featuring baseboard heating, ceiling fan, a wall mounted AC, and a wealth of natural light

sunroom with baseboard heating, a water view, a wealth of natural light, and vaulted ceiling

New - 2 days on Rocket

$7,719 Closing Credit¹

$649,999

1 bed • 1 bath

2500 Maple Ln Unit 10, Greenport NY 11944

#825742, Listing Office: Keller Williams Realty Elite

view of front of home with a garage, aphalt driveway, stairs, fence, and stucco siding

New - 4 days on Rocket

$2,995,000

5 beds • 4.5 baths • 3,000 sqft

430 Salt Marsh Ln, Peconic NY 11958

#825396, Listing Office: Nest Seekers International LLC

view of front property featuring a front yard

empty room with hardwood / wood-style floors

spare room featuring ornamental molding and dark hardwood / wood-style floors

New - 4 days on Rocket

$10,000 Closing Credit¹

$899,000

3 beds • 2 baths • 1,800 sqft

711 Front St, Greenport NY 11944

#825220, Listing Office: Daniel Gale Sothebys Intl Rlty

2340 Ackerly Pond, Southold NY, 11971 land for sale

New - 5 days on Rocket

$598,000

Land • 15.96 Acres

2340 Ackerly Pond, Southold NY 11971

#824962, Listing Office: Century 21 Albertson Realty

Room to negotiate?

Median Sold Price

$979K

Avg. Sale Time

101 Days

Based on our January 2025 Market Report.

view of front of house with central AC, a front yard, and covered porch

view of front of house with covered porch

snow covered rear of property with central AC unit

Coming soon

$10,000 Closing Credit¹

$1,295,000

4 beds • 3.5 baths • 3,000 sqft

25105 Main Rd, Orient NY 11957

#824729, Listing Office: Daniel Gale Sothebys Intl Rlty

New - 7 days on Rocket

$10,000 Closing Credit¹

$2,095,000

4 beds • 4 baths • 4,000 sqft

170 Orchard St, Orient NY 11957

#823080, Listing Office: Town And Country Real Estate

living room featuring plenty of natural light, light hardwood / wood-style flooring, and wood walls

living room with a wood stove, wooden walls, and light wood-type flooring

New - 7 days on Rocket

$10,000 Closing Credit¹

$1,200,000

3 beds • 2 baths • 1,535 sqft

22495 Main Rd, Orient NY 11957

#816681, Listing Office: Daniel Gale Sothebys Intl Rlty

view of front of home featuring a front lawn

wooden deck with a water view and a yard

Coming soon

$10,000 Closing Credit¹

$1,495,000

4 beds • 2.5 baths • 2,700 sqft

1025 Long Creek Dr, Southold NY 11971

#822706, Listing Office: Douglas Elliman Real Estate

$3,295,000

4 beds • 3 baths • 3,200 sqft

855 Old Salt Rd, Mattituck NY 11952

#823903, Listing Office: Colony Realty

view of front of property with a front lawn

$10,000 Closing Credit¹

$1,100,000

3 beds • 1.5 baths • 1,999 sqft

3475 Oaklawn Ave, Southold NY 11971

#823397, Listing Office: Douglas Elliman Real Estate

front facade with a playground and a front lawn

view of front of property with a front yard

drone / aerial view featuring a water view

$10,000 Closing Credit¹

$1,200,000

5 beds • 4 baths • 2,450 sqft

805 Captain Kidd Dr, Mattituck NY 11952

#822831, Listing Office: Real Broker NY LLC

view of front of home featuring a porch, a garage, and a yard

entrance foyer featuring a healthy amount of sunlight, hardwood / wood-style floors, and french doors

living room with ornamental molding, a wealth of natural light, and light wood-type flooring

$2,995,000

4 beds • 3.5 baths • 3,000 sqft

155 Pinewood Rd, Cutchogue NY 11935

#818321, Listing Office: Douglas Elliman Real Estate

view of front facade with a storage unit and a porch

bungalow-style house featuring covered porch

Coming soon

$5,937 Closing Credit¹

$499,999

1 bed • 1 bath • 1,320 sqft

280 Champlin Pl, Greenport NY 11944

#822513, Listing Office: Signature Premier Properties

view of front of home featuring a garage and a porch

$5,899,000

6 beds • 6.5 baths • 9,900 sqft

1750 Laurel Lake Dr, Mattituck NY 11952

#818952, Listing Office: Coldwell Banker American Homes

entryway featuring crown molding, an inviting chandelier, and light hardwood / wood-style flooring

$10,000 Closing Credit¹

$1,300,000

4 beds • 3 baths • 2,000 sqft

9875 Main Bayview Rd, Southold NY 11971

#820321, Listing Office: Douglas Elliman Real Estate

view of front facade featuring a porch and a front yard

living room with light hardwood / wood-style floors and a brick fireplace

$10,000 Closing Credit¹

$1,150,000

4 beds • 2.5 baths • 1,840 sqft

516 4th St, Greenport NY 11944

#818717, Listing Office: Compass Greater NY LLC

ranch-style home featuring a garage and a front yard

ranch-style house featuring a garage and a front lawn

ranch-style house featuring a garage and a front yard

$10,000 Closing Credit¹

$1,299,000

4 beds • 2 baths • 2,487 sqft

3450 Cox Neck Rd, Mattituck NY 11952

#819108, Listing Office: Signature Premier Properties

$10,000 Closing Credit¹

$1,800,000

3 beds • 2 baths • 1,408 sqft

20845 Soundview Ave, Southold NY 11971

#819503, Listing Office: Coldwell Banker American Homes

$9,844 Closing Credit¹

$829,000

2 beds • 1 bath • 1,071 sqft

401 6th St, Greenport NY 11944

#812808, Listing Office: Beninati Associates

rear view of house featuring a yard, a storage unit, a chimney, and a porch

view of front of house featuring covered porch, a shingled roof, a storage unit, a chimney, and a front yard

$3,200,000

7 beds • 3 baths • 4,376 sqft

605 Halyoake Ave, Orient NY 11957

#818991, Listing Office: Coldwell Banker American Homes

view of front of house featuring a front lawn

dining space featuring an inviting chandelier

living room featuring an inviting chandelier

$6,828 Closing Credit¹

$575,000

2 beds • 2 baths • 1,200 sqft

1955 Calebs Way Unit A4, Greenport NY 11944

#817798, Listing Office: Compass Greater NY LLC

modern farmhouse style home with covered porch and a front yard

rear view of house featuring a yard and a patio area

kitchen featuring high end fridge, light wood-type flooring, hanging light fixtures, and a large island with sink

$10,000 Closing Credit¹

$2,395,000

4 beds • 4.5 baths • 4,500 sqft

2045 Willow Dr, East Marion NY 11939

#817670, Listing Office: Modern Age Realty Group LLC

view of property with a porch and a front lawn

living room with light hardwood / wood-style floors

kitchen featuring a breakfast bar, light hardwood / wood-style flooring, stainless steel fridge, kitchen peninsula, and backsplash

$10,000 Closing Credit¹

$1,225,000

3 beds • 2.5 baths • 2,750 sqft

730 Sebastians Cv, Mattituck NY 11952

#809533, Listing Office: Serhant LLC

living room with baseboard heating, ornamental molding, light hardwood / wood-style flooring, and radiator heating unit

living room with hardwood / wood-style flooring, a tiled fireplace, and crown molding

living room with crown molding and dark hardwood / wood-style floors

$10,000 Closing Credit¹

$1,150,000

3 beds • 2.5 baths • 1,800 sqft

400 Anglers Rd, Greenport NY 11944

#817508, Listing Office: Douglas Elliman Real Estate

3D tour

$6,531 Closing Credit¹

$550,000

2 beds • 1 bath • 1,050 sqft

300 Johnson Ct, Greenport NY 11944

#817699, Listing Office: RE/MAX Integrity Leaders

view of front of home featuring cooling unit

$10,000 Closing Credit¹

$879,000

2 beds • 2 baths • 1,300 sqft

150 Hobart Rd, Southold NY 11971

#817817, Listing Office: Town And Country Real Estate

1350 Hortons Ln, Southold NY, 11971 land for sale

Listing photo 2 for 1350 Hortons Ln, Southold NY 11971

Listing photo 3 for 1350 Hortons Ln, Southold NY 11971

$799,000

Land • 2.29 Acres

1350 Hortons Ln, Southold NY 11971

#817145, Listing Office: Thomas J McCarthy Real Estate

view of front of home featuring a front lawn, solar panels, and a porch

living room with hardwood / wood-style floors

$10,000 Closing Credit¹

$1,349,000

4 beds • 3 baths

70 Mockingbird Ln, Southold NY 11791

#816113, Listing Office: Daniel Gale Sothebys Intl Rlty

18365 County Road 48, Cutchogue NY, 11935 land for sale

Listing photo 2 for 18365 County Road 48, Cutchogue NY 11935

Listing photo 3 for 18365 County Road 48, Cutchogue NY 11935

$1,500,000

Land • 4.24 Acres

18365 County Road 48, Cutchogue NY 11935

#815467, Listing Office: Homes By Mara

back of house featuring a patio and a lawn

entryway with plenty of natural light and light wood-type flooring

$10,000 Closing Credit¹

$2,495,000

4 beds • 4.5 baths • 3,960 sqft

2375 Laurel Ave, Southold NY 11971

#814068, Listing Office: Douglas Elliman Real Estate

view of front of house with a front yard and a garage

kitchen featuring white cabinetry, a center island, stainless steel appliances, pendant lighting, and decorative backsplash

$10,000 Closing Credit¹

$1,295,000

4 beds • 3 baths • 1,740 sqft

1605 Washington Ave, Greenport NY 11944

#813518, Listing Office: Daniel Gale Sothebys Intl Rlty

birds eye view of property with a water view

$10,000 Closing Credit¹

$899,990

4 beds • 3 baths • 2,100 sqft

525 Landing Ln, Greenport NY 11944

#812935, Listing Office: RE/MAX Signature Real Estate

$10,000 Closing Credit¹

$1,395,000

3 beds • 2.5 baths • 1,528 sqft

123 Sterling Ave Unit 8, Greenport NY 11944

#813226, Listing Office: Compass Greater NY LLC

15690 County Road 48, Cutchogue NY, 11935 land for sale

Listing photo 2 for 15690 County Road 48, Cutchogue NY 11935

Listing photo 3 for 15690 County Road 48, Cutchogue NY 11935

$975,000

Land • 5.84 Acres

15690 County Road 48, Cutchogue NY 11935

#812012, Listing Office: Engel & Volkers North Fork

4077 Main Bayview Rd, Southold NY, 11971 land for sale

Listing photo 2 for 4077 Main Bayview Rd, Southold NY 11971

Listing photo 3 for 4077 Main Bayview Rd, Southold NY 11971

$599,000

Land • 0.92 Acres

4077 Main Bayview Rd, Southold NY 11971

#813014, Listing Office: Douglas Elliman Real Estate

view of front facade featuring a playground and a porch

living room with ornamental molding and a tile fireplace

$2,999,000

6 beds • 3.5 baths • 3,000 sqft

133 6th St, Greenport NY 11944

#810641, Listing Office: Compass Greater NY LLC

rear view of property featuring a gazebo, a deck, and a yard

rear view of property featuring a yard and cooling unit

$10,000 Closing Credit¹

$1,199,000

3 beds • 2.5 baths • 2,048 sqft

1820 Bay Shore Rd, Greenport NY 11944

#808916, Listing Office: Douglas Elliman Real Estate

Southold, NY Real Estate Market Overview

Find your perfect home in Southold, NY on RocketHomes.com. Browse homes and listings in Southold, NY and connect with a Rocket Homes agent to get your dream home. The inventory of homes for sale in Southold, NY between December 2024 and January 2025 decreased by 2.6%. In January 2025, listings were on the market for 101 days. During the same period, the median list price in this real estate market was $979,000. In January 2025, from all listings sold in Southold, NY there were more than 4 sold above asking price, over 21 sold below and more than 2 were sold right at the asked price.

From Rocket Homes Real Estate and based on county public records data

Schools near Southold, NY

Elementary Schools

Kathleen E. Goodwin School
80 Old Boston Post Rd
Public District PK-6
Amagansett School
320 Main St
Public District PK-6
Sag Harbor Elementary School
68 Hampton St
Public District PK-5

Middle Schools

Montauk School
50 S Dorset Dr
Public District PK-8
East Hampton Middle School
76 Newtown Ln
Public District 6-8
Springs School
48 School St
Public District PK-8

High Schools

Mattituck Junior-Senior High School
15125 Main Rd
Public District 7-12
East Hampton High School
2 Long Ln
Public District 9-12
Pierson Middle/High School
200 Jermain Ave
Public District 6-12

Data provided by Great Schools

Homes for sale in Southold, NY

Southold, NY Real Estate Market Overview

What is it like to live in Southold, NY

Overview

Explore popular home types in Southold, NY

Related homes in Southold, NY

Schools near Southold, NY

Housing market reports in Suffolk County

Real estate in Southold neighborhoods

Top real estate cities in New York