Southold NY Real Estate & Homes for Sale

32 Properties Found

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Beds:
3
Baths:
1.00
Sq.Ft.:
800
Status:
Active
MLS#:
883793
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Keller Williams Realty Elite 516-795-6900
View additional info

ADDITIONAL INFORMATION

Welcome to 15 Youngs Avenue, a charming 3-bedroom, 1-bathroom bungalow set on a spacious .42-acre lot in the picturesque North Fork town of Mattituck. This home features an inviting open concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for both everyday living and effortless entertaining. Natural light pours through the windows, enhancing the home's bright, airy feel. The single-level design offers both comfort and flexibility, making it ideal for a variety of lifestyles. Step outside and enjoy a deep backyard with mature landscaping and a private inground pool—a great setting for relaxing weekends, summer gatherings, or quiet outdoor moments. Located close to beaches, farm stands, and renowned local vineyards, this property offers the best of North Fork living—whether as a full-time residence, weekend escape, or investment opportunity.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,348
Status:
Active
MLS#:
880117
Type:
Single Family
Lot size:
0.18 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-477-0013
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ADDITIONAL INFORMATION

Stunning Greenport New Construction Colonial w/ Heated In-ground pool! Step into a seamless blend of turn-of-the-century elegance and contemporary comfort in this exquisite new construction Colonial. Designed with classic architectural details and high-end finishes throughout, this 4-bedroom, 4.5-bathroom residence offers over 2,700 square feet of thoughtfully crafted living space and includes a 10x20 heated in-ground salt water pool. From the moment you arrive, the crushed stone driveway and detached 1-car garage set the tone for the timeless appeal of this home. Inside, you’ll find gleaming hardwood floors throughout, complemented by custom millwork that adds warmth and character to every room. The open floor plan is anchored by a spacious Great Room with a stately fireplace, creating a cozy yet sophisticated gathering space. The gourmet kitchen opens effortlessly to the dining and living areas, ideal for entertaining. The main-level primary suite is a serene retreat, featuring a spa-like en-suite bathroom and ample closet space. A charming laundry/mudroom with custom red brick flooring offers both function and style. Downstairs, the fully finished basement expands the living space with a second fireplace, a wet bar, a full bathroom, and a dedicated media room—perfect for movie nights or game-day entertaining. Enjoy outdoor living on the poolside private patio, ideal for morning coffee or summer barbecues. Every inch of this home reflects a perfect balance of traditional craftsmanship and modern convenience. A rare opportunity to own a new home with historic character in every detail that is in close proximity to Greenport Village, walk to 67 Steps Beach along the LI Sound and direct access to all that the North Fork has to offer!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,110
Status:
Active
MLS#:
868556
Type:
Single Family
Lot size:
0.83 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-298-4130
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ADDITIONAL INFORMATION

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 ultimate in North Fork living. Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout. The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis. Whether you're seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

Beds:
8
Baths:
7.00
Sq.Ft.:
5,600
Status:
Active
MLS#:
859020
Type:
Single Family
Lot size:
2.29 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Thomas J McCarthy Real Estate 631-765-5815
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ADDITIONAL INFORMATION

2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built" custom estate, offering the rare opportunity to personalize your dream home to suit your lifestyle and taste. Whether your envisioning a peaceful year-round residence, a high-end vacation home or a lucrative investment property, this home offers it all. Your luxury escape awaits -custom build your forever home today! Photos shown are from an identical recently built house In Southold --- Easy To Preview.

Beds:
4
Baths:
6.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
806509
Type:
Single Family
Lot size:
0.58 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Corcoran 631-765-1300
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ADDITIONAL INFORMATION

Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek! Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek. Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife. A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim. This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife. Endless Outdoor Adventures Boat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner! Convenience Meets Charm Take a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation. This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location. Motivated sellers, will consider all reasonable offers.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
827612
Type:
Single Family
Lot size:
0.53 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Thomas J McCarthy Real Estate 631-765-5815
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16'x32' inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its own boat ramp and common area at end of street. Easy access to boating and kayaking and just minutes from town, beaches, vineyards, and farmstands. This home offers the perfect blend of serenity and convenience. Move-in ready and perfect for year round living or a weekend retreat.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
L3590177
Type:
Single Family
Lot size:
1.75 Acres
Year built:
1900
A broker reciprocity listing Courtesy: William Raveis New York LLC 631-298-0600
View additional info

ADDITIONAL INFORMATION

Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the 'tower' of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!, Additional information: Appearance:immaculate,Interior Features:Lr/Dr

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Southold Real Estate

Southold is located in New York. Southold, New York has a population of 23,571. Southold is less family-centric than the surrounding county with 21.26% of the households containing married families with children. The county average for households married with children is 32.94%.

The median household income in Southold, New York is $92,229. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Southold is 56.1 years.

Southold Weather

The average high temperature in July is 80.9 degrees, with an average low temperature in January of 23.6 degrees. The average rainfall is approximately 48 inches per year, with 27.3 inches of snow per year.

Southold Map

Southold Real Estate Market Conditions

  • Median sales price

    $887,500
    16.1%
    change since last quarter
  • # Active listings

    45
    30-day change

Southold Schools and Demographics

Education near Southold, NY

City County
High School Graduates 92.84 90.39
College Degree - 2 year 9.44 9.66
College Degree - 4 year 48.04 38.31
Graduate Degree 15.03 12.89
Expenditures per Student 30,219 30,219
Students per Teacher 12.3 12.3

Elementary Schools near Southold, NY

Grades Students P/T Ratio ZIP
Greenport Elementary School PK - 06 330 15 11944
Mattituck-Cutchogue Elementary School KG - 06 580 10.4 11935
New Suffolk School PK - 06 17 6.8 11956
Southold Elementary School KG - 06 403 11 11971

High Schools near Southold, NY

Grades Students P/T Ratio ZIP
Greenport High School 07 - 12 353 15.3 11944
Southold Junior-Senior High School 07 - 12 423 11.2 11971

Ungraded Schools near Southold, NY

Grades Students P/T Ratio ZIP
Shelter Island School PK - 12 221 6.8 11964

Demographics near Southold, NY

City County
Neighborhood Type Suburban
Population 23,571 1,522,998
Population Density 438 1,670
Median Age 56.1 41.7
People per Household 2.3 3
Median Household Income 92,229 111,660
Average Income per Capita 60,908 49,404

Real estate near Southold