For Rent $4,500/month • Co-Listing Agent

Scott Bennett

Cutchogue NY

Douglas Elliman Real Estate

92 Closed Sales

$94.8M Total Value

$490K - $3.3M Price Range

$1M Average Price

Prior 5 years

About Scott

Home Types: House, Lot/Land, Condo, Manufactured, Co-op, Commercial

Years of Experience: 14

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	13
Total Value	$12,778,000
Average Sale Price	$982,923
Price Range	$365K - $2.4M

Buyer Deals
Total Deals	2
Total Value	$1,644,000
Average Sale Price	$822,000
Price Range	$775K - $869K

1 Year View by Quarter

Seller Deals
Total Deals	32
Total Value	$33,877,500
Average Sale Price	$1,058,672
Price Range	$365K - $3.3M

Buyer Deals
Total Deals	4
Total Value	$3,387,000
Average Sale Price	$846,750
Price Range	$775K - $943K

2 Year View by Quarter

Seller Deals
Total Deals	76
Total Value	$81,215,600
Average Sale Price	$1,068,626
Price Range	$315K - $3.3M

Buyer Deals
Total Deals	16
Total Value	$13,561,000
Average Sale Price	$847,563
Price Range	$337K - $1.3M

5 Year View

Neighborhoods Scott is Experienced In

Southold

32 Sales
Cutchogue

14 Sales
Greenport

13 Sales
Mattituck

8 Sales
Peconic

4 Sales
Aquebogue

3 Sales

Scott's Recent Active Listings

$949,000
- 3 Beds
- 2 Baths
- 1,875 Sq Ft
680 Westview Dr

Mattituck, NY
Welcome to this charming North Fork home set on a quiet, tree-lined street, conveniently located near local beaches and vineyards. This well-maintained 3-bedroom, 2-bath residence offers comfortable living with a flexible layout. The main level features an open living and dining area with abundant natural light, hardwood floors, and a fireplace. The updated kitchen includes a all new appliances,

Scott Bennett Douglas Elliman Real Estate

$798,500
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
5075 Main Rd

Laurel, NY
Modern country cottage in the heart of the North Fork, fully renovated and move-in ready, with ample space to add a pool. This charming 2-bedroom, 2-bath home offers an open-concept kitchen and living area designed for both comfort and functionality. Features include walk-in closets, a spacious loft ideal for storage, and a bright three-season screened porch—perfect for relaxing or entertaining.

Scott Bennett Douglas Elliman Real Estate

$949,000
- 4 Beds
- 2.5 Baths
- 1,862 Sq Ft
240 Lisa Dr

Southold, NY
Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a welcoming front yard and a generously sized backyard with ample room for a pool and outdoor entertaining. Inside, the home features an open-concept kitchen and dining area ideal for everyday living and gatherings, complemented by

Scott Bennett Douglas Elliman Real Estate

$1,295,000
- 7 Beds
- 5.5 Baths
- 2,550 Sq Ft
178 Main Rd

Riverhead, NY
Newly renovated farmhouse offering the perfect blend of classic charm and modern convenience that is zoned mixed use, accommodating both residential and commercial applications. This spacious, completely renovated and expanded home features 7 bedrooms and 5.5 bathrooms, complemented by an open-concept layout ideal for today’s lifestyle. The property includes plenty of room for parking, multiple

Scott Bennett Douglas Elliman Real Estate

$999,000
- 3 Beds
- 1.5 Baths
- 2,350 Sq Ft
155 2nd Ave

Peconic, NY
North Fork Coastal Living by the Sound. Located in Peconic near Goldsmith Inlet and the Long Island Sound, this house was personally built by the owner, an experienced home builder, with a focus on superior materials, meticulous construction and pride of ownership. An open living, dining, and kitchen areas extend to a balcony that showcases beautiful sunsets and water views, creating a seamless

Scott Bennett Douglas Elliman Real Estate

$4,099,000
- 6 Beds
- 7 Baths
- 9,900 Sq Ft
1750 Laurel Lake Dr

Mattituck, NY
Secluded, Luxury Style Estate & Compound with Resort-Style Living In Serene Natural Setting Set on nearly 5 private acres surrounded by the 500-acre Laurel Lake Preserve with 14 miles of hiking trails and bordered by state parkland, this expansive rustic-traditional Cape-style compound offers exceptional privacy and year-round comfort. With approximately 9,900 square feet of living space, the

Scott Bennett Douglas Elliman Real Estate

$880,000
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
210 Bennet Rd

Greenport, NY
Greenport Colonial Close To Village. This inviting Greenport Colonial offers 4 bedrooms and 3 full baths, blending comfort with a prime location. Set on a spacious lot, the home features a welcoming front yard, a fenced backyard with newly refinished hardwood floors, and a new deck-ideal for summer gatherings. Conveniently located close to Greenport Village, you’ll enjoy easy access to shops,

Scott Bennett Douglas Elliman Real Estate

Co-Listing Agent

$899,999
- 3 Beds
- 2.5 Baths
- 2,502 Sq Ft
16 Primrose Ln

Aquebogue, NY
Live the quintessential North Fork lifestyle here at 16 Primrose Lane. Set quietly on .3 of an acre of property, nestled in the Private and Associated Bay Beach and Boating Community of Baywoods. A special enclave of homes with established tree-lined streets and ultimately trafficless. This home has its very own deeded dock and boatslip suitable for an 18 – 22 ft boat for endless enjoyment of the

Scott Bennett Douglas Elliman Real Estate

$5,000 per month
- 3 Beds
- 4 Baths
- 3,500 Sq Ft
145 Sterling St

Greenport, NY
Live the Best Life Year-Round with Incredible Views of Sterling Harbor in the Village of Greenport. Available for Year-Round Rental for $5000 Per Month or the Full Term of Memorial to Labor Day for $60,000. On a Year-Round Rental. The Utilities are Not Included. Security is 1 Month. On a Seasonal Rental from Memorial to Labor Day, Utilities are Included with a Cap. An Exit Cleaning Fee of $350 to

Scott Bennett Douglas Elliman Real Estate

Recently Sold

$1,300,000

Sold May 4, 2026
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
12250 Soundview Ave

Southold, NY
- 18% Below List
- $542/SF
- 144 Days On Market
- Current Est. Value $1M
Scott Bennett Douglas Elliman Real Estate

$630,000

Sold Mar 10, 2026
- 2 Beds
- 1.5 Baths
- 1,500 Sq Ft
1295 Washington Ave

Greenport, NY
- 3% Below List
- $420/SF
- 176 Days On Market
- Current Est. Value $763K
Scott Bennett Douglas Elliman Real Estate

$1,250,000

Sold Feb 9, 2026
- 4 Beds
- 2.5 Baths
- 3,226 Sq Ft
1465 Ackerly Pond Ln

Southold, NY
- 11% Below List
- $387/SF
- 77 Days On Market
Scott Bennett Douglas Elliman Real Estate

$756,000

Sold Jan 30, 2026
- 3 Beds
- 1 Bath
- 900 Sq Ft
150 Goldin Ln

Southold, NY
- 4% Below List
- $840/SF
- 80 Days On Market
- Current Est. Value $759K
Scott Bennett Douglas Elliman Real Estate

$600,000

Sold Dec 15, 2025
- 4 Beds
- 1.5 Baths
- 2,200 Sq Ft
183 Ballad Cir

Holbrook, NY
- 13% Above List
- $273/SF
- 14 Days On Market
- Current Est. Value $635K
Scott Bennett Douglas Elliman Real Estate

$1,550,000

Sold Dec 4, 2025
- 4 Beds
- 3 Baths
- 3,700 Sq Ft
1350 Vanston Rd

Cutchogue, NY
- 3% Below List
- $419/SF
- 25 Days On Market
- Current Est. Value $2M
Scott Bennett Douglas Elliman Real Estate

$2,400,000

Sold Nov 18, 2025
- 5 Beds
- 3.5 Baths
- 4,000 Sq Ft
16 Lovers Ln

Aquebogue, NY
- 9% Below List
- $600/SF
- 107 Days On Market
- Current Est. Value $2M
Scott Bennett Douglas Elliman Real Estate

$950,000

Sold Nov 12, 2025
- 3 Beds
- 2.5 Baths
- 1,317 Sq Ft
720 Mechanic St

Southold, NY
- $721/SF
- 25 Days On Market
- Current Est. Value $928K
Scott Bennett Douglas Elliman Real Estate

$725,000

Sold Nov 12, 2025
- 3 Beds
- 1 Bath
- 1,150 Sq Ft
495 Knollwood Ln

Mattituck, NY
- 17% Below List
- $630/SF
- 162 Days On Market
- Current Est. Value $767K
Scott Bennett Douglas Elliman Real Estate

Agent License: New York 40BE1072000

Scott Bennett

(631) 734-0453

Homes for Sale by City

Scott Bennett

About Scott

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Scott is Experienced In

Scott's Listings and Deals

Scott's Recent Active Listings

Recently Sold