"The true sign of a leader is someone you want to follow. I worked with Dana in 2007 to buy a house and again recently to sell that house. Both experiences were fantastic and without question would work with her again. We met in 2006 as I began to ..."
"We were put in touch with Dana by a New York City real estate broker and friend, who recommended her unreservedly. The recommendation was well deserved. Dana listened carefully and quickly got a sense of our tastes and preferences, and she chose s..."
"My wife and I have been working with Dana Trotter as our family's Broker since 2006. She helped us find our first rental back then and over the past decade plus she has helped us buy and sell three other homes from $2M - $4M plus. Dana has been an..."
Surrounded by farm fields on Daniel's Lane in Sagaponack South, this exceptional 1.1 acre compound sheltered by mature trees features a stylishly renovated circa 1896 farmhouse, studio with 2 car garage, heated gunite pool and spa, pool house gym, and infrastructure for hobby farming. Past the th...
$12,000,000
Price5
Beds4.5
Baths3,376
Sq.Ft.South of the highway in East Hampton Village’s iconic estate section near Lily Pond and Georgica Beach, this 6-bedroom, 6-bath tour de force of luxury new construction by Vault Development Partners features a thoroughly elegant design by architect by Brian C. Glasser and a meticulous execut...
$10,850,000
Price6
Beds6
Baths5,800
Sq.Ft.Available for the first time in a quarter century, this beautifully landscaped 2.5 acre south of the highway property is minutes away from the Atlantic Ocean and a short ride from Bridgehampton Main Street. Stunning, mature gardens, an original two bedroom, one bath shingled farmhouse and outbuil...
$8,950,000
Price2
BedsBoasting a dock and 134 feet of water frontage in Sag Harbor Village’s desirable Redwood Island neighborhood, this 4 bedroom modern home offers an open floor plan, broad covered porch, and a waterside pool to capture the dramatic sunset views due west across Sag Harbor Cove. Set on 0.66 acr...
$7,250,000
Price4
Beds3,046
Sq.Ft.Offered for sale for the first time in nearly half a century, this circa 1900 shingled 5-bedroom traditional farmhouse epitomizes Bridgehampton south’s agrarian heritage, mere minutes from world class Atlantic ocean beaches, exceptional local farm stands, and the charms of Main Street. From...
$6,995,000
Price5
Beds3,230
Sq.Ft.Facing due west, magical sunsets and commanding views of Sag Harbor Cove abound from this special 1.1 acre perch at the end of private lane across the way from the former John Steinbeck residence. Minutes from the charms of Main Street, this delightfully tranquil Sag Harbor Village getaway featur...
$6,500,000
Price3
Beds1,421
Sq.Ft.Perched on a waterfront shy acre with a private beach and commanding views of Three Mile Harbor, this stylishly renovated 5 bedroom modern home has an airy open floor plan, exceptional outdoor spaces, and distinctive touches of California coastal style in the Hamptons. Past the stone courtyard, t...
$5,350,000
Price5
Beds5,271
Sq.Ft.In the heart of Sag Harbor Village, this exciting new development project by Green Barn Properties, currently under construction for completion in summer 2024, will offer an exceedingly stylish 4 bedroom shingled traditional, with a heated, gunite pool, finished lower level with walkout terrace, ...
$5,250,000
Price4
Beds5
Baths3,400
Sq.Ft.On a lushly landscaped and exceedingly generous 0.70 acre parcel in the heart of Sag Harbor Village, this recently renovated four bedroom transitional offers Main Street convenience without compromising on privacy and space. Sheltered by mature trees and built into the property’s gentle gra...
$4,500,000
Price4
Beds5,500
Sq.Ft.South of the highway, a stone's throw to Candy Kitchen, Round Swamp Farm, and the charms of Bridgehampton, a long driveway leads to a lushly landscaped 0.37 acre flag lot with a picturesque 4 bedroom shingled traditional home complete with heated, gunite pool and idyllic outdoor spaces. An outdoo...
$4,450,000
Price4
Beds3.5
Baths2,672
Sq.Ft.From a prominent perch on North Main Street overlooking East Hampton Village’s historic Hook Windmill and village green, the circa 1849 William Bennett house, beautifully renovated, expanded, and re-landscaped, is the centerpiece of an exceptionally private village compound that includes th...
$3,950,000
Price5
Beds3,600
Sq.Ft.Minutes from Bridgehampton’s famed barns, polo grounds, and the Hampton Classic, this beautifully maintained 5 bedroom home has all the amenities for the quintessential Hamptons summer including exceptional outdoor spaces with a heated, gunite pool, storybook rose garden, and a finished low...
$3,850,000
Price5
Beds6.5
Baths7,500
Sq.Ft.On a lane off Ocean Road near the iconic Beebe windmill, less than a half mile to Almond, Topping Rose House and the charms of Bridgehampton Main Street, this lovingly maintained south of the highway 4-bedroom Cape-style home rests on a lushly landscaped third of an acre overlooking a verdant 3-a...
$2,995,000
Price4
Beds3
Baths2,219
Sq.Ft.Minutes from the charms of East Hampton Village's Main Street and world renowned ocean beaches, this deep 1.02 acre buildable lot presents a rare opportunity to create a dream home near the village's fabled lanes. Exceptional nearby sold properties on the street encourage an investment in this pr...
$2,500,000
PriceIn the heart of East Hampton Village minutes from world class ocean beaches and the charms of Main Street, this updated 3 bedroom saltbox home offers bright, open living spaces with an eat-in kitchen and first floor primary bedroom suite. With the village at the doorstep, leave the car at home fo...
$1,595,000
Price3
Beds2
BathsMay $30,000; June $60,000; September $30,000 Featured in Hamptons Magazine, this immaculate, designer owned, 6-bedroom, white shingled traditional with heated, gunite pool, pool cabana, and al fresco dining deck features an open layout with bright, voluminous interiors. Located south of the highw...
$350,000/mo
Price6
Beds8
Baths7,000
Sq.Ft.Set in Sag Harbor Village's desirable Redwood Island neighborhood with water views, this 5 bedroom new construction of impeccable craftsmanship and style by artisan builder David Rimland features an open concept layout awash with natural light, finished lower level with gym and walkout terrace, h...
$150,000/mo
Price5
Beds6
BathsYear Round $300,000; MD-LD $275,000; June $65,000; July $95,000; August-LD $120,000 In a picturesque setting with magical sunsets on Noyack Creek overlooking Clam Island, this recently renovated modern 4 bedroom beach house offers a dock, heated, gunite pool, and exceptional outdoor spaces surrou...
$150,000/mo
Price4
Beds3.5
Baths3,500
Sq.Ft.July 1-15 $60,000; August 15-Labor Day: $80,000; August-LD $150,000 Offering stunning views across farmland to Mecox Bay and the Atlantic Ocean, this stylish 4 bedroom shingled traditional with a terraced bluestone patio, heated gunite pool and spa, and two car garage is located deep in Water Mil...
$150,000/mo
Price4
Beds4.5
Baths3,600
Sq.Ft.July - Labor Day: $250,000; July $100,000; August (LD) $135,000 Deep in Water Mill South, bordering Bridgehampton, around the corner from ocean beaches and award-winning farm stands, this designer owned traditional features voluminous and richly textured interiors that weave into sumptuous outdoo...
$135,000/mo
Price4
Beds3.5
Baths5,700
Sq.Ft.July $100,000; August-LD $115,000; July-LD $200,000; Year Round $325,000 Close to Sag Harbor in peaceful North Haven, this tasteful 6 bedroom, 6 bathroom newly constructed shingle-style home on two lush acres offers primary bedroom suites (one with fireplace) on the main and second level. Open fl...
$125,000/mo
Price6
Beds7
Baths5,100
Sq.Ft.August-LD $125,000; Two Weeks $50,000; May $30,000; June $50,000 A stone's throw from Sag Harbor's iconic Main Street and the village charms, this exceeding stylish 4 bedroom new construction with a heated, gunite pool and pool house is a first time rental offering. A tour de force of exceptional...
$125,000/mo
Price4
Beds4.5
Baths2,600
Sq.Ft.July $115,000; August-LD $125,000; July-LD - $225,000; Weekly - $30,000; Short Term August 21-LD $75,000Set in the revered Amagansett lanes a stone's throw to ocean beaches and town, this pristine 4 bedroom, 4.5 bath immaculately maintained, shingled traditional features an ...
$125,000/mo
Price4
Beds4.5
Baths4,400
Sq.Ft.MD-June: $100,000 This custom-designed, recently built home is set on a beautifully landscaped, flat one acre lot in Sag Harbor Village's Historic District. The property, one of the largest in the village, features a 50-foot pool with attached spa, a separate air conditioned pool house with a ful...
$100,000/mo
Price7
Beds6
Baths5,100
Sq.Ft.August-LD $100,000 In the heart of Sag Harbor Village with a coveted perch on Glover Street, this stylish and recently renovated compound includes a 3 bedroom main house circa 1872, 1 bedroom guest house studio, heated, gunite pool with infinity edge, vegetable garden, and fire pit area on a priv...
$100,000/mo
Price4
Beds4
Baths2,500
Sq.Ft.July $85,000; August (LD) $95,000 Set on a secluded and beautifully landscaped 2.18+/- acres in Sagaponack North, this exceedingly stylish and recently renovated 4 bedroom shingled traditional home has an easy indoor outflow from the screened porch to the heated, gunite pool and dreamy outdoor sp...
$95,000/mo
Price4
Beds3.5
Baths3,258
Sq.Ft.July-LD $170,000; July $75,000; August-LD $95,000 On a lushly landscaped and exceedingly generous 0.70 acre parcel in the heart of Sag Harbor Village, this recently renovated four bedroom transitional offers Main Street convenience without compromising on privacy and space. Sheltered by mature tr...
$95,000/mo
Price4
Beds6
Baths5,500
Sq.Ft.MD-June $95,000; September $50,000; 2 Weeks $45,000; Year Round $795,000 Set on a manicured 0.60+/- acre waterfront parcel on a secluded Bay Point peninsula with dramatic water views of Sag Harbor Village, this recently built and immaculately maintained, 6 bedroom, white shingle traditional, with...
$95,000/mo
Price6
Beds6.5
Baths6,500
Sq.Ft.June $35,000; August-LD $90,000; September $15,000 With sweeping views of Accabonac Harbor, this recently renovated 1960s Modernist style home, designed and decorated by Meyer Davis, offers impeccable style and enviable outdoor spaces in a simply magical setting. The sunny pool area off the kitch...
$90,000/mo
Price4
Beds4
Baths2,800
Sq.Ft.August-LD $85,000; July $70,000; July-LD $150,000 Perched on a waterfront shy acre with a private beach and commanding views of Three Mile Harbor, this stylishly renovated 5 bedroom modern home has an airy open floor plan, exceptional outdoor spaces, and distinctive touches of California coastal ...
$85,000/mo
Price5
Beds7
Baths5,271
Sq.Ft.August-LD $80,000 A beautifully renovated circa 1920s home, conveniently located on East Hampton Village's picturesque sycamore-lined lane. Remarkable eat in kitchen with marble counter top, walk in pantry, formal dining room, and the most elegant living room with fireplace. To complete this perf...
$80,000/mo
Price4
Beds4
Baths2,200
Sq.Ft.July $75,000 Conveniently located in Bridgehampton south on a gated 2 acres minutes from ocean beaches and a short ride to town, this airy 7 bedroom, 5 bath beach house features excellent indoor outdoor flow to the expansive rear deck overlooking the heated pool and lush grounds.
$75,000/mo
Price7
Beds6,000
Sq.Ft.Two Weeks $35,000; Full Month (June 27-July 26) $75,000 Minutes from East Hampton Village in the Hampton Waters Community on Three Mile Harbor, this exceedingly stylish 6 bedroom modern beach house offers a bright and airy open floor plan, sumptuous outdoor spaces, and a heated, gunite pool nestl...
$75,000/mo
Price6
Beds4.5
Baths4,500
Sq.Ft.July $55,000; August $65,000, Two Weeks $25,000 Minutes from the charms of Sag Harbor Village and sunsets at Long Beach, this stylish, 4 bedroom, shingled traditional style home is set on a secluded shy acre with a heated, gunite pool. Past the covered, wraparound front porch, the home opens on a...
$75,000/mo
Price4
Beds3.5
Baths4,264
Sq.Ft.July $45,000; August (LD) $60,000; September $25,000 Perched on a secluded 1.54 acres sheltered by mature landscaping, this exceedingly stylish, designer-finished four bedroom Cape has magical outdoor spaces set around a heated salt water pool. A shade garden with verdant ferns contains the outdo...
$60,000/mo
Price4
Beds3
Baths3,200
Sq.Ft.August-LD $55,000 Set in picturesque North Haven Manor, this stylishly updated 3 bedroom cedar shingled traditional style home features a heated pool and excellent community amenities including two picnic esplanades, a wetlands preserve, and a private park and tennis court. Through the sun dapple...
$55,000/mo
Price3
Beds2.5
Baths2,468
Sq.Ft.MD-LD $80,000 July $30,000 August-LD $40,000 Two Weeks (in season) $15,000 September/ June $15,000 Off-Season per month $6,000 Year Round $115,000 Perched on a secluded 1.6 acre property around the corner from Round Swamp Farm and minutes to East Hampton Village, this recently renovated 4 bedroom...
$35,000/mo
Price4
Beds1,600
Sq.Ft.August-LD $25,000; July $20,000; September $12,0000 Located in the center of Shelter Island a short distance from Sylvester Manor Farmstand, Whale’s Tail Mini Golf, shopping and dining, this newly built 2 bedroom cottage was designed and furnished by Heiberg Cummings. Inviting outdoor space...
$25,000/mo
Price2
Beds1,203
Sq.Ft.April $20,000; May $20,000; June $25,000; Year Round $375,000 Overlooking Havens Beach with a 450 foot path to Sag Harbor Bay and pristine, sandy beaches, this 3 bedroom Sag Harbor Village beach house has bright, voluminous interiors with French doors to the expansive al fresco dining deck...
$20,000/mo
Price3
Beds2.5
Baths3,408
Sq.Ft.August (LD) $20,000; October-May $5,000 per month Conveniently located in Sagaponack North convenient to destinations in East Hampton and Southampton, this charming 3 bedroom farmhouse with a wraparound porch is tucked away on a mostly cleared 0.55 acre parcel with room for a pool. An updated kit...
$20,000/mo
Price3
Beds2.5
Baths2,146
Sq.Ft.Two Weeks $30,000 A short ride from ocean beaches and Bridgehampton Main Street, this bright and beachy recently renovated 4 bedroom shingled traditional has a voluminous open floor plan with gourmet kitchen and outdoor spaces abound to enjoy the heated pool, al fresco dining, and community tenni...
$15,000/mo
Price4
Beds4
Baths2,400
Sq.Ft.$15,000 per month Set amongst the bucolic Berkshire foothills surrounding Lake Copake, this newly built and beautifully appointed 6 bedroom modern farmhouse style home offers exceptional indoor and outdoor living with an expansive covered porch, pergola, grill kitchen, and hot tub overlooking the...
$15,000/mo
Price6
Beds5.5
BathsIt’s laid back but no less beautiful than its counterparts, the cool kid of the Hamptons.
Read MoreBridgehampton is known for horse farms, auto racing, and the Bridgehampton loam.
Read MoreEast Hampton's Main Street and tree-lined lanes are dotted with preserved homes spanning several eras and styles.
Read MoreMontauk enjoys unsurpassed ocean vistas and a natural serenity set amongst a vibrant town.
Read MoreThe most expensive zip code, combination of farm field vistas and beach vibes.
Read MoreSag Harbor is pure classic, it has the quaint, good ol' main street vibe down pat.
Read MoreShelter Island has the slow pace and unmistakable historic charm of a bygone era.
Read MoreThe Southampton's estate section is matched with equally renown beaches.
Read MoreMinutes from East Hampton Village, soak in the history of Springs at the Pollack-Krasner House.
Read MoreA beachy throwback where original farmhouses, dot Wainscott Main Street.
Read MoreWater Mill has possibly the most geographical diversity of any Hamptons hamlet.
Read MoreBrowse my notable press mentions below.
The Agency, The global boutique real estate brokerage that debuted its Hamptons office in Bridgehampton last August led by Dana Trotter and Tyler W...
read moreWe can’t get enough of The Hamptons! We’re proud to debut our new office in East Hampton. Led by Managing Directors, Rylan Jacka and Randi Ball, Th...
read moreTyler Whitman and Dana Trotter have pulled two more veteran agents over to their Hamptons franchise. Their pitch? No clawback. The Agency’s Hampton...
read moreDana's portfolio includes high-end residential sales and rentals as well as investment and land opportunities. She has successfully negotiated hundreds of property contracts and continues to work vigorously for buyers and sellers alike.
Let's Connect