"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..."
Perched on 4.2 oceanfront acres high on a bluff with a private staircase to over 1000 feet of frontage on one of the best surf breaks in Montauk, Cottage Point, built by the iconic Francis Fleetwood in the legendary style of McKim, Mead, and White, is surrounded by reserve for unobstructed views ...
$39,950,000
Price6
Beds6
Baths6,000
Sq.Ft.
On a coveted south of the highway lane in Water Mill overlooking reserve, a short distance from world class ocean beaches and several of the finest farm stands in the Hamptons, this newly constructed 8-bedroom, 12-bath (3 partial) shingled transitional by the eminent Michael Frank Building featur...
$13,995,000
Price8
Beds10,185
Sq.Ft.
Nestled on a secluded and gated 7+/- acres in Amagansett, less than a mile to Albert’s Landing beach and Devon Yacht Club, Hidden Dunes is a 7 bedroom world class architectural gem by the notable and uniquely gifted builder, Lindy Woolcott, of HRH Design Group. Every room and outdoor space ...
$13,900,000
Price7
Beds8
Baths11,200
Sq.Ft.
South of the highway near Beach Lane and the Atlantic Ocean on Georgica Pond, the fabled 5.3-acre estate, Goose Creek, known for its deep roster of celebrity patrons including Madonna, Jennifer Lopez, and Billy Joel, features a stunning 7-bedroom main house, beautifully renovated in 2023, a heate...
$12,900,000
Price7
Beds8
Baths5,400
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...
$10,295,000
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...
$8,575,000
Price2
Beds
Offered for sale with plans and permits in place by award-winning local architect James Merrell of Merrell Soule Architects for a potential occupancy by the summer of 2026, this secluded 3.7 acre parcel is set on a flag lot and overlooks a beautiful reserve with freshwater ponds and accommodates ...
$6,500,000
Price
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, pool house, and magical outdoor spaces is a an exceptionally designed and turnkey offering for sale. A tour de force of beautifully executed a...
$4,995,000
Price4
Beds4.5
Baths2,600
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.
Near the famed lanes of East Hampton Village, minutes from the iconic Main Street and world class ocean beaches, this charming 4 bedroom expanded Cape was beautifully renovated by Lindy Woolcott, of HRH Design Group, and features a heated, salt water pool with waterfall and detached two-car garag...
$4,250,000
Price4
Beds3,970
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...
$3,750,000
Price5
Beds6.5
Baths7,500
Sq.Ft.
Sheltered on two sides by a conservation reserve, this charming 3-bedroom traditional in the heart of Sag Harbor Village has all the conveniences of village living with the benefit of remarkably rare privacy. Preserving the original front façade dating to 1890, the home was completely rebu...
$2,650,000
Price3
Beds2,231
Sq.Ft.
July-LD $300,000; July $145,000; August-LD $165,000; September $30,000; Off-Season $18,000 per month 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 ...
$350,000/mo
Price6
Beds8
Baths7,000
Sq.Ft.
July-LD $275,000; July $140,000; August-LD $165,000; Year Round $395,000; MD-LD $325,0000; Off-Season $165,000; Two Weeks $30,000 In the heart of Bridgehampton horse country, with magical sunset vistas across 20+/- acres of reserve, polo fields, and the Atlantic Golf Club, this beautifully renova...
$195,000/mo
Price6
Beds12,000
Sq.Ft.
July $155,000; August-LD $165,000; July-LD $330,000 Offering complete privacy in Bridgehampton north, minutes from ocean beaches, equestrian or golf pursuits, and shopping and dining on Main Street, this immaculate 6-bedroom shingled traditional sits on a peacefully secluded acre with a heated, g...
$165,000/mo
Price6
Beds8
Baths6,180
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
Baths
Year 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 $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.
June $50,000; July $85,000; August-LD $95,000; MD-LD $230,000; Year Round $300,000 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 leve...
$95,000/mo
Price6
Beds7
Baths5,100
Sq.Ft.
July $95,000; August (LD) $100,000 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 s...
$95,000/mo
Price4
Beds3.5
Baths3,258
Sq.Ft.
MD-June $75,000; 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.
MD-LD $175,000; July-LD $150,000; June $45,000; July $75,000; August-LD $90,000 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 ...
$90,000/mo
Price4
Beds4
Baths2,800
Sq.Ft.
MD-LD $180,000; MD-July $95,000; July $80,000; August-LD $85,000; Off-Season Monthly November-April $9,000 Located in Sag Harbor Village’s desirable Redwood Island neighborhood with with water views and easy convenience to village charms, this bright and beachy 5-bedroom shingled traditiona...
$85,000/mo
Price5
Beds5
Baths3,616
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 $50,000; August-LD $55,000 Convenient to scenic Three Mile Harbor and East Hampton marinas, this stylishly renovated 3-bedroom saltbox style home rests on a beautifully landscaped 1.4 acres with dreamy outdoor spaces and a heated, gunite, salt water pool, peacefully secluded on a flag lot. T...
$55,000/mo
Price3
Beds3
Baths2,800
Sq.Ft.
August (LD) $55,000; July $45,000 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 outdoor grill kitchen in...
$55,000/mo
Price4
Beds3
Baths3,200
Sq.Ft.
Thanksgiving Week '24 $8,000; July $50,000 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 cour...
$50,000/mo
Price3
Beds2.5
Baths2,468
Sq.Ft.
Winter (December to March) $25,000 per month; April $35,000; May $45,000 per month; June $50,000; July (2 weeks) $45,000; August (2 weeks) $50,000 Overlooking 90 acres of polo grounds in Bridgehampton's horse country, this recently renovated and airy 4 bedroom shingled traditional with a heated g...
$50,000/mo
Price4
Beds3,000
Sq.Ft.
August-LD $30,000; July-LD $50,000; 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 midce...
$30,000/mo
Price4
Beds1,600
Sq.Ft.
June $30,000; July $30,000; August-LD $30,000; September $30,000 Available to rent for asparagus and tomato season and nestled on Sagaponack Main Street's historic Foster Farm, this stylishly renovated 4 bedroom farmhouse is barely a mile from Sagg Main Beach and the Atlantic Ocean.
$30,000/mo
Price4
Beds
November 15-30 $3,500; December $8,000; January $5,000; February $5,000; March $5,000; April $8,000, July $29,000; August-LD $33,000 South of the highway on tree-laden Bridge Lane, minutes from the ocean and Sagg Bridge, from which Bridgehampton derives its name, this 4-bedroom traditional offers...
$29,000/mo
Price4
Beds
Available December-April $25,000 Monthly; $8500 Weekly 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...
$25,000/mo
Price6
Beds5.5
Baths5,500
Sq.Ft.
MD-LD $50,000; July-LD $40,000; August-LD $25,000; July $20,000; June $15,000; September $10,0000 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 furnish...
$25,000/mo
Price2
Beds1,203
Sq.Ft.
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 and waterside,...
$20,000/mo
Price3
Beds2.5
Baths3,408
Sq.Ft.
Last Two Weeks of August-LD $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, a...
$15,000/mo
Price4
Beds4
Baths2,400
Sq.Ft.
September $15,000; October $15,000; November $10,000; December $10,000; January $10,000; February $10,000; March $10,000; April $10,000; May $25,000; MD-June $60,000 Set on an exceptionally deep and private half acre south of the highway in Water Mill, this 6 bedroom shingle-clad traditional with...
$15,000/mo
Price6
Beds7
Baths4,725
Sq.Ft.
August (LD) $15,000; September-April $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...
$15,000/mo
Price3
Beds2.5
Baths2,146
Sq.Ft.It’s laid back but no less beautiful than its counterparts, the cool kid of the Hamptons.
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Bridgehampton is known for horse farms, auto racing, and the Bridgehampton loam.
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East Hampton's Main Street and tree-lined lanes are dotted with preserved homes spanning several eras and styles.
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Montauk enjoys unsurpassed ocean vistas and a natural serenity set amongst a vibrant town.
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The most expensive zip code, combination of farm field vistas and beach vibes.
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Sag Harbor is pure classic, it has the quaint, good ol' main street vibe down pat.
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Shelter Island has the slow pace and unmistakable historic charm of a bygone era.
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The Southampton's estate section is matched with equally renown beaches.
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Minutes from East Hampton Village, soak in the history of Springs at the Pollack-Krasner House.
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A beachy throwback where original farmhouses, dot Wainscott Main Street.
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Water Mill has possibly the most geographical diversity of any Hamptons hamlet.
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Browse my notable press mentions below.
The Agency’s most recent ShaRE virtual event featured a dynamic conversation about recent industry shifts, including the Clear Cooperation Policy a...
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Dana Trotter ranked #1 in Bridgehampton, New York; The Agency is proud to announce that over 150 of our top agents and teams have been recognized i...
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As interest in equestrian activities continues to rise, so does the demand for properties that cater to this lifestyle. Whether it’s the serene exp...
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.
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