See other homes in:
Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

58 Startop Dr, Montauk, NY, 11954

6beds
7baths
5,000sqft
$8,450,000
$1,690price/sqft
$57,837/moest. monthly cost
$2,313,480/yrincome needed

About This Home

Perched on a 1.3-acre hilltop adjoining a 2-acre Peconic Land Trust preserve, this shingled Montauk carriage-style home offers sweeping lake, ocean, harbor, and sunset views in a private resort-like setting. Designed for seamless indoor-outdoor living, the residence centers around a heated 20 x 40 lakeview gunite pool, stone-covered porches, and broad, manicured lawns. A dramatic two-story living room with a beach stone fireplace anchors the main level, flooded with natural light and flowing into a formal dining area and a gourmet kitchen with a breakfast nook. The first-floor primary suite features his-and-hers closets, a spacious bath, and direct access to the pool terrace, creating a true retreat. A separate main-level guest wing, with its own entrance and direct access to the pool and lawn, offers excellent privacy for visitors or extended stays. Upstairs, a junior suite includes a waterview sitting room, private deck, and bath. Two additional guest bedrooms, a full bath, and a media/study room complete the second floor, providing flexible space for work or relaxation. Carlyle Pine flooring throughout enhances the home's refined yet relaxed coastal character. The fully finished lower level, with 10-foot ceilings, expands the living space significantly and includes a wet bar, theater, bedroom, office, gym, and 1.5 baths, ideal for entertaining, fitness, and remote work. A two-car garage and mature landscaping round out this thoughtfully planned property. Combining elevated views, substantial acreage, and a versatile floor plan, this Montauk estate delivers a rare blend of luxury, comfort, and privacy in a highly desirable East End location.

Getting Around

3
WalkingCar-Dependent
0
TransitVery Limited Transit
5
BikeSomewhat Bikeable

Schools

7/10
Montauk SchoolGrades PK-83.3 mi

Construction

Condition

  • Year built: 2007

Type & Style

  • Home type: SingleFamily
  • Property subType: Single Family Residence

Interior

Basement

  • Basement: No

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 7
  • Full bathrooms: 5
  • 1/2 bathrooms: 2

Cooling

  • Cooling features: Central Air

Features

  • Fireplace: Yes

Interior Area

  • Total structure area: 5,000
  • Total interior livable area: 5,000 sqft

Property

Details

  • Parcel number: 0300013000200039008

Features

  • Stories: 2
  • Private pool: Yes
  • Pool features: Heated
  • Has spa: Yes
  • Spa features: Heated

Lot

  • Lot size: 1.30 Acres

Parking

  • Parking features: GarageAttached
  • Has garage: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Coastal Flooding
    Coastal FloodingModerate
  • Hurricane
    HurricaneModerate
  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Coastal Flooding
Hurricane
Winter Weather
Tsunami

FEMA Declared Disasters in Suffolk County and New York

Flood
Severe Storm
Snowstorm
Straight Line Winds
Tropical Storm
Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $42,727$512,724
Home Insurance *$2,877$34,524
Property Taxes $11,407$136,884
Electricity $826$9,915
Total$57,837$694,044
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$1,982,982/yr
40% on housing$1,735,110/yr
45% on housing$1,542,320/yr

New York FAIR Plan Programs

New York Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 20,669Commercial: 1,556
Total Premiums$32.27M
Total Exposure$7.63B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 4.6%
4.6%
0%30.0%
Electricity Growth Rate10-year average: 7.1%
7.1%
0%15.0%
Property Taxes Growth Rate2-year average: 1.0%
1.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$1,690This listing

vs Other Active Listings

Avg $/sqft

ZIP 11954$1,492
Suffolk County$723

vs Homes Sold Last Month

Median $/sqft

ZIP 11954$870
Suffolk County$412

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-25Price change$8,450,000
2026-05-21Listed for sale$8,950,000
2012-11-28Sold$1,000,000
2012-08-20Price change$3,975,000
2012-07-13Price change$4,295,000
2012-03-25Price change$4,500,000
2011-06-04Listed for sale$4,850,000
1999-05-25Sold$235,000

For Sale by Agent

AgentPeter Moore - Associate Real Estate Broker
BrokerageCorcoran Group

Similar Homes