A Roebling Team guide · By Corey Cohen, Principal of The Roebling Team at Compass · 2026

Buying in the Hamptons in 2026 means navigating a market structurally different from Manhattan even though it operates under the same NY State framework. Six towns spanning the South Fork and parts of the North Fork, the Peconic Bay CPF as the dominant buyer-side line item (2-2.5%, town-specific), the NY mansion tax at a flat 1% (not Manhattan's tiered 1.25-3.9%), a 2026 contractor and permit reality that meaningfully affects post-close economics, and a seasonal listing cycle materially more pronounced than Manhattan's year-round market.

This guide is the framework for Manhattan-trained HNW buyers approaching the Hamptons. The mechanics are different from Manhattan in ways that catch first-time buyers off guard, and they're different from Palm Beach / Nantucket / Aspen in ways that warrant their own playbook.


The geographic structure — six towns

The Hamptons isn't a single market. It's six towns plus Shelter Island, each with distinct social, geographic, and pricing characteristics.

The South Fork (the traditional Hamptons)

East Hampton (the town, not just the village) covers the eastern tip including Sagaponack, Wainscott, Amagansett, Springs, and Montauk. Sagaponack and the East Hampton Village proper are the trophy zones — $20M-$100M for direct oceanfront, $5M-$25M for substantial estates set back from the ocean. Amagansett is the more residential and less social neighbor; Montauk is the working-class historical anchor that's gentrifying rapidly.

Southampton (the town) is larger and more varied — covers Bridgehampton, Water Mill, Sag Harbor, the village of Southampton, Westhampton, and Quogue. Bridgehampton has emerged as arguably the most consequential Hamptons sub-market over the past 15 years — large lots, ocean access, and a growing food/social scene. Sag Harbor (technically in both East Hampton and Southampton towns) is the walkable historic village anchor, beloved by writers, artists, and design-set buyers.

The defining geographic split on the South Fork is south of the highway vs north of the highway — Sunrise Highway (Route 27) splits each town socially and economically. South-of-the-highway parcels carry premium per-square-foot pricing and the traditional trophy demographic; north-of-the-highway is more residential and lower per-square-foot.

Shelter Island

Its own town between the forks, accessible only by ferry. Smaller, quieter, less social — appeals to buyers who actively don't want the South Fork's intensity. Trophy inventory exists but is rarer than on the South Fork.

The North Fork

Southold covers Greenport, Cutchogue, Mattituck, Orient. Wine country (Long Island AVA, 40+ vineyards), working harbors, materially lower price per square foot than the South Fork. Riverhead is the western North Fork gateway, more agricultural and lower-density.

The North Fork has different buyer demographics — younger HNW, design / creative class, families looking for less social pressure than the South Fork. Same Peconic Bay CPF framework but at the lower 2.5% / $250K exemption (Southold) or 2.0% / $250K exemption (Riverhead).


The Peconic Bay CPF — the defining buyer cost

The Peconic Bay Community Preservation Fund (Town Law §64-e) is the dominant buyer-side line item in any Hamptons transaction. Buyer-paid at closing, funds the towns' land preservation programs. Rates vary by town:

Town Rate Exemption
East Hampton 2.5% $400,000
Southampton 2.5% $400,000
Shelter Island 2.5% $400,000
Southold 2.5% $250,000
Riverhead 2.0% $250,000

On a $5M Bridgehampton (Southampton) purchase: 2.5% × ($5M − $400K) = $115,000. On a $10M East Hampton purchase: $240,000. On a $20M Sagaponack estate: $490,000. These are real money even at the HNW tier, and they're the single largest line item in the buyer-side closing.

Exemption mechanics — verify with attorney

The exemption rules have town-specific complexity. Some towns have phase-out provisions at higher price tiers; others have carve-outs for primary-residence buyers, certain family transfers, and specific transaction structures. The rule of thumb on this guide is: for purchases above $2M, don't assume the basic exemption applies without attorney confirmation. The structuring conversation can save the full $10K (the basic exemption's value) on a qualifying portion, but the rules are property- and use-case-specific.

Run the Hamptons buyer calculator → to model the CPF math on your specific scenario.


NY mansion tax — flat 1% outside NYC

Manhattan-trained buyers know the mansion tax cliff structure (1% at $1M up to 3.9% at $25M+). Critically, the tiered Manhattan cliffs only apply within NYC. The Hamptons (and all of NY State outside the five boroughs) pays a flat 1% NY State mansion tax on residential transfers ≥ $1M per NY Tax Law §1402-a.

The savings vs Manhattan are meaningful at trophy tiers:

  • $5M purchase: $50K (flat 1%) vs $112,500 in Manhattan (2.25%)
  • $10M purchase: $100K vs $325K (3.25%)
  • $20M purchase: $200K vs $750K (3.75%)

For trophy Hamptons buyers, this single delta vs Manhattan can be $200K-$500K+. Combined with the lower seller-side stack (no NYC RPTT), the Hamptons-vs-Manhattan transactional math runs materially cheaper at every tier.


Suffolk County mortgage recording tax — lower than NYC

For financed buyers, Suffolk County's mortgage recording tax is 1.05% (buyer share) on mortgages above $500K — vs NYC's 1.925% on condo loans above the same threshold. On a $4M Hamptons mortgage, that's $42K in Suffolk MRT vs $77K in NYC. A meaningful but secondary delta.


The 2026 construction and permit reality

The contractor shortage in the Hamptons is acute and has worsened materially through 2024-2025. The two structural issues:

Permit timelines. Most South Fork towns now operate with permit review backlogs of 6-18 months. Variance applications can stretch longer. For buyers planning to renovate or build new on raw land, this materially affects the post-purchase timeline — and the holding cost during the permit/build period.

Tradesperson shortage. Affordable housing pressure has pushed many trades workers out of the Hamptons. Reliable framers, finish carpenters, electricians, and HVAC techs are increasingly hard to retain. Construction costs are 30-50% higher than mainland equivalents.

The implication for buyers: turnkey inventory carries a meaningful premium over comparable build-to-suit alternatives in 2026. Many sophisticated buyers now actively avoid build projects and pay 15-25% premium for finished inventory rather than incur the permit + construction risk. Spec-builder inventory (where a developer builds and lists finished) has expanded to meet this demand at the $5M-$15M tier.

For buyers committed to a build or substantial renovation: engage a project manager + architect + general contractor team before contract. The diligence should include an honest assessment of the permit process from your specific lot's perspective.


Seasonality on the market

Unlike Manhattan's year-round market, Hamptons listing activity is intensely seasonal:

  • November-February: Inventory expands as the off-season opens. Buyers shop without summer pressure. The best leverage for buyers is typically Q1.
  • March-May: Active listings hit the highest count of the year as sellers prep for summer. Buyers should be working in earnest by mid-March if targeting summer occupancy.
  • June-August: Active listing inventory tightens; deals close more slowly because everyone is in residence and decision-making is split across multiple priorities. Sellers often pull listings during this window expecting to relist in September if no offer materializes.
  • September-October: Post-Labor Day is a critical sell window — sellers who didn't transact during the summer push to close before year-end. Buyer leverage rebounds.

For HNW buyers targeting next summer's occupancy, start the search by November. By Q2 the inventory turnover is too compressed to find the right property and negotiate aggressively.


Property tax structure

Suffolk County property tax rates vary materially by town. Approximate effective rates on assessed value (2024-2025 millage):

  • East Hampton: 0.4-0.6% effective
  • Southampton: 0.5-0.7% effective
  • Shelter Island: 0.4-0.5% effective
  • Southold: 0.5-0.7% effective

Assessed values typically run 50-70% of market value (varies by reassessment cycle). On a $10M market-value East Hampton estate with $6M assessed value at 0.5% effective rate, that's $30K/year in property tax — meaningfully lower than the comparable Manhattan condo's $50K-$80K/year of real estate tax + maintenance.

The structural advantage favors Hamptons properties over a 10+ year hold even before factoring closing-cost differentials.


Sub-market selection framework

The framework I work through with Hamptons buyers:

Sagaponack (East Hampton town) — Trophy direct-ocean estate inventory. $30M-$200M. Buyer profile: established HNW, multi-generational wealth, finance/PE/family-office. Very low turnover.

Bridgehampton (Southampton town) — The defining 21st-century Hamptons social and culinary anchor. South-of-the-highway carries trophy oceanfront premium; north-of-the-highway is residential and more accessible. $5M-$50M.

East Hampton Village — Traditional social anchor with walkable historic village. Smaller-footprint trophy inventory. $5M-$30M.

Sag Harbor — Walkable historic village beloved by writers, artists, and creative-class buyers. Materially different vibe than the trophy estate towns. $2M-$20M.

Amagansett / Wainscott — Less social, more privacy, smaller velocity than the trophy zones. $3M-$30M.

Montauk — The eastern frontier. Working-class historical character meeting recent HNW gentrification. Surf scene, lighthouse, lesser social density. $2M-$25M.

Westhampton / Quogue — The closest Hamptons towns to Manhattan (about an hour faster than East Hampton). Strong family/private-school infrastructure. $2M-$15M.

Shelter Island — Ferry access only. Smaller and quieter. $2M-$25M. For buyers who want Hamptons-quality summer infrastructure without the South Fork's intensity.

The North Fork (Southold / Riverhead) — Wine country, lower per-square-foot, growing creative-class demographic. Greenport is the urban anchor. $1M-$10M for HNW inventory.


Next steps for a Hamptons buyer

  1. Confirm sub-market fit before touring. The towns are different enough that "looking in the Hamptons" without sub-market specificity wastes time. The framework above narrows the search.

  2. Run the closing-cost math. Hamptons buyer calculator — model your town, price, and down payment. The CPF math is town-specific.

  3. Get attorney guidance on CPF exemption applicability. For purchases above $2M, the exemption mechanics are property-specific. Save Our Homes-style residency requirements may apply for certain qualifying transfers. The conversation can save $10K-$50K on the qualifying portion.

  4. Plan the build/renovation reality. If the property requires work, engage architect + contractor + project manager before contract. 2026 permit and construction timelines materially affect post-close economics.

  5. Compare against Nantucket / MV if the MA islands are also under consideration. Manhattan vs Palm Beach and the Nantucket hub cover those mechanics.

  6. Schedule a consultation — sub-market selection + CPF exemption review + construction reality discussion is the conversation that meaningfully shifts a Hamptons purchase strategy.


Have specific questions about your Hamptons purchase? Email c.cohen@compass.com or schedule a 30-minute consultation.

FAQ

Frequently asked questions.

How do the Hamptons towns differ for buyers?

Six towns spanning the South Fork: East Hampton (Sagaponack, Wainscott, Amagansett, Springs, Montauk), Southampton (Bridge- hampton, Water Mill, Sag Harbor, Westhampton, Quogue), Shelter Island (its own town between the forks), plus Southold and Riverhead on the North Fork. Each town has its own Peconic Bay CPF rate and exemption ($400K in East Hampton/Southampton/ Shelter Island; $250K in Southold; Riverhead at 2% rate with $250K). The South Fork is the trophy zone; the North Fork is lower-priced agricultural and wine country.

What does the Peconic Bay CPF actually cost on a $5M Hamptons purchase?

In East Hampton or Southampton: 2.5% × ($5M − $400K exemption) = $115,000 buyer-paid at closing. On a $10M East Hampton purchase, $240,000. The CPF is the dominant buyer-side line item. Exemption phase-outs may apply at higher prices in some towns — verify with attorney for purchases above $2M.

Are the Hamptons mansion tax cliffs different from Manhattan?

Yes. Hamptons purchases above $1M pay a flat 1% NY State mansion tax (NY Tax Law §1402-a). The Manhattan-specific 1.25%-3.9% tiered cliffs don't apply outside NYC. On a $20M Hamptons purchase, mansion tax is $200K; on the same dollar in Manhattan, it's $750K. The savings widen meaningfully at trophy price tiers.

What's the difference between north and south of the highway in the Hamptons?

Sunrise Highway (Route 27) splits the South Fork into a socially and economically distinct north and south. "South of the highway" is the traditional trophy zone — ocean access, higher density of HNW inventory, premium per-square-foot pricing. "North of the highway" is more residential / less social — generally lower per-square-foot but with growing premium for properties near Sag Harbor or in distinctive enclaves like East Hampton North.

How does the Hamptons construction reality affect a buyer?

The contractor and tradesperson shortage in the Hamptons is acute and getting worse. Permit timelines stretched 6-18 months in 2024-2025. For buyers planning to renovate or build new, this materially affects the year-2 and year-3 carrying cost picture. Many buyers now prefer turnkey inventory over build-to-suit specifically for this reason.

Specific situation? Let's talk.

This guide is the framework. Every transaction has variables that need a specific playbook — building, board, timing, financial structure. A 30-minute consultation gets you the playbook for yours.

Corey Cohen
Corey Cohen
Principal · The Roebling Team at Compass
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