Vineyard Haven, MA

Homes For Sale Under $2M in Vineyard Haven

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Search homes currently for sale under $2M in Vineyard Haven, Massachusetts. Get in touch with Grace Hagerty Real Estate for more details on any listing or to set up a showing. Be sure to register for a free account to save properties you're considering and get notified when similar listings become available.

Price High to Low
398 Main Street Vineyard Haven MA 02568

$2,000,000

Vineyard Haven, MA

Downtown

398 Main Street

  • 4 Beds
  • 6 Baths
  • 0.241 Acres
  • 2,972 SqFt
  • 76 Days on Market
MLS#: LMV44460
Active Under Contract

$1,999,000

Vineyard Haven, MA

West Chop

5 Pine Tree Lane

  • 4 Beds
  • 3 Baths
  • 0.179 Acres
  • 2,730 SqFt
  • 475 Days on Market
MLS#: LMV43291

$1,975,000

Vineyard Haven, MA

Downtown

33 Lagoon Pond Road

  • 3 Beds
  • 3 Baths
  • 0.13 Acres
  • 1,680 SqFt
  • 337 Days on Market
MLS#: LMV43812

$1,975,000

Vineyard Haven, MA

Central

81 Leland Avenue

  • 3 Beds
  • 3 Baths
  • 0.56 Acres
  • 1,902 SqFt
  • 178 Days on Market
MLS#: LMV44184

$1,895,000

Vineyard Haven, MA

Lagoon

129 Beach Road

  • 3 Beds
  • 2 Baths
  • 0.27 Acres
  • 2,462 SqFt
  • 32 Days on Market
MLS#: LMV44668
New Listing

$1,800,000

Vineyard Haven, MA

West Chop

528 Main Street

  • 4 Beds
  • 4 Baths
  • 0.57 Acres
  • 2,670 SqFt
  • 22 Days on Market
MLS#: LMV44816
Pending

$1,770,000

Vineyard Haven, MA

Central

37 Old Hedge Row

  • 4 Beds
  • 3 Baths
  • 0.26 Acres
  • 2,329 SqFt
  • 71 Days on Market
MLS#: LMV44612

$1,625,000

Vineyard Haven, MA

Downtown

26 Union Court, Unit 7

  • 2 Beds
  • 3 Baths
  • 1,532 SqFt
  • 150 Days on Market
MLS#: LMV44294

$1,595,000

Vineyard Haven, MA

Central

22 Old Lighthouse Road

  • 5 Beds
  • 3 Baths
  • 0.336 Acres
  • 1,810 SqFt
  • 311 Days on Market
MLS#: LMV43800

$1,495,000

Vineyard Haven, MA

South

110 Clover Hill Drive

  • 3 Beds
  • 4 Baths
  • 0.52 Acres
  • 3,072 SqFt
  • 158 Days on Market
MLS#: LMV44254

$1,488,000

Vineyard Haven, MA

Tashmoo

39 Ferro Way

  • 5 Beds
  • 4 Baths
  • 0.36 Acres
  • 2,884 SqFt
  • 119 Days on Market
MLS#: LMV44398

$1,450,000

Vineyard Haven, MA

Central

21 West Spring Street

  • 4 Beds
  • 3 Baths
  • 0.576 Acres
  • 1,270 SqFt
  • 47 Days on Market
MLS#: LMV44737

Vineyard Haven MA Homes Under $2M

Vineyard Haven homes under $2 million can include classic Island cottages, updated single-family homes, and properties with a mix of village and residential settings. Around the center of town, homes are close to shops, restaurants, the ferry, and waterfront areas, while properties farther from Main Street can offer larger yards and a quieter setting.

Based on information submitted to LINKMV as of September 3, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.