Vineyard Haven, MA

Homes For Sale Under $5M in Vineyard Haven

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See homes currently for sale under $5M in Vineyard Haven, Massachusetts. Contact Grace Hagerty Real Estate to find out more about a listing or to schedule a showing. Register for an account to save your favorites and stay updated when new similar properties become available.

Price High to Low
16 Frog Hollow Vineyard Haven MA 02568

$4,695,000

Vineyard Haven, MA

Downtown

16 Frog Hollow

  • 3 Beds
  • 2 Baths
  • 0.69 Acres
  • 1,716 SqFt
  • 279 Days on Market
MLS#: LMV43954

$4,050,000

Vineyard Haven, MA

Lagoon

95 Hines Point Road

  • 3 Beds
  • 4 Baths
  • 0.7 Acres
  • 2,606 SqFt
  • 197 Days on Market
MLS#: LMV44144
Pending

$3,999,999

Vineyard Haven, MA

Lagoon

94 Weaver Lane

  • 4 Beds
  • 3 Baths
  • 2.25 Acres
  • 2,715 SqFt
  • 196 Days on Market
MLS#: LMV44191
Pending

$3,499,000

Vineyard Haven, MA

35 Mt Aldworth Road

  • 5 Beds
  • 5 Baths
  • 0.349 Acres
  • 3,800 SqFt
  • 295 Days on Market
MLS#: LMV43974

$3,495,000

Vineyard Haven, MA

Lambert's Cove

30 Water Gate Road

  • 5 Beds
  • 5 Baths
  • 2 Acres
  • 4,816 SqFt
  • 126 Days on Market
MLS#: LMV44248

$3,295,000

Vineyard Haven, MA

Downtown

29 & 33 Lagoon Pond Road

  • 5 Beds
  • 4 Baths
  • 0.28 Acres
  • 2,330 SqFt
  • 85 Days on Market
MLS#: LMV44734
Pending

$3,200,000

Vineyard Haven, MA

Downtown

70 Spring Street And William St. Lot

  • 4 Beds
  • 4 Baths
  • 0.895 Acres
  • 3,274 SqFt
  • 734 Days on Market
MLS#: LMV42618

$2,995,000

Vineyard Haven, MA

Lagoon

36 Hines Point Road

  • 3 Beds
  • 1 Bath
  • 0.379 Acres
  • 973 SqFt
  • 61 Days on Market
MLS#: LMV44589

$2,925,000

Vineyard Haven, MA

21 Davis Street

  • 5 Beds
  • 4 Baths
  • 0 Acres
  • 3,704 SqFt
  • 204 Days on Market
MLS#: LMV44210

$2,895,000

Vineyard Haven, MA

Downtown

27 Spring Street

  • 5 Beds
  • 4 Baths
  • 0.159 Acres
  • 2,300 SqFt
  • 148 Days on Market
MLS#: LMV44279

$2,695,000

Vineyard Haven, MA

Lagoon

187 Lagoon Pond Road

  • 5 Beds
  • 2 Baths
  • 1.5 Acre
  • 2,386 SqFt
  • 372 Days on Market
MLS#: LMV43834

$2,695,000

Vineyard Haven, MA

Downtown

124 Main Street

  • 5 Beds
  • 4 Baths
  • 0.196 Acres
  • 2,374 SqFt
  • 70 Days on Market
MLS#: LMV44806

Vineyard Haven MA Homes Under $5M

Homes under $5 million in Vineyard Haven include a broad mix of classic Martha’s Vineyard architecture, renovated properties, and more contemporary residences. Locations range from village streets near shops, restaurants, and the ferry to larger properties farther from the center, where homes may have more privacy, outdoor space, or water views.

Based on information submitted to LINKMV as of October 15, 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.