West Tisbury, MA 02575 99 Oak Lane

99 Oak Lane West Tisbury, MA - Image 199 Oak Lane West Tisbury, MA - Image 299 Oak Lane West Tisbury, MA - Image 3
25 more
99 Oak Lane West Tisbury, MA - Image 499 Oak Lane West Tisbury, MA - Image 599 Oak Lane West Tisbury, MA - Image 699 Oak Lane West Tisbury, MA - Image 799 Oak Lane West Tisbury, MA - Image 899 Oak Lane West Tisbury, MA - Image 999 Oak Lane West Tisbury, MA - Image 1099 Oak Lane West Tisbury, MA - Image 1199 Oak Lane West Tisbury, MA - Image 1299 Oak Lane West Tisbury, MA - Image 1399 Oak Lane West Tisbury, MA - Image 1499 Oak Lane West Tisbury, MA - Image 1599 Oak Lane West Tisbury, MA - Image 1699 Oak Lane West Tisbury, MA - Image 1799 Oak Lane West Tisbury, MA - Image 1899 Oak Lane West Tisbury, MA - Image 1999 Oak Lane West Tisbury, MA - Image 2099 Oak Lane West Tisbury, MA - Image 2199 Oak Lane West Tisbury, MA - Image 2299 Oak Lane West Tisbury, MA - Image 2399 Oak Lane West Tisbury, MA - Image 2499 Oak Lane West Tisbury, MA - Image 2599 Oak Lane West Tisbury, MA - Image 2699 Oak Lane West Tisbury, MA - Image 2799 Oak Lane West Tisbury, MA - Image 2899 Oak Lane West Tisbury, MA - Image 29
Presented By: Rose Ryley with Wallace & Co. Sotheby's -
  • MLS# 44818
  • 08/17/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Baths • 3
  • SQFT • 3,771

Home Details

This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up and down Island destinations. Future expansion to 12 bedrooms is possible with a septic upgrade, although the current system meets all regulations. Enjoy effortless access to Lambert’s Cove Beach, 7a Foods, North Tisbury Farm, State Road Restaurant, and all the iconic West Tisbury landmarks.
Presented By: Rose Ryley with Wallace & Co. Sotheby's -

Interior Features for 99 Oak Lane

Bedrooms

Main Level Bedrooms2
Total Bedrooms4

Bathrooms

Half Baths

Other Interior Features

BasementYes - Full basements in both the Main House and Guest Studio
Fireplace FeaturesYes - in Studio
Fireplace Y/NNo
FlooringWood
Furnished Y/NUnfurnished
Interior AmenitiesA, AC, Ins, Irr, OSh, Floor 1: See plans, Floor 2: See plans

General for 99 Oak Lane

AppliancesStove: Bosch, Washer: Yes
Assoc Fee Paid PerAnnually
Association Fee IncludesRoad Association
Building Area UnitsSquare Feet
CityWest Tisbury
Full Baths3
HOA Fee$650
HeatingGFHA
Lot Size Square Feet126324
MLS Area4
Other StructuresGarden Shed, Pool Shed
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive Under Contract
StatusC
Tax Annual Amount12400
Tax Assessed Value1635700
Tax Lot64
Tax Year2026
TaxOtherAnnualAssessmentAmount741900
Total Rooms10
UtilitiesCbl
ViewNone, Pasture
Year Built1977
Year Built Effective2013
ZoningRU

Exterior for 99 Oak Lane

Building Area Total3771
Exterior AmenitiesPubBch, Deck, Garden, P/Pool, Porch
Foundation DetailsFull Basement and Crawl in Main House, full basement in Guest Studio
Frontage TypeNone
Lot FeaturesGorgeous meadows, lawn & gunite pool 55' x 11.5' (Depth 3.5' - 5.5')
Lot Size Acres2.9
Lot Size Area2.9
Parking FeaturesLarge circular driveway for the Main House, plus a dedicated driveway the Guest Studio
Water SourceWell

Additional Details

Price History

Janna O'Loughlin

Sales Associate Representing Sellers & Buyers
Price $2,200,000
MLS#44818
List Date 08/17/2026
Property Type Single Family
Phone 508.272.4819
Request Tour
Request Info
Visit My Website

Similar Properties to 99 Oak Lane