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99 Oak Lane

$2,200,000

Central, West Tisbury, MA 02575

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4 beds

3 baths

10 rooms

3,771 SqFt

MLS #44818

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.

Property highlights

Unfurnished

Public Beach

Deck

Garden

Private Pool

Porch

Septic Tank

Cable

Well Water

Property Details

Association Fee:
650
Association Fee Includes:
Road Association
Basement:
Yes - Full basements in both the Main House and Guest Studio
Fireplace Features:
Yes - in Studio
Flooring:
Wood
Foundation Types:
Full Basement and Crawl in Main Housefull basement in Guest Studio
Frontage Type:
None
Heating:
GFHA
Interior Features:
A,AC,Ins,Irr,OShFloor 1: See plansFloor 2: See plans
Link MLS Comments:
From Old County Road, turn onto Oak Lane, house is #99 on the right.
Lot Features:
Gorgeous meadows, lawn & gunite pool 55' x 11.5' (Depth 3.5' - 5.5')
Parking Features:
Large circular driveway for the Main House, plus a dedicated driveway the Guest Studio
Possible Use:
Assessed Building Value:
1635700.00
Assessed Land Value:
741900.00

Price History

August 17, 2026
$2,200,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $2,377,600. The annual tax responsibility for this property is $12,400.

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©2026 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Wallace & Co. Sotheby's.