Date
Details
Price
Change
Source
8/17/2026
Listed
$2,200,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$2,200,000 Just Listed
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Property Description
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.
Full Property Details
Full Property Details for 99 Oak Ln
General
- Price: $2,200,000
- HOA FEE: $54/month
- HOA FEE FREQ.: Annually
- Taxes: $12,400 (2026)
- Status: Active
- Type: Single Family
- Source: CCI
- MLS ID: 22604013
- Updated: 8/17/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 5
- Fireplace: Yes
- Number of Fireplaces: 1
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
Exterior
- Exterior Features: Outdoor Shower, Garden
Parking
- Garage: Yes
Location
- County: Dukes
- Driving Directions: From Old County Road, turn onto Oak Lane, house is #99 on the right.
Community
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air
Utilities
- Sewer: Septic Tank, Septic Tank
- Water: Well
Structural Information
- Architectural Style: Contemporary
- Construction: Shingle Siding
- Exterior Const.: Shingle Siding
- Basement Desc.: Bulkhead Access, Interior Entry, Full, Crawl Space
- Roof: Asphalt
- Stories/Levels: 1
- Square Feet: 3,771
- Year Built: 1977
- Property Condition: Updated/Remodeled, Actual
Lot Features
- Lot Size (Acres): 2.9
- Lot Size (Sq. Ft.): 126,324
- Lot Size Source: Assessor
- Frontage: Private Road
- Street/Road Desc.: Unimproved
- Road Maintenance: Assoc Maintained
- Zoning: RU
- Fencing (Description): Fenced, Full
Financial Considerations
- Price Per Sq. Ft.: $583
- Association Fee: $650
- Assoc Fee Freq.: Annually
- Assessment Amount: $2,377,600
- Land Assmt: $741,900
- Tax Amount: $12,400
- Tax Year: 2026
Disclosures and Reports
- Special Conditions: None
- Property ID: WTIS M:0017 B:0000 L:00640
Listed by Wallace & Co. Sotheby's International Realty, Rose E Ryley and Wallace & Co. Sotheby's International Realty, Bonnie J Pierce
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Listing agents
— 99 Oak Ln —
Rose E Ryley
Wallace & Co. Sotheby's International Realty
Bonnie J Pierce
Wallace & Co. Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 99 Oak Ln
School Districts:Martha's Vineyard School District, Up-Island Regional School District
| Name | Grades | Distance |
|---|---|---|
West Tisbury Elementary School 401 Old County Road, West Tisbury, MA 02575 | PK-5 | 1.5 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 99 Oak Ln
Estimate the Cost
Estimate the Cost for 99 Oak Ln
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- Single Family
- Active
- Updated 8 days ago
- 3Beds
- 2Total Baths
- 1,425Sq. Ft.
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- Condo
- Active
- Updated 4 days ago
- 2Beds
- 1Total Bath
- 703Sq. Ft.
![[Address not provided], Tisbury, MA 02568 - Photo 1](https://m.cbhomes.com/p/206/22603999/F4A5DD3fD25546B/s23cc.webp)
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,864Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 973Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 6Beds
- 7Total Baths
- 5,034Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 4Total Baths
- 3,328Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 4Total Baths
- 2,374Sq. Ft.
- Duplex
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 1,439Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,431Sq. Ft.
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99 Oak Lane, West Tisbury, MA 02575 (MLS# 22604013) is a Single Family property with 2 bedrooms and 2 full bathrooms. 99 Oak Lane is currently listed for $2,200,000 and was received on August 17, 2026. Want to learn more about 99 Oak Lane? Do you have questions about finding other Single Family real estate for sale in West Tisbury? You can browse all West Tisbury real estate or contact a Coldwell Banker agent to request more information.