# 44 Tiffany Drive, Oak Bluffs, MA 02557 > **TL;DR:** 4bd/5ba single family, $2,595,000 ($645/sqft), built 1987, 4,023 sqft. > Fireplace. Est. $14,479/mo. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $2,595,000 | | Price/sqft | $645 | | Bedrooms | 4 | | Bathrooms | 4 full, 1 half | | Square Feet | 4,023 | | Year Built | 1987 | | Lot Size | 60,113 sqft (1.38 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 0 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $13,122 | | Estimated Insurance | $757 | | HOA | $600 | | **Total** | **$14,479** | ## Key Amenities - Fireplace ## Property Highlights - Built in 1987 - 1.38 acre lot - Fireplace ## Description ### Agent Description Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, family room, game room, a screened porch, ensuite bedroom and powder room. An attached one-bedroom guest apartment above the garage includes new kitchen, bedroom, living room, washer/dryer and mini-split heat/AC. Recent improvements outlined in the documents section. It's seamless floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace to the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. The 2nd floor includes two large bedrooms (one ensuite), a second full bathroom and new washer/dryer. To the side of the garage is a large separate bonus/variable use room with heat/AC that could be used as an office or game/family room. Property includes a spacious rear patio and deck with access off both the kitchen and screened in porch, as well as an outdoor shower and parking for several cars in the driveway. The lot is large enough in this R3 zone for an in-ground pool. Assessed value does not reflect extensive 2026 renovations. Title V septic passed inspection 5/12/25 and in-ground propane tank pressured tested in 2025. ## Location - **Address:** 44 Tiffany Drive, Oak Bluffs, MA 02557 - **Coordinates:** 41.4299969, -70.5952485 - **Google Maps:** https://www.google.com/maps?q=41.4299969,-70.5952485 ## Listing Agent - **Name:** Perry Patterson - **Brokerage:** MV Luxury Homes - **Phone:** 9737891264 - **Broker Phone:** (973) 789-1264 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/44-Tiffany-Dr_Oak-Bluffs_MA_02557_M47394-50756?f=listhub&s=LNKMVMA&m=44347&c=propsimple) ## Photos ![44 Tiffany Drive - Photo 1](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f50381978r.jpg) ![44 Tiffany Drive - Photo 2](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1485977269r.jpg) ![44 Tiffany Drive - Photo 3](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1946643772r.jpg) ![44 Tiffany Drive - Photo 4](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f785939665r.jpg) ![44 Tiffany Drive - Photo 5](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f624827347r.jpg) ![44 Tiffany Drive - Photo 6](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3078310140r.jpg) ![44 Tiffany Drive - Photo 7](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1754797709r.jpg) ![44 Tiffany Drive - Photo 8](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3860942082r.jpg) ![44 Tiffany Drive - Photo 9](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f237322115r.jpg) ![44 Tiffany Drive - Photo 10](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f2886292886r.jpg) ![44 Tiffany Drive - Photo 11](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1953146638r.jpg) ![44 Tiffany Drive - Photo 12](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1704612989r.jpg) ![44 Tiffany Drive - Photo 13](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f2331326524r.jpg) ![44 Tiffany Drive - Photo 14](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3043568962r.jpg) ![44 Tiffany Drive - Photo 15](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f905233613r.jpg) ![44 Tiffany Drive - Photo 16](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f828413044r.jpg) ![44 Tiffany Drive - Photo 17](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3495916931r.jpg) ![44 Tiffany Drive - Photo 18](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f4177078966r.jpg) ![44 Tiffany Drive - Photo 19](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3991488883r.jpg) ![44 Tiffany Drive - Photo 20](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f788670652r.jpg) ![44 Tiffany Drive - Photo 21](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1988006876r.jpg) ![44 Tiffany Drive - Photo 22](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f2573175244r.jpg) ![44 Tiffany Drive - Photo 23](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f772752522r.jpg) ![44 Tiffany Drive - Photo 24](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3763943516r.jpg) ![44 Tiffany Drive - Photo 25](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f408350871r.jpg) ![44 Tiffany Drive - Photo 26](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1455545159r.jpg) ![44 Tiffany Drive - Photo 27](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f757422287r.jpg) ![44 Tiffany Drive - Photo 28](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f2420906351r.jpg) ![44 Tiffany Drive - Photo 29](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f3410390298r.jpg) ![44 Tiffany Drive - Photo 30](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f1377351393r.jpg) ![44 Tiffany Drive - Photo 31](http://lh.rdcpix.com/d3cc42988498ec963f4808273b2ace3dl-f595920647r.jpg) --- **MLS#:** 44347 | **Updated:** 2026-09-16 **Source:** listhub *Copyright © 2026 LINK Martha’s Vineyard. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/44-tiffany-drive-oak-bluffs-ma-02557-ma44347) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/44-tiffany-drive-oak-bluffs-ma-02557-ma44347#listing", "url": "https://www.propertysimple.ai/listing/44-tiffany-drive-oak-bluffs-ma-02557-ma44347", "name": "44 Tiffany Drive, Oak Bluffs, MA 02557", "description": "Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, family room, game room, a screened porch, ensuite bedroom and powder room. An attached one-bedroom guest apartment above the garage includes new kitchen, bedroom, living room, washer/dryer and mini-split heat/AC. Recent improvements outlined in the documents section. It's seamless floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace to the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. The 2nd floor includes two large bedrooms (one ensuite), a second full bathroom and new washer/dryer. To the side of the garage is a large separate bonus/variable use room with heat/AC that could be used as an office or game/family room. Property includes a spacious rear patio and deck with access off both the kitchen and screened in porch, as well as an outdoor shower and parking for several cars in the driveway. The lot is large enough in this R3 zone for an in-ground pool. Assessed value does not reflect extensive 2026 renovations. 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