44 Tiffany Dr Oak Bluffs, MA 02557
Oak Bluffs NeighborhoodEstimated payment $16,389/month
Highlights
- Views of Trees
- Deck
- Screened Porch
- 1.38 Acre Lot
- Cathedral Ceiling
- Fireplace
About This Home
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. Seller will escrow $50K at closing towards a pool depending on the offer. 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.
Listing Agent
Perry Patterson
MV Luxury Homes Listed on: 05/15/2026
Open House Schedule
-
Sunday, July 26, 202612:30 to 2:00 pm7/26/2026 12:30:00 PM +00:007/26/2026 2:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $13,000
Year Built
- Built in 1987 | Remodeled in 2026
Lot Details
- 1.38 Acre Lot
- Property is zoned R3
HOA Fees
- $50 Monthly HOA Fees
Interior Spaces
- 4,023 Sq Ft Home
- Cathedral Ceiling
- Fireplace
- Screened Porch
- Views of Trees
Bedrooms and Bathrooms
- 4 Bedrooms
Outdoor Features
- Deck
- Patio
Utilities
- Septic Tank
- Cable TV Available
Community Details
- Association fees include road maintenance
Listing and Financial Details
- Tax Lot 7
- Assessor Parcel Number 11
- $746,300 per year additional tax assessments
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,818 | $1,746,100 | $717,600 | $1,028,500 |
| 2024 | $8,563 | $1,637,300 | $602,000 | $1,035,300 |
| 2023 | $8,590 | $1,626,800 | $584,900 | $1,041,900 |
| 2022 | $8,532 | $1,256,500 | $422,200 | $834,300 |
| 2021 | $8,279 | $1,123,300 | $414,700 | $708,600 |
| 2020 | $7,834 | $1,052,900 | $395,000 | $657,900 |
| 2019 | $7,757 | $1,008,700 | $363,300 | $645,400 |
| 2018 | $7,734 | $987,800 | $340,000 | $647,800 |
| 2017 | $7,261 | $890,900 | $322,300 | $568,600 |
| 2016 | $6,727 | $829,500 | $332,300 | $497,200 |
| 2015 | $6,123 | $769,200 | $308,600 | $460,600 |
| 2014 | $5,993 | $767,400 | $309,500 | $457,900 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/21/2026 07/21/26 | Price Changed | $2,800,000 | -3.4% | $696 / Sq Ft | |
| 07/03/2026 07/03/26 | Price Changed | $2,900,000 | -6.3% | $721 / Sq Ft | |
| 06/05/2026 06/05/26 | Price Changed | $3,095,000 | -4.6% | $769 / Sq Ft | |
| 05/15/2026 05/15/26 | For Sale | $3,245,000 | +102.8% | $807 / Sq Ft | |
| 01/06/2026 01/06/26 | Sold | $1,600,000 | 0.0% | $407 / Sq Ft | View Prior Sale |
| 10/29/2025 10/29/25 | Pending | -- | -- | -- | |
| 10/16/2025 10/16/25 | Price Changed | $1,600,000 | -7.2% | $407 / Sq Ft | |
| 09/29/2025 09/29/25 | Price Changed | $1,725,000 | -5.5% | $439 / Sq Ft | |
| 08/12/2025 08/12/25 | Price Changed | $1,825,000 | -5.2% | $465 / Sq Ft | |
| 07/23/2025 07/23/25 | Price Changed | $1,925,000 | -8.1% | $490 / Sq Ft | |
| 07/06/2025 07/06/25 | For Sale | $2,095,000 | -- | $533 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $1,600,000 | -- | |
| Deed | -- | -- | |
| Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $218,000 | No Value Available | |
| Previous Owner | $200,000 | No Value Available | |
| Previous Owner | $215,000 | No Value Available | |
| Previous Owner | $175,000 | No Value Available | |
| Previous Owner | $79,000 | No Value Available | |
| Previous Owner | $184,000 | No Value Available |
Source: LINK (Vineyard)
MLS Number: 44347
APN: OAKB-000036-000007-000011
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Ask me questions while you tour the home.