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Bobbi Roberts
REALTOR®
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44 Tiffany Dr, Oak Bluffs, MA 02557

$2,800,000
  • Main Photo

15 Total Photos [Click to View All]

Active Price Reduced $100,000 on July 21st, 2026
BEDS4 BATHS4 full 1 partial SQUARE FEET3,927 MLS#73527128
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONLagoon Estates

Property Description

Tucked away in a serene setting and set on a private 1.38-acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq ft. of living space with pleanty of room for a backyard pool. The seller will escrow $50K towards a pool at closing depending on the offer. The property has been thoughtfully renovated with two new kitchens, 4.5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace into the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. First floor includes an ensuite bedroom and large screened in porch. The 1-bedroom apartment above the 2-car garage includes living/dining/kitchen area, washer/dryer, and heat/AC. The property includes a full basement, spacious rear patio and deck, outdoor shower and is large enough for an in-ground pool. Assessed value does not reflect extensive 2026 renovations. Furnishings in the photos have been virtually staged.

44 Tiffany Dr | MLS# 73527128

This single family home located at 44 Tiffany Dr, Oak Bluffs, MA 02557 is currently listed for sale with an asking price of $2,800,000. This property was built in 1987 and has 4 bedrooms and 4 full and 1 partial baths with 3927 sq. ft. Tiffany Dr is located in the Lagoon Estates subdivision. Search Lagoon Estates real estate on bobbiroberts.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Heat Pump
Fireplaces: 1
Garage: 2 car attached
Heating: Central, Heat Pump, Propane
Home Style: Cape
Lot Size: 1.38 Acres
Taxes: $8,980
Year Built: 1987

Feature Descriptions

Building Area Total: 3927
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 56
Fireplace Y/N: Yes
GarageY/N: Yes
HeatingY/N: 1
Lot Features: Level
Master Bathroom: Yes
Parcel Number: M:0036 B:0007 L:011,3878239
Parking Features: Attached, Garage Door Opener, Off Street
Parking Total: 6
Rooms Total: 10
Sewer: Private Sewer
Water: Public

Local Schools

High School: Mv Regional Hs
Middle School: Oak Bluffs
Elementary School: Oak Bluffs

Listed By / Shown By

Listed By

Agency Name: MV Luxury Homes LLC
Agent Name: Perry Patterson
Agency Phone: 973-789-1264

agent picture

Shown By

Agent Name: Bobbi Roberts
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 7,796.59 per month $6,231.59 Principal & Interest $748.33 Property Tax $816.67 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/25/2026. The listing information on this page last changed on 07/25/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 07/25/2026 12:00:56 AM EST) or MLSPIN MLS (last updated Fri 07/24/2026 11:38:34 PM EST) or Prime MLS (last updated Fri 07/24/2026 11:33:41 PM EST) or MREIS (last updated Fri 07/24/2026 11:55:15 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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