• 1-833-668-4649
  • info@churchillprop.com
Facebook Instagram Linkedin Youtube

Property

44 Tiffany Dr Oak Bluffs, MA - Image 144 Tiffany Dr Oak Bluffs, MA - Image 244 Tiffany Dr Oak Bluffs, MA - Image 344 Tiffany Dr Oak Bluffs, MA - Image 444 Tiffany Dr Oak Bluffs, MA - Image 544 Tiffany Dr Oak Bluffs, MA - Image 644 Tiffany Dr Oak Bluffs, MA - Image 744 Tiffany Dr Oak Bluffs, MA - Image 844 Tiffany Dr Oak Bluffs, MA - Image 944 Tiffany Dr Oak Bluffs, MA - Image 1044 Tiffany Dr Oak Bluffs, MA - Image 1144 Tiffany Dr Oak Bluffs, MA - Image 1244 Tiffany Dr Oak Bluffs, MA - Image 1344 Tiffany Dr Oak Bluffs, MA - Image 14

$2,595,000

4 Beds 4 / 1 Full / Half Baths 3,927 SQFT 1.38 Acres
Type: Single Family

44 Tiffany Dr
Oak Bluffs, MA 02557

MLS#: 73527128
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649
Presented by: Perry Patterson with MV Luxury Homes LLC.

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 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.

 

Interior Features

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Primary Bathroom FeaturesYes
Total Baths5

Other Interior Features

LivingAreaSource0 sqft
Above Grade Finished Area3,927 sqft
Air Conditioning Y/NYes
Fireplace Y/NYes
Heating Y/NYes
Total Fireplaces1

General

Architectural StyleCape
Attached Garage Yes
Building Area Units0 sqft
Carport Y/NNo
Certified TreatedUnknown
CityOak Bluffs
CoolingCentral Air, Heat Pump
CountyDukes
DirectionsFrom Barnes Road turn on to Tiffany Drive, the property is the sixth house on the right.
Elementary SchoolOak Bluffs
Full Baths4
Garage Spaces2
Garage Y/NYes
HOANo
HeatingCentral, Heat Pump, Propane
High SchoolMv Regional Hs
Home Warranty Y/NNo
Lot Size Square Feet60,113 sqft
Lot Size UnitsAcres
MLS AreaLagoon Heights
Middle/Junior High SchoolOak Bluffs
Parcel Number0
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential
Senior Community Y/NNo
SewerPrivate Sewer
Standard StatusActive
StatusActive
Subdivision NameLagoon Estates
Tax Annual Amount$8,980
Tax Assessed Value$1,799,600
Tax Lot11
Tax Year2026
Total Rooms10
WaterviewNo
Year Built1987
Year Built DetailsActual
Year Built SourcePublic Records
ZoningR3

Exterior

Building Area Total3,927 sqft
Covered Spaces2
Foundation DetailsConcrete Perimeter
Lot FeaturesLevel
Lot Size Acres1.38
Lot Size Area1 sqft
Parking FeaturesAttached, Garage Door Opener, Off Street
SpaNo
Total Parking6
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Schools 

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

  

Similar Properties

$2,595,000

4 Beds 4 / 1 Full / Half Baths 3,927 SQFT 1.38 Acres
Type: Single Family

44 Tiffany Dr
Oak Bluffs, MA 02557

MLS#: 73527128
Chris Bernier
Chris Bernier
Churchill Properties
Principal Broker/Owner
Phone: 978.578.5013
Office: 833.668.4649

Personalize Your Home Search

OR

Ask A Question

Leading Real Estate Companies of the World Logo
Churchill Properties Logo
Luxury Portfolio International Logo

Copyright © 2026 Churchill Properties LLC, Churchill Properties. All rights reserved. License #: 422264

Churchill Properties: Massachusetts and New Hampshire Homes and Real Estate for Sale – Churchill Properties is a residential real estate firm serving Eastern Massachusetts and Southern New Hampshire. We specialize in selling and buying homes in Acton, Amesbury, Arlington, Bedford, Belmont, Beverly, Boston, Boxford, Brookline,
Burlington, Cambridge, Carlisle, Cohasset, Concord, Danvers, Dover, Essex, Georgetown, Gloucester, Groveland, Hamilton, Hingham, Ipswich, Lexington, Lincoln,
Lynnfield, Manchester, Marblehead, Medford, Melrose, Merrimac, Middleton, Milton, Nahant, Needham, Newbury, Newburyport, Newton, North Reading, Peabody, Reading,
Rockport, Rowley, Salem, Salisbury, Sherborn, Somerville, Stoneham, Sudbury, Swampscott, Topsfield, Waltham, Watertown, Wayland, Wellesley, Wenham, West
Newbury, Weston, Winchester, and beyond. Churchill Properties is your comprehensive real estate service in Massachusetts and Southern New Hampshire to help you find your dream condominium, single-family home, or rental.

  • 1-833-668-4649
  • info@churchillprop.com
Facebook Instagram Linkedin Youtube