99 Ocean Ave, Oak Bluffs, MA, 02557
About This Home
A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ferries, the Campground and the Tabernacle. This treasured property has been home to family and guests that have enjoyed dramatic sunsets, spectacular August fireworks and evening strolls to town for generations. This historic home retains its Victorian character while having been carefully maintained and updated over the years. Recent improvements include a Title V septic, all new windows, ducted mini-splits for heat/AC throughout the house plus two propane monitors and outdoor shower. Lastly, there is parking for three cars in the parking area behind the house -- a big plus in the heart of downtown.
Getting Around
Somewhat Walkable
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1885
Materials
- Foundation: Crawlspace
Notable Dates
- Major remodel year: 2018
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Stove: Yes,Washer: Yes
Basement
- Has basement: Yes
- Basement: Crawlspace
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bedrooms: 1
Features
- MiniSplit,OSh,Floor 1: Entertain family and friends on the large wrap around porch over looking historic Ocean Park and the ocean. The 1st floor includes a large living room with beach stone fireplace,water views and front door access from the wrap around front porch. Completing the main floor is a family room with piano,dining area,bedroom,half bath,kitchen with large pantry,washer/dryer and access to rear patio,backyard,two sheds for yard and garden equipment and parking. Mature perennial backyard garden.,Floor 2: The 2nd floor includes the primary bedroom with water views and balcony access,two additional bedrooms,two full bathrooms and a bonus room for overflow family and guests.,Floor 3: The ceiling height attic running the length of the house currently used for duct work and storage has potential areas for expansion.
- Flooring: Mix of wood and carpeting
- Fireplace features: 1
Heating
- Heating features: Heat Pump
Interior Area
- Total structure area: 2,600
- Total interior livable area: 2,600 sqft
Property
Details
- Parcel number: OAKBM0010B0017L000
- Zoning: R1
Features
- Exterior features: WViews,Porch,C/Tennis,PubBch,Deck
- Has view: Yes
- View description: Sound
- Has water view: Yes
- Water view: Sound
- Frontage type: None
Lot
- Lot size: 4,356 sqft
Parking
- Parking features: For several cars in driveway
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Coastal Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $20,099 | $241,188 |
| Home Insurance * | $2,881 | $34,572 |
| Property Taxes | $1,609 | $19,308 |
| Electricity | $512 | $6,152 |
| Total | $25,101 | $301,212 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-01 | Listed for sale | $3,975,000 |
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