18989 Windward Way, Jupiter, FL 33477
OFF MARKET

18989 Windward Way
Jupiter, FL 33477

  • 4 Beds
  • 5 Baths
  • 4,648 sqft (on 0.50 acres)
4 Beds
5 Baths
4,648 sqft
(on 0.50 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Buyers Agents Compensated Discover the ultimate waterfront lifestyle in the prestigious upscale Gated Community-Islands of Jupiter, a private community. This stunning 4,648 sq. ft. estate offers 4 bedrooms and 5 bathrooms, each with its own en-suite for maximum comfort and privacy. Primary Master Wing Downstairs, 2 Guest Bedroom down withe 4th BR/Guest suite upstairs which could be a second master or VIP with built in bar area complete with bar fridge and sink, separate sitting area and private balcony with sweeping river views. Enjoy direct ocean access in just 10 minutes with no fixed bridges and a private dock accommodating 2-3 boats and other Water Toys for avid boaters. The outdoor oasis features a resort-style pool with hot tub, a fully equipped outdoor kitchen and a screened patio for year-round entertainment. Inside you will find a brand-new kitchen, new Paint with many architectural details Outside large property, new roof, New porcelain hardscape driveway and New impact-rated hurricane windows and doors for peace of mind. The manicured fenced yard completes this paradise retreat.
Key Features
• 4,648 sq. ft. | 4 Bedrooms | 5 Bathrooms (all en-suites)
• 100’ Waterfront with ocean access, no fixed bridges
• Private dock for 2-3 Boats and water toys
• Pool, hot tub, outdoor kitchen, screened patio
• New roof, kitchen, driveway, hurricane windows & doors
• Gated community
• Manicured fenced yard
• Full House Generator
• Full Home Water softener system with Second Water Purification system for Kitchen
Much more to see that makes this Home very special


This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 18989 Windward Way

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, CarpetGated Entry
Interior Details
AtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Recreation Room, WorkshopWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Hot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: Stucco, Cement ConcreteGardenLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 0.50 acres

Price History for 18989 Windward Way

DatePriceEventSource
03/30/2026ListingRemovedN/A
12/09/2025$4,849,000Listed For SaleN/A
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Comparable Sales for 18989 Windward Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8640 SE Harbour Island Way, Jupiter, FL
0.18
Single-Family Home
$3,000,000
07/15/25
3
3.5
3,242
18941 SE Reach Island Ln, Jupiter, FL
0.07
Single-Family Home
$10,500,000
05/15/26
5
6.5
6,476
8733 SE Compass Island Way, Jupiter, FL
0.38
Single-Family Home
$3,050,000
11/21/25
4
3
3,000
8817 SE Compass Island Way, Jupiter, FL
0.28
Single-Family Home
$2,750,000
03/18/26
6
4
4,285
18973 SE Jupiter River Dr, Jupiter, FL
0.21
Single-Family Home
$351,000
07/17/25
3
3
2,646
19050 SE Kokomo Lane, Jupiter, FL
0.41
Single-Family Home
$1,200,000
07/22/25
4
3
4,184
18974 SE Jupiter River Drive, Jupiter, FL
0.25
Single-Family Home
$1,090,000
12/12/25
5
3
3,021
6481 Spartina Circle, Jupiter, FL
0.24
Single-Family Home
$930,000
07/31/25
5
4
2,654
6580 Sargasso Way, Jupiter, FL
0.23
Single-Family Home
$1,665,000
07/17/25
5
3
3,004

Nearby homes

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Assigned Schools

These are the assigned schools for 18989 Windward Way.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Jupiter

At least 498 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 85 % Say car is needed

  • 83 % Say parking is easy

  • 82 % Say there are sidewalks

  • 80 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 76 % Say it's quiet

  • 70 % Say streets are well-lit

  • 69 % Say kids play outside

  • 60 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 56 % Say yards are well-kept

  • 51 % Say it's walkable to restaurants

  • 48 % Say there's wildlife

  • 47 % Say it's walkable to grocery stores

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Maura
    "Whether you are going north or south, driving access to I-95 and Florida Turnpike makes commuting from Jupiter a breeze. "
    0
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  • Rick
    "Lovely area, close to the beach and boating. Pricey housing but a nice place to live. Lots of restaurants and a Publix at each corner."
    0
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  • Rick
    "It’s a very safe area, no major crimes or activity. Lots of families living in this area, just a lot of houses on quiet streets. "
    0
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  • Trulia User
    "I feel safe walking at night. The sidewalks are well lit. Very easy to walk to parks and community centers. Also a great community to bike in."
    0
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  • D24hdbzqqg
    "I have been living in Jupiter for just under a year and couldn’t be happier with this decision! It feels very safe and welcoming."
    0
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  • Mary Woodard
    "Totally love this peaceful neighborhood, the dog friendly walks and bike rides, boating, fishing and sight-seeing up and down the inter-coastal canals. From deep sea fishing and diving, to the cozy backyard holiday celebrations, it’s a great place to be in Jupiter!"
    1
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  • Linda Dudiak
    "This community is called the Marina at the Bluffs. It is outstanding for senior citizens as working, couples or singles is not a community for children"
    0
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  • Adptripucka
    "I work from home so I do not commute in this area. I also travel to client offices to conduct business."
    1
    Flag
  • Trulia User
    "Lots of concerts at the town center! There is also a 4th of July parade. Pretty much some kind of event every weekend. "
    0
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  • Paulshisler
    "Dogs welcome and plenty of pet stations. People clean up after their dogs . Also a lot of sidewalks and well lit"
    0
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  • Steisyds
    "We have a farmers market every weekend, full of fresh produce & local shops. There are also so many parks at a walking distance near us. There are also breakfast & coffee shops at walking distance as well. All in all, a very lovely & easy to get around neighborhood. "
    0
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  • Paulshisler
    "Very dog friendly plenty of waste stations and most people are responsible for picking up after their dogs "
    0
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  • Steisyds
    "I am someone that values privacy and I feel that Jupiter provides me with that. It also offers community & unity if you are more of an extrovert. It’s a lovely environment to reside in. "
    0
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  • Lorrie Byers
    "Dog owners here are respectful of the leash rules. We all get along. There are many dogs in this friendly community."
    0
    Flag
  • Mattazar
    "Jupiter is beautiful, clean, safe and friendly. It’s on the ocean and the intracoastal and not too far from route 95 for when you need to go somewhere north or south."
    1
    Flag
  • cmadd1324
    "There’s a dog park in the neighborhood. Also, the sidewalks and roads are well maintained and walkable."
    0
    Flag
  • Fjmcms
    "The area is a very good place for children to play and feel safe. The neighborhood is Close to parks and schools. "
    0
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  • Steisyds
    "This neighborhood has multiple schools nearby. The hospital is also centrally located. There are so many places nearby to walk to. Parks and beaches close by as well. "
    0
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  • Nick Bischoff
    "If you are looking to raise a family or even retire in Jupiter, it’s an excellent community with a lot to do. The boating lifestyle is superb, the restaurant choices are many, and the town leans on the conservative side. The police and community leaders also care about us and our community. "
    0
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  • Kitty Eckert
    "Dog friendly, open green spaces, parks. Doggie bags and disposal at many locations. Dog friendly restaurants, beaches."
    0
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  • Trulia User
    "It’s Abacoa. It’s the nicest not gated area there is… schools all around to keep it homey and filled with cross walks round abouts and generally a lot of neighborhood foot traffic. In a nice way."
    0
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  • Trulia User
    "There are not enough side walks for children and dogs. I’m always walking my dog in the street. Imagine how parents feel walking in a stroller when there’s no sidewalk."
    0
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  • Trulia User
    "Driving is a must but safe neighborhood, friendly environment, close to everything you may need. Beaches very close, well maintained homes. "
    0
    Flag
  • Trulia User
    "Close knit community that has amazing decorations for Halloween and Christmas. Very safe area with lots of families and great people. "
    0
    Flag
  • Trulia User
    "Would enjoy other dog owners in the neighborhood Plenty of streets for walking . Nice and friendly dogs"
    1
    Flag
  • Trulia User
    "Food trucks monthly kid friendly and lots of baseball pro in minor leagues and pro pre season games."
    0
    Flag
  • Trulia User
    "Safe, quiet, pet-friendly. Neighborhood made for walking, lots to do... Lived here 3 yes, love it. "
    0
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  • Stephanie P.
    "Holiday get togethers for every holiday and lots of families with kids if you have kids it’s a great neighborhood "
    3
    Flag
  • Rashad891
    "Great area to raise a family. Great schools and places to shop. Nice places to walk around and amazing family events "
    0
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  • Steisyds
    "Amazing. Everything is so close by that it makes everything so convenient. The community is very clean & very private. "
    1
    Flag
  • Daniel
    "i have lived in Jupiter for 12 years. schools are great, people are friendly. there is always something to do."
    1
    Flag
  • Christine S.
    "Great neighborhood great people with lots of kids and nice families. We’ve been here 4 years and love it "
    0
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  • Cory L.
    "Dog owners would like how there are so many other dog owners. Lots of dogs on walks and friendly. There are some busy streets with fast drivers to be careful of. "
    0
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  • Gisella P.
    "Is clean, people respectful and responsible . Pet friendly and most everybody take care of themselves."
    1
    Flag
  • Bomiranda2
    "Safe neighborhood, good day care facility, plenty of schools. Clean, pretty and friendly. Jupiter Beaches are dog friendly, clean and welcoming. "
    0
    Flag
  • Anna R.
    "I see buses driving around the area but I drive a car and find it very low in traffic compared to other places in south florida!"
    0
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  • Kole H.
    "nice neighborhood lot of local spots to hang out. nice bars and restaurants on the water big boating community "
    0
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  • Raablg
    "I have rented here for 8 years and love it. Neighbors are friendly. The grounds are very well cared for! Everything you need (groceries etc.)are conveniently located. "
    6
    Flag
  • Sunni L. R.
    "Lived here for 2.5 years. Feel safe, neighbors are courteous, pet friendly neighborhood. Lots to do, numerous community activities and events."
    0
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18989 Windward Way, Jupiter, FL 33477 is a 4 bedroom, 5 bathroom, 4,648 sqft single-family home built in 2000. This property is not currently available for sale.