257 Windermere Way, Saint Augustine, FL 32095
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OFF MARKET

257 Windermere Way
Saint Augustine, FL 32095

  • 4 Beds
  • 2 Baths
  • 1,884 sqft

$528,700

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $3,317/mo*
Refinance Your Home

$528,700

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $3,317/mo*
Refinance Your Home
4 Beds
2 Baths
1,884 sqft

Local Information

  • Map ViewExplore the area around 257 Windermere Way.
  • Schools1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
1,884 sqft
Price/Sqft
$281

Description

**AVAILABLE NOW**

Welcome to your new home in the Beacon Lakes community! This stunning four-bedroom, two-bathroom residence features a spacious open-concept floor plan with luxury vinyl plank flooring throughout the common areas. The kitchen is a chef's dream, boasting white cabinetry, quartz countertops, stainless steel appliances, and a custom pantry. The dining and living areas flow seamlessly, perfect for entertaining.

The primary suite is generously sized and includes a stylish barn door leading to the primary bathroom, which features dual sinks, a large walk-in shower, and an upgraded walk-in closet. On the opposite end of the home, you'll find three additional guest bedrooms and a guest bathroom. The indoor laundry room comes complete with a washer and dryer.

Step outside to enjoy a beautiful paver patio with a custom pergola, overlooking a fully fenced backyard with a serene lake view. As a resident of Beacon Lake, enjoy all the 5 star amenities this community has to offer! The Lake House Clubhouse is home to the amenity center and fitness center! Large junior olympic pool, kids splash park, lakeside sand beach, tennis courts, water sport launch area for kayaks and canoes and a firepit. There is a 43 acre paddle friendly lake for its residents to enjoy as well! Beacon Lake is conveniently located in St Johns county with top A-rated schools.

Pets are welcomed upon approval and with a pet fee.
Lawncare is included with this rental.

For a link to the virtual walk-thru tour - click below:

No co-signors or guarantors permitted.
No roommates.
We have a Strict NO Smoking or Vaping are permitted in or on the property.

Nest Finders will not lease sight unseen. Applicant must view property in person in order to lease it.

Screening includes credit/criminal background check, income verification of 3x the monthly rent and rental history verification.

TENANT CHARGES:

- Application Fee = $80 per adult
- Lease Initiation Admin Fee = $150.00 after approval and upon signing
- Resident Benefits Package (RBP) = $42.00 per month (not optional)
- Security Deposit = 1-2 x the monthly Rent depending on property requirement and application score (fully refundable)
- Pet fees as listed (if applicable)
- 13 month lease term

PETS (if accepted on a property):

- $300-$500 Pet Fee per pet and additional pet rent per pet $30-$75/mo based on Pet screenings - Paw score.
- Complete the pet application at https
nestfinders.- No resident or residents at any one premises shall at any one time own, harbor, or license more than TWO total animals in any combination
- Up to TWO PETS Maximum on approved properties
- The pet application fee is $20 for the first pet, $15 for each additional pet

TO APPLY:

- $80.00 per adult non refundable Application Fee PER adult to be paid at the time of application.
- Please Review application criteria and Deposit Info before applying
- All applicants must complete the pet screening whether or not you have a pet. https
nestfinders.- We process all applications, and the first application that completes all the paperwork requirements and criteria will be processed first.

Are you an Owner looking for a property management company?
Nest Finders Property Management
9889 Gate Pkwy N, #402
Jacksonville, FL 32246
257 Windermere Way, Saint Augustine, FL 32095 is a 4 bedroom, 2 bathroom, 1,884 sqft single-family home. It last sold for $570,000 on Nov 18, 2022 (17,995% above the $3,150 asking price). More recently, it was listed as a rental in September 2025 with an asking price of $3,300 per month. That rental listing was removed on November 12, 2025. It is currently off market. The Trulia Estimate is $528,700, with a rent estimate of $2,587/month.

Home Details for 257 Windermere Way

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Interior Features

Appliances & Utilities
DryerWasher

Price History for 257 Windermere Way

DatePriceEventSource
11/12/2025$3,150ListingRemovedZillow Rentals
10/16/2025$3,150PriceChange
Zillow Rentals
09/30/2025$3,250PriceChange
Zillow Rentals
09/15/2025$3,300Listed For RentZillow Rentals
07/16/2024ListingRemovedZillow Rentals
07/10/2024$3,300Listed For RentZillow Rentals
11/18/2022$570,000Sold
N/A
11/15/2022$584,900PendingrealMLS #1194009
10/21/2022$584,900ContingentSt Augustine St Johns County BOR #227709
10/07/2022$584,900Listed For SalerealMLS #1194009
05/20/2021$455,000Sold
realMLS #1064422
04/20/2021$470,990PendingrealMLS #1064422
04/12/2021$470,990PriceChange
realMLS #1064422
03/24/2021$444,990PriceChange
realMLS #1064422
02/17/2021$403,990PriceChange
realMLS #1064422
01/04/2021$374,990PendingrealMLS #1064422

Market trends in Saint Augustine

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$418K
$1.67KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$226
$2MoM
Available listings
1897
43MoM
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Property Tax and Assessment

Year2025
Tax$9,593
Assessment$451,676
Home facts updated by county records

Comparable Sales for 257 Windermere Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
110 Stargaze Ln, Saint Augustine, FL
0.00
Single-Family Home
$470,000
05/20/26
3
2
2,000
104 Saint Kitts Loop, Saint Augustine, FL
0.00
Single-Family Home
$645,000
04/01/26
4
4
3,192
1818 W Cobblestone Ln, Saint Augustine, FL
0.00
Single-Family Home
$695,000
03/11/26
5
3
3,318
284 FRONT DOOR Lane, Saint Augustine, FL
1.19
Single-Family Home
$480,000
07/30/25
4
2
2,000
343 FRONT DOOR Lane, Saint Augustine, FL
1.15
Single-Family Home
$555,000
06/05/26
3
2
1,700
274 Front Door Ln, Saint Augustine, FL
1.18
Single-Family Home
$490,000
09/16/25
3
2
1,900
243 FRONT DOOR Lane, Saint Augustine, FL
1.13
Single-Family Home
$412,500
03/06/26
3
2
1,700
96 FRONT DOOR LANE Lane, Saint Augustine, FL
1.18
Single-Family Home
$440,000
01/13/26
3
2
1,705
23 Lakefront Ln, Saint Augustine, FL
1.17
Single-Family Home
$425,000
05/01/26
3
2
1,701
59 PARK FRONT Lane, Saint Augustine, FL
1.41
Single-Family Home
$522,000
12/09/25
4
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 257 Windermere Way.
View nearby schools on GreatSchools
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 Saint Augustine

At least 669 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
    Flag
  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
    Flag
  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
    Flag
  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
    Flag
  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Xtxp5qb76x
    "No side walks to scoot around, not many activities organised by the county, libraries don’t offer as much for kids as other states. Even thought great place to raise a family "
    9
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Vicki.perry
    "Great for families. Palencia has an elementary school in the community. Lots of places to ride your bike and take walks too."
    4
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
    Flag
  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

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Explore by feature - Pet Friendly

320 pet-friendly rentals in Saint Augustine, FL

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Homes for sale near 257 Windermere Way

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Off Market Homes Near 257 Windermere Way

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