101 Leeward Ct, Saint Augustine, FL 32084
Property image
Property image
OFF MARKET

101 Leeward Ct
Saint Augustine, FL 32084

Villano Beach
  • 3 Beds
  • 3 Baths
  • 2,142 sqft

$663,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,166/mo*
Refinance Your Home

$663,200

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,166/mo*
Refinance Your Home
3 Beds
3 Baths
2,142 sqft

Home Value

Trulia Estimate
$663K
Since last month
Decreased$600 (-0.1%)
Since last year
Increased$11K (+1.7%)
Since last sale
Increased$269K (+68.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +72% in the last 10 years
MonthEstimated value
2026
August 2026$664K
July 2026$664K
June 2026$672K
May 2026$662K
April 2026$675K
March 2026$662K
February 2026$662K
January 2026$659K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
364 Village Dr, Saint Augustine, FL
0.05
Single-Family Home
$460,000
05/14/26
3
2
1,714
349 VILLAGE Drive, Saint Augustine, FL
0.10
Single-Family Home
$420,000
06/30/26
3
2
1,693
168 Ocean Hollow Ln, Saint Augustine, FL
0.11
Single-Family Home
$478,000
04/30/26
3
2
1,656
360 VILLAGE Drive, Saint Augustine, FL
0.06
Single-Family Home
$739,000
06/25/26
3
2
2,097
107 HAMMOCK Circle, Saint Augustine, FL
0.15
Single-Family Home
$585,000
06/08/26
3
2
2,349
103 OCEAN HOLLOW Lane, Saint Augustine, FL
0.21
Single-Family Home
$480,000
03/31/26
3
2
1,697
106 Hammock Cir, Saint Augustine, FL
0.18
Single-Family Home
$475,000
12/17/25
2
2
2,000
153 Ocean Hollow Ln, Saint Augustine, FL
0.09
Single-Family Home
$350,000
08/05/26
2
2
1,297
108 HAMMOCK Circle, Saint Augustine, FL
0.17
Single-Family Home
$400,000
05/08/26
2
2
1,553
128 Coastal Hammock Way, Saint Augustine, FL
0.18
Single-Family Home
$615,000
01/16/26
3
2
1,919

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
364 Village Dr, Saint Augustine, FL 32084
0.05
$460,000
3
2
1,714
Recently Sold
360 VILLAGE Drive, Saint Augustine, FL 32084
0.06
$739,000
3
2
2,097
Recently Sold
365 VILLAGE Drive, Saint Augustine, FL 32084
0.06
$554,400
3
2
2,138
Off Market
392 Village Dr, Saint Augustine, FL 32084
0.05
$504,600
3
2
1,499
Off Market
154 Ocean Hollow Ln, Saint Augustine, FL 32084
0.06
$637,800
3
2
2,156
Off Market
400 Village Dr, Saint Augustine, FL 32084
0.07
$676,000
3
2
2,492
Off Market
349 VILLAGE Drive, Saint Augustine, FL 32084
0.10
$420,000
3
2
1,693
Recently Sold
405 Village Dr, Saint Augustine, FL 32084
0.09
$806,200
3
2
2,162
Off Market
153 Ocean Hollow Ln, Saint Augustine, FL 32084
0.09
$350,000
2
2
1,297
Recently Sold
0 VILLAGE Drive #B-18, Saint Augustine, FL 32084
0.09
$472,400
-
-
-
Off Market
157 OCEAN HOLLOW Lane, Saint Augustine, FL 32084
0.09
$470,800
3
2
1,644
Off Market
333 VILLAGE Drive, Saint Augustine, FL 32084
0.12
$689,500
4
3
2,553
Off Market

Local Information

  • Map ViewExplore the area around 101 Leeward Ct.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Living Area
2,142 sqft
Price/Sqft
$310
Parking
Garage

About this House

Villages of Vilano is the perfect place to call home in the heart of North Beach & Vilano! Located between the Intracoastal and the Atlantic Ocean, the community offers pools, clubhouse, exercise room, tennis, pickle ball. private beach access, marina, boat ramp and RV & boat storage. With 24 hour security and private beach access you'll find this carefree community the place to be. This spacious 3 bedroom 3 bath two story home sits on a private lot that invites the outside in. The dramatic two-story living space welcomes you with a sky-lit vaulted ceiling, wall of glass doors& a wood- burning fireplace. Updated kitchen features 42'' cherry cabinets, GE Cafe appliances and opens to the glassy Florida Room, offering lots of light and privacy. Wood floors sparkle.
101 Leeward Ct, Saint Augustine, FL 32084 is a 3 bedroom, 3 bathroom, 2,142 sqft single-family home in Villano Beach, built in 1995. It last sold for $395,000 on Dec 17, 2018. It is currently off market. The Trulia Estimate is $663,200, with a rent estimate of $2,682/month.

Home Details for 101 Leeward Ct

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Linoleum Vinyl
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Wood, Cement ConcreteFoundation Type: ConcretePatioSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Mobile R/V

RV Parking
Rv Parking

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Dec 17, 2018
Source: realMLS #952729
Sold
$395,000
Dec 6, 2018
Source: Agent Provided
Pending
$405,000
Oct 30, 2018
Source: Agent Provided
PriceChange
$405,000
Price decreased by 5%
Oct 2, 2018
Source: Agent Provided
PriceChange
$424,500
Price decreased by 1%
Sep 13, 2018
Source: Agent Provided
PriceChange
$429,500
Price decreased by 1%

Market trends in Saint Augustine

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$432K
$13.33KMoM
Sale-to-List Price
97.5%
0.3%MoM
Price per sq ft
$227
$1MoM
Available listings
1789
109MoM

Around this home

Neighborhood Overview

Villano Beach
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Villano Beach

At least 14 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 89 % Say it's dog friendly

  • 88 % Say there's holiday spirit

  • 77 % Say people would walk alone at night

  • 75 % Say yards are well-kept

  • 72 % Say it's quiet

  • 71 % Say it's walkable to restaurants

  • 65 % Say parking is easy

  • 62 % Say there's wildlife

  • 59 % Say neighbors are friendly

  • 53 % Say kids play outside

  • 53 % Say there are community events

  • 41 % Say they plan to stay for at least 5 years

  • 21 % Say it's walkable to grocery stores

  • 11 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • Hollie S.
    "many families but during holidays lots of partying families and singles so noise could be an issue. "
    0
    Flag
  • MoeB
    "Very dog friendly. Everyone picks up after their dogs so it doesn’t make the homeowners annoyed and everyone is happy."
    0
    Flag
  • PM
    "Quarterly neighborhood get togethers..Everyone watches out for each other. Close to restaurants and Publix."
    0
    Flag
  • Cheryl C.
    "I am staying at an RV Park and this area is beautiful, charming and everyone is so very friendly! The area is pet friendly and there is do much to do! "
    0
    Flag
  • Bryson H.
    "Walk or ride you bike to the beach or shopping, great area with lots of new homes being built"
    0
    Flag
  • Maureen R.
    "I live in St. Augustine. Vilano is waiting to happen and if the area could keep it's retro vibe and add a couple more nightlife venues it would attract people who really want that " Florida of days gone by" feeling. Great beaches and easy access to the historic city, this is what visitors are looking for. Anastasia Island makes it work because there's great places to dine and there's a pier, too, but it's lacking that character many people want to "discover" and it's waiting at Vilano. Promote the surfing, get a surf rental "shack" by the beach, do up the T shirts, vacationers eat them up! I don't recall seeing an "I love Vilano Beach" T shirt on anyone strolling along St. George St. There's new construction at the beach, and people with money will spend money on a good time, showing off to friends and family what a unique spot Vilano is. Get a pizza place like Mellow Mushroom going, locals take their people there. Why is it taking so long to get a waterfront restaurant established? A little motivation goes a long way and there's a whole lot of people missing Fiddler's Green. And Retro is the key. The Good Old Days. It's right there."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 101 Leeward Ct

  • What is 101 Leeward Ct estimated to be worth?
    Trulia's estimated value for 101 Leeward Ct in Saint Augustine, FL is $663,200.
  • What is the price history for 101 Leeward Ct?
    101 Leeward Ct in Saint Augustine, FL last sold for $395,000 in December 2018.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $432K. That is up $13.33K from the prior month.
  • Does 101 Leeward Ct have air conditioning?
    Yes, 101 Leeward Ct in Saint Augustine, FL has air conditioning.
  • Does 101 Leeward Ct have laundry facilities?
    Yes, 101 Leeward Ct in Saint Augustine, FL has in-unit laundry.

Explore by feature - Pet Friendly

325 pet-friendly rentals in Saint Augustine, FL

Explore by feature - Garage

289 rentals with a garage in Saint Augustine, FL

Explore by feature - Air Conditioning

465 rentals with air conditioning in Saint Augustine, FL

Explore by feature - Pool

341 rentals with a pool in Saint Augustine, FL

Explore by feature - Washer/dryer

514 rentals with a washer/dryer in Saint Augustine, FL

Explore by feature - Outdoor Space

96 rentals with an outdoor space in Saint Augustine, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 101 Leeward Ct

Skip to last item
Skip to first item

Homes for sale near 101 Leeward Ct

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item