2299 Leonards Way, Jay, FL 32565
OFF MARKET

$552,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,036 sqft (on 0.94 acres)

2299 Leonards Way, Jay, FL 32565

Est. Refi. Payment $3,502/mo*
Refinance Your Home
Currently Off Market - Sold Oct 3, 2019 for $270,175

Home Value

Trulia Estimate
$553K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$10K (+1.8%)
Since last sale
Increased$281K (+104.2%)
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 +89% in the last 10 years
MonthEstimated value
2026
November 2026$552K
October 2026$554K
September 2026$553K
August 2026$556K
July 2026$557K
June 2026$557K
May 2026$553K
April 2026$548K
March 2026$549K
February 2026$536K
January 2026$527K
2025
2024
2023
2022
2021
2020

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
2656 Piddlin Ln, Jay, FL
1.42
Single-Family Home
$495,000
07/22/26
4
3
2,929
2627 Piddlin Ln, Jay, FL
1.46
Single-Family Home
$425,000
12/30/25
4
3
3,019
2642 Grandaddy Ln, Jay, FL
1.71
Single-Family Home
$515,000
04/08/26
4
3
2,987
2351 Harvest Rd, Jay, FL
1.35
Single-Family Home
$338,000
12/18/25
3
2
1,563
3351 N Simmons Rd, Jay, FL
1.54
Single-Family Home
$330,000
03/02/26
3
2
1,779
3332 N Simmons Rd, Jay, FL
1.50
Single-Family Home
$305,000
04/16/26
3
2
1,786
3324 N Simmons Rd, Jay, FL
1.49
Single-Family Home
$319,000
06/30/26
3
2
1,545
3364 N Simmons Rd, Jay, FL
1.57
Single-Family Home
$365,000
04/02/26
3
2
1,755
2360 Trudy Ln, Jay, FL
1.27
Single-Family Home
$406,000
06/11/26
3
2
1,628
3366 Farrish Rd, Jay, FL
1.51
Single-Family Home
$350,000
12/05/25
3
2
1,424

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
2657 Grandaddy Ln, Jay, FL 32565
0.00
$439,600
4
3
2,623
Off Market
2353 Leonards Way, Jay, FL 32565
0.00
$418,200
4
3
2,282
Off Market
2341 Leonards Way, Jay, FL 32565
0.00
$494,200
4
3
2,623
Off Market
2309 Leonards Way, Jay, FL 32565
0.00
$470,700
4
3
2,929
Off Market
2319 Leonards Way, Jay, FL 32565
0.00
$602,400
4
3
3,019
Off Market
2289 Leonards Way, Jay, FL 32565
0.00
$474,200
4
3
3,011
Off Market
2641 Grandaddy Ln, Jay, FL 32565
0.00
$448,600
4
3
2,786
Off Market
2329 Leonards Way, Jay, FL 32565
0.00
$442,300
4
3
2,400
Off Market
2640 Dunsford Rd, Jay, FL 32565
0.08
$285,200
3
2
1,581
Off Market
2829 Bud Diamond Rd, Jay, FL 32565
0.13
$498,400
4
2.5
2,200
Off Market
Dunsford Rd, Jay, FL 32565
0.15
$145,000
-
-
-
Recently Sold
1 Dunsford Rd, Jay, FL 32565
0.15
-
-
-
-
Off Market
2760 Dunsford Rd, Jay, FL 32565
0.21
$463,700
3
2
1,564
Off Market
2606 Dunsford Rd, Jay, FL 32565
0.23
$97,100
2
1
962
Off Market
2787 Bud Diamond Rd, Jay, FL 32565
0.23
$1,002,800
4
3
2,623
Off Market
2 Dunsford Rd, Jay, FL 32565
0.24
-
-
-
-
Off Market
2616 Dunsford Rd, Jay, FL 32565
0.28
$106,200
2
1
960
Off Market
2755 Bud Diamond Rd, Jay, FL 32565
0.28
$561,700
2
2
1,530
Off Market
4 Bud Diamond Rd, Jay, FL 32565
0.29
-
-
-
-
Off Market
2800 Dunsford Rd, Jay, FL 32565
0.30
$407,700
3
2
1,429
Off Market

Local Information

  • Map ViewExplore the area around 2299 Leonards Way.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2019
0.94 acre lot
3,036 sqft
$182/sqft
Garage

About this House

INCREDIBLE OPPORTUNITY to purchase the NEW HOME by one of the Panhandles MOST AWARDED & RECOGNIZED SEMI CUSTOM BUILDERS. This 3036 sq. ft. plan sits on .94 acre in STAFFORD FARM SUBDIVISION. Along with UNSURPASSED QUALITY, this 4/3 has gorgeous Maple Cabinets with raised panel doors, SS appliances, Granite in kitchen, Large pantry, Breakfast Area, & Formal Dining Room. Great Room elegant & inviting with hop up ceiling, crown molding & beautiful Fireplace. Master bedroom privately located at the back of your home, with master bath complete with double vanity, Garden tub, and separate shower. Most closing cost paid with approved lender! Call today!
2299 Leonards Way, Jay, FL 32565 is a 4 bedroom, 3 bathroom, 3,036 sqft single-family home built in 2019. It last sold for $270,175 on Oct 3, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $552,600, with a rent estimate of $3,619/month.

Home Details for 2299 Leonards Way

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Interior Details
Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room
Appliances & Utilities
Cable ReadyDishwasherMicrowave
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other, BrickFoundation Type: SlabPatioPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Oct 3, 2019
Source: PAR #548983
Sold
$270,175

Market trends in Jay

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
2MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Jay

At least 5 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 88 % Say yards are well-kept

  • 86 % Say car is needed

  • 78 % Say they plan to stay for at least 5 years

  • 75 % Say it's dog friendly

  • 71 % Say neighbors are friendly

  • 71 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 67 % Say it's quiet

  • 67 % Say people would walk alone at night

  • 63 % Say kids play outside

  • 60 % Say streets are well-lit

  • 43 % Say it's walkable to grocery stores

  • 43 % Say it's walkable to restaurants

  • 38 % Say there are community events

  • 33 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Amber Bender
    "This is honestly the safest and most neighborly area we have ever lived in. The school is amazing and we are close enough to all stores we would like to go to but far enough away from the city! "
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  • Jesslyn D.
    "Opies kool stop is very kid oriented and always does things for the kids. We have the peanut festival every year which is awesome for all of the family. "
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  • Jesslyn E. D.
    "I’ve lived here all of my life. In this particular neighborhood for 4 years. People that love here are friendly and its and all around good community to live in. "
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  • Jesslyn E. D.
    "Everyone cares for each other, we have a nice little town that provides most of our needs. We all rejoice, grieve and stand strong with one another. "
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  • jlw110808
    "20 minutes to NAS Whiting Field, 20 minutes to 5 pointes in Pace for shopping. Great A schools, has a Hospital, lots of Churches, a Cafe and a few restaraunts. Only an hour from the beach, 15 minutes to Cold Water Creek for Canoeing or Horseback riding, good place to raise your family, we love it! "
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  • Pensacola F.
    "I live in Pensacola, Florida, about 45 minutes from Jay. We bought a small piece of property (10 acres) out in Jay, with a little mobile home on it, last year. We hope to build a house out there one day, but in the meantime- we just love getting away to the "country" of Jay! It's calm, sweet and stress free. It's close to everything so while there isn't a lot available in Jay itself, it's a 15 minute drive from whatever you may need! It's the best place ever! If I could stay out there all day everyday... I'd do it in a second!! "
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LGBTQ Local Legal Protections

Frequently asked questions about 2299 Leonards Way

  • What is 2299 Leonards Way estimated to be worth?
    Trulia's estimated value for 2299 Leonards Way in Jay, FL is $552,600.
  • What is the price history for 2299 Leonards Way?
    2299 Leonards Way in Jay, FL last sold for $270,175 in October 2019.
  • Is Jay a buyer's or seller's market?
    Jay is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Jay?
    Residents describe Jay, FL as easy to park in, well-kept, and established. Most residents say you need a car. See recently sold homes in Jay, FL.
  • Does 2299 Leonards Way have air conditioning?
    Yes, 2299 Leonards Way in Jay, FL has air conditioning.
  • Does 2299 Leonards Way have a pool?
    Yes, 2299 Leonards Way in Jay, FL has a pool.

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