258 Leaning Pines Loop, Destin, FL 32541
OFF MARKET

258 Leaning Pines Loop
Destin, FL 32541

  • 5 Beds
  • 4 Baths
  • 3,325 sqft (on 0.55 acres)

$1,613,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,707/mo*
Refinance Your Home

$1,613,000

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $9,707/mo*
Refinance Your Home
5 Beds
4 Baths
3,325 sqft
(on 0.55 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Located on a large secluded lot in upscale Kelly Plantation, this custom-built contemporary home has extraordinary upgrades: hardwood and travertine flooring, 10-foot ceilings throughout, faux painting, crown molding, interior & exterior columns, architectural niches, flowing archways, and fabulous built-ins. The lavish formal living room welcomes you as you come through the double front doors. A wall of stackable glass sliders opens this area to a huge outdoor living space. To the right, the gourmet kitchen is a chef's dream: Thermador appliances, Asko dishwasher, Sub-zero refrigeration, emerald-pearl granite counter tops, an ample pantry, and large center island. The kitchen flows into the large great room that showcases an exquisite fireplace at its center. Stackable glass sliders flow out to the screened lanai. To the left , the spacious master suite offers his & hers bathrooms and walk-in closets. The study/office has custom built-ins and is conveniently located directly across the hall from the master suite. The two remaining bedrooms are located on the other side of the home. An exercise room adjoins the oversized garage. The home is wrapped around an incredible screened living space--the perfect outdoor accommodations for Florida living at its best! The 31'x17' heated saltwater-filtered pool has a motorized cover and has a spa at one end. A covered summer kitchen makes it possible to enjoy the outdoors and still cook. This home sits on a large wooded lot in a cul-de-sac and backs up to the nature preserve and to Tom's Bayou.
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
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 258 Leaning Pines Loop

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, HardwoodGated Entry
Interior Details
Types of Rooms: Walk In ClosetWet BarCeiling Fan
Appliances & Utilities
Cable ReadyRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1996Year Updated: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Additional Information

Sport Court

Building

Fitness & Sports
Tennis Court

Price History for 258 Leaning Pines Loop

DatePriceEventSource
08/15/2024$1,695,000PendingECAOR #955794
07/31/2024$1,695,000Listed For SaleECAOR #955794
04/16/2021$1,242,000Sold
ECAOR #866721
06/08/2018$889,900Sold
ECAOR #787833
04/16/2018$946,700Listed For SaleAgent Provided
05/18/2016$852,000Sold
ECAOR #748881
03/20/2016$874,500Listed For SaleAgent Provided
01/30/2015$387,000Sold
N/A
08/08/2014$416,120ListingRemovedAgent Provided
05/21/2014$416,120Listed For SaleAgent Provided
11/19/2013$349,000ListingRemovedAgent Provided
10/11/2013$349,000Listed For SaleAgent Provided
05/12/2008$1,125,000ListingRemovedAgent Provided
03/14/2008$1,125,000PriceChange
Agent Provided
10/24/2007$874,800PriceChange
Agent Provided
10/01/2007$1,125,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax
Assessment$1,291,160
Home facts updated by county records

Comparable Sales for 258 Leaning Pines Loop

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4399 Old Bayou Trl, Destin, FL
0.16
Single-Family Home
$1,060,000
06/25/25
5
3
3,078
201 Matties Way, Destin, FL
0.27
Single-Family Home
$1,250,000
12/10/25
4
4
3,027
66 Indian Bayou Dr, Destin, FL
0.14
Single-Family Home
$1,750,000
08/12/25
3
3.5
3,834
315 Sand Myrtle Trl, Destin, FL
0.57
Single-Family Home
$1,150,000
02/27/26
4
4
3,224
268 Champion Ct, Destin, FL
0.40
Single-Family Home
$1,325,000
04/27/26
4
3.5
3,174
4500 Olde Plantation Pl, Destin, FL
0.50
Single-Family Home
$1,375,000
05/15/26
4
4
3,737
378 Terrapin Trce, Destin, FL
0.38
Single-Family Home
$1,128,000
02/24/26
4
3
3,308
70 Country Club Dr E, Destin, FL
0.31
Single-Family Home
$599,000
10/30/25
4
3.5
2,573
142 Indian Bayou Dr, Destin, FL
0.63
Single-Family Home
$1,580,000
03/30/26
4
4
3,599
384 Terrapin Trc, Destin, FL
0.40
Single-Family Home
$1,300,000
12/29/25
4
3
2,674

Nearby homes

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Assigned Schools

These are the assigned schools for 258 Leaning Pines Loop.
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 Destin

At least 291 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 76 % Say there are sidewalks

  • 73 % Say people would walk alone at night

  • 73 % Say there's holiday spirit

  • 71 % Say yards are well-kept

  • 70 % Say it's quiet

  • 68 % Say kids play outside

  • 65 % Say parking is easy

  • 63 % Say streets are well-lit

  • 57 % Say it's walkable to restaurants

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to grocery stores

  • 45 % Say neighbors are friendly

  • 40 % Say there's wildlife

  • 35 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Safe Multicultural low key friendly convenient to the beach and shopping. I like it here. Multiple parks in the area. "
    0
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  • reyna3hsd
    "I don’t live in Destin, I live in Baker, FL. I think dog owners would, give or take, like my neighborhood. It’s a farm neighborhood, but it depends on what dog they have. If they have acreage and a working dog, they’ll love it. If they have a lab or something like that, they might get run over"
    0
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  • Gwen York
    "It’s a nice area to live and work. Locals and tourists are respectful of each other, which creates a friendly community atmosphere."
    0
    Flag
  • Sjmszttqft
    "Amazing place to live, nice neighbors, calm, peaceful. Near everything. Just 10 minutes walk from the beach."
    0
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  • Maxconn30
    "My commute is 2 miles from my home and takes an average of 6 minutes to get there. The summer tourist traffic is not as bad as it used to be now that the road construction is finished. "
    0
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  • Hanjin02
    "Here is very nice place, nice neighborhood. Place like diamond. I would like to recommend here to other people."
    0
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  • Trulia User
    "Safe quite down to earth ppl that are rich pet loving children, loving, very family orientated people are very well mannered"
    0
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  • Alex.gbot
    "It takes 30 minutes during the summer to get to my job and i live 5 minutes away. There should be a light in front of my current apartment complex but there isn’t, since there isn’t theres an accident there at least 2 times a month. Also there used to be a side street that residents could use to be able to bypass 98 but someone bought the property its on and has done NOTHING with the property but has COMPLETELY blocked off the road. "
    0
    Flag
  • Cstringer260
    "So many I can’t count. Great place to retire or raise a beautiful family. Got to love the water because we have plenty of it. Beautiful place to live."
    0
    Flag
  • Jordan Harrill
    "I’m just visiting Destin, Fl but the craft beer is good so far. And the hospitality is great. And the amenities are nice. "
    0
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  • FishGuru
    "Everyday interaction really, from getting to know the neighborhood kids to giving advice or lending a hand . Everyone here knows everyone so in a way we all look out for one another . I would say that is the same overall feel I get in the neighboring cities as well . "
    7
    Flag
  • Dshreve1
    "Beautiful beaches abound in this coastal area on the Gulf of Mexico. Very touristy but Destin has great food and lots of ways to entertain oneself if nor enjoying the sun, sand, and surf!"
    0
    Flag
  • Audio S.
    "fireworks displays...every major holiday. college football tailgating on saturday mornings and afternoons are not unusual."
    1
    Flag
  • Jimmie G.
    "There is tons of traffic in the summer time. Starting on Spring Break we get tourist from all over primarily the Midwest. It gets crowded fast. "
    4
    Flag
  • Donna F. P.
    "Uber is the only transport other than your own vehicle. I have a 20 minute cute to work. Traffic is up in the summer and lower in the fall. "
    2
    Flag
  • Seg24
    "Depends on time of year. Local travel on scenic is easy but 98 can get very congested and it can take an hour to go 10 miles "
    0
    Flag
  • Kwtfla
    "Yes. Plenty of dogs. A very friendly neighborhood for dog lovers. Very quiet and traffic is modest. "
    0
    Flag
  • Nicoleemily7
    "The Venue is dog friendly and always dogs out and about . Lots of places to walk the dog as well as a dog park in our community, as well as down the street! "
    3
    Flag
  • Dave W.
    "Make sure you’re kids don’t text and drive or drink and drive. Hwy 98 is a killer because of it. Plan trips early, afternoon road construction traffic is a nightmare. "
    1
    Flag
  • Ashley B.
    "You’re close to everything including schools. All sorts of food places and mighty life. Close to the beach too!"
    4
    Flag
  • Anzabia R.
    "There are plenty of families in this area and it’s a good place for vacationing throughout the year. We really enjoy the weather and the friendliness of the neighbors."
    1
    Flag
  • Jose B.
    "A great neighborhood. Friendly, quiet, and beautiful place. A perfect place to raise family and retirement. "
    1
    Flag
  • Jim S.
    "I buy Candy every year, but NO Trick or Treaters for past 2 years. Used to have a few, but Crystal Beach is more of a Vacationeers area, not a lot of children in the neighborhood."
    0
    Flag
  • Jennifer H. H.
    "There is a Dog park nearby and lots of sidewalks to walk your dog on a leash. There are several dog owners in the area that also walk their dog."
    3
    Flag
  • Corinamarieplain
    "Family friendly beautiful scenery and fun all around place. In the off season some place r slow but it’s a time to meet your locals"
    0
    Flag
  • Blagovest N.
    "Great Naborhood in the heart of Destin. I will recommend it to family. It safe here. Walking distance to restaurants "
    3
    Flag
  • Arve852003
    "The view of the bay is great. There is a lot of things to do around including stores, restaurants and the ability to walk to the beach "
    1
    Flag
  • Nam
    "clean, beautiful beach, not too crowded, not too quiet. It is lively with many shops and restaurants too."
    1
    Flag
  • Dianna W.
    "I live right across from Destin Dog Park.. Awesome dog park.. My dog loves it there and most owners are friendly. "
    0
    Flag
  • Dianna W.
    "The Destin dog park is awesome!! People watch their dogs and also clean up after them. People and dogs are very friendly. "
    0
    Flag
  • Manuels.hannah3
    "TRAFFIC ! There is always always traffic. Especially during peak season. Restaurants are hard to get into because of tourists. "
    0
    Flag
  • Eireanne W.
    "A lot of families in this neighborhood but you do hear a lot of fireworks nearby once a week in the summer. Not good when you have a baby!"
    0
    Flag
  • Eric D.
    "That's its safe for children and safe for everyone in the area also that the neighborhood is safe for everyone"
    0
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  • Aj0802
    "This is a quiet neighborhood. There are not many children that live here. It is mostly late middle age to elderly."
    0
    Flag
  • Mustafa C. A.
    "Nice safe rich fun beach restaurants local beer local wine street food movies. It’s like a huge city that has them all. And all perfect "
    0
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  • Madmax24
    "Lots of sidewalks through pleasant neighborhoods. Near public parks and the bay with access to a public dock. Very safe neighborhood and rarely have animals running lose. "
    0
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258 Leaning Pines Loop, Destin, FL 32541 is a 5 bedroom, 4 bathroom, 3,325 sqft single-family home built in 1996. This property is not currently available for sale. 258 Leaning Pines Loop was last sold on Apr 16, 2021 for $1,242,000. The current Trulia Estimate for 258 Leaning Pines Loop is $1,613,000.