2377 Shadowland Loop, Winter Park, FL 32792
Property image
Property image
OFF MARKET

2377 Shadowland Loop
Winter Park, FL 32792

Airport North
  • 3 Beds
  • 2.5 Baths
  • 2,376 sqft

$429,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,254/mo*

$429,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $2,254/mo*
3 Beds
2.5 Baths
2,376 sqft

Home Value

Trulia Estimate
$430K
Since last month
Decreased$2K (-0.3%)
Since last year
Decreased$18K (-4%)
Since last sale
Increased$106K (+32.8%)
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 +301% in the last 10 years
MonthEstimated value
2026
August 2026$431K
July 2026$430K
June 2026$433K
May 2026$433K
April 2026$435K
March 2026$439K
February 2026$439K
January 2026$435K
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
0.78
Townhouse
$265,000
11/14/25
3
2.5
1,544
0.92
Townhouse
$302,990
12/18/25
3
2.5
1,544
0.99
Townhouse
$270,000
04/22/26
3
2.5
1,544
1.59
Townhouse
$309,900
01/08/26
3
2.5
1,452
1.63
Townhouse
$300,000
07/02/26
3
2.5
1,452
1.67
Townhouse
$315,000
10/10/25
3
2.5
1,452
1.66
Townhouse
$295,000
06/18/26
3
2.5
1,452
1.67
Townhouse
$335,000
10/02/25
3
2.5
1,452
1.65
Townhouse
$310,000
12/04/25
3
2.5
1,404
1.81
Townhouse
$339,000
07/06/26
3
2.5
1,627

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
0.08
$609,400
4
3
2,051
Off Market
0.08
$561,400
3
2
1,731
Off Market
0.72
$200,000
2
2
1,200
Recently Sold
0.73
$306,400
3
2.5
1,544
Off Market
0.73
$269,500
2
2
1,200
Off Market
0.75
$306,200
3
2.5
1,544
Off Market
0.75
$290,400
3
2.5
1,544
Off Market
0.75
$247,000
2
2
1,200
Recently Sold
0.75
$289,900
3
2.5
1,544
Off Market
0.76
$446,000
3
2
1,792
Off Market
0.78
$265,000
3
2.5
1,544
Recently Sold
0.80
-
3
2.5
1,544
Off Market

Local Information

  • Map ViewExplore the area around 2377 Shadowland Loop.
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
2019
Living Area
2,376 sqft
Price/Sqft
$181
Parking
Garage

About this House

Two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage for everyone. Modern white cabinets, gray quartz countertops, wood look tile flooring, and neutral gray carpet in our Inspire Package.
2377 Shadowland Loop, Winter Park, FL 32792 is a 3 bedroom, 3 bathroom, 2,376 sqft townhouse in Airport North, built in 2019. It last sold for $324,800 on Dec 17, 2019. It is currently off market. The Trulia Estimate is $429,900, with a rent estimate of $3,008/month.

Home Details for 2377 Shadowland Loop

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, Cement ConcreteFoundation Type: Footing
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Townhouse

Community

Units in Building: 1

Lot Information

Lot Area: 2395 sqft

Price and Tax history

DateEventPrice
Dec 17, 2019
Source: N/A
Sold
$324,800
Aug 17, 2019
Source: Agent Provided
PriceChange
$326,880
Price increased by 1%
Jul 16, 2019
Source: Agent Provided
Listed For Sale
$324,880

Market trends in Orlando

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$384K
$3.67K
MoM
Sale-to-List Price
98.1%
0.1%
MoM
Price per sq ft
$233
$1
MoM
Available listings
4195
15
MoM
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Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Airport North

At least 118 Trulia users voted on each feature.
  • 82 % Say it's dog friendly

  • 81 % Say there are sidewalks

  • 80 % Say car is needed

  • 72 % Say there's holiday spirit

  • 69 % Say it's walkable to restaurants

  • 68 % Say parking is easy

  • 67 % Say streets are well-lit

  • 64 % Say kids play outside

  • 64 % Say it's quiet

  • 62 % Say people would walk alone at night

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say it's walkable to grocery stores

  • 50 % Say yards are well-kept

  • 37 % Say neighbors are friendly

  • 37 % Say there's wildlife

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Maria Valderrama
    "It’s great! I’m close to the airport and I have a bus link right in front of my neighborhood. The 528 is also easy access. "
  • William Larson
    "The area is pretty congested in my opinion not sure if I know what it would take to make it better but honestly i am just visiting here for a work engagement "
  • Trulia User
    "it's a good neighborhood to live in. I definitely recommend to look around this area. people are friendly "
  • Trulia User
    "dog parks in apartments and nice walkways. ............................................. lots of green grass"
  • Trulia User
    "it's a quiet and pleasant place to live. Very close to the airport and easy to travel to many places in Orlando. "
  • Cjohnfly
    "Safe, convenient and well maintained. Area is close to all amenities. Airport, restaurants, shopping and more."
  • Shadow80020
    "traffic is more prevalent in the afternoon, but is usually not bad. Somewhat aggressive drivers are common as with most other cities in Florida. "
  • Jesus.quinones105
    "Close to restaurants and major highways. Quiet & safe yet urban enough to make life interesting. Friendly neighbors."
  • Shadow80020
    "The city of Orlando decorates the street lights during the the holidays. Some of the apartment complexes do food truck nights."
  • Luke
    "Please keep your dog on a leash, regardless how small and cute or big and curdly, also pick up after your dog this way everyone can continue to enjoy the neighborhood."
  • Elissa V.
    "It’s a family oriented area and everything is close! Schools, shopping malls and restaurants. Nice place to live."
  • Manuel R.
    "I have lived for 11 years, it is very quiet and pleasant. It is a good neighborhood. It is very close to the airport and the city center."
  • Jennifer A.
    "Dogs are welcomed. As long as your dog is on a leash and you pick up after your dog. It’s a decent neighborhood. For the most part it’s safe and clean. "
  • Jennifer A.
    "I like the area very much. My family had lived in this areA for 6 years and never had a problem. I have the good schools nearby, the gym, grocery stores, gas stations and doctor offices conveniently close. We are central to many parks, attractions and events. I’m happy here. "
  • Nalani N. J.
    "I just moved here from Tennessee, and we're renting an apartment. The area is nice and quiet, people here are friendly and the school district is good. "
  • Familia C.
    "Excellent safe area ,family area , a lot restaurants, fast food ,retailers and a epic theatre with excellent seats to see the movie"
  • Daniel S.
    "really nice to live and work here"

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Homes for sale near 2377 Shadowland Loop

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Off Market Homes Near 2377 Shadowland Loop

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Frequently asked questions about 2377 Shadowland Loop

  • What is 2377 Shadowland Loop estimated to be worth?
    Trulia's estimated value for 2377 Shadowland Loop in Winter Park, FL is $429,900.
  • What is the price history for 2377 Shadowland Loop?
    2377 Shadowland Loop in Winter Park, FL last sold for $324,800 in December 2019.
  • Is Winter Park a buyer's or seller's market?
    Winter Park is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Park?
    The median sale price in Winter Park is $384K. That is up $3.67K from the prior month.
  • Does 2377 Shadowland Loop have air conditioning?
    Yes, 2377 Shadowland Loop in Winter Park, FL has air conditioning.
  • Does 2377 Shadowland Loop have a garage?
    Yes, 2377 Shadowland Loop in Winter Park, FL has a garage.