Recently Viewed Properties
See This Home
Save This Listing
Close

$2,900

  • Sold
  • Closed
  • Townhouse
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,312 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Located on a desirable corner lot with the largest floor plan available, this beautiful townhouse offers exceptional space, comfort, and convenience just minutes from downtown Winter Park, top-rated schools, parks, and everyday amenities. With 3 bedrooms, 2.5 bathrooms, and a 2-car garage, the home is filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping create a welcoming first impression. Step inside to find a flex space ideal for a home office, den, or second living area, perfect for today's lifestyle. All three bedrooms feature generous walk-in closets, while the primary suite provides a peaceful retreat with its own private bathroom and serene ambiance. A versatile second-floor loft adds valuable extra space that can be used as a media room, playroom, or study area. Outside, enjoy a cozy enclosed rear patio, perfect for relaxing, outdoor dining, or morning coffee in privacy. The spacious two-car garage offers convenience and additional storage. The community surrounding Shadowland Loop is quiet, welcoming, and beautifully maintained, with tree-lined streets and easy access to the best of Winter Park. Residents enjoy proximity to excellent schools, charming parks, boutique shopping, vibrant dining, and the area's beloved lakes and recreation. With its thoughtful design, modern amenities, and exceptional location, this townhouse delivers the ideal Winter Park lifestyle.

Full Property Details for 2237 Shadowland Loop

General

  • Rent: $2,900
  • Status: Closed
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6374761
  • Added to Site: 46 day(s) ago

Rental Information

  • Lease/Rent Term: 12 Months
  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 1
  • Interior Features: Kitchen and Family Room Combination, Open Floorplan
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Seminole
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: ENCLAVE AT HAWKS CREST
  • Driving Directions: From SR-436/Semoran Blvd/Airport, continue on E Colonial Dr. Keep left toward SR-436 N/Semoran Blvd. Turn slightly left onto N Semoran Blvd (SR-436 N). Turn right onto Howell Branch Rd. Turn slightly left onto Hawkscrest Dr. Turn left onto Firstlight Way. Turn right onto Merrydale Way. Turn left onto Shadowland Loop.

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Community Features: Clubhouse, Gated Community - No Guard, Park, Playground, Pool
  • Association: Yes
  • Assoc. Name: Judi Brown
  • Pet Restrictions: Owner approval required

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Structural Information

  • Stories/Levels: Two
  • Square Feet: 2,312
  • Living Area: 2,312 Sq. Ft.
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.08
  • Lot Size (Sq. Ft.): 3,412
  • Lot Size: 3412
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Lease Price: $2,900
  • Assoc Fee Desc.: None
  • Application Fee: $50
  • Security Deposit: $2,900

Disclosures and Reports

  • APN: 2721305VF00001790
  • Property ID: 2721305VF00001790

Listed and Sold by Kardosh Realty

Listing agent

— 2237 Shadowland Loop —

  • Kardosh Realty

Schools serving 2237 Shadowland Loop

School District:Seminole County School District
NameGradesDistance
Eastbrook Elementary School
5525 Tangerine Avenue, Winter Park, FL 32792
K-50.8 mi
Tuskawilla Middle School
1801 Tuskawilla Road, Oviedo, FL 32765
6-82.5 mi
Lake Howell High School
4200 Dike Road, Winter Park, FL 32792
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 2237 Shadowland Loop

Date
Details
Price
Change
Source
1/24/2026
Sold
$2,900
—
MLS
1/18/2026
Listed
$2,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold by Kardosh Realty

Just Listed near 2237 Shadowland Loop

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1531 Glastonberry Rd, Maitland, FL 32751 - Photo 1 Just Listed
$560,000
Open House

1531 Glastonberry Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 21 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,575
    Sq. Ft.
Listed by Young Real Estate
1741 Lyndale Blvd, Maitland, FL 32751 - Photo 1 Just Listed
$759,990

1741 Lyndale Blvd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,495
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
1529 Glastonberry Rd, Maitland, FL 32751 - Photo 1 Just Listed
$525,000
Open House

1529 Glastonberry Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 6 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,655
    Sq. Ft.
Listed by Re/Max Town Centre
790 S Lake Sybelia Dr, Maitland, FL 32751 - Photo 1 Just Listed
$1,100,000
Open House

790 S Lake Sybelia Dr  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,021
    Sq. Ft.
Listed by Lisa Realty Partners

Price Reduced near 2237 Shadowland Loop

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

51 Oakleigh Ln, Maitland, FL 32751 - Photo 1 Price Reduced
-$24,999 (-1.79%)
$1,375,000
Open House

51 Oakleigh Ln  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,149
    Sq. Ft.
Listed by Milton James (407) 572-4458
623 Green Meadow Ave, Maitland, FL 32751 - Photo 1 Price Reduced
-$30,000 (-5%)
$570,000

623 Green Meadow Ave  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 12 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,909
    Sq. Ft.
Listed by Re/Max 200 Realty
135 Roosevelt Pl, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-1.82%)
$539,900

135 Roosevelt Pl  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,426
    Sq. Ft.
Listed by La Rosa Realty Llc
2462 Markingham Rd, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-1.6%)
$615,000

2462 Markingham Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,400
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando

Recent Sales near 2237 Shadowland Loop

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1330 Merrydale Wy, Winter Park, FL 32792 - Photo 1 Sold
$2,800

1330 Merrydale Wy  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,312
    Sq. Ft.
Listed and Sold by Selecta Realty Llc
2352 Shadowland Loop, Winter Park, FL 32792 - Photo 1 Sold
$2,800

2352 Shadowland Loop  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,308
    Sq. Ft.
Listed and Sold by Rebecca Sossai
1492 Broad Wing Ln, Winter Park, FL 32792 - Photo 1 Sold
$2,800

1492 Broad Wing Ln  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,755
    Sq. Ft.
Listed by Home Wise Realty Group, Inc.
Sold by Charles Rutenberg Realty Orlando
1480 Broad Wing Ln, Winter Park, FL 32792 - Photo 1 Sold
$2,800

1480 Broad Wing Ln  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,076
    Sq. Ft.
Listed and Sold by Intop Property Management

2237 Shadowland Loop, Winter Park, FL 32792 (MLS# O6374761) is a Townhouse property that was sold at $2,900 on January 24, 2026. Want to learn more about 2237 Shadowland Loop? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.