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$294,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 974 Sq. Ft.
  • Updated 2 days ago

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337 Kirkcaldy Drive,Winter Springs, FL 32708

337 Kirkcaldy DriveWinter SpringsFL32708

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Warm and inviting home located in the highly sought-after Highland Village community of Winter Springs-where residents love to live and rarely want to leave. This 2-bedroom, 2-bath home features an open floor plan, abundant natural light, and no carpet throughout. The spacious living and dining areas open a comfortable layout, perfect for everyday living or entertaining. The primary bedroom is generously sized with a large walk-in closet, and the primary bathroom has been updated with a sink, faucet and mirror. The secondary bedroom is also well-sized and versatile. The guest bathroom has been updated with a new vanity and mirror. The kitchen offers ample storage, includes all appliances, and opens directly to the private backyard-complete with a covered patio and ceiling fan, ideal for relaxing outdoors. Seller has recently updated the following: replace all interior doors, all new faux window blinds for all windows and crown molding in living areas. All appliances will stay including the washer and dryer! Enjoy living in a vibrant, well-maintained community with top-rated schools and fantastic amenities including a pool, tennis and pickleball courts, volleyball court, playground, and scenic walking trails and low HOA costs. Conveniently located near SR 434 and Tuskawilla Road, just minutes from Winter Springs Town Center, shopping, dining, and a short walk to Torcaso Park. Schedule your private showing today.

Full Property Details for 337 Kirkcaldy Dr

General

  • Price: $294,900
  • HOA FEE: $6/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,428 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6375532
  • Updated: 1/31/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 4
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s)
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: Sliding Doors

Location

  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Subdivision: HIGHLAND VILLAGE 1
  • Driving Directions: W State Rd 434, turn right and continue a short distance before turning left onto Sheoah Blvd. Follow Sheoah Blvd, then turn right onto N 3rd St. Shortly after, turn left onto MacGregor Rd, then make a right onto Montrose St. Finally, turn right onto Kirkcaldy Dr
  • Direction Faces: West

Community

  • Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Community Features: Clubhouse, Deed Restrictions, Park, Playground, Pool, Sidewalks, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Highlands Village 1

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Vinyl Siding, Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 974
  • Sq. Ft. Source: Public Records
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,716
  • Lot Size: 4716
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $72
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,428.43
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 19 HIGHLAND VILLAGE ONE PB 29 PGS 66 TO 68
  • Flood Zone Info: X
  • APN: 34203052400000190
  • Property ID: 34203052400000190

Listed by Charles Rutenberg Realty Orlando

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Listing agent

— 337 Kirkcaldy Dr —

  • Charles Rutenberg Realty Orlando

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 337 Kirkcaldy Dr

School District:Seminole County School District
NameGradesDistance
Highlands Elementary School, Winter Springs, FL
1600 Shepard Road, Winter Springs, FL 32708
K-50.9 mi
Seminole Academy Of Digital Learning
450 Technology Park, Lake Mary, FL 32746
6-83.8 mi
Winter Springs High School
130 Tuskawilla Road, Winter Springs, FL 32708
9-122.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 337 Kirkcaldy Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/31/2026
Listed
$294,900
-0.71%
MLS
6/24/2024
Sold
$297,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 337 Kirkcaldy Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$623
-56%
$98,007
-26%
2024
$1,428
5%
$132,481
3%
2023
$1,362
5%
$128,622
6%
2021
$1,292
-2%
$121,239
-3%
2022
$1,313
2%
$124,876
4%
2021
$1,292
3%
$119,565
2%
2019
$1,253
71%
$116,877
39%
2018
$731
2%
$84,322
2%
2017
$717
-2%
$82,588
2%
2016
$731
-1%
$80,889
1%
2015
$739
66%
$80,327
24%
2014
$446
-2%
$65,036
1%
2013
$457
—
$64,075
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Charles Rutenberg Realty Orlando

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337 Kirkcaldy Drive, Winter Springs, FL 32708 (MLS# O6375532) is a Single Family property with 2 bedrooms and 2 full bathrooms. 337 Kirkcaldy Drive is currently listed for $294,900 and was received on January 31, 2026. Want to learn more about 337 Kirkcaldy Drive? Do you have questions about finding other Single Family real estate for sale in Winter Springs? You can browse all Winter Springs real estate or contact a Coldwell Banker agent to request more information.

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