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$339,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,178 Sq. Ft.
  • Updated 41 minutes ago
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Welcome home to this cozy 3-bedroom, 2-bath bungalow-style home located in the resort-like Highlands community, offering 1,178 sq. ft. of living space. This home features vaulted ceilings, ceramic tile throughout, fresh interior paint, and a newly renovated kitchen with granite countertops, solid wood shaker-style cabinets, and black appliances. Major updates include a 2025 water heater and a new electrical panel inside and outside. The generously sized primary bedroom includes a built-in California Closets system, providing stylish and highly functional custom storage. The secondary and third bedrooms are also well-sized-perfect for guests, family, or easily converted into a home office. Washer and dryer are included in the sale. Enjoy the covered and screened lanai overlooking a charming New Orleans-style courtyard with pavers, a firepit, and a lamp post. The oversized, fully fenced, and cleared backyard offers plenty of space to relax, entertain, or garden, providing a strong sense of privacy. The Highlands is a highly sought-after, established community with low HOA fees and beautiful mature trees throughout. Amenities include an Olympic-size community pool, walking trails, playground, tennis court, volleyball court, and a clubhouse. Ideally situated just off State Road 434 Florida and Tuskawilla Road, this home offers quick access to Winter Springs Town Center for shopping and dining, and is just a short stroll from Torcaso Park-a lively neighborhood park featuring basketball courts, soccer and football fields, playgrounds for all ages, a splash pad, sand play areas, and picnic pavilions, perfect for both active days and relaxed family outings.

Full Property Details for 335 Kirkcaldy Dr

General

  • Price: $339,900
  • HOA FEE: $36/month
  • Taxes: $3,693 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6400818
  • Updated: Today (5/5/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Sliding Doors
  • Deck/Patio: Covered, Enclosed, Rear Porch
  • Porch/Patio/Deck: Covered, Enclosed, Rear Porch

Location

  • Area: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • County: Seminole
  • Development Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Subdivision: HIGHLAND VILLAGE 1
  • Driving Directions: From 434, North on Sheoah, Right on 3rd, Right on Kirkcaldy
  • Direction Faces: Northwest

School Information

  • Elementary School: Highlands Elementary
  • Middle School: South Seminole Middle
  • High School: Winter Springs High

Community

  • Community Name: 32708 - Casselberrry/Winter Springs / Tuscawilla
  • Community Features: Clubhouse, Deed Restrictions, Playground, Pool, Sidewalks, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Highlands Homeowners' Association Inc
  • Pet Restrictions: BUYER's AGENT TO VERIFY WITH THE HOA

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Vinyl Siding, Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,178
  • Sq. Ft. Source: Public Records
  • Year Built: 1984

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,672
  • Lot Size: 4672
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Wood

Financial Considerations

  • Association Fee: $36
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,693
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 18 HIGHLAND VILLAGE ONE PB 29 PGS 66 TO 68
  • Flood Zone Info: X
  • APN: 34203052400000180
  • Property ID: 34203052400000180

Listed by Millenium Realty Group

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Listing agent

— 335 Kirkcaldy Dr —

  • Millenium Realty Group

Get Pre-Approved Today

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 335 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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 335 Kirkcaldy Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/05/2026
Listed
$339,900
7.9%
MLS
12/19/2024
Sold
$315,000
—
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 335 Kirkcaldy Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,696
268%
$270,535
157%
2024
$1,004
5%
$105,450
3%
2023
$952
6%
$102,379
6%
2021
$894
-2%
$96,502
-3%
2022
$912
2%
$99,397
4%
2021
$894
4%
$95,170
2%
2019
$861
2%
$93,030
2%
2018
$847
2%
$91,295
2%
2017
$833
-2%
$89,417
2%
2016
$848
-1%
$87,578
1%
2015
$858
-43%
$86,969
2%
2014
$1,502
9%
$85,583
15%
2013
$1,377
—
$74,673
—
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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Listed by Millenium Realty Group

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335 Kirkcaldy Drive, Winter Springs, FL 32708 (MLS# O6400818) is a Single Family property with 3 bedrooms and 2 full bathrooms. 335 Kirkcaldy Drive is currently listed for $339,900 and was received on May 05, 2026. Want to learn more about 335 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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