$339,900
335 Kirkcaldy Drive
Winter Springs, FL 32708
Listing updated: May 6, 2026 at 2:56 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveMay 5, 2026
- Listed$339,900May 5, 2026
- Price increased$339,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Highland Village 1
- County
- Seminole
- Year built
- 1984
- Living area
- 1,178 sq ft
- Price/sq ft
- $289
- Building area
- 1,440 sq ft (Public Records)
- Lot size
- 4,672 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Annual taxes
- $3,693 (2025)
- Parcel #
- 34-20-30-524-0000-0180
- Zoning
- PUD
- MLS #
- O6400818
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Tile
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s)
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
HOA & Financial
- HOA fee
- $36 / Monthly
- Monthly HOA
- $36/mo
- Total monthly fees
- $42/mo
- Total annual fees
- $504
- HOA name
- Highlands Homeowners' Association Inc
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- BUYER's AGENT TO VERIFY WITH THE HOA
- Approval process
- BUYER's AGENT TO VERIFY WITH THE HOA
Exterior & Construction
- Exterior features
- Sliding Doors
- Construction materials
- Vinyl Siding, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Electricity Connected
Community
- Pets allowed
- Cats OK, Dogs OK, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 14x12 |
| Bedroom 2 | First | 12x10 |
| Bedroom 3 | First | 14x10 |
| Kitchen | First | 12x10 |
| Living Room | First | 12x18 |
| Dining Room | First | 9x10 |
Listing Details
- Listing date
- 2026-05-05
- On market date
- 2026-05-05
- Original list price
- $339,900
- Occupant type
- Owner
- MLS area
- 32708 - Casselberrry/Winter Springs / Tuscawilla
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-05
- Tax legal description
- LOT 18 HIGHLAND VILLAGE ONE PB 29 PGS 66 TO 68
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From 434, North on Sheoah, Right on 3rd, Right on Kirkcaldy
Property sale history
Public records335 KIRKCALDY DR, WINTER SPRINGS 32708
- Dec 2024$315,000
1,178 sq ft · Built 1984 · 0.1083 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 6, 2026 at 2:56 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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