$284,900
337 Kirkcaldy Drive
Winter Springs, FL 32708
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
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 history86 days on market
- Status: ActiveJan 31, 2026
- Listed$294,900Jan 31, 2026
- Price reduced$284,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 86
- Subdivision
- Highland Village 1
- County
- Seminole
- Year built
- 1984
- Living area
- 974 sq ft
- Price/sq ft
- $293
- Building area
- 1,042 sq ft (Public Records)
- Lot size
- 4,716 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12117C0160F)
- Annual taxes
- $1,428 (2024)
- Parcel #
- 34-20-30-524-0000-0190
- Zoning
- PUD
- MLS #
- O6375532
Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Vinyl
- Appliances
- Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
HOA & Financial
- HOA fee
- $72 / Annually
- Monthly HOA
- $6/mo
- Total monthly fees
- $41/mo
- Total annual fees
- $497
- HOA name
- Highlands Village 1
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Please see HOA
- Approval process
- Please see 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
- Electricity Connected, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 12x15 |
| Primary Bedroom | First | 12x14 |
| Bedroom 2 | First | 10x11 |
| Kitchen | First | 7x12 |
Listing Details
- Listing date
- 2026-01-31
- On market date
- 2026-01-31
- Original list price
- $294,900
- Occupant type
- Owner
- MLS area
- 32708 - Casselberrry/Winter Springs / Tuscawilla
- Listing AOR
- Orlando Regional
- Status changed
- 2026-01-31
- Tax legal description
- LOT 19 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
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
Property sale history
Public records337 KIRKCALDY DR, WINTER SPRINGS 32708
- Jun 2024$297,000
974 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 April 27, 2026 at 5:27 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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