$499,000
2231 Nairn Drive
Winter Park, FL 32792
Listing updated: June 24, 2026 at 8:30 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.
Local Insight
At $459/sqft for a 1956 home on 0.2 acres in Winter Park, you're paying a solid premium for the address and neighborhood character rather than the house itself—this is genuinely old-money Winter Park real estate, not a renovated showpiece. The three-bedroom, 1,088-sqft footprint is tight by today's standards, so you're really buying into the location (walkable to Park Avenue, the lakes, Rollins College) and the historic lot rather than expecting modern square footage; serious buyers here should factor in likely renovation costs or be comfortable with mid-century bones. With no HOA and X flood zone, this property has fewer restrictions than many Winter Park homes, which is a real advantage if you're planning updates, though you'll want to verify the exact condition and any deferred maintenance on a 68-year-old structure.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history167 days on market
- Status: ActiveJan 8, 2026
- Listed$499,000Jan 8, 2026
- Price increased$499,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 167
- Subdivision
- Aloma
- County
- Orange
- Year built
- 1956
- Living area
- 1,088 sq ft
- Price/sq ft
- $459
- Building area
- 1,416 sq ft (Public Records)
- Lot size
- 8,671 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Annual taxes
- $3,793 (2025)
- Parcel #
- 09-22-30-0120-13-272
- Zoning
- R-2
- MLS #
- O6369016
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Laminate
- Appliances
- Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Open Floorplan, Primary Bedroom Main Floor, Stone Counters
- Laundry
- In Garage
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Heat Pump
- Cooling
- Central Air
Parking
- Carport
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer must confirm and check with Orange County
Exterior & Construction
- Exterior features
- None
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Water Connected
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 | 10x12 |
| Kitchen | First | 10x13 |
| Living Room | First | 13x12 |
Listing Details
- Listing date
- 2026-01-07
- On market date
- 2026-01-08
- Original list price
- $499,000
- Occupant type
- Vacant
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-01-08
- Tax legal description
- ALOMA SECTION 1 O/51 THE S 1/2 LOTS 27 &28 BLK 13
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
Aloma Ave to Strathy Lane / Corner House Strathy Lane and Nairn 0drive
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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 June 24, 2026 at 8:30 AM 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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