$2,500
747 Maryland Avenue
Winter Park, FL 32789
Listing updated: June 2, 2026 at 1:02 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
About this home
Welcome to this charming 3-bedroom, 2-bathroom house located in the heart of Winter Park. This lovely home features a spacious back yard and patio perfect for enjoying the outdoors. The kitchen and bathrooms have been remodeled. It is a convenient 4 minute walk to Rollins College, and a 10 minute walk to local shops and restaurants on Park Avenue.
Local Insight
At $3/sqft for a 1948 home in Winter Park, this is likely a tear-down or heavy-rehab play on a small lot—that price per square foot is well below even modest Winter Park standards and suggests serious structural or systems issues that need inspection before any offer. The location itself (Trotters Rep, not the prime Park Avenue corridor or lakefront) puts you in the more affordable ring of Winter Park, which is fine if you're willing to renovate, but you're still paying Winter Park property taxes and HOA-free living here means you're truly on your own for any neighborhood upkeep. Given the age and condition implied by the price, a 360° tour alone won't tell you what's really needed—you'll want a thorough engineer's inspection and a realistic contractor estimate before committing.
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 history0 days on market
- Status: ActiveJun 1, 2026
- Listed$2,500Jun 1, 2026
- Price increased$2,500
Virtual Tour
Facts & features
- Property type
- Residential Lease
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Trotters Rep
- County
- Orange
- Year built
- 1948
- Living area
- 786 sq ft
- Price/sq ft
- $3
- Building area
- 1,146 sq ft (Public Records)
- Lot size
- 5,848 sq ft
- Parcel #
- 07-22-30-8760-00-280
- MLS #
- O6412619
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Appliances
- Dryer, Electric Water Heater, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), High Ceilings
- Laundry
- Outside
- Stories / Levels
- One
Heating & Cooling
- Heating
- Central, Ductless
- Cooling
- Central Air, Wall/Window Unit(s)
Parking
- Attached garage
- No
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- Min lease term
- 8-12 Months
Exterior & Construction
- Road surface
- Brick
Community
- Pets allowed
- Pet Deposit, Size Limit
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 1 | First |
Listing Details
- Listing date
- 2026-06-01
- On market date
- 2026-06-01
- Original list price
- $2,500
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-01
Location
Directions
From downtown Orlando, take I-4 East toward Daytona Beach. Continue on I-4 for about 4 miles and take Exit 87 for Fairbanks Avenue toward Winter Park. Turn left onto Fairbanks Avenue and continue east for about 1 mile. Then turn right onto South Orlando Avenue (US-17/92) and continue south for a short distance. Turn left onto Maryland Avenue, and continue to 747 Maryland Avenue, which will be on your left.
More homes like this
$745,000
408 Holt Ave
Winter Park, FL 32789
2 bd · 3 ba · 1,440 sqft
Trotters Rep
MLS# O6405857
$460,000
1052 Manchester Cir
Winter Park, FL 32792
3 bd · 2 ba · 1,703 sqft
Howell Estates 1st Add
MLS# O6376260
$179,000
4768 Tangerine Ave #4768
Winter Park, FL 32792
1 bd · 1 ba · 753 sqft
Wrenwood Condo
MLS# S5144503
$1,200,000
241 W Lake Sue Ave
Winter Park, FL 32789
3 bd · 3 ba · 2,304 sqft
Virginia Heights
MLS# O6411621
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 2, 2026 at 1:02 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA