Displaying: For Sale
Location: Winter Park
Property Type(s): Single Family
Price: $200,000 to $299,000
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Winter Park - 4 properties found
7393 GRAND AVE, WINTER PARK, FL 32792
$200,00028 Days on yellowkey MLS ID: S5147029
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1518 Built: 1983 Tax: $4,367 (2024)Community: Oakcrest-516Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,367
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Short Sale – Subject to Lender Approval. Exceptional investment opportunity in the desirable Winter Park area. This property offers strong potential for value-add through renovation or repositioning. Located in an established community with no HOA, the home sits on a generously sized lot, providing flexibility for improvements and long-term upside. The current layout presents a solid starting point for updates, making it suitable for rental income, resale, or portfolio expansion. Conveniently positioned near shopping, dining, parks, and major roadways, with access to highly regarded schools and surrounding amenities. Winter Park continues to experience steady demand, supporting long-term investment potential. Property is being sold as-is. Buyer to verify all measurements, condition, and intended use. Don’t miss this opportunity to secure a property with upside in a sought-after Central Florida location. Highest and Best due April 17th
Listing is courtesy of: DREAM HOME REALTY GROUP AND ASSOCIATES LLC (407-504-7282)
Listing Agent: Latisha Smith (407-504-7282)
119 OAK GROVE RD, WINTER PARK, FL 32789
$285,00025 Days on yellowkey MLS ID: O6397460
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1134 Built: 1994 Tax: $608 (2025)Community: Winter Park OaksSingle Family
Taxes:$608
Tax Year: 2025
Remarks: Charming 3-bedroom, 2-bath home in the heart of desirable Winter Park. Bright and inviting layout with comfortable living spaces and plenty of natural light. Enjoy a private backyard perfect for relaxing or enteraining. Conveniently located near shopping and dinning.
Listing is courtesy of: INT'L PROFESSIONAL REALTY INC (407-699-7718)
Listing Agent: Lorena Ortega (407-256-3631)
1996 INDIANA AVE, WINTER PARK, FL 32789
$249,900116 Days on yellowkey MLS ID: O6372229
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 818 Built: 1938 Tax: $1,401 (2024)Community: LawndaleSingle Family
Taxes:$1,401
Remarks: Under contract-accepting backup offers. Investor Special – Fixer Upper Opportunity in Winter Park / College Park Area. Rare opportunity to acquire a true fixer-upper in the desirable Winter Park area of College Park. This 2 bedroom, 1 bathroom property needs a full renovation and is being sold as a shell—perfect for investors or builders looking for their next project. Situated on an oversized lot at the end of a quiet dead-end street, the location offers both privacy and strong potential. Conveniently located near I-4, Park Avenue, restaurants, shopping, and popular area attractions. With its prime location and generous lot size, this property presents an excellent opportunity to renovate, rebuild, or reimagine. Ideal for investors seeking value-add potential in a highly sought-after area.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Mike Rance (407-629-6330)
1823 MAYWOOD RD, WINTER PARK, FL 32792
$249,90048 Days on yellowkey MLS ID: O6385188
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1232 Built: 1956Community: Tanglewood Sec 3 RepSingle Family
Taxes:
Tax Year:
Remarks: Under contract-accepting backup offers. Located in the heart of Winter Park, this property is a prime candidate for redevelopment. Sitting on a ~9,259 sq ft lot, this is an ideal opportunity for builders or investors looking to capitalize on land value in a highly desirable area. The existing structure is a 3 bed, 1.5 bath home, but the true value here is in the lot and location. The seller has already cleared out the interior, making it easy to assess and move forward with your plans.
Listing Agent: Abby Nelson (407-571-1445)
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