1655 Sunnyside Drive, MAITLAND, FL 32751
Local realty services provided by:Better Homes and Gardens Real Estate Atchley Properties



Listed by:joseph sipp
Office:keller williams winter park
MLS#:O6302769
Source:MFRMLS
Price summary
- Price:$699,990
- Price per sq. ft.:$396.37
About this home
Welcome to this one-of-a-kind vintage charmer in the heart of Maitland, Florida! Nestled on a beautifully landscaped corner lot, this 3-bedroom, 2-bathroom historic cottage offers 1,418 square feet of thoughtfully designed living space. Just minutes from downtown Maitland and the vibrant energy of Winter Park, you’ll love the perfect blend of convenience and character this home delivers.
Step inside and feel the warmth of a home that truly has soul. The open floor plan flows effortlessly throughout, creating a seamless space that’s perfect for both relaxing and entertaining. The fully updated kitchen is a dream — stylish, functional, and ready for your next dinner party. The master bedroom is a true retreat with soaring vaulted ceilings and serene natural light, while each room in the house tells its own story with vintage touches and inviting charm.
Outside, you’ll find a lush, landscaped yard designed for both beauty and privacy. The circle driveway adds curb appeal and ease, and the hot tub out back is ready for those laid-back Florida evenings under the stars. From the moment you arrive, you’ll see — and feel — the love and character that lives here. This isn’t just a house; it’s a home with a heartbeat.
Roof: 2021
AC: 2021
Plumbing: Updated 2021
Electrical: Updated 2021
Contact an agent
Home facts
- Year built:1950
- Listing Id #:O6302769
- Added:112 day(s) ago
- Updated:August 14, 2025 at 07:33 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Living area:1,418 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1950
- Building area:1,418 sq. ft.
- Lot area:0.17 Acres
Utilities
- Water:Public, Water Available, Water Connected
- Sewer:Public Sewer
Finances and disclosures
- Price:$699,990
- Price per sq. ft.:$396.37
- Tax amount:$9,661 (2024)
New listings near 1655 Sunnyside Drive
- Open Sat, 1 to 3pmNew$699,000Active4 beds 3 baths2,591 sq. ft.
2501 Mohawk Trail, MAITLAND, FL 32751
MLS# O6335733Listed by: FANNIE HILLMAN & ASSOCIATES - New$169,000Active1 beds 1 baths672 sq. ft.
1275 Lake Shadow Circle #13106, MAITLAND, FL 32751
MLS# O6319307Listed by: RE/MAX INNOVATION - Open Sat, 1 to 3pmNew$765,000Active4 beds 3 baths2,311 sq. ft.
808 Ponca Trail, MAITLAND, FL 32751
MLS# O6334901Listed by: FANNIE HILLMAN & ASSOCIATES - New$299,000Active2 beds 2 baths960 sq. ft.
345 Eaton Street, MAITLAND, FL 32751
MLS# G5100664Listed by: LPT REALTY, LLC - $2,895,000Pending5 beds 6 baths4,697 sq. ft.
216 N Lake Sybelia Drive, MAITLAND, FL 32751
MLS# O6330153Listed by: RE/MAX 200 REALTY - $1,229,000Pending4 beds 3 baths3,500 sq. ft.
1353 W Lake Colony Drive, MAITLAND, FL 32751
MLS# O6334271Listed by: ALL REAL ESTATE & INVESTMENTS - Open Sun, 11am to 1pmNew$575,000Active3 beds 2 baths1,798 sq. ft.
1231 Sidcup Road, MAITLAND, FL 32751
MLS# TB8414987Listed by: KELLER WILLIAMS TAMPA CENTRAL - New$289,000Active3 beds 1 baths1,056 sq. ft.
711 Thompson Avenue, MAITLAND, FL 32751
MLS# O6333734Listed by: HOMEVEST REALTY - New$249,900Active3 beds 2 baths1,243 sq. ft.
1460 Lake Shadow Circle #7204, MAITLAND, FL 32751
MLS# O6333225Listed by: LPT REALTY, LLC - New$279,000Active2 beds 2 baths1,164 sq. ft.
1000 Winderley Place #122, MAITLAND, FL 32751
MLS# O6331527Listed by: KELLY PRICE & COMPANY LLC