255 Stirling Avenue, WINTER PARK, FL 32789
Request More Information
  • All fields are required.
  • MLS#: O6346603 ( Residential )
  • Street Address: 255 Stirling Avenue
  • Viewed: 13
  • Price: $3,299,000
  • Price sqft: $720
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Lake Front,Lake Privileges
  • Year Built: 1982
  • Bldg sqft: 4580
  • Bedrooms: 4
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 2
  • Days On Market: 9
  • Additional Information
  • Geolocation: 28.5863 / -81.3509
  • County: ORANGE
  • City: WINTER PARK
  • Zipcode: 32789
  • Subdivision: Virginia Heights
  • Elementary School: Audubon Park K
  • Middle School: Audubon Park K
  • High School: Winter Park
  • Provided by: PREMIER SOTHEBY'S INTL. REALTY
  • Contact: Alison Mosley
  • 407-644-3295
  • mfrmls
  • DMCA Notice
  • Description
    An incredible Winter Park Chain of Lakes opportunity on Lake Virginia with clear views of Rollins College. This transitionally designed home, situated in the highly coveted Virginia Heights, offers an opportunity like no other with proximity to Park Avenue coupled with the lakefront amenities through a Venetian canal system that uniquely connects five lakes and captures the quintessential Winter Park lifestyle. This four bedroom three and a half bath home invites you into a two story foyer surrounded by windows and natural light. The spacious kitchen features a mid century tile backsplash, light cabinetry and a window out to the pool and lake. The main living space features a beautiful fireplace and back atrium that invites the stars and twinkling sunsets from the water. The separate dining room is spacious and there is an additional den or office space to round out the first floor. All bedrooms are upstairs and generously sized providing flexibility and the primary bedroom has the most incredible lakefront views. A clear water canal runs alongside the home and spills into lake Virginia adding to the ambiance of the backyard where nature abounds. Continue the existing renovation with your own style or build a house of your dreams. Impeccably located with shopping and dining at your fingertips as well as Rollins College. Fantastic schools with Audubon K 8 and Winter Park High. Dont miss this one call for your private tour.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-

  •   Monthly -
For a Fast & FREE Mortgage Pre-ApprovalApply Now
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Balcony, Lighting, Private Mailbox, Rain Gutters
  • Flooring: Carpet, Tile, Wood
  • Living Area: 3635.00
  • Roof: Shingle
Land Information
  • Lot Features: Corner Lot
School Information
  • High School: Winter Park High
  • Middle School: Audubon Park K-8
  • School Elementary: Audubon Park K8
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Pool Features: In Ground
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central
  • Sewer: Public Sewer
  • Utilities: Public
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2025
Other Features
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Country: US
  • Interior Features: Ceiling Fans(s), Eat-in Kitchen, High Ceilings, PrimaryBedroom Upstairs
  • Legal Description: VIRGINIA HEIGHTS G/107 LOT 9 BLK H
  • Levels: Two
  • Area Major: 32789 - Winter Park
  • Occupant Type: Owner
  • Parcel Number: 07-22-30-8908-08-090
  • View: Water
  • Views: 13
  • Zoning Code: R-1AAA
Similar Properties

Details for 1391 Richmond Road, WINTER PARK, FL 32789
$3,499,500.00 ($610.84 / sqft )

1391 Richmond Road Virtual Tour More Like This

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig

  1. Bedrooms: 4
  2. Baths: 6
  3. Approx. 5729 sqft
  1. MLSID: O6246352
  2. Provided by STOCKWORTH REALTY GROUP
  3. Contact Julie Bettosini, PA
  4. mfrmls
  5. DMCA Notice
Details for 1910 Glencoe Road, WINTER PARK, FL 32789
$3,490,000.00 ($737.22 / sqft )

1910 Glencoe Road New Construction More Like This

Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand new construction embodies the perfect fusion of contemporary desi

  1. Bedrooms: 4
  2. Baths: 6
  3. Approx. 4734 sqft
  1. MLSID: O6294091
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Julie Christensen
  4. mfrmls
  5. DMCA Notice
Details for 532 Worthington Drive, WINTER PARK, FL 32789
$3,295,000.00 ($605.59 / sqft )

532 Worthington Drive Virtual Tour More Like This

What you see is what you get! The price includes all furniture, fixtures, and accessories, five en suite bedrooms, and outdoor living spaces spanning two levels. The semi circular driveway and la

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 5441 sqft
  1. MLSID: O6298838
  2. Provided by FLORIDA ONE REAL ESTATE LLC
  3. Contact Anthony Consalvo
  4. mfrmls
  5. DMCA Notice
Details for 1761 Legion Drive, WINTER PARK, FL 32789
$3,499,999.00 ($555.82 / sqft )

1761 Legion Drive Virtual Tour More Like This

One of the most coveted neighborhoods in all of Winter Park! This custom built 5 bedroom, 5.5 bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 6297 sqft
  1. MLSID: O6302616
  2. Provided by KELLY PRICE & COMPANY LLC
  3. Contact Kelly Price
  4. mfrmls
  5. DMCA Notice
Details for 1820 Glencoe Road, WINTER PARK, FL 32789
$3,895,000.00 ($756.02 / sqft )

1820 Glencoe Road Virtual Tour New Construction Green Listing More Like This

Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indiesinspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenues upsc

  1. Bedrooms: 5
  2. Baths: 7
  3. Approx. 5152 sqft
  1. MLSID: O6317785
  2. Provided by CORCORAN PREMIER REALTY
  3. Contact Laura Earl
  4. mfrmls
  5. DMCA Notice
Details for 850 Juanita Rael, WINTER PARK, FL 32789
$3,950,000.00 ($833.33 / sqft )

850 Juanita Rael Virtual Tour New Construction More Like This

Pre Construction. To be built. This is that house. Location, Architecture and Layout. Designed on one level on an oversized corner lot on the North side of Winter Park which allows an ease of in and

  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 4740 sqft
  1. MLSID: O6337162
  2. Provided by PHIL KEAN REAL ESTATE LLC
  3. Contact Brad Grosberg
  4. mfrmls
  5. DMCA Notice
Details for 207 Kings Way, WINTER PARK, FL 32789
$3,650,000.00 ($770.21 / sqft )

207 Kings Way Virtual Tour New Construction More Like This

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury and design masterfully crafted by renowned builder Vimaro Homes. Nestled on one of

  1. Bedrooms: 5
  2. Baths: 5
  3. Approx. 4739 sqft
  1. MLSID: O6337304
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Julie Christensen
  4. mfrmls
  5. DMCA Notice
Details for 1821 Englewood Road, WINTER PARK, FL 32789
$3,495,000.00 ($668.52 / sqft )

1821 Englewood Road Virtual Tour New Construction More Like This

This stunning new contemporary residence, a five bedroom, five and a half bath home by the renowned Rex Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 5228 sqft
  1. MLSID: O6345085
  2. Provided by PREMIER SOTHEBY'S INTL. REALTY
  3. Contact Mick Night
  4. mfrmls
  5. DMCA Notice
Details for 1391 Richmond Road, Winter Park, FL 32789
$3,499,500.00 ($610.84 / sqft )

1391 Richmond Road Virtual Tour More Like This

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig

  1. Bedrooms: 4
  2. Baths: 6
  3. Approx. 5729 sqft
  1. MLSID: O6246352
  2. Provided by STOCKWORTH REALTY GROUP
  3. Provided through
  4. DMCA Notice
Details for 1821 Englewood Road, Winter Park, FL 32789
$3,495,000.00 ($668.52 / sqft )

1821 Englewood Road Virtual Tour More Like This

This stunning new contemporary residence, a five bedroom, five and a half bath home by the renowned Rex Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury

  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 5228 sqft
  1. MLSID: O6345085
  2. Provided by PREMIER SOTHEBY'S INTL. REALTY
  3. Provided through
  4. DMCA Notice