Contact Frank Filippelli
Contacting Frank Filippelli
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
250 Cortland Avenue, WINTER PARK, FL 32789
  1. Image 1 of 68 For 250 Cortland Avenue
  2. Image 2 of 68 For 250 Cortland Avenue
  3. Image 3 of 68 For 250 Cortland Avenue
  4. Image 4 of 68 For 250 Cortland Avenue
  5. Image 5 of 68 For 250 Cortland Avenue
  6. Image 6 of 68 For 250 Cortland Avenue
  7. Image 7 of 68 For 250 Cortland Avenue
  8. Image 8 of 68 For 250 Cortland Avenue
  9. Image 9 of 68 For 250 Cortland Avenue
  10. Image 10 of 68 For 250 Cortland Avenue
  11. Image 11 of 68 For 250 Cortland Avenue
  12. Image 12 of 68 For 250 Cortland Avenue
  13. Image 13 of 68 For 250 Cortland Avenue
  14. Image 14 of 68 For 250 Cortland Avenue
  15. Image 15 of 68 For 250 Cortland Avenue
  16. Image 16 of 68 For 250 Cortland Avenue
  17. Image 17 of 68 For 250 Cortland Avenue
  18. Image 18 of 68 For 250 Cortland Avenue
  19. Image 19 of 68 For 250 Cortland Avenue
  20. Image 20 of 68 For 250 Cortland Avenue
  21. Image 21 of 68 For 250 Cortland Avenue
  22. Image 22 of 68 For 250 Cortland Avenue
  23. Image 23 of 68 For 250 Cortland Avenue
  24. Image 24 of 68 For 250 Cortland Avenue
  25. Image 25 of 68 For 250 Cortland Avenue
  26. Image 26 of 68 For 250 Cortland Avenue
  27. Image 27 of 68 For 250 Cortland Avenue
  28. Image 28 of 68 For 250 Cortland Avenue
  29. Image 29 of 68 For 250 Cortland Avenue
  30. Image 30 of 68 For 250 Cortland Avenue
  31. Image 31 of 68 For 250 Cortland Avenue
  32. Image 32 of 68 For 250 Cortland Avenue
  33. Image 33 of 68 For 250 Cortland Avenue
  34. Image 34 of 68 For 250 Cortland Avenue
  35. Image 35 of 68 For 250 Cortland Avenue
  36. Image 36 of 68 For 250 Cortland Avenue
  37. Image 37 of 68 For 250 Cortland Avenue
  38. Image 38 of 68 For 250 Cortland Avenue
  39. Image 39 of 68 For 250 Cortland Avenue
  40. Image 40 of 68 For 250 Cortland Avenue
  41. Image 41 of 68 For 250 Cortland Avenue
  42. Image 42 of 68 For 250 Cortland Avenue
  43. Image 43 of 68 For 250 Cortland Avenue
  44. Image 44 of 68 For 250 Cortland Avenue
  45. Image 45 of 68 For 250 Cortland Avenue
  46. Image 46 of 68 For 250 Cortland Avenue
  47. Image 47 of 68 For 250 Cortland Avenue
  48. Image 48 of 68 For 250 Cortland Avenue
  49. Image 49 of 68 For 250 Cortland Avenue
  50. Image 50 of 68 For 250 Cortland Avenue
  51. Image 51 of 68 For 250 Cortland Avenue
  52. Image 52 of 68 For 250 Cortland Avenue
  53. Image 53 of 68 For 250 Cortland Avenue
  54. Image 54 of 68 For 250 Cortland Avenue
  55. Image 55 of 68 For 250 Cortland Avenue
  56. Image 56 of 68 For 250 Cortland Avenue
  57. Image 57 of 68 For 250 Cortland Avenue
  58. Image 58 of 68 For 250 Cortland Avenue
  59. Image 59 of 68 For 250 Cortland Avenue
  60. Image 60 of 68 For 250 Cortland Avenue
  61. Image 61 of 68 For 250 Cortland Avenue
  62. Image 62 of 68 For 250 Cortland Avenue
  63. Image 63 of 68 For 250 Cortland Avenue
  64. Image 64 of 68 For 250 Cortland Avenue
  65. Image 65 of 68 For 250 Cortland Avenue
  66. Image 66 of 68 For 250 Cortland Avenue
  67. Image 67 of 68 For 250 Cortland Avenue
  68. Image 68 of 68 For 250 Cortland Avenue
Property Photos
250 Cortland Avenue
Image Gallery
Would you like to sell your home before you purchase this one?
Priced at Only: $960,000
For more Information Call:
Address: 250 Cortland Avenue, WINTER PARK, FL 32789
Property Location and Similar Properties
All
Similar
  1. Image 1 of 68 For 250 Cortland Avenue
  2. Image 2 of 68 For 250 Cortland Avenue
  3. Image 3 of 68 For 250 Cortland Avenue
  4. Image 4 of 68 For 250 Cortland Avenue
  5. Image 5 of 68 For 250 Cortland Avenue
  6. Image 6 of 68 For 250 Cortland Avenue
  7. Image 7 of 68 For 250 Cortland Avenue
  8. Image 8 of 68 For 250 Cortland Avenue
  9. Image 9 of 68 For 250 Cortland Avenue
  10. Image 10 of 68 For 250 Cortland Avenue
  11. Image 11 of 68 For 250 Cortland Avenue
  12. Image 12 of 68 For 250 Cortland Avenue
  13. Image 13 of 68 For 250 Cortland Avenue
  14. Image 14 of 68 For 250 Cortland Avenue
  15. Image 15 of 68 For 250 Cortland Avenue
  16. Image 16 of 68 For 250 Cortland Avenue
  17. Image 17 of 68 For 250 Cortland Avenue
  18. Image 18 of 68 For 250 Cortland Avenue
  19. Image 19 of 68 For 250 Cortland Avenue
  20. Image 20 of 68 For 250 Cortland Avenue
  21. Image 21 of 68 For 250 Cortland Avenue
  22. Image 22 of 68 For 250 Cortland Avenue
  23. Image 23 of 68 For 250 Cortland Avenue
  24. Image 24 of 68 For 250 Cortland Avenue
  25. Image 25 of 68 For 250 Cortland Avenue
  26. Image 26 of 68 For 250 Cortland Avenue
  27. Image 27 of 68 For 250 Cortland Avenue
  28. Image 28 of 68 For 250 Cortland Avenue
  29. Image 29 of 68 For 250 Cortland Avenue
  30. Image 30 of 68 For 250 Cortland Avenue
  31. Image 31 of 68 For 250 Cortland Avenue
  32. Image 32 of 68 For 250 Cortland Avenue
  33. Image 33 of 68 For 250 Cortland Avenue
  34. Image 34 of 68 For 250 Cortland Avenue
  35. Image 35 of 68 For 250 Cortland Avenue
  36. Image 36 of 68 For 250 Cortland Avenue
  37. Image 37 of 68 For 250 Cortland Avenue
  38. Image 38 of 68 For 250 Cortland Avenue
  39. Image 39 of 68 For 250 Cortland Avenue
  40. Image 40 of 68 For 250 Cortland Avenue
  41. Image 41 of 68 For 250 Cortland Avenue
  42. Image 42 of 68 For 250 Cortland Avenue
  43. Image 43 of 68 For 250 Cortland Avenue
  44. Image 44 of 68 For 250 Cortland Avenue
  45. Image 45 of 68 For 250 Cortland Avenue
  46. Image 46 of 68 For 250 Cortland Avenue
  47. Image 47 of 68 For 250 Cortland Avenue
  48. Image 48 of 68 For 250 Cortland Avenue
  49. Image 49 of 68 For 250 Cortland Avenue
  50. Image 50 of 68 For 250 Cortland Avenue
  51. Image 51 of 68 For 250 Cortland Avenue
  52. Image 52 of 68 For 250 Cortland Avenue
  53. Image 53 of 68 For 250 Cortland Avenue
  54. Image 54 of 68 For 250 Cortland Avenue
  55. Image 55 of 68 For 250 Cortland Avenue
  56. Image 56 of 68 For 250 Cortland Avenue
  57. Image 57 of 68 For 250 Cortland Avenue
  58. Image 58 of 68 For 250 Cortland Avenue
  59. Image 59 of 68 For 250 Cortland Avenue
  60. Image 60 of 68 For 250 Cortland Avenue
  61. Image 61 of 68 For 250 Cortland Avenue
  62. Image 62 of 68 For 250 Cortland Avenue
  63. Image 63 of 68 For 250 Cortland Avenue
  64. Image 64 of 68 For 250 Cortland Avenue
  65. Image 65 of 68 For 250 Cortland Avenue
  66. Image 66 of 68 For 250 Cortland Avenue
  67. Image 67 of 68 For 250 Cortland Avenue
  68. Image 68 of 68 For 250 Cortland Avenue
Request More Information
  • All fields are required.
Virtual Tour
More Like This
  • MLS#: O6290084 ( Residential )
  • Street Address: 250 Cortland Avenue
  • Viewed: 66
  • Price: $960,000
  • Price sqft: $347
  • Waterfront: No
  • Year Built: 1981
  • Bldg sqft: 2766
  • Bedrooms: 3
  • Total Baths: 2
  • Full Baths: 2
  • Garage / Parking Spaces: 2
  • Days On Market: 165
  • Additional Information
  • Geolocation: 28.5998 / -81.3376
  • County: ORANGE
  • City: WINTER PARK
  • Zipcode: 32789
  • Subdivision: Cortland Park
  • Provided by: EXP REALTY LLC
  • Contact: Alexandra Nordine
  • 407-204-1111
  • mfrmls
  • DMCA Notice
  • Description
    Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million dollar homes on one of the most picturesque, tree lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two car garage, a sparkling swimming pool, and a spa, all enclosed for privacy by a PVC fence. Step inside this inviting three bedroom, two bath split floor plan home, and you're instantly captivated by the expansive view of the grand living area, the enclosed lanai, and the serene pool beyond. The residence boasts a move in ready condition with a host of recent upgrades, including a new roof, elegant Brazilian Rosewood floors in the living area, and durable, health conscious quarry tile floors in the kitchen, bath, and hallways. The heart of the home, the kitchen, has been reimagined with new cabinetry and state of the art appliances. Both the master and secondary bathrooms are refreshed with new vanities and modern shower doors. Additional comforts include new carpeting, vinyl flooring in select areas, ample storage with large walk in closets, an entry hall closet, and a generous linen storage space. The thoughtful touches extend to new door hardware and upgraded lighting throughout, enhancing the overall aesthetic and functionality. Imagine retracting the 3way sliding glass doors that connect the grand living area to the lanai, and you're living the quintessential inside outside Florida lifestyle. This home is so light and airy that no daytime lighting is required. All of this located by Lake Mizell, part of the sought after Winter Park chain of lakes. Where you can enjoy the incredible views while taking a tranquil walk along the Lake. Don't miss the opportunity to own this true neighborhood gem in Winter Park, where luxury living and convenience meet.
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Courtyard, Sidewalk, Sliding Doors
  • Fencing: Vinyl
  • Flooring: Ceramic Tile, Vinyl, Wood
  • Living Area: 2114.00
  • Roof: Shingle
Land Information
  • Lot Features: Sidewalk, Paved
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Pool Features: Gunite, In Ground, Screen Enclosure
  • 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: 2024
Other Features
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Country: US
  • Interior Features: Open Floorplan, Split Bedroom, Walk-In Closet(s)
  • Legal Description: CORTLAND PARK J/73 LOT 4 BLK B
  • Levels: One
  • Area Major: 32789 - Winter Park
  • Occupant Type: Owner
  • Parcel Number: 05-22-30-1752-02-040
  • Style: Contemporary
  • View: Pool
  • Views: 66
  • Zoning Code: R-1A
Similar Properties

Details for 1927 Eland Avenue, WINTER PARK, FL 32789
$893,000.00 ($308.04 / sqft )

1927 Eland Avenue Virtual Tour More Like This

Tucked away on a quiet dead end street with no rear neighbors, 1927 Eland Avenue combines charm, versatility, and an unbeatable Winter Park lifestyle. This beautifully maintained property offers both

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 3
  3. Approx. 2899 sqft
  1. MLSID: S5130768
  2. Provided by PERFECT INVESTMENT REALTY
  3. Contact Adriana Gonzalez
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Details for 2607 Lafayette Avenue, WINTER PARK, FL 32789
$1,095,000.00 ($281.93 / sqft )

2607 Lafayette Avenue Virtual Tour More Like This

Welcome to 2607 Lafayette Avenue a stunning custom built residence nestled in one of Winter Parks most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3884 sqft
  1. MLSID: O6314734
  2. Provided by FORTUNE INTERNATIONAL REALTY
  3. Contact Maggie Walas
  4. mfrmls
  5. DMCA Notice
72 Pictures and Information
Details for 208 Brewer Avenue, WINTER PARK, FL 32789
$990,000.00 ($302.29 / sqft )

208 Brewer Avenue Virtual Tour More Like This

Sellers are offering $10,000 buyer closing cost concession for any buyer with an accepted contract by 8/31/25. A $5,000 credit to a buyer for an accepted contract by 09/30/25! Welcome to this beautifu

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3275 sqft
  1. MLSID: O6330008
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Cassandra King
  4. mfrmls
  5. DMCA Notice
55 Pictures and Information
Details for 915 Garden Drive, WINTER PARK, FL 32789
$950,000.00 ($266.55 / sqft )

915 Garden Drive Virtual Tour More Like This

Step into this beautifully maintained Mid Century Modern home, nestled in the prestigious Winter Park community and just a short three minute stroll to the serene beauty of Mead Botanical Garden. A tr

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3564 sqft
  1. MLSID: O6336887
  2. Provided by KELLER WILLIAMS CLASSIC
  3. Contact Cassie Lamoureux
  4. mfrmls
  5. DMCA Notice
72 Pictures and Information
Details for 1835 Karolina Ave, WINTER PARK, FL 32789
$864,020.00 ($258.61 / sqft )

1835 Karolina Ave Virtual Tour New Construction Green Listing More Like This

Pre Construction. To be built. Experience the best of Winter Park living at 1835 Karolina Ave one of only three brand new, custom built homes on this highly coveted block. This beautiful 4 bedroom, 3

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3341 sqft
  1. MLSID: O6337314
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Laura Hope
  4. mfrmls
  5. DMCA Notice
11 Pictures and Information
Details for Lot #20 Karolina Ave, WINTER PARK, FL 32789
$920,040.00 ($275.38 / sqft )

Lot #20 Karolina Ave Virtual Tour New Construction Green Listing More Like This

Pre Construction. To be built. Experience a life where timeless craftsmanship meets modern convenience in the heart of Winter Park. This brand new 4 bedroom, 3.5 bath, 2,662 sq. ft. home is situated o

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3341 sqft
  1. MLSID: O6337334
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Laura Hope
  4. mfrmls
  5. DMCA Notice
11 Pictures and Information
Details for Lot #21 Karolina Ave, WINTER PARK, FL 32789
$888,050.00 ($265.80 / sqft )

Lot #21 Karolina Ave Virtual Tour New Construction Green Listing More Like This

Pre Construction. To be built. Step into a life where charm meets convenience in the heart of Winter Park. This brand new 4 bedroom, 3.5 bath, 2,662 sq. ft. home is situated on a 6,748 sq. ft. lot and

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3341 sqft
  1. MLSID: O6337355
  2. Provided by COMPASS FLORIDA LLC
  3. Contact Laura Hope
  4. mfrmls
  5. DMCA Notice
11 Pictures and Information
Details for 2607 Lafayette Avenue, Winter Park, FL 32789
$1,095,000.00 ($281.93 / sqft )

2607 Lafayette Avenue Virtual Tour More Like This

Welcome to 2607 Lafayette Avenue a stunning custom built residence nestled in one of Winter Parks most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3884 sqft
  1. MLSID: O6314734
  2. Provided by FORTUNE INTERNATIONAL REALTY
  3. Provided through
  4. DMCA Notice
72 Pictures and Information
Details for 915 Garden Drive, Winter Park, FL 32789
$950,000.00 ($266.55 / sqft )

915 Garden Drive Virtual Tour More Like This

Step into this beautifully maintained Mid Century Modern home, nestled in the prestigious Winter Park community and just a short three minute stroll to the serene beauty of Mead Botanical Garden. A tr

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3564 sqft
  1. MLSID: O6336887
  2. Provided by KELLER WILLIAMS CLASSIC
  3. Provided through
  4. DMCA Notice
72 Pictures and Information
Details for 208 Brewer Avenue, Winter Park, FL 32789
$990,000.00 ($302.29 / sqft )

208 Brewer Avenue Virtual Tour More Like This

Sellers are offering $10,000 buyer closing cost concession for any buyer with an accepted contract by 8/31/25. A $5,000 credit to a buyer for an accepted contract by 09/30/25! Welcome to this beautifu

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3275 sqft
  1. MLSID: O6330008
  2. Provided by COMPASS FLORIDA LLC
  3. Provided through
  4. DMCA Notice
55 Pictures and Information
Nearby Subdivisions
3223171-3223171   32231713223171   Albert Lee Ridge First Add   Banks Colonial Estates   Camwood Sub   Canton Ave Cottages 1   Capens Add   Carver Town First Add   Cloister Grove Sub   Comstock Park   Conwill Estates   Cortland Park   Dixie Terrace   Dubsdread Heights   Dyer Susan Resub   Ellno Willo   Flora Park First Add   Fontainebleau   Forest Hills   Galloway Place Rep   Garden Acres Rep   Glencoe Sub   Golfview   Golfview Heights   Green Oaks Rep 02   Greenspk   Hamilton Place   J Kronenberger Sub   Jenkins Add   Justamere Camp Rep   Karolina On Killarney   Kenilworth Shores Sec 01   Kenilworth Shores Sec 02   Kenilworth Shores Sec 06   Killarney Estates   Lake Bell Terrace   Lake Forest Park   Lake Killarney Shores   Lake Knowles Terrace   Lake Knowles Terrace Add 02   Lake Monte Sub   Lakeview Terrace   Lawndale   Lords Sub   Lugano Terrace   Maitland Shores   Maitland Shores First Add   Morseland Sub   Na   Northwood Terrace   Orange Terrace   Orangewood Park   Orwin Manor Westminster Sec   Osceola Shores Sec 03   Osceola Summit   Palmer Park   Parklando 03   Pinewood   Sevilla   Shores Lake Killarney   Shores Lake Killarney Sec 02   Sicilian Shores Rep 02   Stansbury Estates   Sylvan Lake Shores   Tangerine Court   Tantum Add   Temple Heights   Temple Terrace   Timberlane   Timberlane Shores   Trotters Rep   Tuscany Terrace   Valencia Terrace   Virginia Heights   Virginia Heights Rep   Windsong   Windsong Preserve Point 43/76   Windsong Preserve Point 4376   Winter Park   Winter Park Heights   Winter Park Manor   Winter Park Village  
Skip to Main Content
Headshot for Associate Frank Filippelli
  1. Frank Filippelli, Broker,CDPE,CRS,REALTOR ®
  2. Southern Realty Ent. Inc.
  3. Mobile: 407.448.1042
  4. frank4074481042@gmail.com