1597 OAKHURST AVENUE Winter Park, FL $ 2,699,000
1597 OAKHURST AVENUE
$ 2,699,000
Recently Listed
Share Save

1597 OAKHURST AVENUE

Winter Park, FL, 32789
$ 2,699,000
Bedrooms5 Baths4.1 Sq 4,410

Monthly Estimate*

$ 17,042

1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 1
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 2
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 3
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 4
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 5
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 6
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 7
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 8
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 9
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 10
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 11
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 12
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 13
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 14
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 15
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 16
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 17
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 18
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 19
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 20
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 21
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 22
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 23
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 24
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 25
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 26
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 27
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 28
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 29
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 30
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 31
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 32
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 33
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 34
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 35
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 36
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 37
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 38
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 39
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 40
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 41
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 42
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 43
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 44
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 45
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 46
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 47
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 48
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 49
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 50
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 51
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 52
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 53
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 54
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 55
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 56
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 57
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 58
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 59
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 60
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 61
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 62
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 63
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 64
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 65
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 66
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 67
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 68
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 69
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 70
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 71
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 72
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 73
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 74
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 75
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 76
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 77
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 78
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 79
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 80
1597 OAKHURST AVENUE, Winter Park, FL 32789 - Image 81
View a Virtual Tour

Single Family Home for sale in Winter Park, FL

for $2,699,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,410 square foot home was built in 2015 on a lot size of 0.27.

A DISTINCTIVE WINTER PARK RESIDENCE IN AN EXCEPTIONAL LOCATION. Set along a quiet brick street in one of Winter Park’s most established and desirable residential enclaves, this substantial custom home offers more than 4,400 square feet of living space in a setting surrounded by some of the area’s most architecturally notable residences. Originally built in 2015, the home has been thoughtfully and significantly enhanced by its current owners. The main living level was reconfigured to create a more open and functional flow, while the kitchen was completely renovated and wide-plank oak flooring was installed throughout both levels. The result is an interior that feels current and refined while remaining entirely appropriate to the home’s distinctive Winter Park character. Both HVAC systems have also been recently replaced. One of the residence’s most compelling qualities is the transition from its dramatic, old-world exterior presence through intimate courtyard and covered patio spaces into a beautifully updated interior. Soaring vaulted ceilings, exposed beams and generous room proportions create a sense of scale and architectural character rarely found in newer construction. The floor plan is equally impressive, with two bedroom suites on the main level, including a private primary retreat, while the second floor offers an oversized family-room loft, additional bedrooms and baths, and an abundance of storage. Indoor and outdoor living come together particularly well at the rear of the home, where the main living spaces open naturally to a large covered terrace and pool. The result is a true extension of the interior living environment and an ideal setting for year-round entertaining, relaxed gatherings and the Florida lifestyle Winter Park is known for. Rarely does a residence combine this degree of scale, architectural individuality, recent renovation and location so successfully. Zoned for top-rated public schools and near elite private schools, with easy access to Phelps Park, YMCA, ICC, WPRC and Park Avenue shops and restaurants!A sophisticated and highly livable custom home in one of Central Florida’s most coveted communities.

See more

Single Family Active

Price

$ 2,699,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 20,385

Style

Custom

Lot Size

0.27

Year Built

2015

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6436291

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Cable Connected Electricity Available Electricity Connected Public Street Lights
Roof Shingle
Appliances Bar Fridge Cooktop Dishwasher Disposal Dryer Exhaust Fan Gas Water Heater Indoor Grill Microwave Range Range Hood Refrigerator Washer Wine Refrigerator
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Covered Deck Patio Porch Rear Porch
Architectural Style Custom
Pool Features Gunite Heated In Ground Lighting Salt Water
Security Features Security System Owned
Construction Materials Block Stone
Pets Allowed Yes
Year Built 2015
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Energy Efficient Windows
Subdivision Name COMSTOCK PARK
Facing Direction South
Garage Y/N true
Total Rooms 11
Full Baths 4
Status Active
Directions From Palmer Ave. and Bonita Dr. travel south on Bonita Dr. left on Oakhurst Ave. Home will be on the left.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11819
Carport Y/N false
Listing Terms Assumable Cash Conventional VA Loan
Elementary School Lakemont Elem
Land Lease Y/N false
Tax Annual Amount 20385
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://vimeo.com/1220276567
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 29
Legal Description COMSTOCK PARK K/87 THE E1/2 LOT 29 & ALLLOT 30 BLK A
Minimum Lease 7 Months
Water Access Y/N false
Additional Rooms Attic Family Room Inside Utility Loft
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
See more
Interior
Interior Amenities Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Eating Space In Kitchen High Ceilings Open Floorplan Primary Bedroom Main Floor Solid Surface Counters Solid Wood Cabinets Split Bedroom Stone Counters Vaulted Ceiling(s) Walk-In Closet(s) Wet Bar Window Treatments
Flooring Brick/Stone Carpet Porcelain Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Gas Living Room Other Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Drapes
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 5
See more
Exterior
Exterior Amenities French Doors Irrigation System Outdoor Grill Rain Gutters Sliding Doors Sprinkler Metered
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Driveway Garage Door Opener Garage Faces Side
Lot Features City Lot
Water Source Public
Lot Size Area 11819
Foundation Details Slab
Building Area Total 5403
Lot Size Acres 0.27
Road Surface Type Brick
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Brick
See more
* Excluded Features
List By
rob@homesbyrobk.com

Email

Affordability Calculator

$18,741
Per Month
91%
9%
0%
Monthly Principal & Interest
$17,042
Monthly Property Taxes
$1,699
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
8/26/2026$2,699,000 Listed Price

Map


See all

1597 OAKHURST AVENUE, Winter Park, FL, 32789 is a Single Family Home for sale at $2,699,000 with 4,410 sqft and a lot size of 0.27. 1597 OAKHURST AVENUE has 5 bedrooms, 4.1 baths, and was built in 2015. The property's zip code is 32789 which is in Winter Park, FL