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$1,550,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,985 Sq. Ft.
  • Updated 20 hours ago
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Designed for elevated living in the heart of Winter Park, this custom-built pool home on the largest interior lot in the community combines timeless craftsmanship, modern comfort, and an unbeatable location just steps from premier shopping and dining. Featuring 4 bedrooms, 3.5 bathrooms, a private pool, and a spacious backyard, this stunning home is thoughtfully designed for both comfortable living and effortless entertaining. The open-concept floor plan is filled with natural light and showcases impressive attention to detail throughout. The chef's kitchen anchors the main living space with 42" designer cabinetry, quartz countertops with tile backsplashes, an oversized butcher block island, and a farmhouse sink. A gourmet Viking stainless steel appliance package includes a gas range with hood, French-door refrigerator, top-control dishwasher, and a microwave drawer. The main level features a full guest suite with a walk-in closet and direct pool access, along with a welcoming family room highlighted by a gas fireplace and a wall of sliding glass doors overlooking the expansive backyard. Upstairs, the primary suite serves as a luxurious retreat with a generous walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, custom-tiled glass shower, and a dual-sink vanity. An upstairs loft offers flexible bonus space ideal for movie nights, a play area, or casual gatherings. Outdoor living shines with a covered lanai perfect for dining and relaxing, a fully fenced private yard, and a 10' x 25' pool with a sun shelf, creating a true backyard oasis. Located in Lake Killarney Shores, a community of thoughtfully designed custom homes with private lake access via a resident-only boat ramp, this property is within walking distance to Winter Park Village and minutes from Trader Joe's, Hillstone, Bulla, and other sought-after Winter Park destinations

Full Property Details for 507 Country Club Dr

General

  • Price: $1,550,000
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $13,995 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6377844
  • Updated: 1/29/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Vaulted Ceiling(s), Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, In Ground

Exterior

  • Exterior Features: Lighting, Outdoor Kitchen
  • Deck/Patio: Covered, Front Porch, Patio
  • Porch/Patio/Deck: Covered, Front Porch, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: LAKE KILLARNEY SHORES
  • Driving Directions: via I-4 E Take I-4 Express, I-4 E, Wymore Rd and E Kennedy Blvd to S W St in Eatonville Continue on S W St. Take Monroe Dr and Bennett Ave to Lee Rd/U.S 17 Truck/U.S 92 Truck in Winter Park Turn right onto Lee Rd/U.S 17 Truck/U.S 92 Truck Turn left onto Country Club Dr Home will be on the left
  • Direction Faces: East

School Information

  • Elementary School: Killarney Elem
  • Middle School: College Park Middle
  • High School: Edgewater High

Community

  • Community Name: 32789 - Winter Park
  • Community Features: Community Boat Ramp, Deed Restrictions
  • Association: Yes
  • Assoc. Name: Patrick Finnerty
  • Pet Restrictions: It is the buyer's responsibility to verify the pet restrictions with the HOA, Orange County and Winter Park.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water District: LAKE KILLARNEY
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Brick, Concrete, Wood Frame
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,985
  • Sq. Ft. Source: Public Records
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,393
  • Lot Size: 6393
  • Street/Road Desc.: Paved

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Front Name: LAKE KILLARNEY

Financial Considerations

  • Association Fee: $1,000
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $13,995.89
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LAKE KILLARNEY SHORES 95/38 LOT 29
  • Flood Zone Info: X
  • APN: 12229454000290
  • Property ID: 12229454000290

Listed by Sotera Living

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Listing agent

— 507 Country Club Dr —

  • Sotera Living

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 507 Country Club Dr

School District:Orange County School District
NameGradesDistance
Killarney Elementary School
2401 Wellington Boulevard, Winter Park, FL 32789
PK-50.9 mi
College Park Middle School
1201 Maury Road, Orlando, FL 32804
6-82.1 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-122.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 507 Country Club Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/29/2026
Listed
$1,550,000
62.3%
MLS
8/13/2020
Sold
$955,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 507 Country Club Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,590
—
$933,365
3%
2024
$13,590
4%
$907,060
3%
2023
$13,127
5%
$880,641
6%
2021
$12,472
-1%
$830,088
-3%
2022
$12,600
1%
$854,991
298%
2021
$12,472
224%
$215,000
-9%
2019
$3,849
81%
$235,900
84%
2018
$2,122
—
$128,148
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Sotera Living

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507 Country Club Drive, Winter Park, FL 32789 (MLS# O6377844) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 507 Country Club Drive is currently listed for $1,550,000 and was received on January 29, 2026. Want to learn more about 507 Country Club Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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