1860 SUMMERLAND AVENUE, Winter Park, FL 32789

• 5 beds |
• 6 baths |
• 5,022 sqft

Property Description

Under contract-accepting backup offers. Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning French Provincial residence offers magnificent water views from nearly every room. With one of the most private entrances and lots in all of Winter Park, this timeless home blends European charm with modern comfort. The light-filled, open floor plan features a downstairs primary suite and a gorgeous family room with gas fireplace, opening to the pool and lake. The gourmet kitchen, also facing the backyard, is the heart of the home. Featuring granite countertops, light cabinetry and gas cooktop. The open layout includes the eat-in breakfast area and family room. Multiple French doors to the pool and lakefront for everyday indoor-outdoor living and enjoy breathtaking views that make every moment feel like a getaway. Upstairs, two generously sized bedrooms-each with en-suite baths are joined by a cozy conversation area with lake views, a large bonus room and a private office/study that could easily be an additional bedroom. A connecting guesthouse offers a true retreat with two bedrooms, a full bath, living area and kitchen, perfect for hosting friends or family. Sparkling pool, lush landscaping, and private dock on Lake Maitland, enjoy awe-inspiring sunrise views over the Isle of Sicily. Craftsmanship is showcased throughout, from the millwork to the 4-car garage, with extensive updates: roof (2021), multiple A/C systems with UV lights (2020–2025), new flooring throughout downstairs and all bedrooms (2020), updated upstairs windows (2020), rebuilt balcony with Trex decking, new pool equipment (2020) and pool converted to salt (filter 2024), Generac whole-house generator, Trex deck and dock with new cables and 7,500-lb lift (2022), new primary, upstairs guest suites and powder baths (2025), marble porcelain fireplace surround, remote shades in the primary suite, and new lighting fixtures throughout. Surrounded by manicured grounds and minutes from downtown Winter Park, Park Avenue shopping and restaurants, Enzian Theater, library, bike paths, and top-rated schools, (Dommerich, Maitland Middle and Winter Park High School). Just around the corner from Park Maitland and near Lake Highland and Trinity Preparatory Schools. This lakeside masterpiece offers unmatched privacy, luxury, and timeless sophistication-a truly exceptional home. Ski, wakeboard, pontoon or cruise around Dog Island and Isle of Sicily on the chain of lakes. Enjoy the magic of the holiday season- festive boat parade and holiday light displays. 121 ft of lakefront on the Winter Park Chain of Lakes.

Listing Status:

Pending

Date Added:

November 6, 2025 at 06:00AM

Listing Office:

COMPASS FLORIDA LLC : 407-203-9441

Listing Agent:

Jennifer Sloan : 407-810-8333

MLS ID:

O6358159

Interior

• General: Ceiling Fans(s)Dry BarEat-in KitchenHigh CeilingsKitchen/Family Room ComboPrimary Bedroom Main FloorSolid Surface CountersSplit BedroomWalk-In Closet(s)
• Appliances: Bar FridgeBuilt-In OvenMicrowaveRange HoodRefrigeratorTankless Water HeaterWine Refrigerator
• Laundry: InsideLaundry Room
• Flooring: CarpetCeramic TileHardwoodWood
• A/C: Central Air
• Heating: Central
• Fireplace: GasFireplace

Exterior

• General: French DoorsLightingOutdoor GrillOutdoor KitchenOutdoor ShowerRain Gutters
• Style: French Provincial
• Other Structures: Guest HouseOutdoor KitchenShed(s)PorchDeckRear PorchPatioCovered
• Pool: In GroundSalt Water
• Parking: DrivewayGarage Door OpenerGarage Faces SideGuestOversizedParking Pad

Construction

• Roofing: Shingle
• General: StuccoFrameTwoSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AAAREPLAT OF GREEN OAKS Q/30 COMM 1009 FT N& 246 FT W OF SW COR OF NE1/4 OF SW1/4SEC 31 21 30 E 146 FT TO POB N 68.5 FT E20 FT S 87 DEG E 68.8 FT N 83 DEG E 230FT M/L TO LAKE MAITLAND SELY ALONG LAKETO POINT E OF POB TH W 387 FT M/L TO POB & S 15 FT OF FOLLOWING DESC BEG 1009 FT N & 246 FT W OF SW COR OF NE1/4 OF SW1/4 RUN N 126 FT E 146 FT S 126 FT W 146FT TO POB (LESS WEST 25 FT PER ORB 99/190)31-21-30-3172-00-027
• View: PoolWater

Utilities

• Utilities: Electricity ConnectedPropanePublicSprinkler MeterSprinkler Well
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple

This listing courtesy of Jennifer Sloan, COMPASS FLORIDA LLC