$5,675,000
PENDING

1860 Summerland Ave Winter Park, FL 32789

Estimated payment $30,929/month

Total Views 2,077
5 Beds
6 Baths
5,022 Sq Ft
$1,130 Price per Sq Ft

Highlights

  • 242 Feet of Waterfront
  • Guest House
  • Access To Lake
  • Winter Park High Rated A+
  • Covered Boat Lift
  • Oak Trees

About This Home

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 Agent

Jennifer Sloan

COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #3034970 Listed on: 11/06/2025

COMPASS FLORIDA LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $12,229

Year Built

  • Built in 1992

Lot Details

  • 0.69 Acre Lot
  • Lot Dimensions are 15x121x54x89x246x83x37x530
  • 242 Feet of Waterfront
  • 121 Feet of Chain of Lakes Waterfront
  • Lake Front
  • West Facing Home
  • Mature Landscaping
  • Irregular Lot
  • Well Sprinkler System
  • Oak Trees
  • Property is zoned R-1AAA

Parking

  • 4 Car Attached Garage
  • Parking Pad
  • Side Facing Garage
  • Garage Door Opener
  • Driveway
  • Guest Parking

Property Views

  • Chain Of Lake
  • Pool

Home Design

  • French Provincial Architecture
  • Bi-Level Home
  • Slab Foundation
  • Frame Construction
  • Shingle Roof
  • Stucco

Interior Spaces

  • 5,022 Sq Ft Home
  • Bar Fridge
  • Dry Bar
  • High Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • French Doors
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Den
  • Loft
  • Bonus Room
  • Fire and Smoke Detector
  • Laundry Room

Kitchen

  • Breakfast Area or Nook
  • Eat-In Kitchen
  • Dinette
  • Built-In Oven
  • Range Hood
  • Microwave
  • Wine Refrigerator
  • Solid Surface Countertops

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan
  • Walk-In Closet

Pool

  • In Ground Pool
  • Saltwater Pool
  • Outdoor Shower

Outdoor Features

  • Access To Lake
  • Access To Chain Of Lakes
  • Water Skiing Allowed
  • Covered Boat Lift
  • Lake Privileges
  • Deck
  • Covered Patio or Porch
  • Outdoor Kitchen
  • Exterior Lighting
  • Shed
  • Outdoor Grill
  • Rain Gutters

Additional Homes

  • Guest House

Schools

  • Dommerich Elementary School
  • Maitland Middle School
  • Winter Park High School

Utilities

  • Central Heating and Cooling System
  • Power Generator
  • Propane
  • Tankless Water Heater

Community Details

  • No Home Owners Association
  • Green Oaks Rep Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$12,229

Year Built

Built in 1992

Lot Details

0

Parking

4

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: French Provincial
  • Construction Materials: Stucco, Frame
  • Fireplace: Yes
  • Living Area: 5022
  • Lot Size Acres: 0.69
  • New Construction: No
  • Year Built: 1992
  • Building Area Total: 6859
  • Lot Size Sq Ft: 30082
  • Status: Pending
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 637.22
  • Escrow City: Winter Park
  • Escrow State: FL
  • Escrow Street Name: N. Park Avenue, 2nd Floor
  • Minimum Lease: 8-12 Months
  • RATIO Current Price By Calculate: 1130.03
  • Total Acreage: 1/2 to less than 1
  • Water Access YN: 1
  • MFR_InLawSuiteYN: 1
  • MFR_InLawSuiteDescription: 2+ Bedrooms,Detached (ADU),Kitchenette,Private Entrance
  • Attribution Contact: 407-203-9441
  • Tax Year: 2025
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas
  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Hardwood, Wood
  • Full Bathrooms: 4
  • Half Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Walk-In Closet(s)
  • Appliances Included: Bar Fridge, Built-In Oven, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 5
  • Levels: Two
  • Other Equipment: Irrigation Equipment, Generator
  • Living Area Meters: 466.56

Exterior Features

  • Direction Faces: West
  • Other Structures: Guest House, Outdoor Kitchen, Shed(s)
  • Pool Features: In Ground, Salt Water
  • Exterior Features: French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters
  • Roof: Shingle
  • Pool Private: Yes
  • View: Pool, Water
  • Water Body Name: LAKE MAITLAND
  • Waterfront: Yes
  • Patio and Porch Features: Covered, Deck, Patio, Porch, Rear Porch
  • Road Surface Type: Paved
  • Water Access: Lake,Lake - Chain of Lakes
  • Water Extras: Lift - Covered,Skiing Allowed
  • Water View: Lake,Lake - Chain of Lakes
  • Water View YN: 1
  • Waterfront Feet Total: 242
  • Flood Zone Panel: 12095C0255F
  • Water Frontage Feet Lake: 121
  • Water Frontage Feet Lake Chain: 121

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 4
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Parking Pad

Utilities

  • Utilities: Electricity Connected, Propane, Public, Sprinkler Meter, Sprinkler Well
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside, Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Street Lights
  • Association: No
  • Security: Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Dommerich Elem
  • High School: Winter Park High
  • Middle Or Junior School: Maitland Middle

Lot Info

  • Zoning: R-1AAA
  • Parcel Number: 31-21-30-3172-00-027
  • Additional Parcels: No
  • Lot Features: City Limits, In County, Irregular Lot, Paved
  • Lot Dimensions: 15x121x54x89x246x83x37x530
  • Flood Zone Code: X500

Rental Info

  • Lease Restrictions YN: 0
  • Additional Lease Restrictions: Buyer to verify with the City of Winter Park any leasing restrictions.

Tax Info

  • Tax Annual Amount: 12228.78
  • Tax Block: XX
  • Tax Book Number: Q-30
  • Tax Lot: 27

Multi Family

  • Waterfront Features: Lake Front, Lake Privileges

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $40,148 $2,750,935 -- --
2024 $38,809 $2,673,406 -- --
2023 $38,809 $2,522,390 $0 $0
2022 $37,228 $2,448,922 $0 $0
2021 $36,879 $2,377,594 $1,500,000 $877,594
2020 $25,372 $1,686,858 $0 $0
2019 $26,265 $1,648,933 $0 $0
2018 $26,147 $1,618,187 $0 $0
2017 $25,947 $2,344,972 $1,464,000 $880,972
2016 $25,431 $2,321,373 $1,464,000 $857,373
2015 $26,042 $2,083,879 $1,220,000 $863,879
2014 $26,271 $1,627,426 $826,000 $801,426
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/14/2025 11/14/25 Pending -- -- --
11/06/2025 11/06/25 For Sale $5,675,000 +130.2% $1,130 / Sq Ft
03/12/2020 03/12/20 Sold $2,465,000 0.0% $491 / Sq Ft View Prior Sale
12/14/2019 12/14/19 Pending -- -- --
12/13/2019 12/13/19 For Sale $2,465,000 -- $491 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,465,000 Attorney
Warranty Deed $1,640,000 --
Deed -- --
Warranty Deed $24,000 --
Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,972,000 New Conventional
Previous Owner $450,000 Purchase Money Mortgage
Previous Owner $16,000 No Value Available
Previous Owner $380,000 No Value Available
Source: Public Records

Source: Stellar MLS

MLS Number: O6358159

Stellar MLS

APN: 31-2130-3172-00-027