Off Market Sep 2024 for $4.9M

$5,753,880

Est. refi paymentEst. refi $32,811/mo

•

4,792

sq ft

1761 Pinetree Rd, Winter Park, FL 32789

About this home

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

Single-familyProperty Type

1998Year Built

0.76 acresLot Size

$1,201Est. Price/Sq.Ft.

3 car garageParking

Listed by Erin Legler • CHARLES RUTENBERG REALTY ORLANDO

Contact: 407-622-2122

Bought with Mina Khosravani • QWEST REALTY

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6195529

Redfin Estimate

$5,753,880

$830K since sold in September 2024$181K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.6% higher than the average sale price ($4.69M) of 6 comparable homes.

SOLD MAY 15, 2026
$7,164,000
A
5 beds6.5 baths5,006 sq ft
1821 Pinetree Rd, Winter Park, FL 32789
SOLD MAY 28, 2026
$2,850,000
B
5 beds4.5 baths4,819 sq ft
350 Northwind Rd, Maitland, FL 32751
SOLD OCT 6, 2025
$5,250,000
C
5 beds5.5 baths5,051 sq ft
1155 Woodmere Dr, Winter Park, FL 32789
SOLD DEC 5, 2025
$6,111,000
D
5 beds5 baths5,022 sq ft
1860 Summerland Ave, Winter Park, FL 32789
SOLD MAY 29, 2026
$4,300,000
E
4 beds6.5 baths6,242 sq ft
1760 Via Venetia, Winter Park, FL 32789
SOLD JUL 30, 2026
$2,490,000
F
5 beds5.5 baths4,389 sq ft
1300 Mayfield Ave, Winter Park, FL 32789

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,620,523

Est. take-home

List your home with Redfin and save $57,539

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,447/mo

Redfin rental estimate

List your home for rent

Market trends in 32789, FL

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.2%

+0.4% MoM

Median sale price

$862K

$50K MoM

Avg. days on market

36d

0 days MoM

Recently sold homes

134

24 MoM

New listings for sale

NEW 3 HRS AGO
$1,824,000
4 beds3.5 baths2,972 sq ft
631 Williams Dr, Winter Park, FL 32789
NEW 14 HRS AGO
$575,000
2 beds2.5 baths1,648 sq ft
1259 Indiana Ave, Winter Park, FL 32789
NEW 1 DAY AGO
$965,000
4 beds3 baths2,528 sq ft
471 Holt Ave, Winter Park, FL 32789
NEW 1 DAY AGO
$269,000
2 beds1 bath710 sq ft
151 N Orlando Ave #242, Winter Park, FL 32789
$1,200,000
3 beds2 baths1,487 sq ft
1220 Howell Branch Rd, Winter Park, FL 32789
$1,795,000
4 beds3.5 baths3,250 sq ft
1230 Sunset Dr, Winter Park, FL 32789
$3,265,000
5 beds5.5 baths4,924 sq ft
1761 Legion Dr, Winter Park, FL 32789
3D WALKTHROUGH
$425,000
3 beds2 baths1,187 sq ft
2126 Albert Lee Pkwy, Winter Park, FL 32789
$1,950,000
3 beds3.5 baths2,703 sq ft
751 Pansy Ave, Winter Park, FL 32789
3D WALKTHROUGH
$3,600,000
4 beds5 baths4,202 sq ft
276 Detmar Dr, Winter Park, FL 32789
See all

Provided by Redfin

Sale history for 1761 Pinetree Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6195529

Sep 25, 2024

Sold

$4,923,750

$1,027/sq ft

Aug 20, 2024

Pending

—

Aug 15, 2024

Price Changed

$5,750,000

$1,200/sq ft

Jul 18, 2024

Price Changed

$5,995,000

$1,251/sq ft

Jun 30, 2024

Price Changed

$6,195,000

$1,293/sq ft

May 30, 2024

Price Changed

$6,395,000

$1,335/sq ft

May 9, 2024

Price Changed

$6,650,000

$1,388/sq ft

Apr 6, 2024

Listed

$6,995,000

$1,460/sq ft

Stellar MLS as Distributed by MLS Grid #O5774365

Apr 2, 2019

Sold

$3,300,000

$689/sq ft

Mar 27, 2019

Listed

$3,300,000

$689/sq ft

Chain of Lakes custom home located in the Winter Park Via's near downtown Park Ave. Open floor plan with high ceilings and lake views in almost every room. Family room features a fireplace, wet bar with refrigerator and opens to the screened patio and swimming pool. The gourmet kitchen includes a large center island, custom cabinetry, granite surfaces, walk-in pantry and breakfast bar & nook. The downstairs master retreat includes a sitting area, spacious master bath with dual sinks, garden tub, walk-in shower and his & hers closets. This home also features a 3 car garage, home office with custom built-in cabinetry, secondary downstairs guest suite and two additional upstairs bedrooms with en-suite bathrooms. Additionally there is a bonus room or fifth bedroom with wet bar and refrigerator, formal living and dining rooms and covered boat dock with 180' of frontage on Lake Maitland.

Stellar MLS as Distributed by MLS Grid #J902983

Mar 27, 2019

Sold

$3,300,000

$689/sq ft

Stellar MLS as Distributed by MLS Grid #O5152708

May 16, 2014

Sold

$2,575,000

$537/sq ft

May 10, 2014

Pending

—

Apr 7, 2014

Price Changed

$2,750,000

$574/sq ft

Apr 7, 2013

Listed

$2,950,000

$616/sq ft

Public Records

Jan 7, 1997

Sold

$540,000

$113/sq ft

Stellar MLS as Distributed by MLS Grid #O5421262

Sep 20, 1996

Listed

Public Records

Apr 9, 1996

Sold

$515,000

$107/sq ft

Tax history for 1761 Pinetree Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.76 Acres

Year renovated

1998

Sq. Ft.

4,792

Year built

1998

Style

Single Family Residential

County

Orange County

APN

302132802012200

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1AAA \N

Residential District

These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. For lakefront properties, the regulations enumerated in this section are designed to encourage and promote the construction of residential uses in a manner which minimizes the impacts on the lakes, which are among the city's greatest assets; thus, diminishing their water quality and aesthetic appeal. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1AAA districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.

Permitted uses

Include but are not limited to:

Housing-Single unit

Property details

Parking

Parking Information
Garage Dimensions: 35x37
Parking Features: Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side
Garage Spaces: 3
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 5

Bathroom Information
# of Full Baths (Total): 5
# of Half Baths (Total): 1

Laundry Room Information
Laundry Features: Laundry Room

Other Rooms Information
Additional Rooms: Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Storage Rooms
# of Rooms: 11

Fireplace Information
Has Fireplace
Fireplace Features: Gas

Heating & Cooling
Heating Information: Central, Electric
Cooling Information: Central Air

Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Split Bedroom, Vaulted Ceiling(s), Walk-in Closet(s), Wet Bar, Window Treatments
Window Features: Blinds
Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer
Flooring: Carpet, Ceramic Tile, Wood

Exterior

Building Information
Construction Materials: Block, Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Deck, Patio, Porch, Screened
Exterior Features: French Doors, Irrigation System, Lighting

Pool Information
Spa Features: Heated, In Ground
Has Private Pool
Pool Features: In Ground, Screen Enclosure
Has Spa

Property Features
Universal Property Id: US-12095-N-322130802012200-R-N

Waterfront Information
On Waterfront
Waterfront Features: Lake
Water Body Name: LAKE MAITLAND
Waterfront Feet Total: 180
Water Frontage Feet Lake: 90
Water Frontage Feet Lake Chain: 90
Water View Y/N: 1
Water View Description: Lake,Lake - Chain of Lakes
Water Access Y/N: 1
Water Access Description: Lake - Chain of Lakes
Water Extras Y/N: 1
Water Extras Description: Boathouse,Skiing Allowed

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Other Structures: Boat House
Zoning: R-1AAA

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Future Land Use: 0130
Total Acreage: 1/2 to less than 1

Lot Information
Lot Features: City Limits, Paved
Lot Size Acres: 0.76
Road Surface Type: Paved
Lot Size Square Meters: 3068
Zoning Compatible YN: 1
Other Exemptions YN: 0

Building Information
MFR_BuildingAreaTotalSrchSqM: 569.77

Financial

Tax Information
Tax Annual Amount: $35,554
Tax Year: 2023

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Cable Available, Cable Connected, Electricity Connected, Street Lights

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
MFR_Association2YN: 0
Association Fee Requirement: None

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

Location Information
Directions: Palmer to Alabama to Via Tuscany, left on Via Lugano, rigth on Pinetree house will be on the left.

Public facts

Beds: 5
Baths: 6.0
Sq. Ft.: 4,792
Stories: 2.0
Lot Size: 0.76 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: 1998
County: Orange County
APN: 302132802012200

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 0

Listing Information
Attribution Contact: 407-622-2122
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 134
Status Contractual Search Date: 2024-09-25

Listing Price Information
Calculated List Price By Calculated Sq Ft: 1199.92

Green Information
Green Verification Count: 0
Direction Faces: North

Home Information
Living Area: 4792
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 445.19
Building Area Total: 6133
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: Two
Security Features: Smoke Detector(s)

Around this home

Schools

Dommerich Elementary School

Public PreK-5 • Assigned • 1.2mi

10/10

Maitland Middle School

Public 6-8 • Assigned • 1.3mi

6/10

Winter Park High School

Public 9-12 • Assigned • 2.5mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

6 days above 107° expected this year, 18 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winter Park, FL • 32789

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.47M – $6.62M

Reach more buyers when you sell with Redfin. Save up to $57,539 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 3 HRS AGO

$1,824,000

4 beds3.5 baths2,972 sq ft

631 Williams Dr, Winter Park, FL 32789

$499,000

2 beds1 bath857 sq ft

981 Aragon Ave, Winter Park, FL 32789

NEW CONSTRUCTION

$1,749,000

4 beds3.5 baths2,715 sq ft

2525 Lafayette Ave, Winter Park, FL 32789

VIDEO TOUR

$1,250,000

4 beds1 bath1,260 sq ft

230 Killarney Dr, Winter Park, FL 32789

$300,000

3 beds2.5 baths1,950 sq ft

545 Clark St, Maitland, FL 32751

$850,000

Land— sq ft

1361 Audubon Rd, Maitland, FL 32751

New listings for sale in 32789

NEW 3 HRS AGO

$1,824,000

4 beds3.5 baths2,972 sq ft

631 Williams Dr, Winter Park, FL 32789

NEW 14 HRS AGO

$575,000

2 beds2.5 baths1,648 sq ft

1259 Indiana Ave, Winter Park, FL 32789

NEW 1 DAY AGO

$965,000

4 beds3 baths2,528 sq ft

471 Holt Ave, Winter Park, FL 32789

NEW 1 DAY AGO

$269,000

2 beds1 bath710 sq ft

151 N Orlando Ave #242, Winter Park, FL 32789

$1,200,000

3 beds2 baths1,487 sq ft

1220 Howell Branch Rd, Winter Park, FL 32789

$1,795,000

4 beds3.5 baths3,250 sq ft

1230 Sunset Dr, Winter Park, FL 32789

$3,265,000

5 beds5.5 baths4,924 sq ft

1761 Legion Dr, Winter Park, FL 32789

3D WALKTHROUGH

$425,000

3 beds2 baths1,187 sq ft

2126 Albert Lee Pkwy, Winter Park, FL 32789

$1,950,000

3 beds3.5 baths2,703 sq ft

751 Pansy Ave, Winter Park, FL 32789

Home values near 1761 Pinetree Rd

Data from public records.

Address	Redfin Estimate
1731 Pinetree Road, Winter Park, FL 6 Beds \| 7.5 Baths \| 7654 Sq. Ft.	$7,084,598
1800 Pinetree Road, Winter Park, FL 4 Beds \| 3 Baths \| 4278 Sq. Ft.	$2,137,204

Address	Redfin Estimate
650 Pinetree Road, Winter Park, FL 5 Beds \| 5 Baths \| 4115 Sq. Ft.	$2,715,385
651 Pinetree Road, Winter Park, FL - Beds \| - Baths \| - Sq. Ft.	$5,636,668

Address	Redfin Estimate
1760 Pinetree Road, Winter Park, FL 5 Beds \| 5 Baths \| 4062 Sq. Ft.	$2,482,124
711 Pinetree Road, Winter Park, FL 4 Beds \| 4.5 Baths \| 4770 Sq. Ft.	$4,621,205

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

More real estate resources

Zip Codes
Neighborhoods
Cities
Popular Searches

32803 homes for sale
32804 homes for sale
32789 homes for sale
32792 homes for sale
32814 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Audubon Park homes for sale
College Park homes for sale
Winter Park Pines homes for sale
Baldwin Park homes for sale
Orwin Manor homes for sale

Houses for rent in Winter Park	Agents near me	Sarasota, FL homes for sale	Winter Park Housing Market
Houses for sale near me	Orlando, FL homes for sale	Fort Lauderdale, FL homes for sale
Land for sale near me	Tampa, FL homes for sale	Boca Raton, FL homes for sale
Open Houses near me	Miami, FL homes for sale	Winter Park Property Records
Condos for sale near me	Jacksonville, FL homes for sale	FL New Listings

Orlando homes for sale
Kissimmee homes for sale
Winter Garden homes for sale