1424 Cavendish Rd, Winter Park, FL 32789

Off Market Apr 2025 for $585K

$606,159

Est. refi paymentEst. refi $3,437/mo

•

1,132

sq ft

1424 Cavendish Rd, Winter Park, FL 32789

About this home

Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience. Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and comfort. Beyond, discover your personal backyard retreat—a serene oasis with mature landscaping, a spacious lounge area, and a private saltwater pool, perfect for summer relaxation. The refreshed kitchen is both stylish and functional, featuring granite countertops, newer appliances, updated sink and faucet, and GAS STOVE, complemented by an adjacent dining area. The two bedrooms are thoughtfully designed, separated by a fully remodeled bathroom boasting sleek modern tiles, a chic vanity, updated fixtures, and elegant lighting. This home also offers practical upgrades, including enhanced attic insulation, updated plumbing and electrical, natural gas, and a tankless water heater for endless energy-efficient hot showers. Every detail has been considered to blend modern convenience with timeless charm. Orwin Manor is one of Winter Park’s most cherished neighborhoods, known for its tree-lined streets, historic homes, and central location. Residents love the community’s proximity to Park Avenue, Downtown Orlando and College Park. Enjoy the convenience of walking to Orange Avenue’s restaurants or take a quick drive to Park Avenue, Winter Park’s premier shopping and dining destination, where you can explore boutiques, favorite local restaurants, and charming coffee shops. For professionals, the location couldn’t be better. Major hospitals such as Advent Health Orlando and Orlando Health are within close proximity, providing excellent career opportunities and peace of mind for healthcare access. The area is also conveniently located near Downtown Orlando, making commutes to major corporate offices and job hubs a breeze. Experience the best of Winter Park living in a neighborhood that combines a serene suburban feel with the vibrancy of city life. Don’t miss the opportunity to make this Gem your new home!

Single-familyProperty Type

1949Year Built

7,200 sq ftLot Size

$535Est. Price/Sq.Ft.

1 car garageParking

Listed by Lisa Grey • KEYSEEKERS REAL ESTATE

Listed by Jennifer Grey • KEYSEEKERS REAL ESTATE

Bought with Courtney Quillin • 365 REALTY, INC.

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6272801

Redfin Estimate

$606,159

$21K since sold in April 2025$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 42.2% higher than the average sale price ($426K) of 6 comparable homes.

SOLD SEP 10, 2026
$365,000
A
2 beds1 bath702 sq ft
1333 S Denning Dr, Winter Park, FL 32789
SOLD AUG 10, 2026
$470,000
B
2 beds1 bath1,036 sq ft
1521 Cavendish Rd, Winter Park, FL 32789
SOLD APR 8, 2026
$424,000
C
2 beds1 bath1,169 sq ft
48 E Par St, Orlando, FL 32804
SOLD JUN 17, 2026
$475,000
D
2 beds1 bath1,073 sq ft
1036 Aragon Ave, Winter Park, FL 32789
SOLD JUL 13, 2026
$353,000
E
2 beds1 bath1,150 sq ft
1307 Formosa Ave, Winter Park, FL 32789
SOLD MAR 13, 2026
$470,000
F
2 beds1 bath1,140 sq ft
1564 Cavendish Rd, Winter Park, FL 32789

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Earn from this home

Sell

$113,281

Est. take-home

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Refinance

Est. cash available

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Rent

$2,527/mo

Redfin rental estimate

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Market trends in 32789, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.3%

+0.2% MoM

Median sale price

$1.0M

$135K MoM

Avg. days on market

46d

10 days MoM

Recently sold homes

147

6 MoM

New listings for sale

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NEW 4 HRS AGO
$3,495,000
5 beds5.5 baths4,478 sq ft
662 Granville Dr, Winter Park, FL 32789
NEW 8 HRS AGO
$750,000
3 beds1 bath1,325 sq ft
1421 Chestnut Ave, Winter Park, FL 32789
VIDEO TOUR
$6,995,000
5 beds5.5 baths5,479 sq ft
901 Golfview Ter, Winter Park, FL 32789
OPEN SAT, 1PM TO 3PM
$389,000
2 beds2 baths1,140 sq ft
720 Killarney Bay Ct Unit 7-6, Winter Park, FL 32789
OPEN SAT, 2PM TO 4PM
$2,195,000
4 beds4.5 baths2,850 sq ft
1271 Palmer Ave, Winter Park, FL 32789
$1,300,000
3 beds2.5 baths2,563 sq ft
504 W Swoope Ave, Winter Park, FL 32789
$960,000
2 beds1 bath1,290 sq ft
447 N Phelps Ave, Winter Park, FL 32789
VIDEO TOUR
$950,000
3 beds2 baths1,887 sq ft
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See all

Provided by Redfin

Sale history for 1424 Cavendish Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6272801

Apr 7, 2025

Sold

$585,000

$517/sq ft

Mar 3, 2025

Pending

—

Feb 13, 2025

Price Changed

$579,000

$511/sq ft

Jan 24, 2025

Listed

$589,000

$520/sq ft

Stellar MLS as Distributed by MLS Grid #O5982493

Dec 17, 2021

Sold

$445,000

$393/sq ft

Nov 20, 2021

Pending

—

Nov 18, 2021

Listed

$435,000

$384/sq ft

Located in Winter Parks sought after Orwin Manor Neighborhood, this adorable Pool Home is ready for new owners! Walking up to the home you will notice its tucked away location on an Oak lined street. Upon entering the home you are welcomed to a bright open living room featuring a brick wood burning fireplace and tiled floors. Off the living space is a semi-private dining space that is open to the kitchen. The kitchen comes equipped with Stainless Steel Appliances (2019) and offers plenty of counter space and access to the 1 car garage with air conditioned work space and Pool patio. The two spacious bedrooms come with newer Bamboo Flooring and share a recently updated hall bathroom. Finishing off this home is the fabulous Pool which was resurfaced and converted to a salt system in 2019 and comes with a new variable speed pump. Let's not forget about this location within the 32789 zip code, just minutes from Park Ave, College Park, Advent Health, Trader Joes, Whole Foods, Publix and all that Winter Park is known for. * Architect Plans available for Primary Suite addition * Schedule your showing today!

Stellar MLS as Distributed by MLS Grid #O5049414

Apr 27, 2012

Sold

$140,000

$124/sq ft

Jun 14, 2011

Listed

$157,000

$139/sq ft

Short Sale. Back on the market!! The table is now set for you to purchase this charming Orwin Manor pool home, at an incredible price. . Location. Location. Location. Adorable two bedroom one bath bungalow in coveted Orwin Manor. Updated kitchen features new appliances, pot hanging rack and breakfast nook. Separate formal dining and living rooms. Wood burning fireplace, skylight, built in surround sound. Updated paint, blinds, bathroom and a/c. Entertain around sparkling pool surrounded by lush greenery and towering oaks. One car garage. Listing price may not be sufficient to pay the total of allliens and costs of sale, and Sale of property at full listing price may require approval of seller's lender(s).

Stellar MLS as Distributed by MLS Grid #O4854511

Jun 18, 2008

Listed

Public Records

May 28, 2003

Sold

$203,100

$179/sq ft

Public Records

Oct 24, 1997

Sold

$98,000

$87/sq ft

Tax history for 1424 Cavendish 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

7,200 Sq. Ft.

Year renovated

1999

Sq. Ft.

1,036

Year built

1949

Style

Single Family Residential

County

Orange County

APN

292212643207340

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1A \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. 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-1A 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

Sep 16, 2025 • Final

Residential mechanical

Replace an existing HVAC system with a new Rheem heat pump and install new electrical connections and full ductwork.

HVAC

Sep 15, 2025 • Final

Residential electric

Relocate an electrical service panel with the same specifications.

Electrical

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Garage Spaces: 1
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 2

Bathroom Information
# of Full Baths (Total): 1

Laundry Room Information
Laundry Features: In Garage

Other Rooms Information
Additional Rooms: Den/Library/Office
# of Rooms: 7

Fireplace Information
Has Fireplace
Fireplace Features: Living Room, Wood Burning

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air

Interior Features
Interior Features: Eat-in Kitchen, L Dining, Skylight(s)
Appliances: Dishwasher, Dryer, Exhaust Fan, Range, Refrigerator, Tankless Water Heater, Washer
Flooring: Bamboo, Tile

Exterior

Building Information
Construction Materials: Block
Roof: Shingle

Exterior Features
Patio And Porch Features: Deck
Exterior Features: Lighting, Sidewalk

Pool Information
Has Private Pool
Pool Features: Gunite, In Ground, Lighting, Salt Water

Property Features
Universal Property Id: US-12095-N-122229643207340-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: R-1A

Land Information
Vegetation: Mature Landscaping
Total Acreage: 0 to less than 1/4

Lot Information
Lot Size Acres: 0.17
Road Surface Type: Asphalt
Lot Size Square Meters: 669

Building Information
MFR_BuildingAreaTotalSrchSqM: 129.97

Financial

Tax Information
Tax Annual Amount: $5,795
Tax Year: 2024

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: BB/HS Internet Available

Location

Multi-Family Financial Information
Total Annual Fees: $25
Total Monthly Fees: $2.08

Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished

HOA Information
Has HOA
MFR_Association2YN: 0
Association Fee Requirement: Optional
Association Approval Required Y/N: 0
Monthly HOA Amount: 2.08
Association Fee: $25
Association Fee Frequency: Annually

Location Information
Directions: From I4, take Clay St East, right on Westchester Ave, left on Suffolk Rd, right on Cavendish Rd. Home is on the right

Community Information
Pets Allowed: Yes

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,036
Stories: 1.0
Lot Size: 7,200 square feet
Style: Single Family Residential
Year Built: 1949
Year Renovated: 1999
County: Orange County
APN: 292212643207340

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 38
Status Contractual Search Date: 2025-04-07

Listing Price Information
Calculated List Price By Calculated Sq Ft: 511.48

Green Information
Green Verification Count: 0
Direction Faces: Northwest

Home Information
Living Area: 1132
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 105.17
Building Area Total: 1399
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block
Stories Total: 1
Levels: One

Around this home

Schools

Killarney Elementary School

Public PreK-5 • Assigned • 1.2mi

4/10

College Park Middle School

Public 6-8 • Assigned • 1.9mi

3/10

Edgewater High School

Public 9-12 • Assigned • 1.7mi

6/10

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

9/10 Heat Factor

7 days above 107° expected this year, 22 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

$576,000 – $698,000

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Home values near 1424 Cavendish Rd

Data from public records.

Address	Redfin Estimate
1420 Cavendish Road, Winter Park, FL 3 Beds \| 1 Baths \| 1337 Sq. Ft.	$695,897
1521 Cavendish Road, Winter Park, FL 2 Beds \| 1 Baths \| 1036 Sq. Ft.	$475,878

Address	Redfin Estimate
1430 Cavendish Road, Winter Park, FL 2 Beds \| 1 Baths \| 1036 Sq. Ft.	$496,547
1520 Cavendish Road, Winter Park, FL 2 Beds \| 1 Baths \| 989 Sq. Ft.	$419,025

Address	Redfin Estimate
1440 Cavendish Road, Winter Park, FL 2 Beds \| 1 Baths \| 1074 Sq. Ft.	$510,330
1500 Cavendish Road, Winter Park, FL 4 Beds \| 2.5 Baths \| 2463 Sq. Ft.	$1,085,836

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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