Off market may 2025 for $410K

$446,108

Est. refi paymentEst. refi $3,284/mo

•

1,570

sq ft

1840 Maywood Rd, Winter Park, FL 32792

About this home

Welcome to this beautifully updated four-bedroom, two-bath mid-century block home under the canopy of a majestic oak tree in the heart of Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, enhanced by fresh exterior paint, modern geometric accents and a wide driveway with covered parking. Step inside to find a sun-soaked living room with vaulted ceilings and expansive windows that frame the private fenced backyard, creating a bright and airy feel. The kitchen is a blend of charm and function, featuring sleek granite countertops, stainless steel appliances, custom tile work and ample cabinetry, including open shelving for easy access and display. Both baths have been tastefully upgraded with stylish yet neutral finishes. The primary bedroom offers plush carpeting, abundant natural light and a ceiling fan for added comfort, while additional bedrooms and bonus spaces provide flexibility for work, play or guests. Enjoy relaxing afternoons or gatherings in the spacious backyard, complete with a patio area ideal for outdoor dining or entertaining. The home’s thoughtful layout also includes a large multi-purpose room with direct access to the yard, ideal for a playroom, gym or home office. Just minutes from downtown Winter Park, Maitland and Orlando, this home is free of HOA restrictions, allowing you the freedom to bring your boat, RV or other toys. This home is move-in ready so schedule your tour today!

Single-familyProperty Type

1957Year Built

8,968 sq ftLot Size

$284Est. Price/Sq.Ft.

2 spacesParking

Listed by Nancy Merriam • PREMIER SOTHEBY'S INTL. REALTY

Contact: 407-644-3295

Bought with Devonna Craner • CRANER AND COMPANY REAL ESTATE GROUP LLC

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6294155

Redfin Estimate

$446,108

$36K since sold in May 2025$8,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.2% higher than the average sale price ($374K) of 6 comparable homes.

SOLD OCT 15, 2026
$325,000
A
4 beds2 baths1,582 sq ft
5218 Lake Howell Rd, Winter Park, FL 32792
SOLD OCT 2, 2026
$320,000
B
3 beds2 baths1,235 sq ft
2313 Knoll St, Winter Park, FL 32792
SOLD MAR 4, 2026
$415,000
C
4 beds2 baths1,725 sq ft
1816 Ivy Ln, Winter Park, FL 32792
SOLD OCT 15, 2026
$300,000
D
4 beds2.5 baths1,664 sq ft
2122 Ridge Dr, Winter Park, FL 32792
SOLD JAN 15, 2026
$420,000
E
4 beds2.5 baths1,477 sq ft
1847 Azalea Ave, Winter Park, FL 32789
SOLD SEP 22, 2026
$465,000
F
4 beds2 baths1,909 sq ft
653 Green Meadow Ave, Maitland, FL 32751

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Earn from this home

Sell

$98,417

Est. take-home

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Refinance

Est. cash available

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Rent

$2,578/mo

Redfin rental estimate

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Market trends in 32792, FL

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

97.5%

0.2% MoM

Median sale price

$423K

$826 MoM

Avg. days on market

42d

8 days MoM

Recently sold homes

149

20 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$480,000
3 beds2 baths1,768 sq ft
1735 Meadowgold Ln, Winter Park, FL 32792
OPEN SAT, 1PM TO 3PM
$435,000
3 beds2.5 baths2,027 sq ft
5415 N Lake Burkett Ln, Winter Park, FL 32792
NEW 31 HRS AGO
$739,000
4 beds3.5 baths2,553 sq ft
2315 Kestrel Perch Pl, Winter Park, FL 32792
$139,998
1 bed1 bath749 sq ft
3019 Antique Oaks Cir #127, Winter Park, FL 32792
FOR SALE BY OWNER
$180,000
2 beds2 baths1,085 sq ft
126 Scottsdale Sq, Winter Park, FL 32792
FOR SALE BY OWNER
$175,000
2 beds2 baths840 sq ft
3651 N Goldenrod Rd, Winter Park, FL 32792
$325,000
3 beds2 baths1,783 sq ft
2535 Leeward Way, Winter Park, FL 32792
$249,000
3 beds2 baths1,345 sq ft
4940 Tangerine Ave #4940, Winter Park, FL 32792
COMING SOON
$389,000
3 beds2 baths1,416 sq ft
3471 Athena Dr, Winter Park, FL 32792
OPEN SAT, 1PM TO 3PM
$385,000
3 beds2 baths1,305 sq ft
7361 Grand Ave, Winter Park, FL 32792
See all

Provided by Redfin

Sale history for 1840 Maywood Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6294155

May 30, 2025

Sold

$410,000

$261/sq ft

Apr 14, 2025

Pending

—

Mar 31, 2025

Listed

$415,000

$264/sq ft

Stellar MLS as Distributed by MLS Grid #O6186742

Aug 22, 2024

Listing Removed

—

Stellar MLS as Distributed by MLS Grid #O5935782

May 13, 2021

Sold

$336,900

$215/sq ft

Apr 13, 2021

Pending

—

Apr 7, 2021

Listed

$330,000

$210/sq ft

Enjoy this lovely, recently remodeled home, in the beautiful city of Winter Park. This 4 bedroom 2 bathroom all-block home is primed and ready for its new owners to add their finishing touches or for investors to add a great new property to their portfolio. The home features a freshly painted interior, newer AC unit (2016), new amenities throughout the house included blinds and trim, and new stainless steel kitchen appliances. The home's Master and Guest bathrooms have also been updated, with beautiful yet neutral finishing touches. With a large and private backyard ideal for entertaining, and a beautiful historic oak tree in the front yard you can really enjoy the Florida living! The home is ideally situated in Winter Park, with NO HOA, giving you plenty of freedom to park your boat or RV, with quick access to all major Orlando areas (downtown Winter Park, downtown Orlando, Maitland, Casselberry). Additionally, you have the convenience of plenty of retail stores and restaurants just around the corner. Call today for your private tour! This home is sure to move fast!

Stellar MLS as Distributed by MLS Grid #O5419793

Apr 22, 2016

Sold

$165,000

$105/sq ft

Feb 24, 2016

Pending

—

Feb 9, 2016

Listed

$169,900

$108/sq ft

Stellar MLS as Distributed by MLS Grid #O5415742

Feb 5, 2016

Listing Removed

—

Stellar MLS as Distributed by MLS Grid #O4681281

Sep 5, 2006

Listing Removed

—

Public Records

Aug 11, 2005

Sold

$180,000

$115/sq ft

Public Records

Dec 22, 1997

Sold

$80,000

$51/sq ft

Tax history for 1840 Maywood 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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

8,775 Sq. Ft.

Year renovated

1972

Sq. Ft.

1,570

Year built

1957

Style

Single Family Residential

County

Seminole County

APN

3321305050C000070

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 23, 2026.

R-1A

Single-Family Dwelling District

These Districts comprise certain lands, water, and structures having a low density of development; they are single-family residential in character and have additional open space where it is desirable and likely that such similar development will occur and continue. Uses are limited primarily to single-family dwellings and such nonresidential uses as are intended to provide service to the immediate and adjacent areas.

Permitted uses

Include but are not limited to:

Housing-Single unit
Educational/school

Property details

Parking

Parking Information
Parking Features: Covered, Driveway
Has Carport
Carport Spaces: 2

Interior

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 2

Laundry Room Information
Laundry Features: Laundry Room

Other Rooms Information
# of Rooms: 6

Heating & Cooling
Heating Information: Central, Electric, Exhaust Fan, Ductless
Cooling Information: Central Air, Wall/Window Unit(s)

Interior Features
Interior Features: Ceiling Fans(s), Living Room/Dining Room Combo, Stone Counters
Window Features: Blinds
Appliances: Dishwasher, Range, Refrigerator
Flooring: Carpet, Ceramic Tile, Laminate

Exterior

Building Information
Construction Materials: Block, Concrete
Roof: Concrete, Shingle

Exterior Features
Exterior Features: Lighting, Sidewalk
Fencing: Chain Link, Wood

Property Features
Universal Property Id: US-12117-N-3321305050000070-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
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: Paved
Lot Size Acres: 0.21
Lot Size Dimensions: 76x118
Road Surface Type: Paved
Lot Size Square Meters: 833
Other Exemptions YN: 1

Building Information
MFR_BuildingAreaTotalSrchSqM: 216.09

Financial

Tax Information
Tax Annual Amount: $3,227
Tax Year: 2024

Lease / Rent Details
Lease Restrictions YN: 1

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Electricity Connected, Sewer Connected, Water Connected

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
MFR_Association2YN: 0
Association Fee Requirement: None
Association Approval Required Y/N: 0

School Information
Elementary School: English Estates Elementary
Middle Or Junior High School: Tuskawilla Middle
High School: Lake Howell High

Location Information
Directions: From I-4 EB:Take exit 87 for FL-426/Fairbanks Ave, L onto N Lakemont ave, R onto Lake Howell rd, L onto Maywood road.

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 1,570
Stories: 1.0
Lot Size: 8,775 square feet
Style: Single Family Residential
Year Built: 1957
Year Renovated: 1972
County: Seminole County
APN: 3321305050C000070

Home facts updated by county records on Oct 23, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-644-3295
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 13
Status Contractual Search Date: 2025-05-30

Listing Price Information
Calculated List Price By Calculated Sq Ft: 264.33

Green Information
Green Verification Count: 0
Direction Faces: North

Home Information
Living Area: 1570
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 145.86
Building Area Total: 2326
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Stories Total: 1
Levels: One

Around this home

Schools

English Estates Elementary School

Public PreK-5 • Assigned • 2.2mi

6/10

Tuskawilla Middle School

Public 6-8 • Assigned • 3.8mi

7/10

Lake Howell High School

Public 9-12 • Assigned • 3.4mi

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 • 32792

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 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$424,000 – $514,000

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FOR SALE BY OWNER

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COMING SOON

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Home values near 1840 Maywood Rd

Data from public records.

Address	Redfin Estimate
1845 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1630 Sq. Ft.	$373,108
1851 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1436 Sq. Ft.	$448,488
1833 Maywood Road, Winter Park, FL 3 Beds \| 3 Baths \| 1500 Sq. Ft.	$402,284
1852 Maywood Road, Winter Park, FL 4 Beds \| 2 Baths \| 1582 Sq. Ft.	$434,961
1828 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1461 Sq. Ft.	$343,179
1864 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1781 Sq. Ft.	$374,467
1853 Willow Lane, Winter Park, FL 4 Beds \| 3 Baths \| 2175 Sq. Ft.	$642,856

Address	Redfin Estimate
1839 Maywood Road, Winter Park, FL 3 Beds \| 1.5 Baths \| 1244 Sq. Ft.	$366,347
1863 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1666 Sq. Ft.	$379,412
1829 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1356 Sq. Ft.	$372,337
1846 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1429 Sq. Ft.	$379,144
1822 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1377 Sq. Ft.	$342,169
1837 Willow Lane, Winter Park, FL 3 Beds \| 2 Baths \| 1471 Sq. Ft.	$450,427
1857 Willow Lane, Winter Park, FL 4 Beds \| 2 Baths \| 1706 Sq. Ft.	$430,030

Address	Redfin Estimate
1859 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1531 Sq. Ft.	$380,438
1823 Maywood Road, Winter Park, FL 3 Beds \| 1.5 Baths \| 1232 Sq. Ft.	$368,728
1858 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1467 Sq. Ft.	$360,675
1834 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1225 Sq. Ft.	$429,746
1816 Maywood Road, Winter Park, FL 3 Beds \| 2 Baths \| 1464 Sq. Ft.	$394,799
1847 Willow Lane, Winter Park, FL 3 Beds \| 2 Baths \| 1692 Sq. Ft.	$374,156
1842 Linden Road, Winter Park, FL 3 Beds \| 2 Baths \| 1245 Sq. Ft.	$360,680

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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About this home

Redfin Estimate

Earn from this home

Market trends in 32792, FL

Sale history for 1840 Maywood Rd

Tax history for 1840 Maywood Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 32792

Home values near 1840 Maywood Rd

More real estate resources