Off market mar 2024 for $690K

$729,185

Est. refi paymentEst. refi $5,808/mo

•

1,596

sq ft

1027 Main St, Windermere, FL 34786

About this home

HIGHEST and BEST by 2/8/2024 4PM. .. Do not miss this opportunity! Nestled in a neighborhood of million-dollar homes, do not miss the UNIQUE OPPORTUNITY to purchase this RARE GEM at a REASONABLE PRICE. This MOVE-IN READY home combines uniqueness and affordability in the charming downtown of Windermere. Enjoy the charm of this GOLF CART COMMUNITY and WALKING DISTANCE to BOAT RAMPS, PARKS. TENNIS COURTS and exclusive RESIDENT-ONLY ACCESS to the Butler Chain of Lakes. METICULOUSLY CARED FOR, this residence was recently updated with a NEW ROOF and NEW HYBRID HOT WATER HEATER. The DOUBLE PANE WINDOWS enhance IMPROVED ENERGY EFFICIENCY and tranquility with reduced outdoor noise. This home features the DESIRED SPLIT FLOOR PLAN, offering optimal privacy and functionality. Enjoy the LUSH, MATURE and MANICURED LANDSCAPING that surrounds the property, offering a PRIVATE OASIS in the FENCED BACKYARD. With a well and septic system, say GOODBYE to water and sewer bills. This property offers FINANCIAL EFFICIENCY, NO HOA and MINIMAL UTILITY COST. This is an upscale community with natural beauty, making this home an idyllic retreat for those who appreciate both opulence and the charm of the great outdoors. Enjoy the CONVENIENCE of easy commuting, situated with its strategic proximity to major highways, excellent dining, shopping and entertainment. This residence is in a sought-after area with EXCELLENT SCHOOLS. YOUR AFFORDABLE DREAM HOME AWAITS in a HIGHLY DESIRED location. Call us for your private showing today and make this beautiful home yours, before it's gone! Exclusively for approved buyers only. Transferrable TERMITE BOND and transferrable WARRANTY for new roof ( 3month old)is available. This home also has SECURITY SYSTEM and VIDEO DOOR BELL For an immerse view, DONT MISS our engaging LISTING VIDEO for a captivating experience!!!

Single-familyProperty Type

1988Year Built

0.29 acresLot Size

$457Est. Price/Sq.Ft.

2 car garageParking

Listed by Petra Bukalo PA • FLORIDA REALTY INVESTMENTS

Contact: 407-207-2220

Bought with Julie Pickren • UPSIDE REAL ESTATE INC

Redfin checked: a minute ago

•Source:Stellar MLS as Distributed by MLS Grid #O6175273

Redfin Estimate

$729,185

$39K since sold in March 2024$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.6% higher than the average sale price ($654K) of 6 comparable homes.

SOLD OCT 2, 2026
$556,000
A
3 beds2 baths1,723 sq ft
5125 Sun Palm Dr, Windermere, FL 34786
SOLD AUG 17, 2026
$464,000
B
3 beds2 baths1,723 sq ft
9017 Woodbreeze Blvd, Windermere, FL 34786
SOLD JUL 17, 2026
$549,900
C
3 beds2 baths1,721 sq ft
9072 Woodbreeze Blvd, Windermere, FL 34786
SOLD AUG 28, 2026
$1,150,000
D
4 beds3.5 baths2,791 sq ft
109 E 12th Ave, Windermere, FL 34786
SOLD SEP 22, 2026
$690,000
E
2 beds1.5 baths1,398 sq ft
811 Main St, Windermere, FL 34786
SOLD MAY 12, 2026
$512,200
F
3 beds2 baths1,723 sq ft
5130 Sun Palm Dr, Windermere, FL 34786

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Earn from this home

Sell

$159,245

Est. take-home

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Refinance

Est. cash available

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Rent

$3,113/mo

Redfin rental estimate

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Market trends in 34786, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.1%

+0.0% MoM

Median sale price

$765K

$120K MoM

Avg. days on market

57d

6 days MoM

Recently sold homes

172

20 MoM

New listings for sale

NEW 1 HR AGO
$559,000
3 beds2 baths2,085 sq ft
4827 Flint Rd, Windermere, FL 34786
NEW 20 HRS AGO
$324,900
3 beds2 baths1,455 sq ft
8276 Maritime Flag St #1204, Windermere, FL 34786
NEW 21 HRS AGO
$1,050,000
4 beds3 baths2,984 sq ft
5944 Caymus Loop, Windermere, FL 34786
NEW 24 HRS AGO
$1,348,000
5 beds4.5 baths3,835 sq ft
7231 Sangalla Dr, Windermere, FL 34786
$2,390,000
5 beds4.5 baths3,975 sq ft
6544 Cartmel Ln, Windermere, FL 34786
$799,000
4 beds3.5 baths2,996 sq ft
12785 Westside Village Loop, Windermere, FL 34786
$620,000
4 beds3.5 baths2,661 sq ft
8576 Powder Ridge Trl, Windermere, FL 34786
COMING SOON
$365,000
2 beds2.5 baths1,380 sq ft
8634 Danforth Dr, Windermere, FL 34786
$350,000
3 beds2 baths1,332 sq ft
8179 Maritime Flag St #206, Windermere, FL 34786
$299,997
2 beds2 baths1,161 sq ft
8168 Boat Hook Loop #302, Windermere, FL 34786
See all

Provided by Redfin

Sale history for 1027 Main St

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6175273

Mar 22, 2024

Sold

$690,000

$432/sq ft

Feb 9, 2024

Pending

—

Feb 1, 2024

Listed

$685,000

$429/sq ft

Stellar MLS as Distributed by MLS Grid #O5109884

Aug 10, 2012

Sold

$325,000

$204/sq ft

Jul 11, 2012

Listed

$345,000

$216/sq ft

This home has been completely remodled with all new flooring, cabinetry, A/C, and much more. It is located in the heart of olde windermere and completely captures all the charm of this small town. It is walking distance from the library, ice cream shop, town restaurant, and public basketball and tennis courts. This will make a great home for a small family or professional owner, so come check it out while its still available!

Stellar MLS as Distributed by MLS Grid #O4898673

Sep 21, 2009

Listing Removed

—

Public Records

Feb 10, 2005

Sold

$339,000

$212/sq ft

Stellar MLS as Distributed by MLS Grid #O4574701

Nov 9, 2004

Listing Removed

—

Tax history for 1027 Main St

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

1999

Sq. Ft.

1,596

Year built

1988

Style

Single Family Residential

County

Orange County

APN

282317933600611

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

Property details

Parking

Parking Information
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 3

Bathroom Information
# of Full Baths (Total): 2

Laundry Room Information
Laundry Features: In Garage

Other Rooms Information
# of Rooms: 9

Fireplace Information
Has Fireplace
Fireplace Features: Wood Burning

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

Interior Features
Interior Features: Ceiling Fans(s), Open Floorplan, Split Bedroom, Thermostat, Walk-in Closet(s)
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Range Hood, Refrigerator, Washer
Flooring: Carpet, Ceramic Tile, Hardwood

Exterior

Building Information
Construction Materials: Stucco
Roof: Shingle

Exterior Features
Exterior Features: French Doors, Irrigation System, Lighting

Property Features
Universal Property Id: US-12095-N-172328933600611-R-N

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

Farm Information
Number Of Wells: 1
Number Of Septics: 1

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

Land Information
Total Acreage: 1/4 to less than 1/2

Lot Information
Lot Size Acres: 0.29
Road Surface Type: Asphalt
Lot Size Square Meters: 1189

Building Information
MFR_BuildingAreaTotalSrchSqM: 222.41

Financial

Tax Information
Tax Annual Amount: $4,452
Tax Year: 2023

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank
Utilities: Cable Available, Electricity Available

Location

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

HOA Information
MFR_Association2YN: 0

School Information
Elementary School: Windermere Elem
Middle Or Junior High School: Gotha Middle
High School: Olympia High

Location Information
Directions: From Hwy 50 south on Maguire. Maguire will turn into Main St. House is on the left.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,596
Stories: 1.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: 1999
County: Orange County
APN: 282317933600611

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-207-2220
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 7
Status Contractual Search Date: 2024-03-22

Listing Price Information
Calculated List Price By Calculated Sq Ft: 429.20

Green Information
Direction Faces: Southwest

Home Information
Living Area: 1596
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 148.27
Building Area Total: 2394
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Block
Stories Total: 1
Levels: One
Security Features: Security System

Around this home

Schools

Windermere Elementary School

Public PreK-5 • Assigned • 1.5mi

10/10

Gotha Middle School

Public 6-8 • Assigned • 2.8mi

6/10

Olympia High School

Public 9-12 • Assigned • 1.7mi

5/10

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

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

Provided by First Street

Historical weather

Windermere, FL • 34786

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

$693,000 – $839,000

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Nearby similar homes

NEW 21 HRS AGO

$1,050,000

4 beds3 baths2,984 sq ft

5944 Caymus Loop, Windermere, FL 34786

$939,999

5 beds4 baths3,735 sq ft

3380 Tabreeze Ct, Ocoee, FL 34761

$990,000

4 beds3 baths2,728 sq ft

1243 Dingens Ave, Windermere, FL 34786

$2,240,000

4 beds5.5 baths4,812 sq ft

6102 S Hampshire Ct, Windermere, FL 34786

$7,200,000

5 beds5.5 baths5,993 sq ft

5373 Isleworth Country Club Dr, Windermere, FL 34786

$2,274,900

6 beds5 baths5,056 sq ft

10175 Brocksport Cir, Gotha, FL 34734

New listings for sale in 34786

NEW 1 HR AGO

$559,000

3 beds2 baths2,085 sq ft

4827 Flint Rd, Windermere, FL 34786

NEW 20 HRS AGO

$324,900

3 beds2 baths1,455 sq ft

8276 Maritime Flag St #1204, Windermere, FL 34786

NEW 21 HRS AGO

$1,050,000

4 beds3 baths2,984 sq ft

5944 Caymus Loop, Windermere, FL 34786

NEW 24 HRS AGO

$1,348,000

5 beds4.5 baths3,835 sq ft

7231 Sangalla Dr, Windermere, FL 34786

$2,390,000

5 beds4.5 baths3,975 sq ft

6544 Cartmel Ln, Windermere, FL 34786

$799,000

4 beds3.5 baths2,996 sq ft

12785 Westside Village Loop, Windermere, FL 34786

$620,000

4 beds3.5 baths2,661 sq ft

8576 Powder Ridge Trl, Windermere, FL 34786

COMING SOON

$365,000

2 beds2.5 baths1,380 sq ft

8634 Danforth Dr, Windermere, FL 34786

$350,000

3 beds2 baths1,332 sq ft

8179 Maritime Flag St #206, Windermere, FL 34786

Home values near 1027 Main St

Data from public records.

Address	Redfin Estimate
1108 Main St, Windermere, FL 6 Beds \| 7 Baths \| 8122 Sq. Ft.	$2,941,322
1105 Main St, Windermere, FL 4 Beds \| 3 Baths \| 2122 Sq. Ft.	$858,769

Address	Redfin Estimate
1127 Main St, Windermere, FL 3 Beds \| 2 Baths \| 1433 Sq. Ft.	$604,462
1012 Main St, Windermere, FL 2 Beds \| 2 Baths \| 1982 Sq. Ft.	$1,813,088

Address	Redfin Estimate
1113 Main St, Windermere, FL 4 Beds \| 2 Baths \| 1985 Sq. Ft.	$767,174
1028 Main St, Windermere, FL 4 Beds \| 3 Baths \| 2148 Sq. Ft.	$2,201,142

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34786, FL

Sale history for 1027 Main St

Tax history for 1027 Main St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34786

Home values near 1027 Main St

More real estate resources