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1421 SUNNYSIDE DRIVE MAITLAND FL 32751

$1,199,999
$1,300,000
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1421 SUNNYSIDE DRIVE, MAITLAND, FL 32751 - MLS#MFRO6358123 1421 SUNNYSIDE DRIVE, MAITLAND, FL 32751 - MLS#MFRO6358123 1421 SUNNYSIDE DRIVE, MAITLAND, FL 32751 - MLS#MFRO6358123 1421 SUNNYSIDE DRIVE, MAITLAND, FL 32751 - MLS#MFRO6358123

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1421 Sunnyside Dr

4 Bedrooms
2/1 Bathrooms
2 Car Garage
3,030 Square Feet
2,116SF Living Area
Pool:
Yes
Water: None
Year Built 1966
Listed For 93 Days

One or more photo(s) has been virtually staged. Huge price improvement welcome to 1421 sunnyside drive, maitland, fl, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to winter park. While this home carries a maitland address, it sits just steps from winter park homes, offering the best of both locations. this move-in-ready residence features thoughtfully designed indoor and outdoor living spaces and is zoned for the top-rated dommerich elementary school. from the moment you arrive, manicured landscaping and an inviting covered front porch create a warm first impression. Inside, natural light fills the home through skylights and bay windows, highlighting hardwood floors and a wood-burning fireplace. The open layout provides a seamless flow between living spaces, ideal for everyday living and entertaining. the chef’s kitchen serves as the heart of the home and features custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. The kitchen opens to the main living areas, creating a functional and welcoming space. the primary suite offers a private retreat with wood floors and french doors leading directly to the porch. The ensuite bathroom includes an oversized shower with spa-style jets and customized storage. Three additional bedrooms and a full bathroom are located down a terrazzo-finished hallway and include custom upgrades. the dining area captures beautiful morning light through the bay window, while the living room features french doors that open to the outdoor living space. The private backyard oasis is designed for year-round enjoyment and includes a heated pool enclosed by a full screened deck and patio, creating a true indoor-outdoor lifestyle. additional features include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway with a 30-amp electrical hookup for an rv or boat. The home has been freshly painted inside and out, includes new carpet, and reflects quality craftsmanship throughout. enjoy quick access to winter park’s shops, dining, parks, and cultural offerings, along with the conveniences of maitland living, making this home an exceptional opportunity in a highly desirable central florida location.

This luxury single family home was built in 1966 and features 4 bedrooms, and 2 full bathrooms plus 1 half bath. This home for sale is 3,030 square feet, with 2,116 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: If You're Coming From I-4 West (toward Downtown Orlando) Take Exit 90 For Fl-414 / Maitland Blvd. Keep Right At The Fork To Continue Toward Maitland Blvd. Merge Onto Maitland Blvd. Take The Exit For Maitland Ave. Turn Right Onto N Maitland Ave. After About 1 Mile, Turn Right Onto Sandspur Rd. Turn Left Onto Sunnyside Dr.

Please contact your ZFC agent for more information about MLS# MFRO6358123 or any other homes for sale in Maitland or elsewhere in the Orange County area.

Features & Amenities

Appliances

Dishwasher, Disposal, Electric Water Heater

Other Equipment

Irrigation Equipment, Private Entrance, Private Yard

Architecture

Custom, Florida, Other, Patio Home, Ranch

Cooling

Central Air

Heating

Electric

Flooring

Carpet, Ceramic Tile, Terrazzo, Wood

Parking

Boat, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Guest, Other, Parking Pad, R V Access/Parking

Lot Size

13422

View

Garden, Pool view

Construction Materials

Block, Concrete, Other

Interior Features

Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Other, Primary Bedroom Main Floor, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments

Furnished

Unfurnished

Exterior Features

French Doors, Lighting, Other, Private Entrance, Private Mailbox, Private Yard, Rain Gutters, Sidewalk, Storage

Lot Features

Corner Lot

Patio And Porch Features

Covered, Enclosed, Front Porch, Other, Patio, Porch, Rear Porch, Screened, Side Porch

Pool Features

Child Safety Fence, Heated, In Ground, Lighting, Salt Water, Screen Enclosure

Roof

Shingle

Utilities

Cable Available, Natural Gas Available, Natural Gas Connected, Other, Phone Available, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Laundry

Laundry Room

Fencing

Vinyl

Fireplace

Living Room

Spa Features

Heated, In Ground

Zoning

R S F-2

Year Built

1966

Pets Allowed

Yes

Annual Real Estate Taxes

$5,513 (2024)

Legal Description

Maitland Park South 1/46 Lot 16

Property Type

Single Family Home

Community Features

Street Lights

Direction Faces

East

MLS Number

MFRO6358123

Universal Property Id

U S-12095-N-362129547300160-R-N

Days On Market

93

Community Name

Maitland Park South

1421 Sunnyside Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1421 Sunnyside Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $5,513 but will likely change when this home sells. These estimations are calculated from a list price of $1,199,999 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1421 Sunnyside Dr

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRO6358123 Listing History

11/19/2025 Listed for sale by STRICKLAND REALTY GROUP INC with MLS# MFRO6358123 with a list price of $1,300,000.

Orange County Schools

Elementary School

Middle School

This listing of 1421 Sunnyside Dr Maitland FL 32751 was last updated on 2026-02-25 06:45:29. Listing courtesy of STRICKLAND REALTY GROUP INC.
MLS

Map of 1421 Sunnyside Dr Maitland FL 32751

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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