Sarasota's Premier Homes

1621 SUNNYSIDE DRIVE

MAITLAND , FL 32751

MLS#: O6317415

$799,000

Status: Active
Listing number: O6317415
Listing provided by: OUTLET REALTY
Listing agent phone: None
Last update: 25 days ago
On site: a month ago
Browse Properties
DIXIE TERRACE - Residential

Property

Beds

4

Full Baths

2

1/2 Baths

1

Year Built

1923

Sq.Footage

3,377

Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. The existing home is a charming 3-bedroom, 1.5-bath residence featuring beautiful hardwood floors, a fireplace and timeless built-ins. It has a lovely porch that overlooks the street yet feels like your own personal oasis. The roof was put on in 2022. In the backyard there is a block constructed mother-in-law suite with its own kitchen and bath and a spare bedroom/workspace in the back. The home is a historical gem. It does need some work but is a rare opportunity for the right person / family / builder. Don't miss the chance to secure a valuable piece of land in a premier setting.

Features & Amenities

Interior

  • Total Bedrooms

    4

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    N/A

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Baseboard, Central

Exterior

  • Garage

    No

  • Construction Materials

    Stucco

  • Other Exterior Features

    Storage

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.31

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $799,000

  • Tax Amount

    2024.88

  • Sq. Footage

    3, 377

  • Price/SqFt

    $236

HOA

  • Association

    NO

School District

  • Elementary School

    Dommerich Elem

  • Middle School

    Maitland Middle

  • High School

    Winter Park High

Property Features

  • Stories

    1

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Orange

Elementary School

Dommerich Elem

Middle School

Maitland Middle

High School

Winter Park High

Listing Courtesy of Troy Eggleston , OUTLET REALTY

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent MichaelGraf

Business Coach | Executive Sales Associate | Realtor®

MichaelGraf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. The existing home is a charming 3-bedroom, 1.5-bath residence featuring beautiful hardwood floors, a fireplace and timeless built-ins. It has a lovely porch that overlooks the street yet feels like your own personal oasis. The roof was put on in 2022. In the backyard there is a block constructed mother-in-law suite with its own kitchen and bath and a spare bedroom/workspace in the back. The home is a historical gem. It does need some work but is a rare opportunity for the right person / family / builder. Don't miss the chance to secure a valuable piece of land in a premier setting.

1621 SUNNYSIDE DRIVE

Message successfully sent.

What would you like to know?

Related Properties

New on site 3 days ago
Rare Opportunity in Hidden Estates – Mid-Century Gem on Expansive Corner Lot Here’s your chance to own a mid-century pool home in one of Maitland’s most coveted neighborhoods—Hidden Estates. Perfectly positioned on a stunning ¾ acre corner lot, this four-bedroom, three-bath residence offers nearly 3,000 square feet of living space and endless potential to make it your own. Step inside and envision the possibilities. The spacious layout features a welcoming kitchen that opens seamlessly to the family room, complete with a cozy wood-burning fireplace and abundant natural light. Large sliding doors lead to a generous covered lanai, overlooking the pool—a private backyard retreat ideal for gatherings, summer BBQs, or peaceful relaxation. Whether you're dreaming of a modern renovation or want to preserve its original character, this is the perfect canvas to showcase your personal style. With strong bones and timeless appeal, this is not just a house—it’s a home waiting to be reimagined. Situated in a prime, in-town location, you’ll enjoy proximity to top-rated schools boutique shopping, and some of the area’s best dining spots. This is a unique opportunity to purchase a classic Maitland home with enormous upside in value and lifestyle. Don’t miss out—homes in Hidden Estates rarely come available, and this one is ready for your vision. Schedule your private showing today!
#O6328933

MAITLAND

500 LISA LANE

4 Beds

3 Baths

4,484 Sq.Ft.

$730,000

MLS#: O6328933

With over $60k in upgrades, this beautiful 4-bedroom, 2-bathroom lakeside retreat is tucked away in the highly sought-after Dommerich Hills community! Enjoy living next to the tranquil waters of Lake Waumpi and a peaceful conservation area, offering a rare blend of natural beauty and everyday comfort. Surrounded by mature trees and set on over a 1-acre lot, the backyard is a true sanctuary, offering a fire-pit, ample space for entertaining, gardening, or even adding a pool to create your dream oasis. Step inside to find a perfect mix of timeless charm and modern upgrades. Elegant engineered hardwood and porcelain tile flooring flow throughout the home, while energy-efficient double-paned Low-E windows and doors enhance both comfort and style. The kitchen is a chef’s delight, featuring granite countertops, stainless steel appliances, and a reverse osmosis system for crisp, clean drinking water. A spacious office adds flexibility—ideal for working from home, hosting guests, or creating a second cozy living area. Recent improvements include a NEW ROOF (2022), NEW AC unit (2021), and a screened-in porch added in 2019, all make this the perfect spot to relax and take in the serene views. Located in the top-rated Winter Park School District and recently converted to city sewer, this move-in-ready home checks every box! Come experience the peaceful charm and vibrant community of Dommerich Hills—schedule your private tour today!
#O6328103

MAITLAND

2338 TUSCARORA TRAIL

4 Beds

2 Baths

2,300 Sq.Ft.

$699,900

MLS#: O6328103

STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!
#O6327732

MAITLAND

449 FORESTWOOD LANE

4 Beds

2 Baths

3,076 Sq.Ft.

$692,780

MLS#: O6327732

Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighborhood, this distinctive two-story Mid-Century home offers both character and flexibility. With 5 bedrooms and 3 full baths, the layout is ideal for multigenerational living or accommodating guests with ease. Upstairs, the 5th bedroom serves as a private in-law suite, complete with a walk-in closet, full bath with shower, and ample room for a cozy sitting area or studio-style setup. On the main floor, the primary suite features its own bathroom and a generous walk-in closet, offering comfort and privacy. The heart of the home is a beautifully renovated kitchen with timeless shaker-style cabinets, granite countertops, soft-close drawers, stainless steel appliances, and a charming island perfect for casual meals or morning coffee. Adjacent to the kitchen is a built-in workspace, ideal for a home office or study station. Just off the kitchen, the family room invites relaxation with it's wood burning fireplace, beamed ceiling, and seamless access to the outdoor living area. Step through the sliding doors to your private screened-in pool oasis, complete with updated pool equipment and a spacious backyard ideal for entertaining or gardening. Located just minutes from top-rated Maitland schools, well known restaurants, boutique shopping, scenic lakefront parks, and major highways. Popular Winter Park, downtown Orlando, and area attractions are all within reach. Don't miss the opportunity to make this one-of-a-kind property your forever home.
#O6323015

MAITLAND

2491 LAUDER DRIVE

5 Beds

3 Baths

3,368 Sq.Ft.

$695,000

MLS#: O6323015

This 4-bedroom, 2-bath corner-lot home in the sought-after Dommerich neighborhood blends mid-century charm with thoughtful updates and room to grow. Set on a .27-acre lot with mature landscaping, a brick-paved walkway, and an oversized driveway, this home offers easy curb appeal and a warm welcome. Inside, vaulted ceilings, exposed beams, and large windows fill the living spaces with natural light. A cozy family room with a fireplace and built-ins opens to a flexible layout, perfect for both everyday living and entertaining. The kitchen features solid-wood Amish cabinetry, quartz countertops, a built-in island cooktop, and new kitchen appliances. Step through the screened-in porch into a private backyard retreat. You’ll find a large open-air pool, a covered patio for grilling and relaxing, and a concrete sports pad ideal for basketball, scooters, or even a future pickleball court. There’s space to stretch out, play, and host — whether it’s a quiet evening at home or a weekend gathering. Recent upgrades include a 2019 roof, PEX plumbing, updated electrical panel (2021), newer AC and water heater, new pool equipment (2022), updated plank flooring, and fresh paint inside and out — the big-ticket items are already handled. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from parks, trails, and the dining and shops of Downtown Winter Park. This neighborhood is known for its friendly community, walkable streets, and long-term value. If you’re looking for a home where your family can settle in, grow up, and make memories — 2400 Deloraine Trail is ready to welcome you. Step outside through the screened sunroom to your private backyard oasis, complete with a sparkling swimming pool, expansive patio seating, and a large patio perfect for the grill and lounging, an entertainer’s delight. The home also includes a generous attached 2-car garage with laundry hookups and extra storage. Located just minutes from A-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and close to Downtown Winter Park’s shops, restaurants, and cultural attractions, this home offers an exceptional lifestyle in a coveted neighborhood.
#O6326821

MAITLAND

2400 DELORAINE TRAIL

4 Beds

2 Baths

2,911 Sq.Ft.

$645,000

MLS#: O6326821

Introducing 609 Lake Shore Drive, a captivating 3-bedroom, 3-bathroom residence offering over 2,000 square feet of elegant living in the coveted Maitland area. This pristine home combines the best of modern comfort and timeless design, with a location that places you just minutes from Winter Park, Downtown Orlando, and Altamonte Springs, providing an unrivaled lifestyle of convenience. Step inside to experience gleaming hardwood floors, custom plantation shutters, and an abundance of natural light flooding the elegant Florida room, a tranquil space ideal for relaxation or entertaining. The split floor plan ensures both privacy and seamless flow, enhanced by a freshly painted interior that complements the home’s refined aesthetic. The primary suite serves as a private sanctuary, complete with a spacious walk-in closet and serene views of the expansive grounds. Modern conveniences abound, including a two-car garage, 2021 A/C system, and a 2014 roof, ensuring peace of mind for years to come. Outdoors, the oversized backyard is your personal oasis, offering plenty of room for a pool, outdoor living spaces, or private gardens. Best of all, this home provides access to Lake Hope, inviting you to enjoy tranquil waterfront living. A rare combination of elegance, serenity, and location—this home is a true gem, offering a lifestyle of sophistication and ease in one of Maitland’s most sought-after neighborhoods.
#TB8405896

MAITLAND

609 LAKE SHORE DRIVE

3 Beds

3 Baths

2,560 Sq.Ft.

$699,000

MLS#: TB8405896

One or more photo(s) has been virtually staged. Welcome to 125 White Oak Circle—a rare opportunity to own a beautifully renovated 4-bedroom, 2.5-bath home offering 2,524 square feet of refined living space in one of Maitland’s most peaceful and desirable neighborhoods. Tucked near the tranquil shores of Lake Sybelia, this meticulously maintained 1/3-ACRE CORNER-LOT residence combines timeless charm with modern luxury. The lot is thoughtfully balanced, offering generous space in both the front and fully fenced backyard. From the moment you arrive, the pride of ownership is unmistakable. Extensive updates offer peace of mind and lasting value: NEW ROOF (2019), NEW PELLA WINDOWS with hurricane-rated frames (2022), new garage door (2022), NEW ELECTRICAL PANELS (2022), exterior paint (2019), FULL REPIPE (2019), all new electrical outlets and rocker-style switches, added attic insulation, updated irrigation and Provista St. Augustine sod (2022), epoxy garage floor, and upgraded laundry with LG front-load washer and dryer set on pedestals for convenient storage. The garage also includes a full-size refrigerator. The home’s stately brick façade, double entry doors, and paver walkway are framed by lush landscaping—including magnolia trees, a mature oak, Japanese blueberry, pygmy palms, pines, and more. Curb appeal is just the beginning. Inside, you’ll find wide luxury vinyl plank flooring throughout, 5" baseboards, 4" door casings, crown molding, and solid cedar interior doors. The spacious bedrooms offer comfort, and the home provides abundant closet storage throughout—perfect for keeping everything organized and out of sight. The gourmet kitchen is a showstopper—fully remodeled with custom cabinetry to the ceiling, quartz countertops, a designer backsplash, matte black hardware, and high-end Bosch appliances (including refrigerator, dishwasher, and range hood), plus a GE induction cooktop and oven. The bathrooms have been completely updated with stylish vanities, new fixtures, tile, and toilets. The primary suite includes an oversized walk-in shower, offering a spa-like experience. The family room features a cozy brick wood-burning fireplace, while the formal living and dining rooms provide the perfect space to gather. A light-filled enclosed Florida room adds flexibility—ideal for a home office, playroom, or additional lounge space. Step outside to your private, fenced backyard oasis—perfect for relaxing under swaying trees and blue skies, or entertaining on the paver patio. Located just across the street from Orangewood K–12 private school and near the neighborhood’s Lake Sybelia Elementary, this home is a dream for families. Enjoy serene walks to Lake Sybelia’s park—complete with a playground and fishing dock—or take a quick bike ride to Independence Lane and Lake Lily for Sunday farmers markets, community events, and local dining. With quick access to I-4, you’re just minutes from everything Central Florida has to offer—yet nestled in a quiet, tree-lined enclave that feels worlds away. This turnkey residence blends thoughtful design, quality craftsmanship, and a prime location for a truly exceptional lifestyle. Don’t miss this opportunity—schedule a showing today!
#O6325078

MAITLAND

125 WHITE OAK CIRCLE

4 Beds

2 Baths

3,278 Sq.Ft.

$825,000

MLS#: O6325078

Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!
#O6321226

MAITLAND

1850 GERONIMO TRAIL

3 Beds

2 Baths

2,325 Sq.Ft.

$698,000

MLS#: O6321226

Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.
#O6316266

MAITLAND

489 PENNY LANE

3 Beds

2 Baths

2,682 Sq.Ft.

$655,000

MLS#: O6316266

Welcome home!!! to this spacious 4-bedroom, 2.5-bathroom POOL home, situated on over a quarter of an acre (0.26) in the well-established Stonewood community. This residence offers everything you have been searching for, along with some remarkable unexpected features. As you approach, you will be greeted by fantastic curb appeal, highlighted by a charming paver driveway leading to the two-car garage, pathway to the front entry all surrounded by lush landscaping. The open, split-bedroom floor plan boasts cathedral ceilings and an abundance of natural light, creating an inviting atmosphere for entertaining. Seamlessly host gatherings in the formal living area, dining room, and family room. Prepare your favorite meals in the kitchen equipped with smooth granite countertops, built-in oven, built-in microwave, flat cooktop with an exhaust fan, pantry, and a breakfast bar for casual dining. The warmth of the wood-burning fireplace enhances the space. Plenty of built-in shelving and even a built-in dry bar. The study/office provides a private space to focus on goals. Retreat to the primary bedroom, which includes an upgraded walk-in closet with built-in shelving and drawers. The ensuite bathroom features dual sinks, separate shower, and a garden tub perfect for unwinding after a long day. Additionally, there are three other generously sized bedrooms for ample living space. Interior laundry room gives you built-in cabinetry along with a utility sink to help tackle those chores. Let’s take the fun outside! Step onto the spacious deck and balcony overlooking the inviting pool—imagine hosting cookouts and enjoying leisure time. The yard is fully fenced in giving you some extra privacy. An unexpected is the additional two-car garage located in the backyard, which can be utilized for storage, workshop, bicycles, kayaks, and so much more. Although this garage no longer has road access, it presents a multitude of possibilities. Situated in Maitland, conveniently near I-4 and 414, this property offers excellent accessibility. A plethora of dining, shopping, and entertainment options are nearby, and the area is known for its rich community events, including those at Mainland's Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost in Altamonte Springs. Seminole County is known for its public school system. Experience this home for yourself, call today!
#O6317777

MAITLAND

448 STONEWOOD LANE

4 Beds

2 Baths

4,352 Sq.Ft.

$725,000

MLS#: O6317777

- property

Send a message

Message successfully sent.

Your message

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here