Features & Amenities

Interior

  • Other Interior Features

    Crown Molding, Walk-In Closet(s)

  • Total Bedrooms

    4

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    1

  • Construction Materials

    Block

  • Parking

    Attached

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.2

  • Lot Size(square feet)

    8705.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $849,900

  • Tax Amount

    $2,803

  • Sq. Footage

    1, 511

  • Price/SqFt

    $562

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • New Construction

    NO

  • Foundation Details

    Block

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    1

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


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

Middle School

High School

Listing Courtesy of William Grim, III , RE/MAX ASSURED

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 Ashley Baillio

FOUNDER

Ashley Baillio

Call Ashley today to schedule a private showing.


* 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.
Positioned in one of Central Florida’s most iconic and sought-after locations, this rare opportunity at 1900 Winter Park Road in Winter Park invites you to create something truly exceptional.

Set on a spacious homesite, this property offers the flexibility to renovate, expand, or build your custom dream home from the ground up. Whether you envision a modern architectural masterpiece or a timeless estate, this is your canvas to bring that vision to life.

What makes this opportunity even more compelling is the location. Just minutes from the charm and sophistication of Park Avenue, you’ll find yourself surrounded by brick-lined streets, boutique shopping, fine dining, and vibrant cultural experiences. Spend your mornings enjoying coffee at local cafés, your afternoons exploring art galleries, and your evenings dining under the lights of one of Central Florida’s most beloved destinations. Living in Winter Park is more than owning a home—it’s embracing a lifestyle.

From the scenic beauty of the Winter Park Chain of Lakes, to the historic elegance of Rollins College, this area blends natural beauty, culture, and community in a way few places can. Residents enjoy:

Boat tours and waterfront living along the chain of lakes
Weekly farmers markets and local events
A thriving arts scene including museums, galleries, and theaters
Top-rated dining and boutique retail experiences
A true sense of community with timeless charm
This is more than just land.
This is where vision meets opportunity.
This is where your next chapter begins.

Build the life you’ve been dreaming of—in the heart of Winter Park

1900 WINTER PARK ROAD

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Sell South Florida via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Related Properties

New on site 1 day ago
Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer.
Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the last five years– roof, A/C, plumbing, flooring, septic tank and drain field, driveway, appliances, and the kitchen– giving you true move-in confidence that's rare at any price point.
Step outside your door and Lake Killarney is just a short stroll away, offering quiet waterfront sunsets and morning walks that feel like a private retreat. The surrounding Winter Park neighborhood puts acclaimed dining, boutique shopping, and everyday conveniences within minutes, all within one of Central Florida's most sought-after zip codes.
Properties with this combination of lot size, updates, and outdoor living don't stay available long. Schedule your private showing and start planning your first poolside gathering.
#O6407054

WINTER PARK

2333 WESTMINSTER COURT

4 Beds

2 Baths

1,877 Sq.Ft.

$719,000

MLS#: O6407054

Set on a beautiful tree lined Winter Park neighborhood street with sidewalks and manicured lawns is this fully updated, move-in ready, 4 bed, 3 full bath abode with pool and cabana. Paver drive and walkway lead to the front porch and into the spacious great room, where beautifully refinished original hardwood floors run throughout. A freshly updated bar and serving area opens into the light and bright kitchen with newer stainless-steel refrigerator, microwave and dishwasher (all 2022). A gas cooktop and double wall oven make this kitchen a home cook’s dream, along with the freshly painted solid wood cabinets with soft close drawers and center island. The large dining room overlooks the pool through a double set of French doors with built-in blinds. Beautiful hardwood herringbone flooring in the primary suite makes this space special, along with the luxury ensuite featuring a double sink quartz vanity, fabulous large format porcelain floor and wall tile including in the glass shower enclosure, and custom cabinetry in the large walk-in closet. 
On the opposite side of the home are 3 more bedrooms (one with its own ensuite with shower) and a full hall bathroom with double sink granite-topped vanity and shower/tub combo. The laundry room with utility sink and storage cabinets leads to the oversized 2-car garage with epoxy floor coating, insulated garage door, and NEW mini-split AC/heat unit, making this a stunning space for your treasured auto or a great workout or hobby room. Enjoy tropical paradise living in the backyard with the solar heated pool, paver patio deck, and large covered cabana (12'x20'). There’s still plenty of green grass in the fully fenced backyard for little ones or pets to run around. Home features and improvements include: newly refinished wood floors 2026, newly painted kitchen cabinets and bar 2026, double pane windows, new tankless water heater (propane gas) 2021, whole home roof foam insulation 2021, new HVAC 2021, refinished pool, paver deck, cabana 2018, Roof 2016, and replumb CPVC 2014. Located in sought after school zones of Brookshire Elem, Glenridge Middle, and Winter Park High and close to Park Ave shops and restaurants or Baldwin Park Village Center, you’ll have access to everything you could want or need.
#O6405036

WINTER PARK

627 DUNBLANE DRIVE

4 Beds

3 Baths

2,086 Sq.Ft.

$899,000

MLS#: O6405036

New on site 4 days ago
One or more photo(s) has been virtually staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled living spaces. Newer manufactured wood flooring flows throughout the main living spaces, complementing the spacious layout that includes a formal living room, dining area, breakfast nook, and a large free-flowing kitchen designed for both everyday living and entertaining. The kitchen features an open space concept, island, solid wood cabinets, granite countertops, over-range hood and stainless-steel appliances.
All four bedrooms are positioned just off the main hallway, creating a practical and functional layout. The 4th bedroom features French doors and offers exceptional flexibility for use as a home office, creative studio, workout space, or playroom, with a view of the pool and backyard. The primary bedroom includes an ensuite with a tiled shower. Additional features include an indoor laundry area, two-car carport with 2 storage rooms, and a large lot that adds to the home’s overall sense of space and privacy.
The private, fully fenced backyard is a standout feature, offering a beautifully landscaped setting with a sparkling pool, Tiki Bar, and plenty of space for outdoor entertaining or relaxing. Whether hosting guests or enjoying a quiet evening at home, this outdoor area is designed to make the most of the Florida lifestyle. Bonus feature is the well-water system for irrigation and newly sodded yard.
Recent updates provide added peace of mind, including a roof 2015, HVAC system and water heater installed in 2026, along with the benefit of a home that has been well maintained inside and out.
Located in the sought-after Brookshire Elementary, Glenridge Middle, and Winter Park High school zones, the home is also close to Rollins College, Full Sail University, AdventHealth Winter Park, and the VA Medical Center. Outdoor enthusiasts will appreciate nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, along with close proximity to Lake Berry and the neighborhood boat ramp and fishing dock. Buyer should verify any access rights or neighborhood use details.
#O6407540

WINTER PARK

2215 WOODCREST DRIVE

4 Beds

2 Baths

1,688 Sq.Ft.

$719,000

MLS#: O6407540

New on site 4 days ago
Experience refined luxury and effortless living at 1407 Miller Avenue, ideally situated in one of Winter Park’s most desirable and walkable enclaves near the NEW Minnesota Row. Built by SGC Homes, this exceptional Modern Mediterranean detached townhome combines timeless architecture with sophisticated contemporary finishes along a charming, tree-lined brick street.
Offering 3 bedrooms, 2.5 bathrooms, and 1,884 square feet of thoughtfully designed living space, the residence features a highly sought-after first-floor primary suite and the privacy of only one shared wall at the garage—no shared interior living walls!!
Interior highlights include Level 4 drywall finishes, wide-plank engineered oak flooring, Bosch appliances, LED mirrors, and an impressive Hunter Douglas automated shade system. The open-concept floor plan is both functional and inviting, filled with natural light and seamlessly extending to a private paved patio and fenced backyard—ideal for entertaining, quiet outdoor living, or the future addition of a pool or spa.
Set within an exclusive four-residence enclave, this low-maintenance property offers a true lock-and-leave lifestyle just minutes from Park Avenue’s premier dining, boutique shopping, Publix, AdventHealth, and everyday conveniences.
Additional features include a private two-car garage with EV charging capability and dedicated guest parking.
A rare opportunity to own a design-forward residence in the heart of Winter Park.
#O6406408

WINTER PARK

1407 MILLER AVENUE

3 Beds

2 Baths

1,884 Sq.Ft.

$899,000

MLS#: O6406408

BELOW APPRAISAL GEM IN WINTER PARK. Welcome to this beautifully and luxuriously updated 4-bedroom, 4-bath pool home located in the highly desirable Kings Cove community of Winter Park. Offering over 3,000 square feet of living space on a spacious 0.31-acre lot, this home blends comfort, functionality, and major system upgrades.

The kitchen is designed for both everyday living and entertaining, featuring a gas stove, double oven, warming drawer, extra-large refrigerator, and custom pull-out cabinetry. The oversized island includes an additional sink, built-in microwave, and new (2025) under-counter ice maker.

Recent upgrades and improvements include:

New roof (2021)
New first-floor A/C system (2021)
New septic tank (2023)
New hot water heater (2025)
The primary suite has been thoughtfully updated in 2026, featuring a fully renovated bathroom with dual sinks and in-drawer electrical outlets, along with a custom-designed closet system completed in March 2026. New carpet was installed in April 2026.

Additional highlights include a dedicated laundry room with sink and wine storage, a custom pantry with oversized pull-out drawers, built-in entertainment center, and a ceiling-mounted audio system controlled by phone.

Step outside to enjoy your private in-ground pool and a quiet, established neighborhood close to top-rated schools, shopping, dining, and major highways.

This is a move-in-ready home with major systems already updated and high-end functional upgrades throughout—don’t miss this opportunity.
#O6406018

WINTER PARK

4348 STEED TERRACE

4 Beds

3 Baths

3,040 Sq.Ft.

$824,000

MLS#: O6406018

Discover the perfect canvas for your dream home at 1960 Winter Park Road! With utilities and sewer connected, plus a complete roof replacement in 2019, newer gutters with gutter guards added in 2020, and various new appliances and thoughtful upgrades since, this ¼-acre lot presents the ideal opportunity to either build new, or remodel.
Zoned for the highly esteemed Audubon K-8 School, this property offers an ideal location nestled in one of the most coveted pockets of Winter Park. Stroll down the brick-lined street and land at East End market, Kelly’s Homemade Ice Cream, and all the shops and restaurants along the vibrant Corrine Drive corridor; walk around the corner to Blue Jacket Park; or venture North just 2.5 miles to discover the cultural delights of Park Avenue in downtown Winter Park. 
The existing 1940's home is still bursting with charm and potential. From the moment you arrive, the circular paver driveway and inviting front porch set the tone for a home that balances warmth and functionality. The main residence offers 2 bedrooms and 2 bathrooms across 1,500+ square feet, complemented by a detached 1-bedroom, 1-bath guest cottage. Ideal for extended stays, a private office, hobby space, or flexible living arrangements, the detached cottage presents endless possibilities, with enough space available for creative modifications to suit your needs. 
A paver 2-car parking pad off the circular drive allows room for temporary or long-term guests, with the added convenience of private entry to the detached dwelling via a paved walkway through the side gate.
The main home is well-laid-out, with multiple living & dining spaces to make everyday living and entertaining a breeze, all anchored by hardwood flooring throughout.
A spacious, paver side patio and large rear deck offer separate, gated outdoor living areas for versatility and enjoyment, while the rear deck overlooks a private, fenced-in backyard just waiting to be transformed into the perfect Florida oasis. 
If you are looking to land just a few minutes from downtown Orlando and downtown Winter Park, with easy Access to I-4…this is the location for you!
#O6406091

WINTER PARK

1960 WINTER PARK ROAD

3 Beds

3 Baths

1,864 Sq.Ft.

$899,000

MLS#: O6406091

Welcome to Winter Park Pines, one of Winter Park’s most desirable neighborhoods. This updated 5 bed, 3 bath pool home features a split floor plan, generous room sizes, and wood-plank tile flooring throughout most of the home. Inside, the formal living and dining rooms flow together and overlook the pool through French doors, while the large primary suite offers an en-suite bath, walk-in closet, and its own French doors to the huge covered, insulated patio. The light and bright kitchen includes a large breakfast bar, built-in pantry, and white cabinetry and appliances, and opens to the family room with a wood-burning fireplace and built-in desk. A separate bedroom wing provides four generous guest bedrooms and two full baths, including a Jack-and-Jill setup with walk-in closet, plus a true pool bath with access to the backyard and an inside utility/laundry room.
Outdoor living is a highlight, with a fenced backyard, kidney-shaped pool, plenty of deck space, and ample yard beyond the pool so you’re not sacrificing green space. The large covered, insulated patio is ideal for year-round use. Major updates include a new roof (2022), new electric panel and updated outlets (2022), water lines re-piped to CPVC by a previous owner, new fence (2023), new dishwasher (2024), new water heater (2025), newer stove, washer, and dryer, new light fixtures throughout, and bathrooms updated with modern colors and fixtures. The exterior, garage, patio, and pool deck have all been freshly painted, giving the home a clean, move-in ready feel. This is a rare opportunity to own a well-maintained pool home in a prime Winter Park location—just steps from Cady Way Park and Trail and moments from Winter Park Pines Golf Course, with Winter Park High School and the nearby hospital campus within short distance and quick access to downtown Orlando, major highways, both airports, Disney, and Universal.
#O6404545

WINTER PARK

739 ROUGHBEARD ROAD

5 Beds

3 Baths

2,194 Sq.Ft.

$800,000

MLS#: O6404545

Welcome to this beautifully updated home located in the Winter Park area with a Private Mother in Law Suite! This property has been thoughtfully upgraded throughout, offering peace of mind and modern living at its finest.

Major system updates include a roof replaced in 2019, solar installed in 2020 (paid off at closing), new electric water heater (2026), and both AC units replaced, providing efficiency and long-term savings. The home also features some brand-new windows (2026), fresh interior and exterior paint, and enhanced curb appeal with stone accents (2016), pavers (2021), and a professionally installed retaining wall with French drainage (2021).

Inside, you’ll find a fully remodeled kitchen (2023) equipped with a double oven (2025) and newer refrigerator (2022), perfect for everyday living and entertaining. The home has two fully remodeled bathrooms (2026) and updated vinyl flooring upstairs (2024) for a clean, modern look. Additional upgrades include a laundry sink (2019) and washer and dryer (2019).

A standout feature of this home is the private mother-in-law suite, offering incredible flexibility for multigenerational living or potential rental income. This suite includes freshly painted walls, a full kitchen, stackable washer and dryer, spacious bedroom, and a full bathroom with walk-in shower.

This move-in ready home combines major upgrades, functional space, and versatility all in a great location near shopping, dining, and all other needs. Close to UCF, Disney, I-4 and anywhere else you want to go in Central Florida!

Don’t miss your opportunity to own this exceptional property, schedule your private showing today!
#O6400672

WINTER PARK

4571 KAWILLA CREST PLACE

6 Beds

5 Baths

3,715 Sq.Ft.

$899,999

MLS#: O6400672

Welcome to this thoughtfully updated Winter Park home ideally on a spacious corner lot with a two-car garage offering excellent storage and everyday convenience. This home offers a flexible layout featuring two bedrooms plus an office that can function as a third bedroom, ideal for working from home or accommodating guests. Hardwood floors run throughout, adding warmth and character. Major system updates have been completed, including a 2024 metal roof and 2025 HVAC system, providing peace of mind for the next owner. Additional exterior improvements include new soffits and gutters, fresh exterior paint in 2025, a whole-home surge protector, and updated breezeway or office door and windows installed in 2024. Inside, you will find a well-equipped kitchen with Samsung appliances, including a range, microwave, dishwasher and a 2023 refrigerator, along with a 2020 Samsung washer and dryer. Comfort and efficiency have also been enhanced with replaced air ducts in 2016, an Ecobee smart thermostat and updated ceiling fans. Smart home features include a Logitech Circle View wired doorbell, smart blinds and updated smoke detectors, providing modern convenience throughout the home. The property sits toward the rear of the lot, creating a private, fenced yard space ideal for pets, outdoor enjoyment or entertaining. An irrigation system is also in place to help maintain the landscaping. In the desirable Winter Park area and zoned for highly regarded Winter Park schools, this home offers a combination of location, updates and flexibility. With major systems addressed, this home presents a move-in-ready opportunity and being sold as is.
#O6400278

WINTER PARK

1701 GOODRICH AVENUE

3 Beds

2 Baths

1,528 Sq.Ft.

$739,000

MLS#: O6400278

 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Sell South Florida via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

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

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Sell South Florida via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.