Winter Park High School, FL homes for sale & real estate

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LISTED BY REDFIN 32 HRS AGO3D & VIDEO TOUR

ABOUT THIS HOME
Winter Park High School, FL Homes for Sale
This beautifully updated, well-maintained four-bedroom, two-bathroom home offers over 2,000 square feet of living space and a fantastic outdoor area. Inside, updated laminate flooring creates a seamless look with no carpet throughout the entire home. The flexible formal living and dining spaces can be used as a home office, a second living area, or even a fifth bedroom. The great room, with its vaulted ceilings, opens to a bright breakfast nook and a kitchen featuring granite countertops, gas range, a breakfast bar, a pantry, and plenty of cabinet space. The primary bedroom has direct access to the screened lanai and includes a walk-in closet with built-in organizers and an updated ensuite

$470,000

4 beds2 baths2,014 sq ft

4720 Dunbarton Dr, Orlando, FL 32817

Pantry • Great room • Granite countertops

NEW 4 HRS AGO

ABOUT THIS HOME
Winter Park High School, FL Homes for Sale
Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foy

$1,999,999

4 beds3.5 baths3,161 sq ft

1661 Hillcrest Ave, Winter Park, FL 32789

Open floor plan • Viking appliances • En suite bath

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Winter Park High School, FL Homes for Sale
Penthouse Living at The Moorings on Lake Maitland – 204 Quayside Cir #604 Welcome to your dream home in the highly desirable community of The Moorings on Lake Maitland. This rarely available 2 bed/2 bath penthouse unit truly offers a exceptional blend of comfort, style, and location in the heart of one of Central Florida’s most sought-after lakefront communities. Entering the unit just steps from the elevator, you’re met with a bright open living space complimented by 16ft cathedral ceilings and an abundance of natural light. Enjoy beautiful views from your private balcony – the perfect spot for morning coffee or winding down at sunset. The unit includes an assigned

$525,000

2 beds2 baths1,270 sq ft

204 Quayside Cir #604, Maitland, FL 32751

Storage room • Clubhouse • Community pool

NEW 10 HRS AGO

ABOUT THIS HOME
Winter Park High School, FL Homes for Sale
Quiet one story corner lot Charles Clayton pool home on tree lined cul de sac street in Winter Park Hills. Fully updated four bedroom two bath with ceramic tile floors and neutral colors throughout. Spacious open concept floorplan all on one level. New roof 2020

$1,195,000

4 beds2 baths2,388 sq ft

1611 Tioga Trl, Winter Park, FL 32789

One story corner lot • Fully updated • Ceramic tile floors

NEW 18 HRS AGO

ABOUT THIS HOME
Winter Park High School, FL Homes for Sale
Classic Colonial Brick Home on highly desired E Adama Drive across from Lake Maitland! 4 bedrooms, 4 Baths, 2 fireplaces-one in Primary bedroom! Full 2nd floor balcony porch with French doors! Terrific home for entertaining! Formal Dining room across from Formal Living room connected by large foyer! Family room/Library with built in shelves on both ends with wood burning fireplace! French door lead to huge covered screened room with summer kitchen. Sip morning coffee while overlooking inground pool! Relax on your huge front porch while watching the squirrels play in the mature trees serenaded by a variety of musical birds! Two car garage with long driveway

$1,199,777

4 beds3.5 baths2,212 sq ft

1745 E Adams Dr, Maitland, FL 32751

Huge front porch • Inground pool • Summer kitchen

Property at 101 S Ranger Blvd, Winter Park, FL 32792, 3 beds, 2 baths

$514,900

3 beds2 baths1,600 sq ft

101 S Ranger Blvd, Winter Park, FL 32792

Property at 100 S Interlachen Ave #503, Winter Park, FL 32789, 2 beds, 2 baths

$879,000

2 beds2 baths1,143 sq ft

100 S Interlachen Ave #503, Winter Park, FL 32789

Property at 1000 S Orlando Ave #31, Maitland, FL 32751, 2 beds, 2 baths

$385,000

2 beds2 baths952 sq ft

1000 S Orlando Ave #31, Maitland, FL 32751

Property at 905 Lake Baldwin Ln, Orlando, FL 32803, 2 beds, 2.5 baths

$512,100

2 beds2.5 baths1,390 sq ft

905 Lake Baldwin Ln, Orlando, FL 32803

Property at 7820 Stratford Blvd, Orlando, FL 32807, 3 beds, 2 baths

$350,000

3 beds2 baths1,071 sq ft

7820 Stratford Blvd, Orlando, FL 32807

Property at 1240 Harding St, Winter Park, FL 32789, 5 beds, 5.5 baths

$5,999,000

5 beds5.5 baths6,708 sq ft

1240 Harding St, Winter Park, FL 32789

Property at 2330 Coldstream Dr, Winter Park, FL 32792, 4 beds, 2 baths

$649,900

4 beds2 baths1,750 sq ft

2330 Coldstream Dr, Winter Park, FL 32792

Property at 901 Palmer Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$1,100,000

3 beds2.5 baths1,843 sq ft

901 Palmer Ave, Winter Park, FL 32789

Property at 1525 Granville Dr, Winter Park, FL 32789, 5 beds, 5.5 baths

$4,750,000

5 beds5.5 baths5,211 sq ft

1525 Granville Dr, Winter Park, FL 32789

Property at 7469 Swallow Run #50, Winter Park, FL 32792, 3 beds, 2.5 baths

$225,000

3 beds2.5 baths1,690 sq ft

7469 Swallow Run #50, Winter Park, FL 32792

Property at 2948 Antique Oaks Cir #94, Winter Park, FL 32792, 1 bed, 1 bath

$150,000

1 bed1 bath749 sq ft

2948 Antique Oaks Cir #94, Winter Park, FL 32792

Property at 130 W Kings Way, Winter Park, FL 32789, 5 beds, 3 baths

$1,550,000

5 beds3 baths3,145 sq ft

130 W Kings Way, Winter Park, FL 32789

Property at 1450 Chestnut Ave, Winter Park, FL 32789, 3 beds, 3.5 baths

$1,300,000

3 beds3.5 baths1,942 sq ft

1450 Chestnut Ave, Winter Park, FL 32789

Property at 825 Palmer Ave, Winter Park, FL 32789, 3 beds, 3 baths

$1,799,000

3 beds3 baths3,297 sq ft

825 Palmer Ave, Winter Park, FL 32789

Property at 1166 Oaks Blvd, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,799,000

4 beds3.5 baths2,860 sq ft

1166 Oaks Blvd, Winter Park, FL 32789

Property at 8518 Buckley Ct, Orlando, FL 32817, 4 beds, 2 baths

$675,000

4 beds2 baths2,080 sq ft

8518 Buckley Ct, Orlando, FL 32817

Property at 1630 Chinook Trl, Maitland, FL 32751, 3 beds, 3 baths

$1,000,000

3 beds3 baths2,742 sq ft

1630 Chinook Trl, Maitland, FL 32751

Property at 2831 Lion Heart Rd, Winter Park, FL 32792, 3 beds, 2 baths

$480,000

3 beds2 baths1,978 sq ft

2831 Lion Heart Rd, Winter Park, FL 32792

Property at 1453 Lyndale Blvd, Winter Park, FL 32789, 5 beds, 3.5 baths

$1,595,000

5 beds3.5 baths3,292 sq ft

1453 Lyndale Blvd, Winter Park, FL 32789

Property at 3642 Periwinkle Dr, Winter Park, FL 32792, 5 beds, 3 baths

$455,000

5 beds3 baths1,945 sq ft

3642 Periwinkle Dr, Winter Park, FL 32792

Property at 1076 Avila Ln, Orlando, FL 32803, 3 beds, 2.5 baths

$545,000

3 beds2.5 baths1,838 sq ft

1076 Avila Ln, Orlando, FL 32803

Property at 2600 Virginia Dr, Orlando, FL 32803, 4 beds, 3 baths

$800,000

4 beds3 baths2,497 sq ft

2600 Virginia Dr, Orlando, FL 32803

Property at 1835 Lake Sue Dr, Orlando, FL 32803, 4 beds, 3.5 baths

$1,249,000

4 beds3.5 baths2,596 sq ft

1835 Lake Sue Dr, Orlando, FL 32803

Property at 791 Sequoia Trl, Maitland, FL 32751, 5 beds, 3.5 baths

$1,449,000

5 beds3.5 baths4,144 sq ft

791 Sequoia Trl, Maitland, FL 32751

Property at 3600 Ethan Ln, Orlando, FL 32814, 3 beds, 2.5 baths

$929,999

3 beds2.5 baths2,088 sq ft

3600 Ethan Ln, Orlando, FL 32814

Property at 330 Elkhorn Ct, Winter Park, FL 32792, 4 beds, 2 baths

$419,900

4 beds2 baths1,570 sq ft

330 Elkhorn Ct, Winter Park, FL 32792

Property at 702 Via Bella, Winter Park, FL 32789, 4 beds, 5.5 baths

$4,650,000

4 beds5.5 baths3,720 sq ft

702 Via Bella, Winter Park, FL 32789

Property at 4301 Roush Ave, Orlando, FL 32803, 3 beds, 2.5 baths

$614,000

3 beds2.5 baths1,932 sq ft

4301 Roush Ave, Orlando, FL 32803

Property at 8537 Buckley Ct, Orlando, FL 32817, 4 beds, 3 baths

$579,500

4 beds3 baths2,249 sq ft

8537 Buckley Ct, Orlando, FL 32817

Property at 2566 Cavanaugh Dr, Orlando, FL 32817, 4 beds, 2.5 baths

$599,990

4 beds2.5 baths2,560 sq ft

2566 Cavanaugh Dr, Orlando, FL 32817

Property at 825 N Primrose Dr #214, Orlando, FL 32803, 1 bed, 1 bath

$159,900

1 bed1 bath373 sq ft

825 N Primrose Dr #214, Orlando, FL 32803

Property at 7457 Belle River Ct #12, Winter Park, FL 32792, 2 beds, 2.5 baths

$210,000

2 beds2.5 baths1,031 sq ft

7457 Belle River Ct #12, Winter Park, FL 32792

Property at 607 Saint Johns Ct #607, Winter Park, FL 32792, 2 beds, 2 baths

$215,000

2 beds2 baths1,120 sq ft

607 Saint Johns Ct #607, Winter Park, FL 32792

Property at 616 Ellendale Dr, Winter Park, FL 32792, 3 beds, 2 baths

$419,900

3 beds2 baths1,405 sq ft

616 Ellendale Dr, Winter Park, FL 32792

Property at 3341 Lake Jean Dr, Orlando, FL 32817, 4 beds, 3.5 baths

$598,000

4 beds3.5 baths2,820 sq ft

3341 Lake Jean Dr, Orlando, FL 32817

Property at 2411 Gallery View Dr #5, Winter Park, FL 32792, 2 beds, 2 baths

$320,000

2 beds2 baths1,004 sq ft

2411 Gallery View Dr #5, Winter Park, FL 32792

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Based on information submitted to the MLS GRID as of Fri Sep 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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