Winter Park Pines, FL homes for sale & real estate

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ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone fireplace and built in shelving for an elegant look in the Family Room. The kitchen has stainless steel appliances, wood cabinets with under cabinet lighting, and bar top seating. Primary Bedroom has a walk-in closet and a glass door shower with tile walls and built-in niches. The Primary bathroom has priv

$540,000

3 beds2 baths1,592 sq ft

346 S Ranger Blvd, Winter Park, FL 32792

No cdd • High rated schools • Prime location

3D WALKTHROUGH

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP (2023). LED RECESSED LIGHTING (2025). Upgrading LED LIGHTING (2025) Rear addition (Man Cave) is perfect for entertaining with newly installed quartz counter top bar area. UPGRADED ELECTRICAL PANEL (2024) REPLUMBED (2016) Close to coveted Winter Park High, Aloma Elementary, Ho

$849,990

4 beds4 baths2,759 sq ft

730 S Ranger Blvd, Winter Park, FL 32792

French doors • New driveway pavers • Replacement windows

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Welcome to your Winter Park retreat! This spacious single-story ranch offers nearly 2,000 sq. ft. of living space with 3 bedrooms, 2 baths, and a versatile bonus room. The updated kitchen boasts granite counters, stainless steel appliances, and a cozy breakfast area, opening into a bright Florida room perfect for entertaining. The split floor plan ensures privacy, with a generous primary suite featuring a walk-in closet. HVAC about 3 years old and Roof was replaced in 2021 Outside, enjoy a fully fenced yard, ideal for pets and gatherings, plus a 2-car garage and low-maintenance concrete block construction. Zoned for top-rated Winter Park schools—Aloma Elementary, Glenridge Middle,

$480,000

3 beds2 baths1,978 sq ft

2831 Lion Heart Rd, Winter Park, FL 32792

Walk-in closet • Split floor plan • Florida room

3D WALKTHROUGH

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Welcome to this beautifully maintained 3-bedroom, 2-bathroom block ranch home in Winter Park Pines. Nestled behind a stunning mature oak tree, this home offers comfort, charm, and convenience in one of Central Florida’s most desirable communities. The large driveway leads to a 2-car garage ensuring plenty of space to park for you and your guests. Step onto the covered front porch and into a thoughtfully designed layout. A comfortable, open dining room and kitchen greet you just off the entryway to the right, perfect for hosting or everyday living. The kitchen flows naturally into the spacious living room with plenty of natural light, providing a warm and inviting gathering space. Down

$500,000

3 beds2 baths1,560 sq ft

2774 Banchory Rd, Winter Park, FL 32792

Covered front porch • Newer roof • Walk-in shower

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ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a bre

$509,000

4 beds2 baths1,508 sq ft

2844 Scarlet Rd, Winter Park, FL 32792

Mid-century modern • Renovated entryway • Updated kitchen

Property at 2708 Lion Heart Rd, Winter Park, FL 32792, 3 beds, 2 baths

$550,000

3 beds2 baths1,785 sq ft

2708 Lion Heart Rd, Winter Park, FL 32792

Property at 744 Cornwall Rd, Winter Park, FL 32792, 4 beds, 2 baths

$750,000

4 beds2 baths1,968 sq ft

744 Cornwall Rd, Winter Park, FL 32792

Property at 2758 Banchory Rd, Winter Park, FL 32792, 3 beds, 2 baths

$649,000

3 beds2 baths1,539 sq ft

2758 Banchory Rd, Winter Park, FL 32792

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ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of private stairs from the outside entrance—a rare and convenient feature. Located in a beautifully kept community with easy access to shops, restaurants, and all of Winter Park's charm. Ideal as a first home, seasonal getaway, or investment opportunity!

$150,000

1 bed1 bath749 sq ft

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

3,258 sq ft lot • $299 HOA • Community pool

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
One of Winter Park’s most desirable neighborhoods. Featuring Large fenced backyard — perfect for pets, play, or future landscaping Expansive family room, formal living room, and dedicated dining area 2-car garage for secure parking and storage new roof (2020) and newer hot water heater, fully replumbed in 2000 Located in a quiet, friendly community with tree-lined streets This home needs some TLC but offers a fantastic layout and location to make it your own. Whether you're an investor or a homeowner with vision, this is a can't-miss opportunity!

$399,900

4 beds2 baths1,570 sq ft

330 Elkhorn Ct, Winter Park, FL 32792

8,629 sq ft lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
This stylish condo lives more like a townhouse, offering two stories, a private patio, and a fenced yard for added privacy and outdoor enjoyment. Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. The updated kitchen and bathrooms pair perfectly with ceramic tile and luxury vinyl flooring throughout—no carpet in sight! A versatile first-floor bedroom with full bath makes hosting guests or working from home a breeze, while the upstairs primary suite provides a private retreat. Additional highlights include a recently replaced barrel tile roof (maintained by the HOA) and a newer HVAC system (2019). Step outside and enjoy community ameni

$215,000

2 beds2 baths1,120 sq ft

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

5,067 sq ft lot • $451 HOA • Community pool

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
* Buyer's financing fell through * Welcome to this beautifully renovated 2-bedroom, 2-bath home located in Winter Park! This move-in ready property features modern finishes throughout, a private courtyard, and a spacious backyard—perfect for relaxing or entertaining. The HVAC was replaced in 2018, offering peace of mind and energy efficiency. Conveniently situated just minutes from AdventHealth Winter Park, Rollins College, Full Sail University, and UCF. Enjoy nearby dining and shopping at East End Market, local favorites along Park Ave, and recreational options like Winter Pines Golf Course. Zoned for the highly sought-after Winter Park High School.

$334,985

2 beds2 baths1,320 sq ft

631 Warrenton Rd, Winter Park, FL 32792

8,002 sq ft lot • $82 HOA • Garage

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Prime Location and Zip Code are key! Low HOA! Welcome home to 3019 Antique Oaks Circle Unit 124 at Parkview Village Winter Park, FL. This well-maintained community offers mature landscaping and scenic views. This beautiful 1-bedroom, 1-bathroom condo in the heart of Winter Park, Florida has become available and ready to receive a new owner. Located on the second floor, the home offers a quiet, comfortable and conveniently located lifestyle which silently raves peace, serenity and privacy. You'll be able to enjoy hardwood flooring throughout the entire home making it easy to maintain. It's bright airy look, loads of natural light and a screened balcony suggests the morning sun with a cup of

$165,000

1 bed1 bath749 sq ft

3019 Antique Oaks Cir #124, Winter Park, FL 32792

3,258 sq ft lot • $299 HOA • Community pool

ABOUT THIS HOME
Winter Park Pines, FL Homes for Sale
Welcome to the beautiful community of Four Seasons! This well-established condominium complex is coveted for its fantastic location in Winter Park, excellent schools, proximity to restaurants, grocery stores, shopping and Park Avenue. Four Seasons is a 20-acre, park-style neighborhood featuring tranquil courtyards with mature landscaping and majestic oak trees. Four Seasons amenities include 3 community pools, shuffleboard, clubhouse with a library and onsite management. This first-floor unit has been updated with new interior paint, includes a screened-in patio and a washer and dryer! Monthly HOA fees conveniently include water, trash, sewer and pest control. Walk or bike to Brookshire Ele

$179,000

2 beds2 baths987 sq ft

200 Saint Andrews Blvd #2206, Winter Park, FL 32792

$440 HOA • Community pool • Car-dependent

Property at 638 Warrenton Rd, Winter Park, FL 32792, 2 beds, 2 baths

$331,985

2 beds2 baths1,362 sq ft

638 Warrenton Rd, Winter Park, FL 32792

Property at 200 ST Andrews Blvd #5, Winter Park, FL 32792, 1 bed, 1 bath

$160,000

1 bed1 bath793 sq ft

200 ST Andrews Blvd #5, Winter Park, FL 32792

Property at 346 Elkhorn Ct, Winter Park, FL 32792, 4 beds, 2 baths

$599,999

4 beds2 baths1,891 sq ft

346 Elkhorn Ct, Winter Park, FL 32792

Property at 2648 Amsden Rd, Winter Park, FL 32792, 3 beds, 2 baths

$472,000

3 beds2 baths1,623 sq ft

2648 Amsden Rd, Winter Park, FL 32792

Property at 200 Saint Andrews Blvd #3002, Winter Park, FL 32792, 2 beds, 1.5 baths

$244,999

2 beds1.5 baths1,219 sq ft

200 Saint Andrews Blvd #3002, Winter Park, FL 32792

Property at 200 Saint Andrews Blvd #2306, Winter Park, FL 32792, 2 beds, 2 baths

$241,900

2 beds2 baths1,015 sq ft

200 Saint Andrews Blvd #2306, Winter Park, FL 32792

Property at 2923 Antique Oaks Cir #39, Winter Park, FL 32792, 2 beds, 2 baths

$204,900

2 beds2 baths1,105 sq ft

2923 Antique Oaks Cir #39, Winter Park, FL 32792

Property at 108 Scottsdale Sq #108, Winter Park, FL 32792, 3 beds, 2 baths

$174,900

3 beds2 baths1,300 sq ft

108 Scottsdale Sq #108, Winter Park, FL 32792

Property at 2923 Antique Oaks Cir #37, Winter Park, FL 32792, 2 beds, 2 baths

$196,400

2 beds2 baths1,105 sq ft

2923 Antique Oaks Cir #37, Winter Park, FL 32792

Property at 3038 Antique Oaks Cir #166, Winter Park, FL 32792, 2 beds, 2 baths

$220,000

2 beds2 baths1,018 sq ft

3038 Antique Oaks Cir #166, Winter Park, FL 32792

Based on information submitted to the MLS GRID as of Mon Sep 15 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.

Average home prices near Winter Park Pines, FL

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Winter Garden homes for sale
$660,000
Apopka homes for sale
$469,000
Lake Mary homes for sale
$525,000
Deltona homes for sale
$335,000
Winter Park homes for sale
$890,000

Neighborhoods

Audubon Park homes for sale
$749,950
Golfside homes for sale
$157,000
Virginia Heights homes for sale
$1,690,000
Winter Park Downtown Historic District homes for sale
Leawood homes for sale
$365,000
Colonialtown Center homes for sale
$252,450
Baldwin Park homes for sale
$715,000

Winter Park Pines, FL real estate trends

$470K

Sale price

-20.1%
since last year

$230

Sale $/sq ft

-29.4%
since last year

Under list price

3.3%

Days on market

Down payment

—

Total homes sold

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