Orange, FL Homes

/50
$489,000
- 3 Beds
- 3 Baths
- 1,880 Sq Ft
2835 Bongart Rd, Winter Park, FL 32792

Motivated Seller - Welcome to your spectacular pool home in Winter Park Estates. This beautifully renovated 3-bedroom, 3-bath residence features all the modern upgrades you've been searching for inside and out! Enjoy peace of mind with a new A/C unit (warranty included) and resurfaced pool complete with a new pump—perfect for Florida living. The backyard features fresh SOD, while the gables and

Claudia Jenkins

CHARLES RUTENBERG REALTY ORLANDO

(321) 450-7314

2835 Bongart Rd, Winter Park, FL 32792
/28

$1,431 - $3,222 per month

Cranes Landing Apartments

1 - 3 Beds

3440 N Goldenrod Rd, Winter Park, FL 32792

End of Summer Special!!! Move-in by August 23rd & Pay No Rent for September & October!!! and Receive Apple Airpods Pro 3 if Look & Lease!!!2 Bedrooms Starting at $1466. CALL US AND ASK US HOW, LIMITED AVAILABLITY!! Open House Saturday 10am - 4pm & Sunday 1pm-5pm.

3440 N Goldenrod Rd, Winter Park, FL 32792
/2
$1,065,000 Sold Aug 07, 2025
- 3,057 Sq Ft
- $348/SF
- 1 Day On Market
- 4 Beds
- 3 Baths
- Built 2021
1024 Wading Waters Cir, Winter Park, FL 32792

Welcome to 1024 Wading Waters Circle—a rare offering in the gated, amenity-rich enclave of Hawk's Crest in Winter Park. This modern, single-story Palermo II model has been elevated far beyond builder-grade materials with over $300,000 in custom upgrades, blending refined design with seamless indoor-outdoor living and spectacular waterfront views. From the moment you arrive, this residence

Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

1024 Wading Waters Cir, Winter Park, FL 32792

/26
Est $499,567 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,308 Sq Ft
2469 Firstlight Way, Winter Park, FL 32792

2469 Firstlight Way, Winter Park, FL 32792

/89
$1,000,000
- 4 Beds
- 3.5 Baths
- 3,074 Sq Ft
4107 Gabriella Ln, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare

Barrett Spray

KELLER WILLIAMS ADVANTAGE REALTY

(321) 382-1061

4107 Gabriella Ln, Winter Park, FL 32792
/26
$2,700 per month
- 4 Beds
- 2 Baths
- 1,756 Sq Ft
- House for Rent
3149 Nicholson Dr, Winter Park, FL 32792

Discover this stunning, move-in-ready home nestled in the desirable Winter Park neighborhood. This spacious residence boasts a thoughtful split floor plan, featuring a welcoming living room, formal dining area, and a cozy family roomperfect for entertaining and family gatherings. The modern kitchen is equipped with sleek stainless steel appliances, elegant granite countertops, a convenient

Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

3149 Nicholson Dr, Winter Park, FL 32792
/2
$260,000 Sold Aug 07, 2025
- 1,080 Sq Ft
- $241/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 1981
3015 Casselwood St, Winter Park, FL 32792

Welcome to this beautifully maintained 3-bedroom, 2-bath villa nestled in the highly sought-after community of Winter Park! This spacious home boasts an open floor plan, a convenient inside laundry room, and easy-to-maintain flooring—no carpet anywhere, and Solar panels! Step outside to a generously sized screened-in patio, perfect for relaxing or entertaining. Enjoy warm Florida days at the

Michelle Parrish PARRISH REALTY GROUP INC

3015 Casselwood St, Winter Park, FL 32792

/26
Est $331,220 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,408 Sq Ft
3244 Crown Jewel Ct, Orlando, FL 32807

3244 Crown Jewel Ct, Orlando, FL 32807

/42
$864,900 Open Sat 11AM - 2PM
- 4 Beds
- 3.5 Baths
- 2,589 Sq Ft
1090 Wildmeadow Run, Winter Park, FL 32792

One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

Rod Chevalier

BHHS FLORIDA REALTY

(321) 339-2639

1090 Wildmeadow Run, Winter Park, FL 32792
/20

$1,399 - $2,599 per month

Sapphire Winter Park

1 - 3 Beds

1743 Semoran Cir N, Winter Park, FL 32792

Sapphire Winter Park offers the ultimate luxury oasis as a sanctuary of good living tucked away on 26-acres of lush landscaping. Located in the city of Winter Park, Florida, select apartments offer brand new washer & dryer, modern white shaker cabinets, quartz countertops, contemporary light & utility fixtures, stainless-steel appliances and vinyl wood floors in main areas with carpet in each

1743 Semoran Cir N, Winter Park, FL 32792
/2
$450,000 Sold Aug 07, 2025
- 1,634 Sq Ft
- $275/SF
- 87 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
5326 Lanyard Ct, Winter Park, FL 32792

Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and

Deborah Summers CHARLES RUTENBERG REALTY ORLANDO

5326 Lanyard Ct, Winter Park, FL 32792

/47
Est $1,133,231 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,575 Sq Ft
1939 Woodcrest Dr, Winter Park, FL 32792

1939 Woodcrest Dr, Winter Park, FL 32792

/44
$728,000
- 4 Beds
- 2.5 Baths
- 2,046 Sq Ft
607 Dunblane Dr, Winter Park, FL 32792

**10k** TOWARDS CLOSING AND PREPAIDS** Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom

Khozaif Merali

CHARLES RUTENBERG REALTY ORLANDO

(321) 490-4706

607 Dunblane Dr, Winter Park, FL 32792
/64
$4,750 per month
- 4 Beds
- 3.5 Baths
- 2,589 Sq Ft
- House for Rent
1368 Blue Stem Ln, Winter Park, FL 32792

Available December 1st, 2025 - Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly updated Anastasia plan in the fabulous newer Winter Park community of Hawk's Crest. Located only minutes from the iconic and historic Winter Park Avenue with plentiful shopping, amazing venues, epic

Stephen Downes ECO LUXE REALTY

1368 Blue Stem Ln, Winter Park, FL 32792
/2
$423,000 Sold Aug 07, 2025
- 1,907 Sq Ft
- $222/SF
- 87 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
2812 Bright Bird Ln, Winter Park, FL 32792

Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level

Jessica Snyder LPT REALTY, LLC

2812 Bright Bird Ln, Winter Park, FL 32792

/12
Not Listed For Sale
- 4 Beds
- 2,291 Sq Ft
2506 Argyll Cove, Winter Park, FL 32792

2506 Argyll Cove, Winter Park, FL 32792

/18
$349,000 Pending
- 3 Beds
- 2 Baths
- 1,637 Sq Ft
1050 Reading Ct, Winter Park, FL 32792

Under contract-accepting backup offers. Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The

Carmen Vazquez

REALTY TECH INC

(321) 850-2823

1050 Reading Ct, Winter Park, FL 32792
/110

$1,525 - $2,075 per month

Oak Reserve at Winter Park

1 - 3 Beds

541 Oak Reserve Ln, Winter Park, FL 32792

Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

541 Oak Reserve Ln, Winter Park, FL 32792
/2
$155,000 Sold Aug 06, 2025
- 840 Sq Ft
- $185/SF
- 388 Days On Market
- 2 Beds
- 2 Baths
- Built 1990
3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792

MAJOR PRICE IMPROVEMENT!!! Welcome to your new home at 3651 North Goldenrod Road, #B107, Winter Park, FL 32792! This charming FIRST FLOOR 2-bedroom, 2-bathroom condominium offers the perfect blend of comfort and convenience. Inside, you'll find a well-appointed kitchen featuring solid wood cabinets, ample eating space, and all the essential appliances, including a dishwasher, dryer, microwave,

Veronica Figueroa EXP REALTY LLC

3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792

/33
Est $641,765 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,265 Sq Ft
5319 Pine Lily Cir, Winter Park, FL 32792

5319 Pine Lily Cir, Winter Park, FL 32792

/46
$1,100,000 Open Sun 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 3,839 Sq Ft
2880 Old Castle Dr, Winter Park, FL 32792

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor.Step inside and be

Jennifer King

CORCORAN PREMIER REALTY

(321) 517-2794

2880 Old Castle Dr, Winter Park, FL 32792
/21
$2,800 per month
- 3 Beds
- 2.5 Baths
- 2,308 Sq Ft
- Townhouse for Rent
2352 Shadowland Loop, Winter Park, FL 32792

Spacious 3-bedroom, 2.5-bath townhouse available for rent in beautiful Winter Park, Florida. This charming home features modern finishes and walk-in closets for every bedroom. Enjoy community features like a luxurious pool, dog park, and playground. Located minutes from top-rated schools, dining, and shopping in downtown Winter Park, this townhouse is perfect for anyone looking for comfort and

Rebecca Sossai COLDWELL BANKER RESIDENTIAL RE

2352 Shadowland Loop, Winter Park, FL 32792
/2
$185,000 Sold Aug 05, 2025
- 987 Sq Ft
- $187/SF
- 7 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
200 St Andrews Blvd Unit 802, Winter Park, FL 32792

Welcome to easy living in the heart of Winter Park! This beautiful 1st-floor condo is move-in ready and packed with value—featuring a new electrical panel, in-unit washer and dryer, fresh interior paint, and popcorn ceilings removed for a modern, clean feel. Enjoy the convenience of a covered carport and peace of mind knowing this property is Fannie Mae eligible so you won't have any issue

Abby Greenberg COMPASS FLORIDA LLC

200 St Andrews Blvd Unit 802, Winter Park, FL 32792

/31
Est $212,153 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
3307 Amber Wood Way Unit 106, Winter Park, FL 32792

3307 Amber Wood Way Unit 106, Winter Park, FL 32792

/8
$260,000
- Land
- 0.81 Acre
- $320,988 per Acre
3580 Wilde Ave, Winter Park, FL 32792

Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in coveted Winter Park. Nestled on a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level lot on a

Gwendolen Flynn

COLDWELL BANKER RESIDENTIAL RE

(321) 334-2867

3580 Wilde Ave, Winter Park, FL 32792
/25

$1,399 - $1,659 per month

Indigo Winter Park

1 Bed

220 S Semoran Blvd, Winter Park, FL 32792

Indigo Winter Park is a lavishly landscaped apartment home community. Each of our one bedroom, one bathroom apartments feature laminate flooring, carpeted bedrooms, washers & dryers, walk in closets, screened in patios, maple wood cabinetry, gas stoves and efficient appliances. Our pet-friendly apartment community includes three resort style pools, bbq grilling stations, two double tennis courts,

220 S Semoran Blvd, Winter Park, FL 32792
/2
$600,000 Sold Aug 05, 2025
- 1,464 Sq Ft
- $410/SF
- 26 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
2244 Brookshire Ave, Winter Park, FL 32792

Welcome to this delightful 3-bedroom, 2-bathroom single-family home located in the highly sought-after Brookshire Heights neighborhood of Winter Park. Step inside to discover an open-concept living area, perfect for entertaining or relaxing with family. The layout flows seamlessly from the living room to the dining area and kitchen, creating a bright and airy space filled with natural light. A

Melissa Johnson EXP REALTY LLC

2244 Brookshire Ave, Winter Park, FL 32792

/9
Est $292,449 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,041 Sq Ft
5774 Shale Ct, Winter Park, FL 32792

5774 Shale Ct, Winter Park, FL 32792

/42
$765,000
- 3 Beds
- 2 Baths
- 2,134 Sq Ft
2418 Whitehall Cir, Winter Park, FL 32792

One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding

Alice Anne Jackson

CORCORAN PREMIER REALTY

(321) 599-7240

2418 Whitehall Cir, Winter Park, FL 32792
/9
$1,500 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792

Beautiful ground floor unit with all tile flooring! This 2 bed/2 bath has an open floor plan. The kitchen is open to the living room and dining area and features all appliances, granite counter, a breakfast bar and sliding glass doors to the patio, Both bedrooms are good size. Both bathrooms have been updated. Inside utility with a Stackable Washer and Dryer. Tenants are REQUIRED to have renters

Kelly Carr CFRP REALTY LLC

3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792
/2
$415,000 Sold Aug 05, 2025
- 1,725 Sq Ft
- $241/SF
- 230 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1990
1820 Blaine Terrace, Winter Park, FL 32792

Nestled in the heart of Winter Park, this stunning home offers a perfect blend of elegance and functionality. Featuring three spacious bedrooms and two and a half baths, it boasts an open layout ideal for both family living and entertaining. The bright and airy living room is flooded with natural light, creating a welcoming space for relaxation. Beautiful floors flow seamlessly throughout,

Melissa Gonzalez LPT REALTY, LLC

1820 Blaine Terrace, Winter Park, FL 32792

/25
Est $213,552 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
7436 Woodburn Ct Unit 27, Winter Park, FL 32792

7436 Woodburn Ct Unit 27, Winter Park, FL 32792

/19
$245,000
- 3 Beds
- 2 Baths
- 1,230 Sq Ft
7706 Country Place Unit A8, Winter Park, FL 32792

Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

Carmen Vazquez

REALTY TECH INC

(321) 215-7673

7706 Country Place Unit A8, Winter Park, FL 32792
/42

$1,181 - $1,780 per month

Seabrook

1 - 2 Beds

3114 Terry Brook Dr, Winter Park, FL 32792

The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been

3114 Terry Brook Dr, Winter Park, FL 32792
/2
$200,000 Sold Aug 04, 2025
- 1,018 Sq Ft
- $196/SF
- 159 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
2935 Antique Oaks Cir Unit 64, Winter Park, FL 32792

Welcome to your new home at 2935 Antique Oaks Cir Apt 64, a beautifully renovated 2-bedroom, 2-bathroom apartment in the heart of Winter Park, Florida. This second-floor unit offers a comfortable and convenient lifestyle with no upstairs neighbors, ensuring peace and privacy. Key Features:Renovated Interior: Enjoy a fresh and modern living space with stylish LVP flooring

Chris Creegan CREEGAN GROUP

2935 Antique Oaks Cir Unit 64, Winter Park, FL 32792

/24
Est $191,024 Not Listed For Sale
- 2 Beds
- 2 Baths
- 953 Sq Ft
229 Lewfield Cir Unit 229, Winter Park, FL 32792

229 Lewfield Cir Unit 229, Winter Park, FL 32792

/37
$575,000
- 3 Beds
- 2 Baths
- 1,772 Sq Ft
1123 Fairway Dr, Winter Park, FL 32792

Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling

Tiffany Licata IRON VALLEY REAL ESTATE OSCEOL

1123 Fairway Dr, Winter Park, FL 32792
/17
$2,395 per month
- 3 Beds
- 2 Baths
- 1,526 Sq Ft
- House for Rent
731 Bongart Rd, Winter Park, FL 32792

This 3 bedroom, 2 bath pool home with 2 car garage includes: Living Room, Dining Room, Family Room, Carpet & Vinyl on a nice corner lot! Great Location! Pool service is included with monthly rent!. *Bonus Amenity Included* - All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit

Mo Jabr RE/MAX 200 REALTY

731 Bongart Rd, Winter Park, FL 32792
/2
$320,000 Sold Aug 01, 2025
- 1,715 Sq Ft
- $187/SF
- 18 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
2020 Cocos Ct, Winter Park, FL 32792

Fantastic Investment or Renovation Opportunity in Winter Park! Located in the desirable Eastbrook community, this 3-bedroom, 2-bathroom POOL home with ONLY ONE OWNER sits on an oversized .30 ACRE CORNER LOT on a quiet CUL-DE-SAC with no HOA. Offering 1715 square feet of living space, a 1-car garage, and a spacious fenced backyard, this property is a true blank canvas ready for your vision.

Justin Core EXP REALTY LLC

2020 Cocos Ct, Winter Park, FL 32792

/45
Est $1,959,192 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 3,954 Sq Ft
1433 Sarazens Place, Winter Park, FL 32792

1433 Sarazens Place, Winter Park, FL 32792

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