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$140,000
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Here is an amazing 1-bedroom, 1-bath condo in Winter Park's beautiful Four Seasons. It's on the 2nd floor, so you won't have to worry about noisy neighbors above you! The garden views are lovely, and it has a huge walk-in closet along with really spacious rooms. Plus, there's a nice screened balcony that's perfect for those cool summer nights. This place is move-in ready and super close to everything Winter Park has to offer—parks, schools, colleges, and museums are all just a quick commute away. If you love cooking, you'll enjoy the clean and efficient kitchen too! Four Seasons has some great amenities like tennis courts, shuffleboard, a laundry facility, a clubhouse, a brand-new fitness room, and three refreshing pools (including a kiddie pool for the little ones!). Rollins College, Full Sail University, and UCF are all just a short Vespa ride away. And if you're into the arts, you're in luck! The Morse Museum with its stunning Tiffany Glass display is nearby. Plus, you'll find exquisite boutique shops and fine dining on Park Ave.

200 St Andrews Boulevard Unit 911, Winter Park
$530,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Wonderfully maintained and updated 3 bed/ 2 bath, pool home.

220 N Ranger Boulevard, Winter Park
$389,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 02 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Incredible Value! Priced to sell below market value—this is your chance to secure a fully upgraded home at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community with no HOA! This luxury home sits on a large, fully fenced lot and offers major system upgrades, including a 2018 roof and 2019 A/C unit, giving buyers peace of mind for years to come. Step inside to discover brand-new luxury vinyl plank flooring throughout and a completely remodeled kitchen featuring quartz countertops, soft-close custom cabinets with modern hardware, and high-end stainless steel appliances. The open layout is enhanced by stylish pendant lighting over the breakfast bar and flows seamlessly into the living and dining areas. Both bathrooms have been fully renovated with new vanities, upgraded tile, sleek fixtures, and touch-screen, color-changing mirrors. The primary en-suite offers a spa-like retreat with a rainfall shower head and a custom, heavy-duty sliding glass door. Enjoy the spacious backyard, enclosed fence for privacy and perfect for entertaining under the large, covered patio. Location highlights: Just minutes from Rollins College, Park Avenue, UCF, and Downtown Orlando! Convenient access to major roadways including SR-436, 426, 521, and 417, plus proximity to Full Sail University, golf courses, shopping, and top local dining. Don’t miss this move-in-ready gem with modern upgrades and an unbeatable location—schedule your showing today!

7331 Blue Jacket Place W, Winter Park
$600,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
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 screened-in side porch offers additional space for relaxing outdoors while enjoying the privacy of your yard. Nestled just minutes from downtown Winter Park and the historic Park Avenue District, you'll enjoy easy access to boutique shopping, fine dining, and cultural attractions. Outdoor enthusiasts will love the proximity to community playgrounds, scenic walking trails, and a neighborhood pool. Notable updates include luxury vinyl flooring (2022), new roof (2022), updated plumbing and electrical (2022), new ductwork with UV lights (2022), new kitchen appliances (2022) and a new water heater (2022). In 2023, the A/C system was replaced and enhanced with UV lights to reduce allergens. More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025).

2244 Brookshire Avenue, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 5210 Poinsetta Ave, your dream retreat in charming Winter Park, FL! This beautifully remodeled ranch-style home is a blend of modern elegance and comfort. As you enter, the foyer warmly invites you into a spacious living area, perfect for relaxing or entertaining friends. The sleek, modern kitchen is a chef's delight, featuring a state-of-the-art cooktop island, stainless steel appliances, and subtle geometric tile backsplash, all brilliantly illuminated by chic hanging lights. The home offers three inviting bedrooms and two elegantly designed bathrooms. The primary bathroom impresses with a luxurious walk-in shower, boasting elegant gray and white marble tiles and contemporary black fixtures. The second bathroom showcases a modern tub and black accents against stunning marble-patterned tiles. Step outside to your private oasis, where a lush green yard beckons for outdoor fun. Plenty of room to add that swimming pool. Additionally, peace of mind comes with a newly installed roof in 2022 and recent plumbing re-pipe. Centrally located to Orlando and Historic Downtown Winter Park and just minutes from top-rated schools, parks, shopping, and dining. Discover your perfect Florida haven today!

5210 Poinsetta Avenue, Winter Park
$368,000
4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code
Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and entertaining, Roof from 2019 and AC 2018, newer windows. Step outside to your private backyard oasis—complete with a sparkling pool, lush landscaping, and plenty of space for relaxing or hosting friends and family. What truly sets this property apart is the detached mother-in-law suite, featuring its own private entrance, 1 bedroom, 1 bathroom, and a fully equipped kitchenette, perfect for guests, extended family, or potential rental income. Located in one of Central Florida’s most desirable neighborhoods, you’ll enjoy top-rated schools, close proximity to Park Avenue, dining, shopping, and everything Winter Park has for you. Whether you’re looking for a multigenerational setup or a smart investment opportunity, this home has it all. Schedule your private showing today!

3430 Arbutus Lane, Winter Park
$806,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Impeccably Redesigned Pool Home in Coveted Winter Park Neighborhood Welcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful upgrades in one of Central Florida’s most desirable communities. Inside, you'll find a smart split floor plan with the primary suite privately situated on one side and three spacious bedrooms plus a second living area on the other. The heart of the home—its kitchen—was masterfully redesigned in 2019 to feature granite countertops, double ovens, stainless steel appliances, luxury vinyl plank and travertine tile flooring, and elegant lighting throughout. Every detail has been meticulously maintained: a new roof, gutter system with guards, fresh interior and exterior paint, new ceiling fans, and recessed lighting bring peace of mind and modern appeal. Step outside to your private oasis complete with a sparkling pool, privacy fencing, and a fully equipped outdoor bar with grill, fridge, and mounted TV—perfect for entertaining or relaxing under the stars. This home is zoned for top-rated Winter Park schools and just minutes from Winter Pines Golf Course, local marinas, and charming downtown Winter Park. With no HOA, families enjoy the freedom to live, play, and grow. Move-in ready and priced under $1 million, this home offers incredible value in an unbeatable location. Don’t miss your chance to own a piece of Winter Park paradise. Schedule your private tour today!

1261 Burning Tree Lane, Winter Park
$285,123
2 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find easy to maintain laminate floors in the kitchen and in other areas. Cute plant shelving in the main living area. Beautiful french doors lead out to the screened Patio and spacious backyard that’s ideal for playtime, gardening, or weekend barbecues. The 2-Car Garage offers ample storage for your vehicles and more. You won’t find this unbeatable price in in Winter Park. The 3rd bedroom does not have a closet. This one is priced appropriately, so be ready to use hands, personal touches, and imagination. This home is situated in a highly desirable area with access to top-rated schools, medical facilities, shopping, dining, and convenient transportation options.

5588 Garden Grove Circle, Winter Park
$420,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
Meticulously maintained 4-bedroom, 2-bath concrete block home in desirable Winter Park, lovingly cared for by the same owners for 37 years. Upgrades include a remodeled kitchen, updated master and guest baths, double-pane windows, and re-piping (2014). HVAC and electrical panels replaced in 2016. Roof, screen porch, and patio updated in 2022. Enjoy the beautifully landscaped backyard with St. Augustine grass, white vinyl fencing, and a spacious screened porch. Side-entry garage offers ample space for RV or boat parking. Don’t miss this opportunity—schedule your private tour today!

5334 Cypress Drive, Winter Park
$125,000
2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo 02 SubDv. ⋅ 32792 Zip Code
Step into this beautiful 2-bedroom, 2-bathroom condo, freshly painted and filled with natural light throughout. The open-concept floor plan is perfect for entertaining, while the split-bedroom layout ensures added privacy for residents or guests. The primary suite features a walk-in shower, ample storage, and a private en-suite bath. Enjoy serene views of lush green space and located in close proximity to the community pool for the ultimate convenience. Nestled between University Blvd and SR-50, this condo offers unbeatable proximity to UCF, Valencia College, and Full Sail University. With easy access to the 408 and 417, you're just 20 minutes from Downtown Orlando and 25 minutes to Orlando International Airport. Whether you’re a first-time homebuyer, college student, or savvy investor, this property is an excellent opportunity to own in one of Central Florida’s most sought-after areas.

7344 Swallow Run Unit 7344, Winter Park
$399,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 2nd Add SubDv. ⋅ 32792 Zip Code
Tucked away at the end of a quiet cul-de-sac with no HOA, this home sits on an oversized lot that offers exceptional space, privacy, and flexibility. The layout features a desirable split floor plan, providing separation between the primary suite and guest bedrooms, perfect for families, guests, or a home office setup. This property was recently updated with new flooring throughout, a fully redesigned kitchen, modernized bathrooms, and a newer AC system for improved efficiency and comfort. Outside, the expansive backyard is a standout, featuring a recently resurfaced pool and plenty of room for entertaining, gardening, or future additions. With its large lot, peaceful location, and tasteful improvements, this property is a rare find in Winter Park.

4959 Ardmore Drive, Winter Park
$86,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 2-story condo located in the heart of Winter Park, just minutes from UCF, Full Sail University, major highways, shopping, and dining. Nestled on the second level, this inviting home offers a functional layout with 2 spacious bedrooms and a full bathroom upstairs, plus a convenient half bathroom on the main floor. Step inside to find stylish luxury vinyl plank flooring throughout, installed just two years ago, along with updated electrical including a new panel and outlets. Natural light floods the open living space through two sliding glass doors (2 years old), leading to a restructured balcony and an additional private balcony off the primary bedroom—both offering views of the community pool. Whether you're a first-time buyer, investor, or looking for a low-maintenance home in a highly desirable area, this condo is move-in ready and packed with thoughtful updates. Don’t miss this opportunity to own a piece of Winter Park charm!

208 Scottsdale Square Unit 208, Winter Park
$472,500
4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code
Fully Renovated 4-Bedroom Home in Prime Winter Park Location – No HOA! Welcome to this beautifully updated block home in one of Winter Park's most desirable neighborhoods—offering modern upgrades, a spacious layout, and no HOA restrictions! Recently appraised at $518,000—appraisal is attached in the MLS for buyer confidence. This move-in-ready home features 4 full bedrooms and 3.5 bathrooms, including two ensuite bedrooms, ideal for guests or multi-generational living. Inside, you’ll find fresh paint throughout, new luxury vinyl plank flooring, 6-inch baseboards, and new recessed lighting that highlight the home's open and modern feel. The stunning all-new kitchen showcases 42” upper cabinets, dramatic marble countertops and backsplash, and stainless steel appliances—including a slide-in stove and counter-depth refrigerator for a sleek, refined look. All bathrooms have been fully updated with new vanities, mirrors, lighting, fixtures, and toilets. The custom 24x48 tile work in the showers and tub surrounds coordinates beautifully with the kitchen finishes, creating a seamless design throughout. Enjoy the outdoors in your large, private backyard, complete with mature landscaping and a vinyl privacy fence—perfect for relaxing or entertaining. A brand-new roof (June 2025) provides long-term value and peace of mind. Located near top-rated schools, shopping, dining, and parks—this is Winter Park living at its best. Don’t miss your chance to own this exceptional home!

1921 Heathwood Drive, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Under contract but will accept back-up offers. Beautiful Pool Home in Desirable Winter Park Estates. Seller is Motivated. Welcome to this charming and thoughtfully updated pool home in the highly sought-after Winter Park Estates subdivision—zoned for top-rated schools, including Winter Park High School. This mid-century gem blends modern comfort with timeless style, located in one of Central Florida’s most beloved neighborhoods. Property Highlights: Sparkling saltwater in-ground pool with newer pavers and decorative lighting Three new awnings provide shade and style for relaxing poolside Covered rear porch with mid-century style masonry garden and succulent plants Summer kitchen—perfect for outdoor entertaining Newer vinyl fencing surrounds a private, spacious backyard Backyard shed for tool storage or a workshop space Modern kitchen with built-in lighting, hidden compartments, and custom cabinetry Updated bathrooms with stylish, contemporary finishes Wood-burning masonry fireplace for cozy ambiance Blinds-in-glass French doors provide elegant access to outdoor living spaces Interior laundry room for added convenience This home offers the best of both worlds: classic mid-century character with today's sought-after updates. Whether you’re hosting guests by the pool or enjoying a peaceful evening at home, this residence is built for comfort and enjoyment. All measurements are approximate and should be verified by the buyer and their agent.

2648 Amsden Road, Winter Park
$550,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet enjoyment and privacy. Step inside to a spacious foyer that opens to formal living room leading to formal dining room. The updated kitchen features a cozy breakfast nook with views of the lush backyard. A dedicated indoor laundry room with storage closet provides convenient access to the oversized side-entry two-car garage. The welcoming family room boasts vaulted ceilings with skylight creating an inviting space for gatherings and relaxation. The primary suite includes a beautifully updated shower and his-and-her closets. Zoned for Brookshire Elementary, Glenridge Middle and Winter Park High School. Recent updates include: New windows 2023-24, New AC 2022, New driveway 2022, New fence 2022, roof 2015, New electrical panel 2022, updated porcelain tile. WELCOME HOME!

1387 Sawgrass Court, Winter Park
$290,000
3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code
Welcome to a Rare Gem in Winter Park! Step into a vibrant slice of Winter Park history at 7102 Easter Street—a charming 1956-built home bursting with vintage character and endless possibilities! From the moment you arrive, you'll feel the warmth and nostalgia of this beautifully maintained residence, where classic mid-century style meets modern-day potential. Inside, you’ll find 3 generously sized bedrooms that create a cozy, welcoming atmosphere perfect for relaxing or entertaining. Original touches add a timeless charm, while the layout invites your personal touch to transform this into your dream home. But the real magic lies outside. Set on an oversized lot rarely found in Winter Park, the backyard is your canvas for unforgettable gatherings, tranquil mornings, or weekend fun with loved ones. Picture outdoor dinners under the stars, garden parties, or even building your own peaceful retreat surrounded by nature. With room for a garden, play area, or backyard sanctuary, the possibilities are truly endless. Location? Unbeatable. Just minutes from Full Sail University, and only 3 miles to the iconic Park Avenue, where you’ll find boutique shopping, award-winning dining, and cultural gems. And if you’re commuting to UCF, you’re just a quick 5-mile drive away. Everything you need—schools, parks, cafes, and convenience—is right at your doorstep. Whether you're a lover of vintage charm, a savvy renovator, or someone searching for a peaceful place to call home in one of Central Florida’s most sought-after neighborhoods, this is your chance. 7102 Easter Street isn’t just a house—it’s a lifestyle. A rare opportunity to own a piece of the past while creating the future you’ve always dreamed of. Don’t miss it—come experience the charm, space, and unbeatable location for yourself!

7102 Easter Street, Winter Park
$2,500,000
5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code
This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park
$349,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates SubDv. ⋅ 32792 Zip Code
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 eat-in-kitchen and large family room sits in the heart of the home which creates a warm and social atmosphere. Nice large lot with patio in the back yard great for relaxing and entertaining family and friends. Newer roof replaced in 2021. Come and make it your own. No homeowners association. Great location! Conveniently located to nearby shopping, schools, banks, medical centers, and restaurants as well as easy access to major highways. Don't miss it. Priced to sell. Will Not Last!

1050 Reading Court, Winter Park
$560,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores SubDv. ⋅ 32792 Zip Code
A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation, investment, or new construction. The street is experiencing a wave of redevelopment, with new homes selling well over the million-dollar range. Ideally located just minutes from Park Avenue, Baldwin Park, AdventHealth’s state-of-the-art hospital, and the Winter Park Wellness Center. Zoned for top-rated schools and just a short stroll to Cady Way Trail, Cady Way Pool & Pickleball Courts, Showalter Fields, and several nearby parks, this property offers an exceptional lifestyle and investment opportunity. Showings of the home will be accommodated only by limited request due to current occupancy.

1901 Loch Berry Road, Winter Park
$449,999
4 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 03 SubDv. ⋅ 32792 Zip Code
The home you’ve been waiting for is here! This beautifully remodeled gem in the desirable Woodcrest neighborhood of Winter Park is move-in ready and perfect for its next owner. Featuring a sparkling private pool, this home offers modern living with style and comfort. Inside, you’ll find an open-concept floor plan ideal for entertaining and everyday living. Luxury vinyl flooring runs throughout the home, complemented by a fully updated kitchen with advanced lighting, brand-new appliances, and sleek finishes. The kitchen flows seamlessly into the Florida room, where large newly installed windows give a clear view of the inviting pool area. Step through sliding glass doors from the kitchen to enjoy a covered back porch—great for outdoor dining—or access the fully updated laundry room, complete with a new water heater and plumbing. The fourth bedroom is set apart in a private in-law suite layout, just off the laundry room, with its own access to the pool. This oversized room features a walk-in closet with charming barn doors and a front-facing window for natural light—perfect for guests, a home office, or multi-generational living. Conveniently located near shopping, recreation, and top-rated schools, this home checks every box. Don’t miss your chance to own this stunning property—schedule your showing today!

7446 Houston Court E, Winter Park
$480,000
4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code
BRAND NEW ROOF SEPTEMBER 2025! Here’s your opportunity to own a beautifully updated duplex that combines comfort, convenience, and investment potential all in one. Each side offers 2 bedrooms, 1.5 bathrooms, a private driveway, and its own attached garage—ideal for owner-occupants, investors, or those seeking a multi-generational living setup. From the moment you arrive, the lush landscaping and well-kept exterior create a warm, inviting atmosphere. Step into the renovated vacant unit and you’ll immediately notice the fresh paint and luxury vinyl plank flooring that runs throughout the main level. The airy living and dining areas are filled with natural light and offers generous space to relax or entertain. The kitchen has been completely refreshed with sleek granite countertops, stainless steel appliances, modern lighting, silver-toned fixtures, and ample cabinetry, making it as functional as it is stylish. Upstairs, both bedrooms are generously sized and share a fully updated bathroom with granite countertops, a modern vanity, and a tiled walk-in shower. In contrast, the tenant-occupied unit features a shower/tub combo, offering added flexibility. A half bathroom on the main floor adds convenience for guests, while both garages come equipped with washer and dryer hookups—ready for move-in. Step outside to discover a pair of patios tucked beneath shady trees, each fully fenced in for added privacy and space for pets to roam freely, with plenty of room to garden, hang a hammock, or host summer grill-outs. Both sides share the same thoughtful layout, and the home is tucked into a quiet, no-HOA neighborhood—so you can enjoy your space without added fees or restrictions. Conveniently located close to schools, shopping, dining, and everything you need for day-to-day living. Live in one side while earning rental income from the other—the current tenant is in place through 9/30/25, providing steady revenue from day one. With updates already complete and a prime location, this is a rare find you won’t want to miss. Schedule your showing today before it's gone!

2608 Dora Court, Winter Park
$485,000
4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code
BRAND NEW ROOF SEPTEMBER 2025! Welcome to this fantastic income-producing duplex, offering the perfect blend of comfort, convenience, and opportunity. Each side features 2 bedrooms and 1.5 bathrooms, with its own attached garage and private driveway. From the moment you arrive, you’ll appreciate the meticulously maintained landscaping that enhances the curb appeal and sets a welcoming tone. Step inside the vacant unit to discover fresh renovations, including new paint and luxury vinyl plank flooring that flows seamlessly through the main living areas. The living and dining rooms are spacious and airy, making them ideal for both relaxation and entertaining. The beautifully updated kitchen features brand-new granite countertops, sleek silver fixtures, stainless steel appliances, upgraded lighting, and plenty of cabinetry for all your storage needs. Upstairs, you’ll find two generously sized bedrooms and a shared bathroom that has been thoughtfully renovated with a modern vanity, granite countertops, and a stylish tiled walk-in shower, while the occupied unit features a shower/tub combo for added versatility. A convenient half bath is located downstairs for guests, and each garage includes washer/dryer hookups, adding to the home’s functionality and move-in readiness. Out back, you’ll find two private patios surrounded by shady trees—the prime spot to unwind with a glass of wine and take in beautiful evening sunsets. Both units share an identical floor plan, and the property is nestled in a friendly, no-HOA neighborhood, giving you the freedom to live without added fees or restrictions. Centrally located, you'll be just minutes from top-rated schools, shopping, dining, and everyday essentials. Whether you’re seeking a smart investment, a multi-generational living solution, or the option to live on one side while generating rental income from the other, this duplex offers endless possibilities. The second unit is currently tenant-occupied through 2/28/26, providing immediate income for the new owner. Don’t miss your chance to own this amazing duplex with so much to see. Call today before this rare property is gone!

131 Stefanik Road, Winter Park
$362,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code
Entry for MLS credit only.

1295 Grand Road, Winter Park
$119,000
2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code
Beautifully Remodeled 2-Bedroom Condo Near Full Sail. Great first home or investment property. Discover the perfect blend of comfort and convenience in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, just a short walk from Full Sail University. Ideally located minutes from top hospitals, shopping, dining, and only 15-20 minutes from UCF and Orlando International Airport, easy access to sr436. Step inside to find a bright and inviting living space with tile and newly installed carpet flooring throughout. The community features a sparkling pool and a conveniently located laundry room with coin operated machines. HOA fees cover water, sewer, and exterior maintenance, making this an effortless living experience. The seller is looking for a fast closing.

1000 S Semoran Boulevard Unit 608, Winter Park
$430,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code
Welcome to this well maintained three bedroom, two bathroom pool home, with a one year old roof in Winter Park! Perfectly designed for comfortable living, this home features a versatile office space, ideal for working from home. Inside, you’ll find an open floor plan with vaulted ceilings, spacious living areas with a cozy fireplace surrounded by built in shelves. This home features a well-equipped kitchen with plenty of cabinet space. The bedrooms are generously sized, including a primary suite with a private bathroom and a walk in closet. Step outside to your own private retreat, complete with a sparkling pool and lush landscaping, perfect for relaxing or entertaining in true Florida style. Situated in a desirable neighborhood, you’re just minutes away from excellent schools, nearby charming Park Avenue, delicious dining, parks and nearby access to The 417. This home offers both comfort and convenience in one wonderful package and is ready for someone to personalize and make it truly their own.

2003 Bentwood Drive, Winter Park
$610,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
OUTSTANDING LOCATION, LOCATION, LOCATION! Peace, quiet, and golf course living! This truly rare opportunity places you alongside the 13th tee and offers tranquil backyard views of the 16th fairway of Winter Park’s beautiful WP18 golf course—a picturesque links-style setting in Winter Park. Tree-lined street welcomes you to this serene setting with NO neighbors front, back or side yard! This single story, 4-bedroom, 2-bath home features over 2,000 sq ft of living space, including formal living and dining rooms, an eat-in kitchen, and a spacious family room with vaulted, beamed ceilings and a cozy wood-burning fireplace. Step outside to a 30x11 covered patio and screen-enclosed pool, ideal for relaxing or entertaining with a view! Additional features include: NEW ROOF (NOVEMBER 2024)* Large indoor laundry room* NO HOA!* Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High* Seller has lovingly owned this home for 33+ years. Bring your vision and renovation ideas to transform this gem into your own private retreat! WELCOME HOME!

1507 Golfside Drive, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
One of a kind home in the Winter Park Pines. 3 beds/ 2 bathrooms, with a screened back porch. Maintained interior, just dated. Roof- 2004, HVAC 1983, Plumbing - repiped.

2731 Lion Heart Road, Winter Park
$100,000
2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code
Discover this 2-bedroom, 2-bathroom condo located in The Colonies community in Winter Park. Situated near UCF, Valencia College, and Full Sail University, this property offers convenient access to major highways, shopping centers, and dining options. The unit features a practical layout, generously sized bedrooms, and a private balcony. Community amenities include a swimming pool. A great opportunity for those looking for a well-located residence or investment property.

7449 Daniel Webster Drive Unit 3, Winter Park
$472,000
3 Beds ⋅ 2 Baths ⋅ Harbour Ridge SubDv. ⋅ 32792 Zip Code
Nestled in one of Winter Park’s peaceful neighborhoods with *NO HOA*, this meticulously upgraded 3 bedrooms, 2 bath pool home plus 2 versatile bonus rooms, perfectly blends modern comfort, sustainable living, and timeless charm. With two vacant city-owned lots directly to the west, the property enjoys uninterrupted golden sunset views that fill the home with natural light. The exterior showcases a thoughtfully refreshed soft grey paint complemented by elegant slate ledgestone accents on both the front and rear, reflecting true pride of ownership. A sleek, durable **METAL ROOF** installed in 2022 enhances curb appeal while offering long-lasting protection, and a full **wraparound PVC privacy fence** enclosing the property. The main living area boasts tile floors flowing seamlessly throughout the family room, dining and leading into a kitchen that serves as the heart of the home. Granite countertops, custom wood cabinets, stainless steel appliances come together in a space that’s both stylish and highly functional. A Bright Bonus Room off the Family Room, is the perfect space for entertainment or casual retreat. Smart upgrades like a Nest thermostat and programmable KASA light switches allow for effortless, energy efficient control of your environment. The spacious primary suite boats an updated bathroom and connects through French doors to a versatile bonus room, ideal as a home office, nursery, or private retreat, featuring its own closet and a wall-mounted AC unit for personalized comfort. The two additional bedrooms share a full modern bathroom featuring a bathtub. This home is packed with features designed for sustainable, efficient living. Energy saving windows were installed in 2016, while a new HVAC system and upgraded ductwork in 2021 ensure year-round comfort. Twenty-two owned LG solar panels, added in 2022 (owned and fully paid), reduce energy bills to an average of around $30/month and also provide eco-friendly pool heating. Two additional panels with Enphase inverters are included for future expansion. A tankless water heater adds even more efficiency, providing endless hot water on demand while saving on energy costs. A 2023 installed whole house water softener and a generator ready plug wired into the electrical panel offers backup power when needed. Additional smart home conveniences include eight hard-wired surveillance camera ports and full home lighting and climate automation. Plus, this home is completely smoke-free and pet-free. Step outside to your private backyard retreat. A full landscape redesign, paired with a three-zone irrigation system, creates a lush, easy-to-maintain setting. The oversized screened pool enclosure (2022) includes a high-performance super gutter and 400 feet of integrated LED lighting, perfect for evening swims and lively gatherings. Enjoy outdoor living to the fullest with a solar heated pool and shower, a 10x12 gazebo, a 5x7 barbecue gazebo, and a large wooden playground complete with overhead canopy support beams. Fruit lovers will appreciate the mature avocado, apple, mandarin, orange, and pineapple trees! Lovingly transformed over the years, this one-of-a-kind home is a rare find where modern upgrades meet everyday comfort. Listing Price based on a recent professional appraisal, this is your chance to own a truly exceptional property in a quiet, sought-after Winter Park neighborhood. Come experience the lifestyle you’ve been waiting for!

2832 Buccaneer Drive, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Sold for land value only

2305 Coldstream Drive, Winter Park