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$487,500
4 Beds 3 Baths Winter Park Pines Merrie Oaks SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to beautiful Winter Park! This spacious 4-bedroom, 3-bathroom home offers 1,864 square feet of living space and sits on a generous lot in an established neighborhood known for its mature trees, convenient location, and classic Florida charm. This home is solid, making it a fantastic opportunity for buyers looking to add their own personal style and make it their own. With great bones and a functional layout, it provides the perfect canvas for someone who wants to create their dream home while enjoying the comfort of a well-kept community. The interior offers ample living space, multiple bedrooms for family or guests, and flexibility for a home office, hobby room, or multi-generational living. The sizable lot provides plenty of room for outdoor entertaining, gardening, or future improvements. Located in the Winter Park Pines, the neighborhood is loved for its quiet residential streets, established homes, and unbeatable convenience. Residents enjoy close proximity to: • Park Avenue and Downtown Winter Park for shopping, dining, and community events • Cady Way Trail and nearby parks for walking, biking, and outdoor recreation • Easy access to Full Sail University, UCF, and Rollins College • Quick commutes to Downtown Orlando, major highways, and Orlando International Airport • Nearby restaurants, coffee shops, and everyday conveniences along Aloma Ave and Semoran Blvd Whether you’re an investor, or someone looking for a home you can truly make it yours, this property offers location, space, and long-term potential in one of Central Florida’s most desirable communities. Don’t miss the chance to make this Winter Park home yours!

275 N Ranger Boulevard, Winter Park

$545,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Under Contract. Backup offers welcome.Welcome to 2814 Sheriff Way, an exceptional residence nestled in the vibrant neighborhood of Winter Park Pines. This remarkable home combines comfort and elegance, offering a tranquil lifestyle with unparalleled convenience. Spanning 1,948 square feet, this property boasts four generously sized bedrooms and two bathrooms (both showers renovated 5/25) perfect for family living or entertaining guests. As you step inside, you'll be welcomed by a spacious living area that effortlessly transitions into the dining space, creating a warm and inviting setting for gatherings and family meals. The kitchen is thoughtfully designed for both functionality and efficiency, ready to cater to all your culinary needs. Additional living areas include a sunroom back porch and a screened-in carport, providing versatile spaces for relaxation or entertainment. The home is perfect for entertaining, with a rear sunroom/porch, pool, offering a personal oasis for unwinding or hosting friends and family. This outdoor retreat is destined to become a favorite spot for relaxation and enjoyment. The 2-car carport with a screen creates another space to entertain. Located just minutes from Cady Way Trail, Ward Park, Cady Way Community Pool, Lake Baldwin Dog Park, Winter Park Pines Golf Club, and the iconic Park Avenue, this home is perfectly positioned for both convenience and leisure.

2814 Sheriff Way, Winter Park

$1,350,500
4 Beds 4 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Virtually Staged. Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made brass burners anchors the room, complemented by Café luxury appliances, a stainless steel refrigerator, quartz countertops, and custom cabinetry. The walk-in pantry with floating shelves and under-shelf lighting adds both beauty and function. An indoor wine bar with built-in cabinetry and wine refrigerator enhances the entertaining experience, while an upstairs beverage station keeps every level equally equipped.The primary suite is a full spa experience. The glass enclosed shower features a rain head, body jets, and handheld fixtures. A soaking tub, dual vanities with quartz counters, and a generously proportioned walk-in closet complete the retreat. Imported aged brass designer light fixtures are included in the sale. Philips Hue smart lighting synchronizes every indoor and outdoor light in one app, and a smart security camera system with fingerprint keypad entry completes the tech package. The outdoor living experience rivals the interior. A covered lanai with a fully equipped summer kitchen, including a built-in grill, dedicated refrigerator, and generous prep space, flows into a landscaped courtyard designed with an Italian villa, Mediterranean feel. As evening falls, intentional landscape lighting transforms the grounds into an intimate setting perfect for al fresco dinners, fireside gatherings, or projecting the big game under the stars. Walk to pickleball courts, athletic fields, and a premier wellness facility. Park Avenue's celebrated boutiques and dining are just minutes away. New construction of this caliber is increasingly rare in Winter Park. Schedule your private showing today. The furniture and décor, curated by a professional design team, are negotiable, making it possible to move in with the full look already in place.

2454 Brookshire Avenue, Winter Park

$800,000
4 Beds 4 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
Welcome to this original-owner residence in The Meadows at Hawk’s Crest, where thoughtful design and exceptional privacy come together—featuring two true primary suites, one on the first floor and one on the second. Set on an oversized fenced homesite along a quiet non-thru street with no neighbor to the east, this beautifully maintained 4-bedroom, 3.5-bath home offers over 3,020 sq.ft. of living space and approximately $80,000 in luxury upgrades throughout, along with both a seller-provided home warranty and remaining builder warranty for added peace of mind. • PRIMARY SUITES—The first-floor primary suite offers a private main-level retreat with split vanities, a walk-in shower, and a spacious closet, while the second-floor primary suite features dual walk-in closets, a double-sink vanity, and walk-in shower, providing exceptional flexibility for extended stays or multigenerational living. • LIVING SPACES—The open-concept main level seamlessly connects the kitchen, dining, and family room, enhanced by quartz countertops, stainless steel appliances, an externally vented kitchen hood, luxury vinyl plank flooring throughout the first floor, and recessed lighting across the entire home, including both primary bedrooms; a dedicated first-floor office adds valuable versatility, while upstairs a generous loft and oversized game/media room create a true second living zone alongside two additional bedrooms and a full bath. • TECHNOLOGY & FEATURES—Cat5 wiring with a central hub supports modern connectivity, with the home pre-wired for security and enhanced by a Ring doorbell, exterior cameras, and smart-ready infrastructure, while storage is abundant with multiple walk-in closets, hall and linen storage, pull-down attic access, and garage ceiling storage racks. • OUTDOOR LIVING—Exterior landscape lighting, a mounted outdoor TV, and a widened paver driveway complement a private backyard with ample space for a future pool or custom outdoor oasis. • COMMUNITY & LOCATION—Lawn care is included within The Meadows, and residents enjoy resort-style amenities including a community pool, splash pad, fitness clubhouse, and virtual-guard gated entry, all conveniently located near shopping, dining, major roadways, and Winter Park attractions with quick access to Lake Howell Branch Park, the Cross Seminole Trail, and the Cady Way Trail—offering a rare combination of dual primary suites, privacy, and value priced below comparable plans currently offered in Hawk’s Crest.

1183 Wildmeadow Run, Winter Park

$860,000
4 Beds 2 Baths 32792 Zip Code
Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.

1521 Heron Wood Place, Winter Park

$440,000
4 Beds 2 Baths Eastbrook Sub Unit 15 SubDv. 32792 Zip Code
Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample space for your morning routine. The fenced-in backyard provides a private outdoor space for relaxation and entertainment. The home has been recently updated with fresh interior and exterior paint, giving it a clean, refreshed look. New flooring throughout the home adds a touch of sophistication and durability. The new appliances ensure efficiency and convenience. Included 100-Day Home Warranty with buyer activation

2052 Leanne Court, Winter Park

$760,000
4 Beds 3 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
Welcome to 5233 Lake Howell Road, a thoughtfully updated residence offering modern finishes, extensive upgrades, and a private backyard retreat designed for both everyday living and effortless entertaining. Inside, white porcelain tile flooring and recessed lighting create a bright, cohesive atmosphere throughout the main living spaces. Expansive rear-facing windows frame serene views of the beautifully landscaped backyard. The fully renovated kitchen is both stylish and functional, featuring new cabinetry, under-cabinet lighting, a built-in oven, cooktop, microwave drawer, and new sink. The open-concept layout flows seamlessly into the Florida room, where abundant natural light enhances the inviting ambiance. The living area is anchored by a resurfaced wood-burning fireplace, adding warmth and timeless character. The primary suite serves as a peaceful retreat, complete with a renovated bathroom, custom closet system, and a conveniently located in-suite laundry area with custom frosted glass doors and a new stackable washer and dryer. Two additional guest bathrooms have also been renovated, and custom closet systems extend throughout the home, including guest bedrooms and hallway storage. The backyard is a true oasis, highlighted by a newly resurfaced 16x32 pool and multiple spaces for al fresco dining, lounging, or gathering around the fire pit. The new paver patio offers the perfect spot to unwind with a good book. The fully fenced yard features refreshed landscaping with artificial turf, landscape lighting, and a new irrigation system serving both the front and rear yards. A custom greenhouse/workshop with a misting system adds a unique and functional outdoor element, while thoughtful drainage enhancements, including a French drain along the rear of the home and patio drainage to the front sidewalk, provide added peace of mind. Major improvements include a new roof (2023), water heater (2023), HVAC system and ductwork (2023), and a full plumbing update (2023). Additional features include a mini-split system, drip irrigation, updated electrical and LED lighting throughout, Pella double-paned windows, remote shades throughout, Leafguard gutters, expanded circular driveway, and added attic insulation. The home is also equipped with Google cameras and a doorbell at both front and rear entrances, as well as pre-wiring for a pool heater. This move-in-ready home seamlessly blends modern comfort with thoughtful upgrades, all set in a desirable Winter Park location just minutes from the YMCA, Interlachen Country Club, Phelps Park, Park Avenue, and a variety of dining destinations.

5233 Lake Howell Road, Winter Park

$675,000
4 Beds 2 Baths Brookshire Heights 4th Add SubDv. 32792 Zip Code
Located in the sought-after Brookshire Heights neighborhood, this classic brick Winter Park home sits on an OVERSIZED LOT and offers space, flexibility, and an exceptional location—with NO HOA. The open floor plan features 4 bedrooms and 2 bathrooms and is filled with natural light throughout. A TWO-CAR GARAGE and EXTENDED DRIVEWAY provide ample parking for guests, multiple vehicles, or recreational toys. The home features a BRAND-NEW ROOF and an enclosed back porch overlooking a FULLY FENCED backyard, ideal for everyday living or entertaining. Recent updates include a 2023 water heater, 2018 A/C, luxury vinyl flooring, an updated electrical panel, fresh interior paint, and newly pressure-washed porches, driveway, and walkways. Conveniently located near AdventHealth Winter Park, Crosby Wellness Center, top-rated Winter Park schools, Winter Park Pines Golf Club, Cady Way Trail, Park Avenue, and Baldwin Park, this property delivers the best of Winter Park living with space, convenience, and long-term value.

620 Darcey Drive, Winter Park

$502,000
4 Beds 3 Baths Winter Park Pines Merrie Oaks SubDv. 32792 Zip Code
MULTIPLE OFFERS. Calling for highest and best by Tuesday, 1/27/2026 at 9AM. Welcome home to a beautiful 4-bedroom, 3-bath split-plan residence, tucked away on a quiet dead-end street in unincorporated Winter Park. Offering 1,835 square feet of thoughtfully designed living space, this home offers timeless comfort. Enjoy true peace of mind with major improvements already completed, including a whole home re-plumb (Nov 2025), updated electrical (2025), roof (2018), HVAC (2021), hurricane windows, newly painted interior and exterior, tile flooring throughout, crown molding, and a cozy wood-burning fireplace. The updated kitchen opens seamlessly to the family room, creating the perfect flow for everyday living and entertaining. A split floor plan provides privacy and functionality for family and guests alike. Step outside to your private, fully fenced backyard featuring a huge covered and screened patio; ideal for morning coffee, evening gatherings, or simply unwinding in peace. Also featured in the backyard is a generator, so you never need to worry about power. Zoned for Aloma Elementary, Glenridge Middle, and Winter Park High School. This property is located in desirable Winter Park Pines near shopping, dining, parks, and all that Winter Park has to offer. This exceptional property on Fitzhugh Road delivers comfort, quality, and location—an opportunity not to be missed. Schedule your private showing today!

326 Fitzhugh Road, Winter Park

$430,000
4 Beds 3 Baths Country Lane SubDv. 32792 Zip Code
Enjoy the convenience of living just minutes from top-rated schools, colleges, shopping, and major highways in this beautifully updated, light-filled home set within a well-established, family-friendly lakefront community. The home features 2018 roof, fencing, and plumbing. The interior paint, fully remodeled kitchen with appliances, half bath updates and tile flooring were completed in 2021. Exterior was painted 2025. Community has private access to Tennis court, lake front park and playground. Additional highlights include a top-of-the-line whole-home power generator, reverse osmosis water filtration system, security cameras, and a new thermostat. Vaulted ceilings and abundant natural light enhance the spacious living and dining areas. The kitchen offers space for a breakfast nook. Sliding doors lead to a screened-in patio accessible from both the kitchen and family room. A convenient half bath is located downstairs.

1543 Lawndale Circle, Winter Park

$714,000
4 Beds 3 Baths Pelican Bay SubDv. 32792 Zip Code
Fantastic, updated Winter Park abode with 4 bedrooms, 2.5 baths, beautiful soaring wood plank ceilings, sparkling salt-filtration pool, and almost 3,000 sq ft is available now. This executive home located in the upscale Pelican Bay neighborhood is sure to please with so many recent updates, an oversized lushly treed lot (.46 acre), a long paver driveway and front walk, and private community lakefront park with fishing dock, picnic tables, and 1/2 basketball court. Stepping inside, the spacious family room with 2 story brick fireplace and double glass sliders opening to the covered lanai is the heart of the home and one impressive space. A large formal dining room with built-in cabinets and wine rack is just off the kitchen, making entertaining a breeze. Lovely wood plank ceilings continue throughout the kitchen, breakfast bar, and dinette areas. High-grade, beautiful level 3 granite countertops adorn the solid wood cabinetry and breakfast bar while stainless steel appliances will be a hit with the home chef. Don’t miss the charming covered patio or the convenient laundry room and half guest bath leading to the oversized 2-car garage. Three spacious guest bedrooms with wood flooring (all with larger than average closets) and a full bath with double sink vanity and access to pool deck make up the rest of the first floor. Upstairs off the loft is the private den/office space and HUGE primary suite. Cathedral ceilings with tall windows, glass slider out to your private balcony, and expansive walk-in closet with custom built-in cabinets make this a true owner’s retreat. Total luxury bathroom remodel (2025) includes double vanities with quartz countertops, fog-free LED backlit mirrors, separate toilet room with Japanese style toilet with built in bidet, and a 2-person glass walk-in shower with wall jets and rain-shower heads, adding to the spa feeling. All the fun will be had in the tropical backyard with a 48’ long covered lanai and giant screen enclosed, heated pool (NEW electric pool heater 2024). And of course, the paver walkway outside the screen leads to another patio, perfect for sunbathing or relaxing around a firepit on a cool Florida evening. Home updates: NEW main HVAC 2025 - Total primary bath remodel 2025 - NEW pool heater, LED pool light, and pool pump 2024 - NEW exterior electrical panel/surge protector 2024 - NEW water softener system 2022 - NEW roof 2021 – New electrical panel 2020 and ask for a full list of even more upgrades and improvements.

1449 Pelican Bay Trail, Winter Park

$755,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Fully updated 4 bed/2 bath Winter Park Pines home ready for a new owner! Tucked away at the end of a quiet cul-de-sac, this fully renovated home offers the perfect blend of modern luxury and serene surroundings. The brand new kitchen and bathrooms showcase quartz countertops, elegant gold fixtures, and custom details, complemented by new engineered wood flooring, interior laundry, and new windows and sliding doors that fill the space with natural light. Additional upgrades include new doors, trim, soffits, fresh interior and exterior paint, and a beautiful paver patio. Outside, enjoy all-new landscaping with fresh sod and a new irrigation system. Major improvements provide peace of mind, including a NEW ROOF (2025), garage door (2025), electric panel (2024), and a NEW HVAC system (2026). Sitting at the end of the cul-de-sac and backing up to the scenic Cady Way trail, ideal for biking, walking, and running, the property provides both privacy and an active lifestyle right outside your door. This home is zoned for highly rated Winter Park schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. There is an optional HOA in the Winter Park Pines community.

1317 Medinah Court, Winter Park

$724,900
4 Beds 4 Baths Landings At Hawks Crest SubDv. 32792 Zip Code
Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today.

1340 Blue Stem Lane, Winter Park

$440,900
4 Beds 2 Baths Winter Park Forest SubDv. 32792 Zip Code
Welcome to 824 Garrett Court, a beautifully updated 4-bedroom, 2-bath home located on a quiet cul-de-sac in the highly desirable Winter Park Forest community. This bright and spacious residence is one of the only homes listed in this sought-after neighborhood in 2025. The interior features luxury vinyl flooring throughout, 4inch baseboards, an updated kitchen with stainless steel appliances (including a gas range and gas water heater) quartz countertops and fresh lighting throughout. Additional upgrades include newer windows and doors, a roof replaced in 2019, AC replaced in 2018, and ductwork encapsulated in 2024 for enhanced efficiency and air quality. The exterior is equally impressive, situated on a 0.23-acre lot with zoysia grass (extensive sprinkler system) and fruit trees throughout the entire yard. Enjoy peace of mind with a new fence installed in 2019, as well as gutters and fresh exterior paint. The screened-in back porch provides the perfect space for year-round outdoor living. Winter Park Forest is known for its close-knit community, tree-lined streets, and prime location. It sits just 5 minutes from Publix, Sprouts, Aldi and Costco and less than ten minutes from Park Ave and downtown Winter Park. The home is zoned for top-rated Lakemont Elementary, Maitland Middle, and Winter Park High School. Don’t miss this rare opportunity to own in one of Winter Park’s most coveted neighborhoods.

824 Garrett Court, Winter Park

$560,000
4 Beds 2 Baths Brookshire Heights SubDv. 32792 Zip Code
Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to a bright and inviting living room with sliding doors to the backyard and a shared fireplace with the adjacent family room. The family room offers built-in shelving, cabinet storage, and sliding doors leading to a screened-in porch. The kitchen connects to a spacious laundry room with built-in cabinetry and floating shelves, with direct access to an oversized two-car garage featuring built-in shelving and storage cabinets. On the opposite side of the laundry room is a functional mudroom with an additional door to the backyard. The primary bedroom features a walk-in closet with excellent natural light. The primary bathroom includes a walk-in shower, granite countertops, and built-in storage. The secondary bathroom also offers granite countertops, built-in storage, and a bathtub. Throughout the home you will find abundant storage, exceptional natural light, and new remote-controlled ceiling fans. Major updates include a new HVAC system, full plumbing re-pipe, updated electrical panel, exterior flood lighting, new flooring, new fence, new dishwasher, and chimney repairs completed in 2021. Additional improvements include new garage doors and openers in 2024, and in 2025 a new refrigerator, new roof with a 10-year warranty, fresh interior paint, a landscape refresh, and brand new windows.

2350 Cady Way, Winter Park

$525,000
4 Beds 2 Baths Casa Aloma SubDv. 32792 Zip Code
Welcome to 2665 Tierra Circle, a captivating Mediterranean-inspired residence nestled in the desirable Casa Aloma neighborhood of Winter Park. This thoughtfully maintained 4-bedroom, 2-bath home spans 1,885 square feet and has been lovingly cared for by a single owner for the past 23 years, evident in every detail throughout. Step inside to discover a flowing floor plan featuring distinct living, dining, and family rooms, all bathed in abundant natural light, particularly during the afternoon hours. The home's signature feature is its numerous French doors that seamlessly connect the interior spaces to enchanting garden islander styled courtyard areas, creating an indoor-outdoor living experience reminiscent of classic Mediterranean architecture. Elegant tile flooring flows throughout the home, complemented by crown molding that adds a refined touch to each room. The primary bedroom serves as a private retreat with its en suite bathroom featuring a walk-in shower, while three additional guest bedrooms share a well-appointed hall bath. Notably, the dividing wall between the third and fourth bedrooms has been removed to create a generous suite, offering flexibility to reinstate a fourth private bedroom with simple drywall installation if desired. The true showpiece of this property is the mature landscaping and garden spaces that surround the home, offering multiple courtyard areas perfect for entertaining or peaceful relaxation. The private pool provides a refreshing escape, while block walls throughout ensure complete privacy on the spacious 0.24-acre corner lot. Practical updates include a 2021 HVAC system and 2019 roof, natural gas utilities, and a large laundry and storage room. The two-car garage completes this exceptional offering, presenting a rare opportunity to own a meticulously maintained retreat in one of Winter Park's most sought-after neighborhoods.

2665 Tierra Circle, Winter Park

$499,000
4 Beds 2 Baths Winter Woods Unit 01 SubDv. 32792 Zip Code
Under contract-accepting backup offers. PRICE REDUCED!!! ROOF 4 yrs. old, newer A/C, In-ground Pool. Enclosed Patio — a beautifully maintained turnkey home nestled in the heart of Winter Park, one of Central Florida’s most sought-after communities. Surrounded by renowned golf courses, top-rated Seminole County schools, lush parks, and family-friendly neighborhoods, this exceptional residence offers the perfect blend of comfort, convenience, and the elevated Winter Park lifestyle buyers are searching for. This spacious 4-bedroom + office home is completely move-in ready and vacant — just bring your furniture and clothes and start living! From the moment you walk through the front door, you’ll love the bright open-concept layout filled with natural light, updated finishes, granite countertops, modern appliances, and an inviting wood-burning fireplace that creates the perfect family gathering space. Designed for entertaining and Florida living, the oversized Florida room/lanai overlooks a stunning private pool and beautifully landscaped fenced backyard, creating the ultimate indoor-outdoor experience. Whether hosting weekend BBQs, pool parties, holiday gatherings, or simply relaxing after work, this home was built for making memories. Additional highlights include: • 2,092 square feet of living space • 4 bedrooms plus dedicated office/bonus room • Large open kitchen with granite countertops and abundant cabinet space • Spacious primary suite with pool views • Huge covered Florida room perfect for entertaining • Private in-ground pool • Full irrigation system and landscaped yard • Wood-burning fireplace • NO HOA • Attached 2-car garage plus additional parking • Fully fenced backyard for privacy and pets • Move-in ready condition Located in the highly desirable Winter Woods/Lake Howell area, this home is centrally positioned near major highways including SR-417, I-4, Howell Branch Road, and SR-436, making commuting to Downtown Orlando, Winter Park Village, UCF, Orlando International Airport, beaches, shopping, dining, and all Central Florida attractions incredibly convenient. Winter Park is known for its charm, tree-lined streets, upscale dining, boutique shopping, beautiful golf communities, and strong sense of community. Families love the area for its excellent schools, nearby parks, recreational amenities, and safe neighborhood atmosphere. This is more than just a home — it’s a lifestyle opportunity in one of Florida’s premier communities.

2217 Sussex Road, Winter Park

$730,000
4 Beds 2 Baths Kenilworth Estates SubDv. 32792 Zip Code
Discover the perfect blend of mid-century modern architecture and contemporary living in this beautifully updated 4-bedroom, 2-bath residence offering over 2,500 square feet of thoughtfully designed space. Situated on a spacious lot in a private cul-de-sac, this home features an inviting open floor plan, soaring vaulted ceilings, and abundant natural light that highlights its clean lines and modern finishes. The heart of the home is the expansive and sleek kitchen, showcasing contemporary espresso cabinetry, quartz countertops, stainless appliances, and a generous breakfast bar with seating for 4. An additional living space/bonus room adds versatility for work, play, or entertaining. The updated hall bathroom features an extended quartz countertop, tiled tub/shower, and striking basketweave-patterned flooring, complementing the home’s timeless aesthetic. Retreat to the private primary suite, complete with a walk-in closet, recessed lighting, and a beautifully finished ensuite bathroom offering a double vanity with quartz countertop, added cabinetry for storage and a spacious frameless glass enclosed shower with double shower heads. The home also includes a generous laundry/mud room with built-in cabinetry and sink, recessed lighting, and ceiling fans throughout. The fully fenced backyard provides exceptional outdoor living with ample room to garden, play, or entertain, and includes a utility shed to provide tons of storage. Ideally located, this home is just minutes from Winter Park Pines Golf Course, Cady Way Pool, parks, and tennis courts, with convenient proximity to the AdventHealth, Crosby Wellness Center, and major educational institutions including UCF, Rollins College, and Full Sail University. Enjoy access to top-rated Winter Park schools—Brookshire Elementary, Glenridge Middle, and Winter Park High—and a lifestyle enriched by nearby amenities such as the shops and restaurants and Baldwin Park Village Center and scenic walking paths along Lake Baldwin. This is a rare opportunity to own a stylish mid-century modern home in one of Winter Park’s most desirable and connected locations. ROOF - 2025 HVAC - 2019 ELECTRICAL - 2019 PLUMBING - 2019/2022 WATER HEATER - 2019

1213 Lindenwood Lane, Winter Park

$670,000
4 Beds 3 Baths Meadows At Hawks Crest SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. This is not just a listing—it is the rare, fully-curated luxury opportunity you’ve been waiting for inside Winter Park’s security-gated Hawks Crest community. This 4-Bedroom, 2.5-Bathroom Taylor Morrison home, built just 5 years ago, professionally cleaned and has been elevated by a recent $20,000+ DESIGNER transformation, making it superior to any comparable new construction. We've handled every high-end detail; you simply move in. The curb appeal is instant, featuring freshly trimmed landscaping, a paver driveway and tile roof for longevity. The interior is pure sophistication. The open-concept living area boasts architectural drama, highlighted by stunning, custom-made 18-FOOT CURTAIN DRAPES (a $5,000 investment) that accentuate the room's height. The kitchen is a chef’s dream, centered around the cutting-edge Samsung BESPOKE refrigerator, complemented by refined cabinetry hardware and brand-new, premium plumbing fixtures. Your HOA DUES COVER FITNESS CENTER, POOL, DOCK, CLUBHOUSE, AND FULL LAWN MAINTENANCE, ensuring a low-maintenance, turn-key experience from day one. Every space radiates quality: the new Designer LIGHTING PACKAGE creates the perfect ambiance throughout, while all baths are appointed with sleek contemporary mirrors and modern accents, including a premium Kohler toilet in the Master Suite. Functionality is also premium, featuring a newly installed, $7,000 value of top-quality exterior GUTTERS for superior drainage and protection. Step outside to your private, beautifully constructed enclosed outdoor sanctuary, offering comfortable, year-round enjoyment. The location is unparalleled: less than a short distance from Park Maitland Preschool, Kelly’s Ice Cream, and Foxtail Coffee right at the community entrance. You are moments from everything: 15 minutes to Park Avenue and rapid access to Orlando's best. It is also perfectly positioned for easy access to world-class entertainment, being just 40 minutes from Walt Disney World and Universal's Epic Studios. This is the chance to secure a truly turn-key, designer-finished home in Winter Park, positioned to sell immediately. With a level of finish this immaculate and demand this high. If you want this home, tell your agent to secure your time slot immediately.

1127 Wildmeadow Run, Winter Park

$1,375,000
4 Beds 5 Baths Park Manor SubDv. 32792 Zip Code
Nestled on a quiet street in the heart of Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

1807 Yorkshire Drive, Winter Park

$750,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
The home you’ve been waiting for—an exceptional Winter Park residence offering a private pool and golf views. Situated at 1712 Golfside, this property welcomes you with a picturesque oak-lined street, a paver driveway, and timeless architectural character. Every element has been designed to deliver a sophisticated blend of comfort, style, and effortless living. This beautifully reimagined four-bedroom, two-bath home offers a modern open-concept layout featuring a wood burning fireplace and a stunning NEW kitchen. Custom cabinetry, stainless steel appliances, and an oversized quartz island with extra storage create a seamless space for gatherings and everyday enjoyment. Laminate flooring flows throughout the home, enhancing its clean aesthetic, while French doors extend the living space outdoors for a natural connection between indoor relaxation and poolside entertaining. The primary suite is a private retreat featuring a flexible office, nursery, or sitting area; a spacious walk-in closet with custom built-ins; and an elegantly modern en-suite bath with warm tones, a walk-in shower, and refined fixtures. Additional bedrooms offer generous space, plantation shutters, and well-appointed closets, contributing to the home’s balanced and thoughtful layout. Outdoors, the residence continues to impress with a NEWLY RESURFACED, HEATED POOL and spa, accessible from multiple rooms for effortless flow. A covered patio, mature landscaping, fenced yard and expansive pool deck create an ideal setting for morning coffee, quiet moments overlooking the chipping green, or hosting guests in a serene, resort-like environment. This premier location provides rare proximity near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, Baldwin Park, Park Avenue, UCF, and Full Sail. Also conveniently nearby are AdventHealth Winter Park, Crosby Wellness, and everyday shopping, where convenience meets connection. Recent upgrades include a 2022 ROOF, plumbing and electrical improvements, and extensive interior updates completed in 2024, including new flooring and a full kitchen renovation. A transferable home warranty adds an additional layer of assurance. 1712 Golfside delivers a refined living experience in one of Winter Park’s most desirable settings, offering the perfect balance of luxury, comfort, and everyday ease.

1712 Golfside Drive, Winter Park

$450,000
4 Beds 3 Baths Winter Park Pines SubDv. 32792 Zip Code
Priced to sell! Welcome to this 4-bedroom, 3-bathroom home offering 1,829 sq. ft. of inviting living space in one of Winter Park’s most desirable neighborhoods. Inside, you’ll find a spacious family room with plenty of natural light from large windows, and elegant French doors leading to the porch. The split floor plan of this home provides privacy and comfort for the primary suite that features its own set of French doors that open to the screened porch, along with an updated en-suite bathroom. Additional highlights include ceiling fans in all bedrooms, stylish window shutters throughout, and an updated guest bathroom. Outside, enjoy relaxing on the screened porch overlooking the peaceful yard, perfect for morning coffee or evening gatherings. The home also offers a two-car garage and sits on a quiet street surrounded by well-kept homes. Located just 1 mile from Winter Park High School, under 4 miles to Park Avenue and Rollins College, and just 10 miles from Orlando International Airport, this home offers both comfort and convenience. Golf enthusiasts will appreciate being just minutes from Winter Park Pines Golf Course. You’ll also love being close to top-rated schools, shopping, and dining. This home blends charm, functionality, and an unbeatable location—schedule your showing today!

639 Friar Road, Winter Park

$1,088,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
66,500 PRICE IMPROVEMENT! Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot with over 200k in upgrades, in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency. Step into your private outdoor oasis featuring a custom screened, saltwater, self-cleaning pool and spa with electric heat, LED color-changing lights, and an illuminated screen enclosure that creates an unforgettable nighttime ambiance. The expanded patio includes a custom outdoor kitchen complete with Quartz counters, stainless grill with hood, Green Egg, refrigerator, sink, backsplash, and ample cabinetry—perfect for entertaining family and friends. Enjoy beautifully manicured landscaping, French drains to the pond, and gutters for worry-free maintenance. Inside, sophistication meets comfort. The home features 10-foot ceilings, 8-foot doors, wood plank tile flooring throughout (no carpet), and plantation shutters in all main living areas, besides the Living room. Elegant crown molding, neutral Sherwin Williams paint, and upgraded lighting and fans add to the refined atmosphere. The chef’s kitchen is a showstopper with solid wood, soft-close shaker cabinets, Quartz countertops, a large island with breakfast bar, pendant and recessed lighting, stainless steel LG and KitchenAid appliances including a double oven, tile backsplash, a walk-in pantry, and a separate Butler’s pantry for additional storage and prep space. This desirable 3-way split floor plan offers privacy for everyone. One secondary bedroom enjoys its own private bath, while two others share a beautifully appointed pool bath featuring Granite counters, shaker cabinetry, and a tiled shower. The dedicated office with double French doors is ideal for working from home. The spacious primary suite is truly a retreat with its own views to the pool area, a luxurious en suite bath featuring double vanities, Granite counters, a garden tub, walk-in shower with glass panels, private water closet, and a custom walk-in closet system that will impress. Additional highlights include: • Laundry room with cabinetry and plumbing for a utility sink • 3-car garage with epoxy flooring and mounted television • All televisions convey, including the outdoor-rated SunbriteTV • Carrier HVAC systems for comfort and efficiency • Recently painted garage doors • Recently cleaned and sealed pavers front and back • Pet screen at bottom and a few side panels of pool Residents of Hawk’s Crest enjoy resort-style community amenities, including a community center with gym, resort pool with a splash pad, elegant clubhouse, multiple playgrounds, dog park (just three doors down!), cornhole area, hammocks, and grilling/picnic areas. Take a relaxing stroll on the private boardwalk to Lake Howell, where you can fish, kayak, paddleboard, or watch the sunset from the gazebo. This gated community with a virtual guard offers both privacy and peace of mind. Don’t miss your chance to own this one-of-a-kind home that perfectly blends elegance, functionality, and the best of Florida living. All you need to do is hire the movers!

1092 Wading Waters Circle, Winter Park

$755,000
4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model by Meritage Homes, perfectly situated towards the end of a cul de sac in the gated community called Hawks Crest, near Lake Howell. This well maintained 2019 built home has 4-bedrooms and 3-bathrooms and is move-in ready, the residence combines elegant design, thoughtful upgrades, and a resort-style living atmosphere. Step inside to an inviting open floor plan highlighted by tray ceilings, upgraded appliances, and energy-efficient smart home features. The walk-in custom pantry, custom upgraded primary closet with an island, and other custom closet and storage areas, along with the custom modern laundry room are meaningfully placed throughout the home. In the kitchen, there is a double oven, a large pantry, and numerous pull-out drawers in the lower cabinets which make organization clean and effortless. Relax in the screened in patio as you enjoy the view of greenery and trees which is deemed as conservation. At night, turn on the market lighting and utilize the custom roller shade for the sliding glass door. The large backyard is fenced in with sturdy iron rod fencing. The backyard area is large enough for a possible pool, playground, and a large open area for hosting and pets. Additional features include electrical vehicle (EV) charging pre-wiring in the garage, overhead custom garage storage, installed gutters, and a Ring camera system for added peace of mind. Residents of Hawks Crest enjoy exclusive amenities such as access to a clubhouse for hosting personal events and celebrations, a resort style community pool, splash pad, a community bbq area, community dock and pier, two playgrounds, and a 24-hour fitness center. Living here gives you convenient access to Park Avenue, Winter Park Village, hundreds of restaurants, many shopping areas, and top-rated schools. Built in 2019, this timeless home offers the perfect blend of comfort, sophistication, and location. Schedule your private showing today—your Winter Park lifestyle awaits! The listing agent is owner.

2074 Laurelwood Way, Winter Park

$1,075,000
4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass sliders that open to a tranquil resort-style retreat. At the heart of the home, the chef’s kitchen features quartz countertops, elegantly crafted cabinetry and designer lighting, complemented by adjacent dining and gathering areas ideal for hosting. The residence offers four spacious bedrooms, three beautifully appointed baths, and a three-car garage equipped with built-in cabinets and storage racks for added convenience. Additional highlights include a custom primary suite closet and a beautifully designed laundry room, both thoughtfully tailored for organization and functionality. A premium surround sound system enhances the interior and extends outdoors to the pool and patio area, creating a seamless atmosphere for everyday living and entertainment. Outdoors, a private saltwater pool and spa await, heated by gas and equipped with an automatic fill and drain system for effortless enjoyment. The fully fenced backyard, with no rear neighbors, is framed by lush tropical landscaping, complete with three gated entries and a serene fire pit retreat, providing privacy and tranquility. Residents of Hawks Crest enjoy a thoughtfully designed community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds and a dog park, along with exclusive access to Lake Howell. For added convenience, Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee Co. are right at the front of the neighborhood. This remarkable home captures the essence of luxury, comfort and contemporary Florida living.

1245 Wading Waters Circle, Winter Park

$495,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step through the front door into a travertine-floored foyer overlooking the open living and dining areas — ideal for entertaining or relaxing in natural light. The modern kitchen features: Painted wood cabinetry, Granite countertops and stainless steel appliances (range, refrigerator, microwave, dishwasher, and wine fridge), Peninsula bar with prep sink for easy meal prep, French doors opening to the backyard. All four bedrooms feature ceiling fans and brand new textured carpet. The primary suite includes two closets and an updated marble-tiled bath. Enjoy the fully fenced backyard with garden space and irrigation system—perfect for pets, play, or quiet evenings under the trees. There’s also extra storage off the courtyard-entry carport, plus a pantry and coat closet for everyday convenience. Insulated, upgraded windows, Upgraded electrical service, Fresh paint throughout, New carpet and fixtures. The prime location is located just steps from Winter Park Pines Golf Course and minutes from Park Avenue, Winter Park Village, and Baldwin Park Town Center. Convenient to shopping, dining, and top-rated schools.

422 S Ranger Boulevard, Winter Park