Refine Search
Map
Sort by
$485,000
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to 2809 Casa Aloma — a beautifully updated 3-bedroom, 2-bath charming home located on a quiet cul-de-sac in desirable Winter Park. Originally one of the subdivision’s model homes "Monaco", this property blends French Provincial design with extensive modern upgrades. Major improvements include a 2021 Architectural roof, 2019 A/C system, 2021 Series 4000 double hung double pane hurricane impact windows with designed tinting, upgraded gas meter for generator, Culligan high efficiency water softener, 2022 gas water heater, 2021 vinyl fencing, Comfort 834 jacuzzi hot tub, Ring security devices transferrable, 3 TV's and wall mounts, washer/dryer, and a Generac 24000 standby natural gas whole-house generator 2022 — providing efficiency and peace of mind. The renovated interior features a bright, functional layout and a natural gas range in the updated kitchen, Bathrooms with Moen All in One Spa w/Bluetooth. Enjoy Florida living year-round from the large covered back porch overlooking a fully fenced backyard with low-maintenance artificial turf, Jacuzzi, and storage shed. The oversized two-car garage adds convenience and additional storage. Ideally located just minutes from the shopping and dining of Park Avenue, outdoor recreation at Kraft Azalea Garden, and cultural attractions including the Charles Hosmer Morse Museum of American Art. Convenient access to Advent Health Winter Park and nearby commuter routes make this location as practical as it is desirable. Experience the comfort of a move-in ready home in one of Central Florida’s most established and sought-after communities. Existing well capped, possible to reuse. Ring security system is active on the exterior and has audio/visual capabilities.

2809 Casa Aloma Way, Winter Park
$549,000
3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code
Nicely UPDATED Winter Park home offers a GAME ROOM and an OFFICE in addition to three bedrooms. Wonderful family home! Recent improvements include AC (2025). In 2026: NEW ROOF, Quartz counters in kitchen, new dishwasher, luxury vinyl throughout, new cabinets & Quartz counters in both bathrooms, new tub & tile in hall bath, new walk-in shower (2024) in primary bath, new lighting, all new door hardware, total interior painted. Water heater 2020 and windows & sliding door in 2018. Wood burning stone fireplace in living room. Spacious primary suite with walk-in closet. Large lot on cul-de-sac. Winter Park High School. Quiet neighborhood with easy access to UCF and Hwy. 417.

4033 Yacht Court, Winter Park
$430,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Wake up to tranquil lake views and effortless luxury in this like-new 3-bedroom, 2.5-bath townhome, built in 2022 and perfectly positioned in the highly sought-after Enclave at Hawks Crest. From the moment you arrive, this home delivers the ideal blend of modern design, serene surroundings, and unbeatable location. Step inside to a bright, airy open floor plan with soaring ceilings and abundant natural light, creating a warm atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a showstopper; sleek modern appliances, generous counter space, and thoughtful design make it a dream for cooking, hosting, or casual mornings at home. Flow seamlessly into the inviting living area and out to your private pond view patio, where peaceful water views set the scene for morning coffee or sunset dinners. Upstairs, the oversized primary suite is your personal retreat, offering a calm, spa-like ensuite bath and plenty of space to unwind. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. Beyond the home, enjoy resort-style living with an amazing community pool and a location that truly shines. Kelly’s Ice Cream and Foxtail Coffee are just a one-block stroll away, and iconic Park Avenue in Winter Park is only a 10-minute drive, placing dining, shopping, and entertainment right at your fingertips. This is more than a home it’s a lifestyle of water view serenity, walkable conveniences, and modern elegance. Opportunities like this don’t come often… don’t miss your chance to call it yours. Home was stage on 1st level in the photos. Home is tenant occupied and kept immaculate. They would also be willing to stay on and rent if purchased by an investor.

1375 Merrydale Way, Winter Park
$400,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code
Welcome to 1360 Westdale Ave, a well-maintained Winter Park pool home located in a quiet established neighborhood within the Seminole County school district and no HOA. This property offers a functional layout with multiple living spaces, including a formal dining area, sitting room, and spacious living room, creating flexibility for everyday living and entertaining. The interior is comfortable and easy to maintain, featuring no carpet throughout, new fiberglass insulation, a 4-year-old AC system, and an 8-year-old roof.Outdoor living is a standout feature. The screen-enclosed pool overlooks an oversized fenced yard with no rear neighbors, providing privacy and space for pets, gardening, or gatherings. The lot offers room to enjoy Florida living year-round. Conveniently located minutes from Park Avenue shopping and dining, Kraft Azalea Park, Mead Botanical Garden, and the Winter Park Chain of Lakes. Quick access to I-4, SR 417, and SunRail allows for an easy commute to Orlando and surrounding areas. A solid opportunity for buyers seeking a manageable home with private outdoor space in a desirable Winter Park location.

1360 Westdale Avenue, Winter Park
$376,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 13 SubDv. ⋅ 32792 Zip Code
Location Location Location! Spacious three-bedroom, two-bath home offering versatile living areas and a functional layout. Features include a separate family room and living room, plus a dedicated office ideal for remote work or flex use. The kitchen flows easily into the main living spaces, making it great for everyday living and entertaining. Step outside to a large backyard with plenty of room to relax, play, or garden, and enjoy year-round comfort on the screened porch. A well-designed home with room to spread out both indoors and out. Home was replumbed in Dec 2025 along with a new hot water heater. Refrigerator and disposal are Jan 2026. The roof is 7 years old and the HVAC system is 6 years old. Entire interior and exterior of house painted in 2026. This is a must see!

3324 Balsam Drive, Winter Park
$401,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 14 SubDv. ⋅ 32792 Zip Code
Situated in an established Winter Park neighborhood, this single-family residence offers a functional layout with generous living space designed for everyday comfort. The home features multiple living areas that provide flexibility for daily living, entertaining, or work-from-home needs. Conveniently located near major roadways, public transit, shopping, dining, and surrounding Central Florida destinations, this property offers a balanced blend of accessibility and neighborhood appeal within Seminole County.

3330 Coleus Court, Winter Park
$345,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
Welcome to this charming 3-bedroom, 2-bath home located in a convenient Winter Park neighborhood with no HOA. Offering 1,676 square feet, this home features vaulted ceilings accented by wood beams, creating a bright and open living space with character. The kitchen comes equipped with stainless steel appliances, and the functional layout provides comfortable living with room to make it your own. Enjoy outdoor living with a screened-in back porch overlooking a large backyard—ideal for relaxing, entertaining, or future landscaping possibilities. A 2-car garage adds everyday convenience and storage. This home presents a great opportunity for buyers looking to personalize a property and add value over time. Centrally located near shopping, dining, and major roadways, this is a solid home with strong potential in an established area.

7508 Glenmoor Lane, Winter Park
$1,670,000
5 Beds ⋅ 5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Welcome to this stunning modern custom smart home, a true statement of luxury and design offering 3,033 square feet of impeccably curated living space with 5 bedrooms and 4.5 bathrooms. From the moment you arrive, the pavered driveway, architectural lighting, and manicured landscaping set the tone for a home built for both elegance and ease. The heart of the home is bathed in natural light, thanks to oversized picture windows that frame every space beautifully. Wide-plank wood flooring, 7.5” baseboards, crown molding, and custom lighting elevate the open-concept design, while built-in cabinetry and floating shelves add warmth and sophistication. This home was designed to entertain effortlessly—indoors and out. The gourmet kitchen is nothing short of exceptional, featuring top-of-the-line Thermador appliances, a gas cooktop, built-in convection ovens,quartz countertops, and custom cabinetry to the ceiling with extra under-island storage. A fully equipped extra prep kitchen enhances functionality, while a wine refrigerator and elegant finishes make hosting unforgettable gatherings seamless and stylish. The luxurious primary suite is a private sanctuary, offering generous space and serene ambiance. The spa-inspired ensuite boasts dual sinks, a soaking tub, and refined finishes throughout. Two expansive walk-in custom closets provide exceptional storage and organization, completing a retreat designed for comfort, indulgence and a peaceful view of the pool. Four additional bedrooms—each thoughtfully designed—offer flexibility for family, guests, or home offices. Custom closets and beautifully appointed bathrooms ensure comfort and privacy for everyone. Step outside to your own private oasis. The smart saltwater pool features a sun shelf and advanced automation, perfect for relaxation or entertaining. A motorized screen encloses the lanai, creating a seamless indoor-outdoor living experience. The fully outfitted outdoor kitchen includes a grill, sink, and refrigerator, ideal for al fresco dining. Pavered patios, landscape lighting, and lush surroundings complete the resort-style feel. This home is equipped with EV chargers, electric shades, a second laundry room upstairs, a full security system with cameras, gutters, termite bond, and a smart pool system, blending cutting-edge technology with peace of mind. Perfectly situated near top-rated schools, popular restaurants, and the Winter Park Pines golf course, this home offers both convenience and lifestyle—an entertainer’s dream in an unbeatable location.

501 Darcey Drive, 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
$480,000
3 Beds ⋅ 2 Baths ⋅ Quail Run SubDv. ⋅ 32792 Zip Code
Charming home nestled in a small, quaint community on spacious, custom-home lots. This well-maintained 3-bedroom, 2-bath residence with a dedicated office is situated on over a quarter-acre towards the end of a quiet cul-de-sac. The kitchen features white shaker cabinetry, stainless steel appliances with the refrigerator and dishwasher having been replaced just 3 years ago. The exotic-grade granite countertops pair beautifully with the tile backsplash, creating a cohesive and elegant kitchen design. The family room is anchored by a brick, wood-burning fireplace. Both the family room and the primary bedroom have French doors to the covered, screened lanai—perfect for indoor-outdoor living. Step outside to a truly private backyard oasis, professionally landscaped by Victor Dorantes and adorned with mature fruit trees, including mango and papaya. Major upgrades provide peace of mind and energy efficiency, including new energy-efficient windows (2021), a new roof (2021), new HVAC system (2020), and new hot water heater. Additional improvements include new ceiling fans and light fixtures, popcorn ceiling removal with textured knockdown finish, a remodeled hall bathroom, added gutters, and an updated irrigation system—plus much more. The garage has added square feet in height (15’9” wide x 9’10” high) that will easily accommodates boats, SUVs, trucks, or trailers. Be sure to review the Features & Benefits Sheet for a complete list of upgrades. This move-in-ready home has been meticulously cared for—schedule your showing and make it yours today!

4591 Whimbrel Place, Winter Park
$400,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Discover a delightful pool home nestled in the heart of vibrant Winter Park, where you can enjoy the freedom of no HOA. Sunlight pours into every room, creating a warm and inviting atmosphere ideal for first-time buyers or families seeking a lovingly maintained, move-in-ready retreat. The kitchen features sleek granite countertops, abundant cabinetry, and all appliances, seamlessly flowing into the dining area for effortless entertaining and everyday living. Durable tile floors add style and practicality throughout the main spaces. Step onto the enclosed porch, a cozy spot overlooking a spacious backyard with a sparkling pool and privacy fence, perfect for unwinding or hosting memorable gatherings. Enjoy peace of mind with no HOA and several thoughtful updates: including a new roof was replaced in 2015, a heating and cooling system was replaced in 2019, enhanced attic & updated air conditioning ducts in 2020, garage door was replaced & vinyl floors installed in all three bedrooms in 2022, and parts of the hot water heater were replaced in 2025. The home also has a fully paid-off solar system, which helps lower electric bills and saves you money. Conveniently close to Winter Park’s best shopping, dining, medical offices, UCF, and major roads, making it easy to enjoy everything in the area. Whether you’re celebrating by the pool or enjoying a quiet morning on the porch, this move-in-ready house is ready for your special moments. Come see where your next chapter can start.

5547 Garden Grove Circle, Winter Park
$710,000
5 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Experience the best of Winter Park living at 630 Saint Dunstan Way, where modern comfort meets everyday functionality. Located just one block from the Cady Way Biking and Walking Trail, this beautifully renovated home showcases a stunning kitchen with a statement island, beverage center, and custom coffee station—perfect for both daily living and entertaining. The spacious primary suite features a double-vanity bath and an oversized walk-in closet, a rare find in this area. Major recent upgrades include a 2024 roof and 2022 A/C, offering peace of mind for years to come. Additional highlights include a private irrigation well, an electric panel wired for generator hookup, and two dedicated office spaces providing exceptional flexibility for work or lifestyle needs. Enjoy Florida living outdoors with a screened-in back patio, outdoor shower, and a fully fenced private yard with no rear neighbors. Ideally situated near Downtown Winter Park and Park Avenue, with easy access to Baldwin Park, UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Orlando International Airport. Just minutes from Cady Way Park, the community pool, and new pickleball courts. This home delivers what buyers want most: modern updates, walkable convenience, and the unmistakable charm of Winter Park.

630 Saint Dunstan Way, Winter Park
$875,000
5 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code
Luxury living meets the fairways in this exceptional 5/2, 2554 sqft. retreat, perfectly positioned across from the Winter Park Pines Golf Course and its vibrant clubhouse for dining and drinks. Professionally designed from top to bottom, this sun-filled home blends timeless elegance with modern peace of mind—every detail thoughtfully upgraded, every space beautifully curated. Inside, natural light pours through double-paned Pella picture windows framed by classic wood sills, highlighting Shaw engineered wood flooring and plantation shutters throughout. The home has been fully transformed with brand-new, completely rewired electrical, new drywall, texture, trim, newer doors, and thoughtfully updated lighting including recessed can lighting—offering both beauty and confidence behind the walls. The kitchen is as functional as it is stunning, featuring granite countertops, newer stainless steel appliances, a Kohler farmhouse sink, wine refrigerator, and a large pantry—ideal for entertaining and everyday living alike. The private primary suite is a true retreat, showcasing a redesigned, spa-inspired bathroom and a custom-built oversized closet. A bonus room with picture windows provides flexible space for a home office, studio, or additional living area. Outdoor living is equally impressive, with a paver driveway, newer garage door, leaf-guarded gutters, and an inviting patio designed for entertaining. Enjoy evenings under the market lighting gathered around the fire pits, all supported by a newer irrigation system and well sprinkler system for easy upkeep. With countless thoughtful details throughout, this is more than a home—it’s a refined lifestyle in one of Winter Park’s most desirable golf course settings

2609 Summerfield Road, Winter Park
$544,900
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code
330 Elkhorn Ct is a beautifully renovated home located in the highly desired Winter Park Pines community. Freshly updated with a 2025 electric panel, 2025 A/C system, and a 2024 roof, offering modern efficiency, peace of mind, and big-ticket upgrades already taken care of! Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette that feels clean and inviting. The kitchen has been thoughtfully updated with shaker-style cabinetry, sleek countertops, stainless steel appliances, and designer finishes—including a farmhouse sink and gold hardware/fixtures that add a high-end touch. The bedrooms offer comfortable space with updated finishes throughout, while the oversized backyard provides plenty of room to relax, entertain, garden, or create your ideal outdoor setup. Conveniently located near shopping, dining, parks, and major roadways—and zoned for top-rated schools including Winter Park High School—this home is a standout opportunity in one of the area’s most sought-after neighborhoods. Owner says to bring all offers!

330 Elkhorn Court, Winter Park
$460,000
3 Beds ⋅ 2 Baths ⋅ Howell Estates 1st Add SubDv. ⋅ 32792 Zip Code
PRICE REDUCED!! Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Brand New Roof (2024) Replumbed (2024) New HVAC System, Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances. Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower. In the Family Room: Spacious layout with a cozy wood-burning fireplace, Oversized Garage: Perfect for larger vehicles, including SUVs. The backyard has a: New Fence, New Pergola and New Extended Porch. This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!

1052 Manchester Circle, 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
$370,000
3 Beds ⋅ 3 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code
Beautiful SPLIT plan, 3 bedroom 2 bath for sale. The property has been well maintained and it is ready for its new owners. The family room has a fireplace and the Kitchen features a breakfast nook opening on a private back yard. The natural gas community features a fishing dock, sports courts, playground and walking paths and is within 5 minutes to shopping and restaurants, 20 minutes to Park Avenue and 30 minutes to Downtown Orlando. Extra bonus…..zoned for the fabulous Seminole County Schools. This central location has it all! The roof was replaced in 2020 and the AC was recently replaced ! School district and room dimensions to be independently verified.

1448 E Brookshire Court, Winter Park
$450,000
3 Beds ⋅ 3 Baths ⋅ Lake Waunatta Village SubDv. ⋅ 32792 Zip Code
Welcome home to this immaculately maintained 3-bedroom, 3-bathroom brick home in Winter Park, ideally located in one of Central Florida’s most sought-after areas and offering the freedom of no HOA. Thoughtfully cared for and upgraded, this home blends timeless construction with modern comfort and exceptional functionality, making it perfect for everyday living and entertaining. The heart of the home is the stunning kitchen, featuring quartz countertops, an oversized farmhouse sink, stainless steel appliances, stylish cabinetry, and updated lighting, creating a bright and inviting space for cooking and gathering. Wood-look flooring flows through the main living areas, leading to a warm and welcoming living room highlighted by a charming painted brick fireplace. The spacious layout offers comfortable bedrooms and well-appointed bathrooms, providing flexibility for families, guests, or work-from-home needs. A large laundry room with a utility tub sink adds everyday convenience and functionality. Step outside to your private backyard retreat with a screened patio and sparkling pool, ideal for enjoying Florida living year-round. A storage shed in the backyard provides convenient space for tools, lawn equipment, and outdoor gear. The oversized two-car garage is a rare and valuable feature and includes a full bathroom with shower, making it perfect for a workshop, hobby area, home gym, or pool access. The garage refrigerator, workbench, and shelving convey, creating a move-in-ready space for projects and storage. Additional peace of mind comes with a roof replaced in 2021, adding long-term value and helping reduce insurance concerns. Located close to parks, shopping, dining, and everything Winter Park is known for, this home offers the perfect blend of style, flexibility, and lifestyle. This is a rare opportunity to own an immaculately maintained brick 3/3 home in Winter Park with no HOA, modern updates, and features that truly set it apart.

7618 Waunatta Court, 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
$424,900
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers unique architectural appeal paired with thoughtful modern enhancements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers excellent curb appeal and outdoor functionality. Inside, the home has seen numerous recent updates, including new quartz kitchen countertops (2025), updated bathrooms, and updated walls and flooring throughout. The bonus room provides flexibility for use as an additional bedroom, home office, or secondary living area. Major system improvements include PEX plumbing, a newly installed 17 SEER AC system, a new water heater, electrical updates completed in 2008, and a metal roof installed in 2013 over 1x12 tongue-and-groove decking, offering exceptional strength and longevity. The home is protected by an active termite bond, with Sentricon installed in 2025. The backyard is highlighted by a 15’ x 30’ in-ground pool, a new vinyl fence (2023), and a five-zone in-ground sprinkler system with a programmable timer. The property is located in Flood Zone X (no flood insurance required) and has no HOA. Enjoy an excellent location known for top-rated schools, just minutes from AdventHealth, Full Sail University, FL-436, and an abundance of shopping and dining options. Do not miss the opportunity to purchase a well-maintained home with proven rental income and long-term investment potential.

1367 Tierra Circle, Winter Park
$440,000
5 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
A Fully Renovated Gem in the Heart of Winter Park Welcome to this stunningly renovated 5-bedroom, 2-bathroom residence, perfectly positioned in one of Winter Park’s most sought-after neighborhoods. Offering over 2,000 square feet of beautifully designed living space, this home seamlessly blends modern elegance, everyday comfort, and an unbeatable Central Florida location—all set on a quiet, picturesque, tree-lined street. Exceptional Upgrades & Features Include: New A/C units (2021) Fully re-piped plumbing New water heater Elegant porcelain tile and plush carpeting New baseboards throughout At the heart of the home is a show-stopping chef’s kitchen, thoughtfully redesigned with brand-new solid wood shaker cabinetry, sleek quartz countertops, a farmhouse-style sink, and stainless steel appliances—perfectly balancing style, durability, and functionality. The open-concept floor plan flows effortlessly into the expansive living and dining areas, creating an inviting space ideal for entertaining or everyday living. All five bedrooms offer exceptional versatility, easily accommodating family, guests, or a private home office. Both bathrooms have been completely remodeled with spa-inspired finishes, delivering a refined sense of luxury and relaxation. Step outside to a spacious backyard, perfect for pets, weekend gatherings, or outdoor entertaining, with ample room to add a pool or create your dream garden oasis. Unbeatable Location: Just minutes from Park Avenue, Full Sail University, the Cady Way Trail, and an impressive selection of dining, shopping, and cultural attractions, this home places you at the center of everything that makes Winter Park one of Central Florida’s most desirable communities. This move-in-ready home is a rare opportunity—offering modern upgrades, generous space, and a prime location.

1028 Princess Gate Boulevard, Winter Park
$400,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Needs TLC. Property is being sold as-is. Age of big ticket items unknown. Buyer/buyer's agent to verify condition of property via walkthrough. Limited-service listing - Please see realtor remarks for showing instructions.

2833 Prince John Road, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Welcome to the beautiful Winter Park! Roof is 5-years-old. A/C is about 6-years-old. Water heater is about 6-years-old. Property does have some damage in the ceiling of the garage where some water leaked prior to having a new roof placed in 2021. PLEASE NOTE I AM NOT AVAILABLE ON THE SABBATH/SATURDAYS.

1438 Tierra 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
$629,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome home to a place where hard work has been done and everyday living feels effortless. This beautifully renovated three-bedroom, two-bath home is move-in ready, offering peace of mind and thoughtful, classic updates throughout. It’s ideal for a family ready to settle in and start making memories from day one. Set directly along scenic Cady Way Trail, you’ll love having miles of paved paths right outside your door for biking, recreation and weekend adventures, all while staying connected to nearby parks, shops and Winter Park conveniences. The trail even connects to Brookshire Elementary School in under a five-minute walk. Inside, the home shines with fresh interior paint, smooth ceilings, updated lighting and fans, and durable NuCore waterproof LVP flooring throughout the main living and bedroom areas. Baths feature refreshed flooring, vanities and toilets, while the kitchen blends character and function with an added pantry for storage, restored terrazzo floors, new soft-close wood cabinetry, quartz countertops, gold hardware and an LG stainless steel appliance package. Classic touches elevate this kitchen to a whole new level and beckons for company. Outside, enjoy a freshly painted exterior, new vinyl fencing, a concrete patio ideal for play or entertaining, and updated garage door equipment and opener. A complete window package from New South windows brightens the space and gives a curb appeal that turns heads. Major systems are taken care of too, with a 2018 roof, 2024 electrical panels, a 2022 air-conditioning system, and recently cleaned air handler, compressor, and ductwork for added comfort and efficiency. This is the kind of home that lets you skip the projects and focus on what matters most like living, relaxing and enjoying your new neighborhood. Winter Park Pines is also home to an 18-hole public golf course and directly connects you to Baldwin Park via the trail.

513 Cornwall Road, 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
$387,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Modern upgrades meet peaceful lakeside living with NO REAR NEIGHBOR. Freshly painted inside and out, this refreshed home is move in ready and checks all the boxes. The modern kitchen features granite countertops, stainless steel appliances, custom pull out shelving, and plenty of counter space for cooking, coffee bars, and hosting friends. A charming atrium adds natural light and a unique architectural edge you wont find everywhere. Outback the private patio opens to scenic park views with no rear neighbors giving you the privacy and space you have been looking for. Just a short walk to Lake Florence, you'll also love the exclusive lakefront park with fishing pier, playground and tennis courts making outdoor active and scenic living part of everyday life.

1655 Tremont Lane, Winter Park
$425,000
3 Beds ⋅ 3 Baths ⋅ Autumn Glen SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Location is Everything. If you want the best home in the best location look no further. This three bedroom two and half bathroom home is located in the much desired Autumn Glen community. The home is perfect and has a very flexible floorplan with the 3rd bedroom currently configured as a loft with a closet for the work from home person and can be easily converted to a third bedroom if needed. The first floor features a spacious dining area and a step down into a large living room with sliders to pool and patio. The gourmet kitchen with eating space includes upgrades like Custom cabinets, Stainless appliances , reach in pantry breakfast bar and tile flooring all overlooking the living/dining area. The primary suite is located downstairs and features a walk in closet with hidden storage access under the stairs, updated primary bath with with upgraded vanity, custom lighting and garden tub. Upstairs features a large guest bedroom, updated guest bath and the loft than can easily converted to a third bedroom. Some of the updates on this home include, Newly painted interior, home has been replumbed and newer roof. Moving outside to the beautiful open air pool with spill over spa framed with tropical palm trees, banana tree, custom deck, additional storage shed, updated landscaping and all this surrounded by a fully fenced yard. The fenced yard provides privacy and room to enjoy the outdoors. The community is located just around the corner from Red Bug Elementary, Tuskawilla Middle and Lake Howell High School.. Other community features include tennis/pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for bringing your fishing pole. If you're looking for the right house in the right location, this is the one. Autumn Glen is ideally located just around the corner from Red Bug Elementary, Tuskawilla Middle, and Lake Howell High School. Community amenities include tennis and pickleball courts, a playground, and a gazebo overlooking the community pond—perfect for relaxing or casting a fishing line. If you’re looking for the right home in the right location, this is the one.

1816 Meadowgold Lane, Winter Park
$465,000
4 Beds ⋅ 3 Baths ⋅ Bear Gully Forest SubDv. ⋅ 32792 Zip Code
Price reduced!! Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.

4190 Bear Gully Road, Winter Park
$385,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood in winter park. The townhouse has perfect layout when you walk into the house, beautiful tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.

2232 Shadowland Loop, Winter Park