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$500,000
3 Beds 2 Baths Brookshire Heights 1st Add SubDv. 32792 Zip Code
Gorgeous move in ready or spacious corner lot to build your Dream Home, fully updated 3 bedroom, 2 full bath , corner lot home in a coveted Winter Park neighborhood! The interior is completely renovated throughout, including kitchen with stone countertops, two year old appliances, all new bathrooms with shower glass doors, flooring with plank tiles, two year old A/C unit and air handler, new lighting, roof 5 yrs old. Inside laundry room now included under air also provides newer washer and dryer. Interior and exterior freshly painted, new wooden fence, new spacious wooden back pergola, enlarged paver area in the back, new landscape, new shed, new irrigation system with well, new RV/ trailer garage with gravel, professionally installed garage epoxy, custom made closets, updated electrical breaker box, additional 220 electrical outlet for electric cars and more! This is a great location that is just blocks from Brookshire Well served by a variety of Top-Rated Orange County Schools, the neighborhood is only .5 miles to Brookshire Elementary, 1.8 miles to Glenridge Middle School, .3 miles to Winter Park High School and 3.2 miles to Rollins College. This Winter Park Community is surrounded by great outdoor activities including the Cady Way Trail, 2 miles from Baldwin Park, .7 miles from the Showalter Field and .8 miles from Winter Pines Golf Club. A shopping and dining gem, you will also be only 3.3 miles from Park Ave, 6.2 miles from Downtown Orlando and 1.4 miles away from the Winter Park Hospital. Call today before this one is gone! Decorations attached to the walls are not for sell.

2412 Middleton Avenue, Winter Park

$315,000
2 Beds 2 Baths Winter Park Pines Patio Homes SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Don’t miss out on this beautifully maintained, 2 bed, 2 bath, single story townhome in the sought after Winter Park Pines with a LOW HOA! As you make your way towards the entrance you have 2 private, fenced-in courtyard areas for sitting out for a morning coffee, home gardening, or just getting out to enjoy the weather. As you enter the home you see nicely updated kitchen with granite countertops, stainless steel appliances, and white cabinets. The great room is exactly that, with large vaulted ceilings and plenty of natural light. The spacious Owner’s Suite is complete with a gorgeous, recently renovated bathroom and walk-in closet!

615 Warrenton Road, Winter Park

$425,000
3 Beds 2 Baths Wrenwood Unit 3 3rd Add SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Beautifully Renovated 3-Bed, 2-Bath Home in Winter Park!!! Experience modern living at its finest in this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Park. Recently updated with a new roof (installed within the last six months), HVAC systembupdated within the last few years, and upgraded plumbing, this residence offers both peace of mind and contemporary style. The interior features a luxurious open-concept design with premium finishes, designer fixtures, and a fully remodeled kitchen complete with custom cabinetry and stainless steel appliances. The spacious primary suite includes a beautifully updated ensuite bathroom. Perfectly situated near A-rated schools, premier shopping, dining, and entertainment, this move-in-ready home delivers the ideal blend of elegance, comfort, and convenience in one of Central Florida’s most desirable locations.

5201 Ardmore Drive, Winter Park

$365,000
4 Beds 2 Baths Eastbrook Sub SubDv. 32792 Zip Code
Welcome Home to Eastbrook in Winter Park! This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, charm, and modern updates — all nestled on an OVERSIZED CORNER LOT in the desirable Eastbrook community with NO HOA and NO CDD. Step inside to find 1,530 sq ft of thoughtfully designed living space, freshly painted in 2025 to give every room a bright, inviting feel. The renovated primary bathroom shower (2025) adds a touch of luxury, while the repiped plumbing (2024) comes with a transferable 30-year warranty for peace of mind. Enjoy outdoor living at its best with a brand-new fence and paved driveway (2023). Major updates have already been taken care of, including a new HVAC (2021), new water heater (2023), and a 9-year-old roof, ensuring this home is move-in ready and worry-free. You’ll love the convenient location — just 10 minutes to Downtown Winter Park and 15 minutes to Baldwin Park, putting shopping, dining, and local charm right at your fingertips. Located in the heart of Winter Park, Eastbrook is known for its welcoming vibe, tree-lined streets, and proximity to top-rated schools, parks, and more. Whether you're a first-time buyer or simply ready for your next chapter, this home has everything you’ve been looking for — style, updates, and location all in one!

1083 Eastbrook Boulevard, Winter Park

$699,450
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

1346 Golfside Drive, Winter Park

$427,500
3 Beds 2 Baths Eastbrook Sub Unit 15 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Price ENHANCEMENT! The best value in the area. Do not miss out on the opportunity to be the next owner of Conifer Avenue! This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand NEW Roof, Brand NEW Water Heater 2025, HVAC 2020, entire replumb and newer windows throughout. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. As you stroll down the beautiful walkway into the stunning foyer with striking chandelier, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Three bedrooms and two full baths with oversized primary bedroom inviting French Doors leading you to garden and pool deck. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Gorgeous tile flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai porch and open swimming pool with large deck. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2152 Conifer Avenue, Winter Park

$445,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!

2420 Firstlight Way, Winter Park

$684,000
3 Beds 4 Baths Kawilla Crest SubDv. 32792 Zip Code
BEAUTIFULLY RENOVATED CUSTOM HOME IN WINTER PARK. THIS STUNNING 3 BEDROOM 3.5 BATH CUSTOM HOME BLENDS STYLE, COMFORT, AND CONVENIENCE IN ONE OF WINTER PARK'S MOST DESIRABLE NEIGHBORHOODS. ENJOY A NEW ROOF, RECENTLY RENOVATED KITCHEN AND MAIN LIVING AREA, CATHEDRAL CEILINGS THAT FILL THE HOME WITH NATURAL LIGHT. THE OPEN FLOOR PLAN IS PERFECT FOR FAMILY LIVING AND ENTERTAINMENT, WITH SEAMLESS FLOW TO RECENTLY UPDATED POOL WITH OUTDOOR FULL POOL BATH. BEAUTIFULLY LANDSCAPED FULLY FENCED BACKYARD. WITH SPACIOUS BEDROOMS AND LUXURIOUS PRIMARY BEDROOM SUITE WITH SITTING ROOM AND POSSIBLE OFFICE, AND LARGE BATHROOM WITH WALK IN CLOSET. THIS HOME HAS PLENTY OF ROOM FOR EVERYONE TO UNWIND. LOCATED NEAR TOP WINTER PARK SCHOOLS, SHOPPING AND DINING. THIS HOME COMBINES MODERN UPDATES WITH TIMELESS APPEAL. PERFECT FOR FAMILIES LOOKING TO ENJOY THE BEST OF WINTER PARK LIVING.

1909 Cyril Court, Winter Park

$899,000
4 Beds 3 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

1648 Cypress Point Lane, Winter Park

$1,234,800
5 Beds 5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Welcome to this Meritage Homes Kerrville II model in the highly sought-after gated community of Hawks Crest in Winter Park. Built for both comfort and sophistication, this impressive 5-bedroom, 4.5-bath residence offers 4,307 sq. ft. of beautifully designed living space and more than $186,000 in upgrades. Situated on a premium lot backing to conservation and Lake Howell, this home seamlessly blends energy efficiency with exceptional indoor and outdoor living. As you enter through the front door, you’re welcomed into a spacious open foyer that sets the tone for elegance. To your left is a formal living room, perfect for quiet conversation or reading. To the right, a large formal dining room easily accommodates gatherings of family and friends. Continue into the expansive great room and gourmet kitchen, where entertaining is effortless thanks to the built-in speaker system that fills the family, dining, living, and game rooms—as well as outdoor areas—with rich sound. The gourmet kitchen is a chef’s dream, featuring a large island with breakfast bar, stainless appliances, granite countertops, and abundant cabinet space. The first floor also includes a private guest suite with full bath ideal for multi-generational living or overnight guests. A half bath and pool bath provide easy access for visitors and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with conservation views, walk-in closets, and a spa-like bath with soaking tub, glass-enclosed shower, and dual vanities. The upper level also features three additional bedrooms and two full baths, providing plenty of space for family or guests. Movie nights will never be the same in the custom home theater, equipped with KEF speakers, dual 18-inch subwoofers (1,400 watts per channel), sound treatment panels, and projector wiring—all designed to deliver a cinematic experience at home. Outdoor living is where this home truly shines. Step outside to a 20' × 10' saltwater pool featuring a wading ledge and automated self-cleaning system for low-maintenance enjoyment. The paver patio and outdoor kitchen create the perfect setting for entertaining or unwinding. Upgrades include a Tesla solar system with 48 panels and two inverters, a new 3-ton A/C unit for upstairs, a variable-speed pool pump, and an upgraded Wi-Fi–controlled irrigation system. These thoughtful enhancements combine cutting-edge efficiency with exceptional comfort. Additional features include a three-car garage, spacious laundry room, and beautifully maintained landscaping with full irrigation. Residents of Hawks Crest enjoy resort-style amenities including a clubhouse, fitness center, pool, splash pad, playgrounds, dog park, and private dock on Lake Howell—perfect for kayaking, paddleboarding, or relaxing at sunset. The community’s prime location provides easy access to top-rated schools, boutique shopping, fine dining, and all that Winter Park offers. This is more than a home—it’s a statement of style, sophistication, and energy-smart living. Don’t miss your opportunity to own one of Hawks Crest’s most impressive properties. Schedule your private showing today and experience the perfect blend of design, technology, and Florida luxury living.

1065 Wading Waters Circle, Winter Park

$340,000
2 Beds 3 Baths Vistas At Lake Howell SubDv. 32792 Zip Code
Welcome to this beautifully updated 2-bedroom, 2.5-bath townhome in the highly sought-after gated community of Vistas at Lake Howell in Winter Park. Offering the perfect blend of comfort, style, and convenience, this home is move-in ready and filled with thoughtful upgrades. Step inside to an open floor plan with clear sightlines from the living and dining areas to the inviting screened patio—ideal for relaxing or entertaining. The kitchen features Corian countertops, solid wood cabinetry, stainless steel appliances, and room for a cozy breakfast table. Upstairs, you’ll find two spacious bedrooms, each with custom walk-in closets. The primary suite includes a beautifully updated ensuite bath with Corian countertops, dual sinks, and a new walk-in shower with glass doors. The second bedroom has private access to the hall bath—perfect for guests. A large loft between the bedrooms offers the perfect spot for a home office, lounge, or flex space with lots of storage space, plus convenient upstairs laundry with a full-size washer and dryer. Recent upgrades include New Hurricane-grade Sliding Glass Doors, New wood plank laminate Flooring on the main level, a New Water Heater, New AC, New Refrigerator, and New Dishwasher. The HOA replaced the Roof in 2018. Located just minutes from Downtown Winter Park’s shopping, dining, and entertainment, this townhome combines low-maintenance living with high-end finishes in a prime location. Don’t miss your chance—schedule your private showing today!

1624 Florentino Lane, Winter Park

$285,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, this includes an enclosed lanai (under air), for extra living space. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for morning coffee or outdoor dining. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure and the lanai under air, is accessible through sliding glass doors. The spacious second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and just painted in July 2026. A beautiful master bathroom cabinet and sink —providing comfort and style. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$625,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Welcome to 7888 Pleasant Pine Circle, a stunning 4-bedroom, 2.5-bathroom pool home located in the highly sought-after gated community of Enclave at Aloma in Winter Park, FL. This meticulously maintained two-story home offers 2,267 square feet of beautifully designed living space. Step through the inviting entryway into a formal living room featuring stylish shiplap accents and luxury vinyl plank flooring that flows throughout the first floor. The open-concept layout connects the spacious family room—complete with serene views of your private pool and patio—to the dining area and an exquisite chef’s kitchen. The kitchen is a dream come true, boasting a large center island, stainless steel appliances, and sleek cabinetry and countertops. French doors lead to your private backyard oasis with a fully fenced yard and sparkling pool, perfect for Florida living. A convenient half bath is also located on the main floor for guests. Upstairs, the luxurious primary suite features a large ensuite bathroom with double vanities, a generous walk-in shower, and a massive walk-in closet. Bedrooms 2 through 4 share a well-appointed guest bathroom, and the spacious bonus/media room is ideal for a game room or home theater. This home combines style, functionality, and location. Just minutes from 417 & 436, you’ll enjoy close proximity to Target, Costco, and a variety of dining and shopping options. Zoned for top-rated Seminole County schools and neighboring the prestigious Trinity Preparatory School—renowned for its #1 STEM program in the Orlando/Winter Park area. Don’t miss this rare opportunity to own in one of Winter Park’s most desirable communities!

7888 Pleasant Pine Circle, Winter Park

$515,000
3 Beds 2 Baths Winter Park Pines Rep SubDv. 32792 Zip Code
Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park

$550,000
4 Beds 3 Baths Enclave At Aloma SubDv. 32792 Zip Code
Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park

$390,000
3 Beds 2 Baths Wrenwood Heights Unit 2 SubDv. 32792 Zip Code
Impeccably cared for and ready for its next chapter, this Winter Park home blends timeless charm with essential modern updates. The property features a premium paver driveway, double-pane windows, offering both curb appeal and efficiency. Inside, the home has been kept in clean original condition, reflecting years of consistent maintenance and pride of ownership. Major systems have been thoughtfully updated, including a new electrical panel (2024), roof (2018), PEX piping, a water heater (2018), and an AC system (2017). The before mentioned double-pane windows are thoughtfully dressed with plantation shutters for added comfort and privacy throughout. There are two separate living spaces as well as a formal dining, in addition to a wood burning fireplace that centers the kitchen and informal eating and living areas, all dressed with crown molding. Outside, a new vinyl fence enhances the backyard, creating the perfect space for privacy and entertaining. With important improvements already addressed, this property provides a solid foundation for future personalization while remaining comfortable and fully livable as is. A wonderful opportunity to own a well-maintained home in a desirable Seminole County Winter Park location.

5346 Cypress Drive, Winter Park

$198,000
2 Beds 3 Baths Hidden Oaks Condo Ph 01 SubDv. 32792 Zip Code
Back on market due to buyer financing. Condo has reserves! Seller offering buyer credit when using preferred lender. Location, Location, Location! Welcome to this charming Winter Park townhome. The first floor features a convenient half bath and an in-unit laundry area. Upstairs, you’ll find two spacious primary suites, each with its own private bathroom. Enjoy outdoor living with a private back patio and take advantage of the community pool just steps away. Perfectly situated for comfort and lifestyle! Enjoy peace of mind with a new roof installed in 2023 and an updated A/C system. The exterior is beautifully landscaped, creating an inviting curb appeal. Ideally located, this home is just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, and 30 minutes to Disney World. Families will appreciate access to top-rated schools, including Aloma Elementary, Glenridge Middle School, and Winter Park High School. Perfect as a primary residence or a smart investment, this home offers timeless design, modern updates, and an unbeatable location. Don’t miss this exceptional opportunity!

7457 Belle River Court Unit 12, Winter Park

$849,990
4 Beds 4 Baths Winter Park Pines SubDv. 32792 Zip Code
Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP (2023). LED RECESSED LIGHTING (2025). Upgrading LED LIGHTING (2025) Rear addition (Man Cave) is perfect for entertaining with newly installed quartz counter top bar area. UPGRADED ELECTRICAL PANEL (2024) REPLUMBED (2016) Close to coveted Winter Park High, Aloma Elementary, Hospitals, SR 436, Full Sail University, Golfing, Dining and Entertainment. Move-in ready with modern finishes inside & out! Listing Agent is the owner of the property, SELLER may OFFER CONSESSIONS WITH AN ACCEPTABLE OFFER!

730 S Ranger Boulevard, Winter Park

$700,000
4 Beds 2 Baths Greenview At Winter Pines SubDv. 32792 Zip Code
MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located 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, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.

1729 Golfside Drive, Winter Park

$350,000
3 Beds 2 Baths Bel Aire Pines SubDv. 32792 Zip Code
PRICE JUST REDUCED! A true Winter Park gem in a quiet, tree-lined neighborhood with no HOA! This 3-bed, 2-bath home is well maintained and upgraded, featuring a fully paid 2021 Tesla solar roof, keeping energy costs low. The paver driveway, 2-car garage, and ample street parking offer convenience and curb appeal. Recent updates include new luxury vinyl flooring, fresh interior paint, a remodeled guest bath (2024), modern stainless appliances, and an attractive paver patio/deck. Major systems are newer: roof (2017), HVAC (2021), and water heater (2021). Enjoy a bright, open layout and a spacious backyard—perfect for a future pool or outdoor living area. Located minutes from Park Avenue, top-rated schools, shopping, dining, and hospitals, with easy access to Disney, Universal, Brightline, Amtrak, SunRail, and Orlando International Airport. Three luxury homes being built across the street showcase the area’s strong growth and value potential. A move-in-ready home in one of Central Florida’s most desirable communities!

3117 Shady Pine Avenue, Winter Park

$415,000
4 Beds 2 Baths Casa Aloma SubDv. 32792 Zip Code
Charming 4-Bedroom, 2-Bathroom Home in Winter Park's Casa Aloma Discover the perfect family retreat in the heart of Winter Park’s coveted Casa Aloma neighborhood. This beautifully updated 4-bedroom, 2-bathroom home offers the ideal blend of comfort, style, and functionality. Nestled on a lush lot with mature landscaping, the property is highlighted by a double-car garage and plenty of room for family living. Recent upgrades mean you can move in with peace of mind: a complete re-pipe in 2023, a new roof in 2021, and a modern HVAC system also installed in 2021. Step inside to find a spacious formal living room, where sliding glass doors lead out to a serene screened-in patio—perfect for entertaining or relaxing. The adjacent dining room sets the scene for family meals, while the fully updated eat-in kitchen features sleek stainless-steel appliances and another set of sliding doors opening to the patio, flooding the space with natural light. The kitchen flows seamlessly into a cozy family room, offering an inviting space to unwind. From here, three well-sized bedrooms share a full bathroom complete with double vanities. The large primary bedroom provides a private sanctuary with its own en-suite bathroom featuring a walk-in shower and ample closet space, including his-and-her closets for added convenience. Outside, the fenced backyard offers a safe haven for kids, pets, or your gardening passions. Conveniently located near Winter Park’s renowned shopping, dining, and the vibrant Park Avenue, this home truly has it all. Don’t miss the opportunity to make it yours! All information taken from the tax record, and while deemed reliable, cannot be guaranteed.

2681 Tierra Circle, Winter Park

$358,000
3 Beds 2 Baths Villas Of Casselberry Ph 3 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home in the Villas of Casselberry. Inside, you’ll find a bright and functional floor plan with comfortable living spaces, a convenient 1-car garage, and extra outside storage. Thoughtful updates throughout make this home move-in ready from day one. New roof 6/2025, new driveway, fenced in back yard, new kitchen with quartz countertops, vinyl flooring throughout. Step outside to enjoy the fully fenced backyard and private rear patio—ideal for gatherings, pets, or simply relaxing outdoors. With low HOA fees, this home is a fantastic opportunity for first-time buyers, downsizers, or investors. Perfectly located near top-rated Seminole County schools, UCF, Full Sail University, OIA, and the shops and dining of Winter Park’s Park Avenue, you’ll love the balance of convenience and comfort this home provides.

1827 Blaine Terrace, Winter Park

$935,000
5 Beds 3 Baths Lake Waunatta Village SubDv. 32792 Zip Code
Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible living arrangements. Enjoy morning coffee/tea from the Florida Room to take in the glorious sunrise over the lake! Perfect for entertaining or relaxing, this home features a large, updated kitchen with an eat-in area, formal dining room, expansive living/family room, and a bright Florida Room with a stunning view. The large master suite is a luxurious retreat with a marble shower and a jacuzzi tub. Step outside to a huge dock with a covered boat house with powered lift, two jet ski lifts, and plenty of space to watch beautiful sunrises, rocket launches, and fireworks. The backyard is shady, spacious, and serene — perfect for morning sunrises or afternoon relaxation. Lake Waunatta is a ~72-acre private, spring-fed lake with no public access. It’s ideal for powerboating, jet skiing, windsailing, paddleboarding, and fishing. The property sits on an elevated lot that provides stunning lake views and minimizes flooding concerns. The home was extensively renovated and expanded in 2003, including updated plumbing, electrical, and structural additions. Recent upgrades include a new roof, new windows, sunshades, and new AC unit. Located on a quiet, limited-access street, you’re just minutes to Publix, Target, parks, restaurants, and top-rated schools. Easy access to Full Sail, UCF, Downtown Orlando, and airports. Don’t miss this rare opportunity to own a private slice of lakefront paradise, and to enjoy the best Florida offers, right from your backyard! This home offers the best value on a natural private ski lake in Winter Park!

7706 Waunatta Court, Winter Park

$285,000
3 Beds 2 Baths Windward Square Sec 1 SubDv. 32792 Zip Code
Welcome to 2462 Harbour Way, a beautifully maintained single-story townhome nestled in the highly sought-after Windward Square community of Winter Park. This move-in ready 3-bedroom, 2-bathroom home offers comfort, style, and convenience—all in one of Central Florida’s most desirable areas. Step inside to discover a sunlit dinette that flows seamlessly into a spacious kitchen, featuring gleaming granite countertops and stainless steel appliances—perfect for everyday meals or entertaining guests. The inviting living room is accented by a unique atrium that fills the space with natural light, creating a bright and airy ambiance throughout. The private primary suite includes a walk-in closet and en-suite bathroom, providing a peaceful retreat at the end of the day. Two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy Florida living year-round on your covered back porch and fully fenced patio—ideal for relaxing, grilling, or gathering with friends and family. Tile flooring throughout and NEW ROOF in December 2021. Windward Square offers low HOA fees and fantastic amenities, including a community pool, clubhouse, tennis court, shuffleboard, and playground. Plus, this prime location puts you close to top-rated schools, major universities, shopping centers, dining destinations, and easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive! Don't miss this opportunity to own a beautiful home in this desirable community in Winter Park. Schedule your private showing today!

2462 Harbour Way, Winter Park

$180,000
1 Beds 1 Baths Winter Park Villas Condo Bldg 12 SubDv. 32792 Zip Code
Welcome to this beautifully renovated 1-bedroom, 1-bathroom end-unit condominium in the sought-after Winter Park Villas community. Blending style and functionality, this move-in ready home offers thoughtful updates and a spacious layout ideal for comfortable living. Step inside to discover an updated kitchen featuring newer Samsung stainless steel appliances, an eat-in breakfast bar, and a convenient pass-through to the dining area—all with views of your private patio - perfect for morning coffee or relaxing evenings. The open-concept living area boasts vaulted ceilings and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The generously sized primary bedroom includes a ceiling fan and a large walk-in closet. The remodeled bathroom showcases chic gray cabinetry, quartz countertops, brand-new lighting, and a private water closet with a shower area for added comfort. Additional highlights include luxury vinyl plank flooring throughout, a dedicated laundry area with full-sized washer and dryer, and ample storage near the entry, bathroom, and off the patio. A newer AC unit ensures year-round comfort. Enjoy access to fantastic community amenities including a pool, clubhouse, fitness center, basketball and tennis courts—ideal for both active lifestyles and relaxed weekends. Located just minutes from Full Sail University, UCF, shopping, dining, and Winter Park Pines Golf Course, this charming Winter Park condo is the perfect place to call home! HVAC - 2023

680 Grenadine Court Unit S, Winter Park

$545,000
3 Beds 2 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to this beautifully maintained original-owner home nestled along the Winter Pines Golf Course! This property boasts breathtaking golf course views, a newly extended rear patio, and timeless curb appeal with cedar siding that enhances its warm, inviting character. Inside, you'll find all-new flooring throughout, a custom kitchen with solid wood cabinets, and abundant natural light filling every room. The family room features a cozy fireplace, perfect for relaxing or entertaining. Enjoy a quiet cup of coffee in the morning while in the sitting area with views of the perfectly landscaped backyard and golf course. The AC is only 2 years old and the home was replumbed in June 2025. Don’t miss this rare opportunity to own a lovingly cared-for home in one of Winter Park’s most sought-after locations! For a 3-d tour of this home, click on Virtual Tour 2.

1123 Fairway Drive, Winter Park

$425,000
3 Beds 2 Baths Eastgate Sub SubDv. 32792 Zip Code
Welcome to a charming and beautiful 3-bedroom, 2-bathroom home in one of Winter Park’s most convenient and sought-after locations! This home features hardwood floors throughout, on-trend paint colors, and stylish cabinetry that give it a fresh, modern feel. The oversized drive-through 2-car garage offers ample space for vehicles, storage, or even a workshop setup. Step out back to enjoy the expansive 35-foot screened patio—a perfect spot for relaxing or entertaining year-round. You’ll love the unbeatable walkable lifestyle, with shopping, dining, grocery stores, banking, and AdventHealth Winter Park all just around the corner. Plus, you’re only minutes from Park Avenue, Rollins College, the Winter Park YMCA, and Lakemont Elementary School. This home combines comfort, style, and location—making it a must-see for anyone looking to enjoy the best of Winter Park living!

524 Byron Road, Winter Park