Refine Search
Sort by
$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

$660,000
4 Beds 2 Baths Williamsburg SubDv. 32792 Zip Code
Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

2421 Summerfield Road, Winter Park

$335,000
3 Beds 2 Baths Eastbrook Sub Unit 09 SubDv. 32792 Zip Code
Are you looking for a great house set on an incredible piece of land? Well look no further because this house sits in the subdivision Eastbrook. This split floorplan has a large open kitchen with a large area for eating breakfast and a separate dining room. The master boasts of a walk in closet and an remodeled master bath. While this house still has a lot of it's original charm, it has been loving maintained and you would make home owner number 3! The main bathroom has an a completely remodeled shower and easily accessible for any age! The size of the lot of yard has endless potential whether you want to add a pool, playground or even an additional room it is up to you! Oh and the AC unit is from 2020 and the hot water heater is new too! This property is as is/where is.

3525 Baxter Drive, 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

$199,000
2 Beds 2 Baths Whisperwood Condo SubDv. 32792 Zip Code
One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were professionally serviced, including roller replacement, track repairs, and installation of new locks to ensure smooth, secure operation. Deluxe vinyl fencing was installed throughout the community by the HOA replacing the older wooden fencing. The fencing was replaced with the vinyl after the listing photos were taken, please view the video to see the replacement vinyl fencing. Enjoy convenient features including an in-unit washer and dryer combo, storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens to a large screened-in balcony. Whether you’re a first-time home buyer, student, investor, or looking to make your move into Winter Park, this home offers affordability, convenience, and plenty of potential!

7471 Canford Court Unit 19, Winter Park

$345,000
3 Beds 2 Baths Winter Park Estates SubDv. 32792 Zip Code
Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and located just minutes from the best of Winter Park dining, shopping, and parks—this is an opportunity you won’t want to miss.

731 Bongart Road, Winter Park

$205,000
2 Beds 2 Baths Wrenwood Condominium SubDv. 32792 Zip Code
Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! **One or more photos have been virtually staged** Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas... and water/sewer/trash is also covered in the monthly dues! The main level features an inviting open-concept living and dining area, perfect for entertaining or relaxing. The updated kitchen boasts stylish finishes, and a closet pantry. A spacious half bath with linen closet completes the downstairs. Upstairs, you’ll find two generous bedrooms and a full shared bath. The primary suite offers a dressing/vanity area and a walk-in closet, providing a comfortable retreat and great storage! This well-maintained community offers a variety of amenities, including a community pool, tennis and pickleball courts, pet stations, and an on-site laundry facility. Enjoy easy access to shopping, dining, and entertainment, with close proximity to Full Sail University, Advent Health Orlando International Airport, All Major Attractions, and of course excellent shopping and dining options! Conveniently located near major roadways such as SR 436, 417, and University Blvd... making commuting to downtown Orlando or UCF a breeze. Whether you’re a first-time buyer, downsizing, or searching for an investment opportunity, this property offers the perfect blend of location, lifestyle, and low-maintenance living.

4928 Tangerine Ave, 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

$398,000
3 Beds 2 Baths Eastbrook Sub Unit 05 SubDv. 32792 Zip Code
Welcome to 3529 Australian Circle, a beautifully updated 3-bedroom, 2-bathroom POOL home located in the desirable EASTBROOK subdivision of WINTER PARK. Designed for comfort and everyday living, this home blends modern updates with timeless character. Step inside to find an open floor plan enhanced by high ceilings, WOOD-LOOK TILE flooring in the main living areas, and BAMBOO flooring in all three bedrooms. The REMODELED kitchen (2022) serves as the heart of the home, featuring BUTCHER BLOCK countertops, timeless cabinetry with soft-close drawers, a large breakfast bar, and a new mini-split system for improved air circulation. The kitchen flows seamlessly into the dining area and great room, creating a welcoming space for both entertaining and everyday moments. Adding warmth and character, the shiplap ceilings in the kitchen and great room tie the design together. The interior was freshly PAINTED in 2023, while crown molding (2024) adds a refined finishing touch. Step through the French doors into your private backyard oasis—complete with a covered porch featuring a tongue-and-groove ceiling, a fully FENCED yard, and a large open-air pool accented with flagstone. The 2023 irrigation system keeps the beautiful exotic palms thriving, and the system draws from a backyard aquifer, helping to save on water bills. The primary suite offers a peaceful retreat with an en-suite bathroom, granite countertop, and a walk-in shower with travertine tile. Two additional bedrooms share a stylish second bathroom. Practical updates provide peace of mind, including a roof (2018), A/C (2018), electrical panel (2021), water heater (2022), and double-paned windows. The SIDE-ENTRY one-car GARAGE adds convenience and curb appeal. Take advantage of an Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Located on a quiet street with no HOA restrictions, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue’s shopping and dining, Rollins College, Winter Park Hospital, and nearby museums. With its thoughtful updates, inviting layout, and unbeatable location, this home offers an exceptional opportunity to enjoy the Winter Park lifestyle. Schedule your private tour today!

3529 Australian Circle, Winter Park

$206,000
1 Beds 1 Baths Suburban Homes SubDv. 32792 Zip Code
Welcome to this charming and spacious 1-bedroom, 1-bathroom home featuring an open-concept layout filled with natural light. Each area is equipped with its own independent air-conditioning unit for maximum comfort. The modern kitchen is perfect for everyday living and entertaining guests. The property is fully fenced, offering privacy and security, and includes a large backyard ideal for outdoor enjoyment. An outdoor laundry area with a washer and dryer is conveniently included for your comfort. Additionally, there is an optional studio space, ideal for a home office, gym, or guest room. Perfectly located near restaurants, pharmacies, and local shops, this home provides easy access to everything you need for a comfortable and convenient lifestyle. Schedule your showing today and make this lovely home yours!

5206 Seminole Avenue, Winter Park

$501,000
3 Beds 2 Baths Lost Creek SubDv. 32792 Zip Code
This is the Winter Park pool home you’ve been waiting to find in the small and upscale Lost Creek neighborhood. Beautiful custom low maintenance landscaping (no grass to mow) welcomes you as you walk up the front path to the covered porch. Soaring vaulted ceilings inside will impress as you enter this lovely 3 bed, 2 bath abode with pool and spa and over 1,900 sq ft of living space. Wood flooring is found in the formal dining and living rooms with views through the glass sliders out to the covered lanai and screen-enclosed pool and spa. Attractive neutral stone-look ceramic tile flows through the updated kitchen with all NEW stainless-steel appliances (Sept 2025), granite counter tops, and breakfast nook overlooking the pool. The family room is a causal place to spend time with its wood-burning fireplace with stacked stone surround and built-in bookshelves flanking each side. A split layout offers 2 guest bedrooms, full hall bath, and inside laundry room off the kitchen side of the home; while the spacious primary bedroom is separate, with a huge walk-in closet (10’ x 5’), double French doors leading to the lanai, separate en-suite with double vanities/sinks, private toilet room, and large walk-in shower. Imagine al fresco dining or lounging poolside under the covered lanai and screen-enclosed pool patio area, and there’s plenty of side yard space for a garden or dog run. Improvements to the home include all NEW kitchen appliances and hot water heater 2025; NEW garage door spring and mechanisms 2024; NEW barn door installed to primary bathroom 2020; NEW HVAC 2019; Roof 2015; plumbing CPVC. Zoned for fantastic Seminole County Schools. This is the house you’ve been waiting to find and call HOME.

1185 Valley Creek Run, Winter Park

$500,000
4 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Winter Park “Love Shack No More” – 4 Bedrooms, 2 Baths, and Plenty of Potential! When they said “happily ever after,” they didn’t mention drywall dust and half-finished projects! This 4-bedroom, 2-bath home in highly sought-after Winter Park comes straight from a divorce split, which means one lucky buyer gets the rare chance to finish what love couldn’t — a home with solid bones and serious potential. Some renovations are already underway — think new finishes, updated spaces, and the kind of promise that makes HGTV jealous — while a few projects are still waiting for someone handy (or just brave) enough to see them through. Set on a quiet street close to top-rated schools, charming boutiques, and Winter Park’s favorite restaurants, this property is ideal for anyone who can look past a little sawdust and see the dream beneath. Whether you’re a renovator, a romantic, or just someone who loves a good comeback story, this is your chance to turn “it’s complicated” into “move-in ready.” Sold As-Is — because closure never looked so good.

2758 Sandwell Drive, Winter Park

$445,000
3 Beds 3 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. This end unit townhouse is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. As you step inside this home, you'll be greeted by high ceilings and neutral colors which enhance the abundance of natural light. The expansive great room is perfect for entertaining, and the kitchen features sleek espresso cabinets, stunning granite countertops, and stainless-steel appliances. The great room also opens to a screened lanai, ideal for enjoying the Florida weather. There is also a half bath on the main level. As you make your way upstairs, you'll discover a thoughtfully designed split floor plan. There are two generously sized bedrooms and a nearby bath, while on the other side is a spacious primary suite and laundry room. Both elegant bathrooms are adorned with granite countertops. This home boasts a 2-car garage, a long paved driveway and ample guest parking nearby. This gated community of Hawk's Crest offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees(which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this beautiful townhome—schedule your showing today!

2380 Shadowland Loop, Winter Park

$415,000
4 Beds 2 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
BACK ON THE MARKET AND PRICED BELOW MARKET IN DESIRABLE TANGLEWOOD WINTER PARK COMMUNITY WITH NO HOA! ALLOWS SHORT TERM RENTALS (STR). LOW TAX DISTRICT. This is probably the closet you can get to Winter Park (Park Ave) without having to pay the Winter Park taxes or conform to their restrictions! This property has been extremely well maintained and would be an amazing home for a new family. ROOF IS 2023! All systems have been updated or serviced. Property features include 4 BEDROOMS, 2 BATHROOMS, 1,725 TOTAL SQFT, ATTACHED IN-LAW SUITE WITH ITS' OWN ENTRY, HUGE BACK YARD WITH LOT SITTING ON APPROX. 10,000 SQFT, TILE THROUGHOUT, STAINLESS APPLIANCES INCLUDED, FENCED, AND MORE. Seller is willing to give $5,000 credit towards the buyer's closing costs or buying down their interest rate (inquire about conditions). *More than one of the photos has been virtually staged.

1816 Ivy Lane, 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

$390,000
3 Beds 2 Baths Eastbrook Sub Unit 06 Rep Of Pt Of Blk 14 SubDv. 32792 Zip Code
This stunning home has been completely renovated and is ready for you to move in! Featuring 3 bedrooms, 2 full bathrooms, and a screened-in pool with a spacious deck, it blends modern style with everyday comfort. Inside, you’ll find brand-new waterproof laminate flooring, fresh paint throughout, and stylish modern finishes that create a light and inviting atmosphere. The open and spacious common areas flow seamlessly, offering the perfect setting for gatherings and entertaining. The kitchen is equipped with stainless steel appliances, while both bathrooms have been fully remodeled with sleek, contemporary details.Enjoy Florida living outdoors with your private screened pool area, perfect for relaxing weekends or evening swims. Situated in a prime Winter Park location, you’ll be just minutes from major highways, Winter Park Village, shopping, dining, and local attractions. This home combines modern upgrades, a convenient location, and the perfect setting for enjoying the Florida lifestyle. Don’t miss your chance to own this move-in ready Winter Park gem!

1670 Clematis 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, with a loft that can be used as a third bedroom, home office, or gym. Welcome to the well-established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! The TREE-LINED STREETS lead you to this two-story, BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, which includes an enclosed lanai (under air), for extra living space. The enclosed lanai also has 2 storage closets. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of 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 grilling. 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. The 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 painted interior in July 2026. LOW HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis / pickleball courts, a FENCED DOG RUN / 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

$320,000
3 Beds 2 Baths Bridgewater Ph 2 SubDv. 32792 Zip Code
Welcome to your own tropical escape nestled in a quiet street in desirable Winter Park. This beautiful home features a private screened-in pool surrounded by lush landscaping, creating the perfect setting for relaxing weekends and entertaining friends. Inside, the bright and spacious living area is anchored by a cozy fireplace, adding warmth and charm to the heart of the home. The modern kitchen offers stainless steel appliances and plenty of counter space, while the comfortable bedrooms provide a peaceful retreat for rest and privacy. Step outside to your tranquil backyard oasis and enjoy swimming, lounging, or dining al fresco by the pool. Conveniently located near top-rated schools, shopping, dining, and major highways, this home perfectly blends comfort, style, and resort-style living.

5433 S Bracken Court, Winter Park

$610,000
3 Beds 2 Baths No Subdivision SubDv. 32792 Zip Code
Motivated Seller | Rare Live/Work Opportunity in Winter Park** Ideal for a true live/work setup, with potential for office, retail, daycare, studio, or other permitted uses (subject to zoning verification). Fully renovated property with two adjoining parcels, including a vacant lot (50' x 155') offering future expansion potential (subject to county approval). Situated on over half an acre with flexible commercial/residential zoning, this is a strong opportunity for an owner-user or investor seeking versatility and upside. Features include: 2-car garage, security system with cameras, reception area, 3 private offices, conference/living room, kitchen, 2 bathrooms (one convertible to full), and a dedicated studio space. Furnishings available. Currently set up as a recording studio/office. Owner financing possible. Potential uses (subject to verification) • Live/work residence • Residential or short-term rental potential • Professional or medical office • Service-based business with workspace • Retail, daycare, or educational use • Creative studio or content production Prime Location: • ~15 min to UCF, Full Sail & Downtown Winter Park • ~25 min to Downtown Orlando • Easy access to 417 & I-4

5150 Old Howell Branch Road, 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

$440,000
5 Beds 2 Baths Tanglewood Sec 3 Rep SubDv. 32792 Zip Code
Spacious 5-Bedroom Pool Home in Winter Park – Over 2,200 Sq Ft, Prime Location Near Interlachen Country Club Welcome to 5073 Lake Howell Road, a rare opportunity to own a 5-bedroom, 3-bath pool home with over 2,200 square feet of living space, set on a generous lot in the heart of Winter Park. Surrounded by million-dollar new construction homes and located just minutes from Interlachen Country Club, this property offers both immediate comfort and long-term investment potential in one of Central Florida’s most desirable areas. This single-story residence features a flexible layout designed to meet a variety of needs. Inside you’ll find multiple living and dining areas, a spacious kitchen with solid cabinetry and ample storage, and generously sized bedrooms perfect for family, guests, or home office space. With a roof replaced in 2021, one of the largest expenses of homeownership has already been taken care of, providing peace of mind as you move in or plan future updates. The home’s versatile floor plan offers endless potential. Whether you’re looking to renovate and modernize, add luxury finishes, or design a fully customized Winter Park dream home, this property delivers the space and structure to bring your vision to life. Step outside and enjoy Florida living at its best. The screened-in pool and covered patio provide the perfect space for entertaining, relaxing, or soaking up the year-round sunshine. The fenced backyard adds privacy and flexibility for pets, gardening, or outdoor recreation. Location is everything, and this home delivers. You’ll be just a short drive to Winter Park’s Park Avenue with its boutique shops, fine dining, and cultural attractions, while also being close to the Winter Park YMCA, top-rated schools, and major roadways. Centrally positioned, you’ll have convenient access to Maitland, Casselberry, and Altamonte Springs, making this property a perfect hub for work, play, and everyday living. With its combination of size, pool, newer roof, and prime setting in a gentrifying neighborhood, 5073 Lake Howell Road is ideal for investors, renovators, or homeowners seeking a long-term opportunity with instant upside. Don’t miss this rare chance to secure one of Winter Park’s most versatile and well-located homes. Schedule your private showing today and see the full potential of this property firsthand.

5073 Lake Howell Road, Winter Park

$450,000
4 Beds 2 Baths Casa Aloma SubDv. 32792 Zip Code
PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, beautifully refreshed immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan. You will notice the enhanced curb appeal from the moment you arrive with newly painted exterior and driveway along with lush landscaping, creating a warm and inviting first impression. Many wonderful upgrades include a newer roof (2020), new electrical panel (2025), HVAC system (2022), HVAC/ air ducts cleaned and sanitized (2025), screened backyard patio (2023), new pavers and exterior shutters for added curb appeal, updated light fixtures, beautiful new front exterior door, new pool pump and luxury vinyl and carpet flooring (2022). The spacious living room flows into a versatile bonus area, both with excellent backyard pool views from the large window and sliding doors, allowing natural sunlight in. The bonus area is currently used as a playroom and ideal for an office space, library, bar or reading nook, leading to the kitchen. The kitchen is a chef’s delight, with stainless steel appliances, a gas stove and granite countertops, overlooking the dining room and sliding doors that open to the spacious screened patio and fenced backyard paradise. The large primary suite offers a peaceful retreat with double his-and-her closets and private ensuite bath, while three additional bedrooms provide flexibility for family, guests, or work-from-home needs. Step outside and enjoy true Florida living in your private backyard paradise, with a spacious screened patio, freshly painted pool deck, sparkling pool and an abundance of fruit trees, including limes, avocados, bananas, guavas, and mangos, perfect for entertaining or simply relaxing in the sunshine while enjoying fresh produce right at home. EXCELLENT LOCATION zoned for top-rated schools, minutes away from AdventHealth, Full Sail University, FL-436, and endless shopping and restaurants nearby. Come take a tour of this immaculate 4 bedrooms, 2 bathrooms immaculate pool home today!

1422 Tierra Circle, Winter Park

$330,000
4 Beds 2 Baths Springview SubDv. 32792 Zip Code
Discover this spacious 4-bedroom, 2-bath BLOCK home situated on a generous QUARTER ACRE LOT lot with NO HOA—offering you the freedom to truly make it your own. Nestled in the heart of Seminole County, this home sits just minutes from Lake Howell High School, UCF, 417, and all the shopping and dining you could want. Inside, you'll find a bright and functional layout perfect for families, roommates, or first-time buyers looking for room to grow. The backyard offers space for a garden, pets, or future expansion—and with a NEW ROOF, the possibilities are endless. Zoned for TOP-RATED SEMINOLE COUNTY SCHOOLS and ideally located for commuters and students alike, this property is a rare opportunity in a rapidly growing area. Don’t miss your chance to put down roots in one of Central Florida’s most convenient and desirable neighborhoods. Schedule your private tour today!

3041 Dikewood Court, Winter Park