Winter Park, FL Homes for Sale with Pool

• 

  

  

  /22

  $258,000

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 20D, Winter Park, FL 32789

  LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (689) 399-5336

  1500 Gay Rd Unit 20D, Winter Park, FL 32789
• Explore Winter Park

• 

  

  

  /23

  $259,500

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 24B, Winter Park, FL 32789

  ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (321) 450-8960

  1500 Gay Rd Unit 24B, Winter Park, FL 32789
• 

  

  

  /37

  $835,000

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1090 Wildmeadow Run, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of electricity. Ask to see the bill. The premium solar system is PAID OFF with a TRANSFERABLE WARRANTY by manufacturer. This off-grid solar system comes with a WHOLE HOUSE BATTERY

  

  Rod Chevalier

  BHHS FLORIDA REALTY

  (321) 468-9784

  1090 Wildmeadow Run, Winter Park, FL 32792
• 

  

  

  /36

  $429,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  3463 Arnel Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. NEW PRICE! Pool Home + Paid-Off Solar Panels + No HOA in Winter Park! Welcome to this move-in-ready 3-bedroom, 2-bathroom home with approximately 1,770 square feet of living space, a 2-car garage, and a private pool, all located in the established Eastbrook community. Major updates have already been completed, including a roof replaced in 2018,

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (689) 356-6537

  3463 Arnel Dr, Winter Park, FL 32792
• 

  

  

  /65

  $1,000,000

  $150K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1800 Magnolia Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated custom designed home on a corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort. With soaring 10-foot ceilings

  

  Kathy Summers

  FLORIDA REALTY INVESTMENTS

  (321) 306-4359

  1800 Magnolia Ave, Winter Park, FL 32789
• 

  

  /24

  $134,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E103, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the

  

  Jason Price

  RE/MAX SELECT GROUP

  (321) 324-0916

  1695 Lee Rd Unit E103, Winter Park, FL 32789
• 

  

  /36

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 17D, Winter Park, FL 32789

  Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in

  Janice Erickson

  REALCOM REAL ESTATE SERVICES INC

  (321) 475-5617

  1500 Gay Rd Unit 17D, Winter Park, FL 32789
• 

  

  /29

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,151 Sq Ft

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792

  Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this

  

  Manoj Patel

  APPLE REALTY

  (321) 497-0912

  7454 Wynnewood Square Unit 188, Winter Park, FL 32792
• 

  

  /63

  $589,000

  • 2 Beds
  • 2.5 Baths
  • 1,897 Sq Ft

  2959 Upper Park Rd, Orlando, FL 32814

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2959 Upper Park Road in Orlando, a 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, an open floorplan, and low-maintenance living in a well-connected community. The main level is designed for everyday

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 324-0289

  2959 Upper Park Rd, Orlando, FL 32814
• 

  

  /33

  $220,000

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft

  225 Lewfield Cir, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features hardwood floors throughout and an open living room with sliding glass doors

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 237-3113

  225 Lewfield Cir, Winter Park, FL 32792
• 

  

  /50

  $847,000

  $3K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  1287 Verdant Glade Place, Winter Park, FL 32792

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 384-3331

  1287 Verdant Glade Place, Winter Park, FL 32792
• 

  

  /22

  $190,000

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792

  TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. Step inside to find a bright and airy living and dining area with sliding glass doors leading to a private screened-in balcony — the perfect spot to relax and enjoy the

  Steven Pugh EXP REALTY LLC

  2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792
• 

  

  /20

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  501 Heritage Blvd, Winter Park, FL 32792

  Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality. A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights include: - Newer

  Bernardo Carrasquel B EXP REALTY LLC

  501 Heritage Blvd, Winter Park, FL 32792
• 

  

  /51

  $1,199,000

  • 5 Beds
  • 4.5 Baths
  • 3,652 Sq Ft

  1448 Lake Florence Way, Winter Park, FL 32792

  Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while

  Abby Nelson RE/MAX 200 REALTY

  1448 Lake Florence Way, Winter Park, FL 32792
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  /66

  $2,295,000

  $100K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,392 Sq Ft

  1760 Legion Dr, Winter Park, FL 32789

  Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  1760 Legion Dr, Winter Park, FL 32789
• 

  

  /26

  $265,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  2401 Sun Valley Cir, Winter Park, FL 32792

  Welcome to this charming 2-bedroom, 2-bath condo with a versatile loft, perfectly situated just minutes from shopping and the vibrant downtown Winter Park area! This light-filled end unit offers an open floor plan with vaulted ceilings and skylights, creating a bright and airy feel throughout. You’ll appreciate the newer flooring, crown molding, and the comfortable, functional layout. Relax and

  Jamie Vanosdol EXP REALTY LLC

  2401 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /51

  $2,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  541 W Canton Ave, Winter Park, FL 32789

  Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

  Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  541 W Canton Ave, Winter Park, FL 32789
• 

  

  /77

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 3,696 Sq Ft

  2261 Mulbry Dr, Winter Park, FL 32789

  Welcome to this extraordinary, better-than-new residence in the heart of Winter Park, a thoughtfully designed and impeccably upgraded custom, one-owner home built in 2020 that effortlessly blends timeless elegance with today’s most sought-after luxury features. Situated on a wonderfully deep, private lot with no HOA, this remarkable two-story home was crafted for elevated everyday living,

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2261 Mulbry Dr, Winter Park, FL 32789
• 

  

  /54

  $1,924,450

  $371K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,307 Sq Ft

  2614 Parkland Dr, Winter Park, FL 32789

  Fully remodeled! One of the most competitively priced homes featuring over 3,300 SF, in the 32789 zip code, and in the K-8 Audubon Park School District. The K-8 Audubon Park School District is a small pocket, and ranked one of the best district's in the state. Fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of

  Ryan Gaston JW GASTON LLC

  2614 Parkland Dr, Winter Park, FL 32789
• 

  

  /48

  $699,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  2333 Westminster Ct, Winter Park, FL 32789

  Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer.Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the

  Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO

  2333 Westminster Ct, Winter Park, FL 32789
• 

  

  /76

  $6,495,000

  New Construction $705K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 5,939 Sq Ft

  550 Palmer Ave, Winter Park, FL 32789

  Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins

  John McDade FANNIE HILLMAN & ASSOCIATES

  550 Palmer Ave, Winter Park, FL 32789
• 

  

  /5

  $1,925,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,618 Sq Ft

  906 Enclave Place, Winter Park, FL 32792

  Under Construction. This modern farmhouse designed home is under construction proposed completion March 2027. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and

  Laura Earl CORCORAN PREMIER REALTY

  906 Enclave Place, Winter Park, FL 32792
• 

  

  /29

  $1,925,000

  • 4 Beds
  • 4 Baths
  • 2,653 Sq Ft

  721 Pansy Ave, Winter Park, FL 32789

  Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  721 Pansy Ave, Winter Park, FL 32789
• 

  

  /3

  $2,235,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,150 Sq Ft

  926 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Laura Earl CORCORAN PREMIER REALTY

  926 Enclave Place, Winter Park, FL 32792
• 

  

  /6

  $99,000

  • Studio
  • 1 Bath
  • 537 Sq Ft

  3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792

  Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse.

  Lynda Cheros OAKSTRAND REALTY

  3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
• 

  

  /4

  $2,050,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,813 Sq Ft

  930 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Matthew Burks CORCORAN PREMIER REALTY

  930 Enclave Place, Winter Park, FL 32792
• 

  

  /47

  $619,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2708 Lion Heart Rd, Winter Park, FL 32792

  Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning

  Navid Rokh EQUITYPRO LLC

  2708 Lion Heart Rd, Winter Park, FL 32792
• 

  

  /36

  $509,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  641 W Lyman Ave, Winter Park, FL 32789

  LOCATION. LOCATION. LOCATION. Heres the thing; in Winter Park, that's not a cliché. It's everything. There are homes in Central Florida that require a car for everything. This is not one of them. 641 West Lyman Avenue doesn't sit near Hannibal Square. It sits on it. This corner lot property is literally at the edge of one of Winter Park's most beloved and walkable districts — a place that draws

  Ted Moseley REAL BROKER, LLC

  641 W Lyman Ave, Winter Park, FL 32789
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  /76

  $2,289,000

  New Construction $106K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,130 Sq Ft

  2361 Mulbry Dr, Winter Park, FL 32789

  Newly completed and selected as a showcase residence in the 2026 Parade of Homes, Casa Noir is a custom-built statement home located within one of Winter Park's most desirable pockets and zoned for Audubon Park K-8. From the moment of arrival, the home's striking blend of natural stone, warm white oak, rich textures, and beautifully composed architectural lines creates an unforgettable first

  Ahmad Hassan COMPASS FLORIDA LLC

  2361 Mulbry Dr, Winter Park, FL 32789
• 

  

  /3

  $1,949,999

  New Construction

  • 4 Beds
  • 4 Baths
  • 2,810 Sq Ft

  2501 Lafayette Ave, Winter Park, FL 32789

  Under Construction. GENEROUSLY APPOINTED LUXURY HOME at $1,875.000 with sound and water walls at $1,950,000.Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 4-bedroom, 4-bath home offers over 2,800 square feet of bright, open living space, designed for both comfort and functionality. Enter through your custom pivot front door into the foyer

  Tab Bish LLC REAL BROKER, LLC

  2501 Lafayette Ave, Winter Park, FL 32789
• 

  

  /35

  $890,000

  $10K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 3,715 Sq Ft

  4571 Kawilla Crest Place, Winter Park, FL 32792

  Welcome to this beautifully updated home located in the Winter Park area with a Private Mother in Law Suite! This property has been thoughtfully upgraded throughout, offering peace of mind and modern living at its finest. Major system updates include a roof replaced in 2019, solar installed in 2020 (paid off at closing), new electric water heater (2026), and both AC units replaced, providing

  Jeremy Toro THE WILKINS WAY LLC

  4571 Kawilla Crest Place, Winter Park, FL 32792
• 

  

  /53

  $2,225,000

  $70K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,691 Sq Ft

  1885 Temple Dr, Winter Park, FL 32789

  Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

  Jennifer Sloan COMPASS FLORIDA LLC

  1885 Temple Dr, Winter Park, FL 32789
• 

  

  /36

  $405,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,533 Sq Ft

  3440 Allston Ln, Winter Park, FL 32792

  Exceptional Single-Family Home in Winter Park, FLThis beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC

  Hugo Hernandez EXIT GLOBAL REALTY

  3440 Allston Ln, Winter Park, FL 32792
• 

  

  /29

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  5340 N Lake Burkett Ln, Winter Park, FL 32792

  Private Lake Access & Exceptional Florida Living! Welcome to Trinity Bay, a charming community offering deeded access to Lake Burkett, a private 75-acre spring-fed ski lake featuring navigable access to Lake Martha. Reserved primarily for neighborhood residents and their guests, this unique amenity provides an incredible opportunity to enjoy biking, boating, waterskiing, and lakeside recreation

  Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

  5340 N Lake Burkett Ln, Winter Park, FL 32792
• 

  

  /46

  $825,000

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1369 Blue Stem Ln, Winter Park, FL 32792

  Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer

  He Gao U S GLORY REALTY

  1369 Blue Stem Ln, Winter Park, FL 32792
• 

  

  /26

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  1995 Canny Cove, Winter Park, FL 32792

  Welcome to Grayson Square at Winter Park by Pulte Homes. This interior Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe

  Rosemary Siegler KELLER WILLIAMS ELITE PARTNERS III REALTY

  1995 Canny Cove, Winter Park, FL 32792
• 

  

  /32

  $144,000

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  291 Lewfield Cir Unit 291, Winter Park, FL 32792

  One of the best patio views in this community. Enjoy easy living in this cozy, open-concept first-floor condo located in a desirable Winter Park community. Step out onto your newly screened-in patio and take in the peaceful, park-like setting — a relaxing extension of your living space and the perfect spot for morning coffee or evening unwinding. Recent 2025 improvements include a new A/C system,

  Barbara Coy WATSON REALTY CORP

  291 Lewfield Cir Unit 291, Winter Park, FL 32792
• 

  

  /15

  $175,000

  Open Sat 1PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft

  3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

  Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new

  Jessie Lin SOGO REAL ESTATE SERVICES LLC

  3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
• 

  

  /25

  $284,900

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  2335 Inagua Way, Winter Park, FL 32792

  Rare opportunity in beautiful Winter Park - Move in ready 3 bed 2 bath townhome for under $300,000. Super low HOA at only $92/month. Spacious split plan with new roof, newer AC, new carpet in bedrooms, freshly painted, tile, inside laundry, atrium off living room and open floor plan. Patio with storage room and shed. Front entrance & parking area with beautiful pavers. Townhome is on

  Marion McGrath ABSOLUTE REALTY GROUP, LLC

  2335 Inagua Way, Winter Park, FL 32792
• 

  

  /36

  $3,095,000

  • 3 Beds
  • 5 Baths
  • 4,425 Sq Ft

  1724 Pine Ave, Winter Park, FL 32789

  Beautifully renovated and thoughtfully designed, this exceptional residence is nestled in the heart of Winter Park’s sought-after Tree Streets neighborhood. Privately tucked behind entry gates, the home welcomes you with a picturesque front courtyard highlighted by a tranquil water feature, setting the tone for the sophisticated living experience that awaits. Expansive walls of glass and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1724 Pine Ave, Winter Park, FL 32789

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