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Winter Park, FL 1-Story Homes for Sale

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  • /53

    $715,000 Open Sat 1AM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,497 Sq Ft

    3018 Carmello Ave, Orlando, FL 32814

    Welcome to your dream home in the heart of Baldwin Park, a highly sought-after community known for its charm and convenience. This exquisite single-story residence, inspired by Monticello French style, offers a perfect blend of elegance and modern living. With 3 spacious bedrooms, 2 well-appointed bathrooms, and a 2-car garage, this home is designed for both comfort and functionality.Step

    Agent Photo

    Angela Carney

    CORCORAN PREMIER REALTY

    (321) 895-9273

    3018 Carmello Ave, Orlando, FL 32814
  • /19

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7706 Country Place Unit A8, Winter Park, FL 32792

    Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 339-0107

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /42

    $765,000

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    2418 Whitehall Cir, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding

    Agent Photo

    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 599-7240

    2418 Whitehall Cir, Winter Park, FL 32792
  • /41

    $430,000

    • 4 Beds
    • 2 Baths
    • 1,821 Sq Ft

    2829 Aloma Ave, Winter Park, FL 32792

    Rare Opportunity in Highly Sought-After Winter Park!Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too!Step inside to a spacious and inviting layout, featuring a

    Cassie Lamoureux KELLER WILLIAMS CLASSIC

    2829 Aloma Ave, Winter Park, FL 32792
  • /20

    $375,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft

    2320 High St, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Enjoy a 1% lower interest rate for your first year with our preferred lender! Located in the highly sought after Winter Park area, this home features 3 Bedrooms, 2 Bathrooms was thoughtfully renovated in 2025 by the current owner. Perfect for a first time homebuyer or investor looking for a move-in ready, low maintenance property! Updates include a

    Jessica Lee THE AGENCY ORLANDO

    2320 High St, Winter Park, FL 32792
  • /72

    $945,000

    • 3 Beds
    • 3 Baths
    • 2,456 Sq Ft

    915 Garden Dr, Winter Park, FL 32789

    Step into this beautifully maintained Mid-Century Modern home, nestled in the prestigious Winter Park community and just a short three-minute stroll to the serene beauty of Mead Botanical Garden. A true raised ranch design, this home radiates warmth and character from the moment you arrive, featuring an expansive covered front patio that welcomes you inside.Inside, you’ll be greeted by

    Cassie Lamoureux KELLER WILLIAMS CLASSIC

    915 Garden Dr, Winter Park, FL 32789
  • /33

    $272,900

    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft

    2489 Tahoe Cir Unit 2489, Winter Park, FL 32792

    Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street!Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community.Step

    Kim James CHARLES RUTENBERG REALTY ORLANDO

    2489 Tahoe Cir Unit 2489, Winter Park, FL 32792
  • /44

    $900,000

    • 4 Beds
    • 3 Baths
    • 2,295 Sq Ft

    4480 Gabriella Ln, Winter Park, FL 32792

    Set on a little over half an acre (.53) with a tranquil pond view, this beautifully updated 4-bedroom, 3-full bath Winter Park home offers rare privacy and modern living. The thoughtfully designed split floor plan fills with natural light and showcases elegant finishes, stylish flooring, and stone countertops. Significant upgrades include brand-new impact windows (paid in full, with

    Cariann Vazquez LPT REALTY, LLC

    4480 Gabriella Ln, Winter Park, FL 32792
  • /33

    $540,000

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    346 S Ranger Blvd, Winter Park, FL 32792

    PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone

    Tetyana Vyushkina IMPERIAL REALTY OF FLORIDA INC

    346 S Ranger Blvd, Winter Park, FL 32792
  • /43

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    5122 Lazy Oaks Dr, Winter Park, FL 32792

    Welcome to Lazy Oaks, a beautifully maintained condominium community tucked away in the desirable Winter Park area. With its tree-lined streets, mature landscaping, and peaceful atmosphere, Lazy Oaks offers the comfort of maintenance-free living in a truly inviting setting.This charming single-story 2-bedroom, 2-bath condo features an open and airy freshly painted layout with high ceilings, a

    Lori Reisman COLDWELL BANKER VANGUARD EDGE

    5122 Lazy Oaks Dr, Winter Park, FL 32792
  • /25

    $195,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    Just steps from the shore of Lake Killarney, welcome to Lake Killarney Living! This charming 1-bedroom, 1-bath end-unit condo offers lake access to the beautiful Winter Park Chain of Lakes along with partial lake views. Enjoy community amenities including a lakefront pool and clubhouse with stunning views, plus a private boat ramp to launch your boat and explore the water. The serene central

    Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /22

    $625,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    720 W Webster Ave, Winter Park, FL 32789

    Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet modern updates. Just minutes from Park Avenue and Winter Park Village, this 3-bedroom, 2-bath residence offers a lifestyle surrounded by boutique shopping, dining, and cultural experiences.Inside, rich wood flooring, natural light, and thoughtful touches create a warm and

    Brian Hyser THE AGENCY ORLANDO

    720 W Webster Ave, Winter Park, FL 32789
  • /52

    $893,000

    • 5 Beds
    • 3 Baths
    • 2,242 Sq Ft

    1927 Eland Ave, Winter Park, FL 32789

    Tucked away on a quiet dead-end street with no rear neighbors, 1927 Eland Avenue combines charm, versatility, and an unbeatable Winter Park lifestyle. This beautifully maintained property offers both a character-filled main home and a modern detached in-law suite.The main residence features 3 bedrooms, 2 bathrooms, real wood floors, abundant natural light, and warm Spanish Colonial

    Adriana Gonzalez PERFECT INVESTMENT REALTY

    1927 Eland Ave, Winter Park, FL 32789
  • /37

    $568,900

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    1123 Fairway Dr, Winter Park, FL 32792

    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

    Tiffany Licata IRON VALLEY REAL ESTATE OSCEOL

    1123 Fairway Dr, Winter Park, FL 32792
  • /46

    $550,000

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

    2708 Lion Heart Rd, Winter Park, FL 32792

    Here is a fantastic home in Winter Park Pines, a well established and sought after community and location in Winter Park! This property is located on a corner lot and has a private pool as well as a two-car garage. This a great way to obtain home ownership at an affordable price. The construction is a Block/Brick built home making it a solid home unlike one you could buy new today. The Roof and

    Corey Cannon BHHS FLORIDA REALTY

    2708 Lion Heart Rd, Winter Park, FL 32792
  • /19

    $198,000 Open Sat 12PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 753 Sq Ft

    4768 Tangerine Ave Unit 4768, Winter Park, FL 32792

    *ALL ROOM FURNITURE IN LISTING PHOTOS CAN BE INCLUDED AS AN OPTION* Fully Renovated 1-Bedroom First-Floor Condo – Stylish & Convenient Living. Move-in ready! Gorgeous new flooring throughout, sophisticated modern lighting, freshly painted walls with contemporary baseboards and trim, impeccably styled. Welcome to 4768 Tangerine Ave #4768, a beautifully renovated one-bedroom, one-bath condo

    Christopher Franqui PROPERTY OUTLET INTERNATIONAL

    4768 Tangerine Ave Unit 4768, Winter Park, FL 32792
  • /32

    $565,000

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    701 Denton Rd, Winter Park, FL 32792

    Motivated Seller! Contact us today. Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quarter-acre lot, step into your private creating memories that last! This exceptional property has been meticulously maintained and enhanced with high-end features, making it a true standout. Recent upgrades include a brand-new roof (2024) and a new aluminum fence (2024), adding

    Elizabeth Boyce CHARLES RUTENBERG REALTY ORLANDO

    701 Denton Rd, Winter Park, FL 32792
  • /22

    $204,900

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

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792

    Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully

    Michell Carrasquero GLOBALWIDE REALTY LLC

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792
  • /26

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,115 Sq Ft

    720 N Pennsylvania Ave, Winter Park, FL 32789

    Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance every space. The open living and dining room combo creates a bright and welcoming atmosphere, perfect for

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    720 N Pennsylvania Ave, Winter Park, FL 32789
  • /30

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft

    669 Grenadine Ct Unit S, Winter Park, FL 32792

    Welcome to this 2-bedroom, 2-bathroom condo located in the desirable winter Park Villas community. Well-maintained with a fireplace. Plenty of natural light. The kitchen features newer cabinets and a breakfast bar. The master bedroom has generous space, a walk-in closet, and an en-suite bathroom. Community amenities such as a swimming pool, tennis courts and clubhouse. Centrally located in

    Michael Berlant RE/MAX EXCLUSIVE COLLECTION

    669 Grenadine Ct Unit S, Winter Park, FL 32792
  • /7

    $196,400

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

    2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792

    Condo in Winter Park, FL. 2923 Antique Oaks Cir, Unit 37. Updated 1,105 sq. ft. first-floor, North West corner condo. 2 bedrooms, 2 bathrooms.Located in the Winter Park School District: Updated Interiors: Recently remodeled with modern finishes, including brand-new appliances (convection oven, refrigerator, dishwasher), and a new LG stackable washer/dryer in the interior laundry room. Outdoor

    Cliff Glansen FLATFEE.COM

    2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
  • /41

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,447 Sq Ft

    2612 Lafayette Ave, Winter Park, FL 32789

    ***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features

    Maoline Herrera EXP REALTY LLC

    2612 Lafayette Ave, Winter Park, FL 32789
  • /19

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,805 Sq Ft

    2627 Ambergate Rd, Winter Park, FL 32792

    This beautiful and remodeled home is turnkey and ready to move in, fully furnished.Investors -- You will love the cash flow upside with this property.Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more.You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for

    Ryan Minadie COLDWELL BANKER RESIDENTIAL RE

    2627 Ambergate Rd, Winter Park, FL 32792
  • /2

    $630,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    1740 Anzle Ave, Winter Park, FL 32789

    PROPERTY AS-IS - DEMO AND NEW-BUILD PLANS APPROVED*Property with all demo permits and build plans approved ready for a new build*Nestled in the heart of Winter Park’s coveted 32789 ZIP code, this stunning new possibility offers the epitome of luxury living in one of Central Florida’s most coveted neighborhoods. The current structure has been approved for demolition so you

    Felipe Robayo GOYAL & DECOSTER REALTY

    1740 Anzle Ave, Winter Park, FL 32789
  • /23

    $795,000 Open Sat 4PM - 6PM

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    805 Nottingham St, Orlando, FL 32803

    One or more photo(s) has been virtually staged. Coveted Orwin Manor uniquely positioned between the charm of College Park and the luxury of Park Avenue offers one of its best for you today. Step into a home that feels like it was lifted from a Thomas Kinkade painting—where light dances across tree-lined streets, neighbors wave from their porches, and the mailman strolls by with letters delivered

    Angela Worachek DALTON WADE INC

    805 Nottingham St, Orlando, FL 32803
  • /4

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    113 Gem Lake Dr, Maitland, FL 32751

    Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a fireplace in the formal living room. The Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows,

    Darryl Donkel HOME WISE REALTY GROUP, INC.

    113 Gem Lake Dr, Maitland, FL 32751
  • /30

    $1,075,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,066 Sq Ft

    2143 Blossom Ln, Winter Park, FL 32789

    Winter Park canal front with direct access to Lake Killarney.This 3-bed, 2-bath, split-plan home blends everyday comfort with on-the-water living. An open, light-filled layout connects the front family room, dining area, and kitchen for easy flow. A rear bonus room frames views of the large, fenced backyard, which is great as a second living space, studio, or office. Garage parking and no

    Justin Core EXP REALTY LLC

    2143 Blossom Ln, Winter Park, FL 32789
  • /18

    $400,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    3214 Lowndes Dr, Winter Park, FL 32792

    3.2% Assumable VA Eligable! NEW ROOF, SOLAR PANELS AND AC 2019!!This beautifully renovated 3-bedroom, 2-bathroom home combines modern upgrades, energy efficiency, and an unbeatable location.Step inside to a completely remodeled kitchen featuring dark hardwood cabinets, granite countertops, and stainless steel appliances. The open-concept design seamlessly connects the kitchen,

    Gregory Roberts LPT REALTY LLC

    3214 Lowndes Dr, Winter Park, FL 32792
  • /49

    $439,000

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    1842 Puritan Ave, Winter Park, FL 32792

    Modern design, Open concept layout, Sleek quartz counter top, All new appliances, New luxury vinyl plank flooring, New lanai upgrade. This beautiful 4 bedrooms and 2 full bath is situated on a 8,250 square feet lot was newly fenced in 2024 which gives a sense of privacy and spaciousness as you enter into the lanai. There is two detached sheds for your storage convenience. This beautiful done was

    Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

    1842 Puritan Ave, Winter Park, FL 32792
  • /31

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    1932 Houndslake Dr, Winter Park, FL 32792

    Newly renovated 3 Bedroom 2 Bath in a well establish community of Cedar Ridge. Conveniently located in Winter Park Seminole County Pool home. The office can easily turn into a 4th bedroom if needed. New tile floors throughout. Open, airy and bright. Updated kitchen with quartz countertop. New stainless steel appliances. New roof, new water heater and most of the windows are newly

    Trung Nguyen LA ROSA REALTY LLC

    1932 Houndslake Dr, Winter Park, FL 32792
  • /32

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft

    2831 Lion Heart Rd, Winter Park, FL 32792

    Welcome to your Winter Park retreat! This spacious single-story ranch offers nearly 2,000 sq. ft. of living space with 3 bedrooms, 2 baths, and a versatile bonus room. The updated kitchen boasts granite counters, stainless steel appliances, and a cozy breakfast area, opening into a bright Florida room perfect for entertaining. The split floor plan ensures privacy, with a generous primary suite

    Joyce Tang JOY ESTATE ENTERPRISE INC

    2831 Lion Heart Rd, Winter Park, FL 32792
  • /29

    $455,000

    • 5 Beds
    • 3 Baths
    • 1,945 Sq Ft

    3642 Periwinkle Dr, Winter Park, FL 32792

    Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income.The main home features a freshly painted interior and exterior, new LVP flooring

    John Hwangbo HONEST REAL ESTATE COMPANY

    3642 Periwinkle Dr, Winter Park, FL 32792
  • /25

    $339,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft

    1920 Carrigan Ave, Winter Park, FL 32792

    Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bathrooms, an updated kitchen with stainless steel appliances, stylish laminate flooring, and fresh

    Virginia Bellhorn WATSON REALTY CORP

    1920 Carrigan Ave, Winter Park, FL 32792
  • /45

    $440,000

    • 4 Beds
    • 3 Baths
    • 2,179 Sq Ft

    1362 Tierra Cir, Winter Park, FL 32792

    Welcome to this unique 4-bedroom ranch-style home in the heart of Winter Park! This residence offers flexibility and comfort for today’s lifestyle. The converted two-car garage has been transformed into an additional bedroom with separate entrance, perfect for guests or an in-law suite. Inside, the kitchen flows seamlessly into the bright family room. Entertain with ease in the large dining and

    John Muccigrosso RE/MAX 200 REALTY

    1362 Tierra Cir, Winter Park, FL 32792
  • /40

    $399,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    917 Dupont Ave, Winter Park, FL 32789

    Welcome to this charming mid-century 3-bedroom, 2-bathroom ranch-style home located in the heart of Winter Park, Florida. This property offers timeless appeal blended with modern convenience. The single-level layout is both practical and inviting, with an open floor plan that seamlessly connects the living, dining and kitchen areas. Outdoors, the fully fenced yard creates a private

    Alex Castillo LPT REALTY, LLC

    917 Dupont Ave, Winter Park, FL 32789
  • /23

    $429,999 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft

    105 Conrad Ct, Winter Park, FL 32789

    Discover this beautifully updated 3-bedroom, 2-bathroom home in Winter Park, perfectly positioned to enjoy the best of both Winter Park and College Park living!From the moment you arrive, you’ll notice the professionally landscaped front and backyard (2022) with upgraded irrigation, gutters, and a spacious, durable back deck (2021). Step inside to find an inviting floor plan featuring crown

    Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, Winter Park, FL 32789
  • /24

    $389,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft

    1001 Early Ave, Winter Park, FL 32789

    Welcome to 1001 Early Ave—a beautifully updated 2-bedroom, 1-bath home that perfectly balances timeless character with contemporary style. Nestled on a spacious 7,405 sq ft lot, this 1,222 sq ft gem invites you in with parquet floors, decorator tile, and abundant natural light. The expanded kitchen is a showstopper, featuring stainless steel appliances, granite countertops, a wine cooler, and

    John Neusaenger COLDWELL BANKER REALTY

    1001 Early Ave, Winter Park, FL 32789
  • /23

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    2458 Grand Teton Cir, Winter Park, FL 32792

    Welcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom condo is nestled in the highly sought-after Cedarwood Village Condominium, a well-maintained community known for its charm and appeal. Meticulously cared for, this residence boasts modern elegance with gleaming quartz countertops and premium flooring throughout. The master suite is a true retreat, featuring

    Bryce Jones CHARLES RUTENBERG REALTY ORLANDO

    2458 Grand Teton Cir, Winter Park, FL 32792
  • /19

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,214 Sq Ft

    3117 Shady Pine Ave, Winter Park, FL 32792

    Impeccably maintained and extensively updated, this 3-bedroom, 2-bath home is located in a quiet, established Winter Park neighborhood with no HOA. Recent improvements include brand-new luxury vinyl plank flooring throughout (August 2025), fresh interior paint, a fully remodeled guest bathroom (2024), updated kitchen accessories, and a paver driveway added in 2021. Major systems have been

    Alistair Baxter EXP REALTY LLC

    3117 Shady Pine Ave, Winter Park, FL 32792
  • /72

    $955,000

    • 3 Beds
    • 2 Baths
    • 2,114 Sq Ft

    250 Cortland Ave, Winter Park, FL 32789

    Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a

    Alexandra Nordine EXP Realty, LLC

    250 Cortland Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 3

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$480,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$467,400
Median 2 Bedroom Sale Price
$220,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$367
Number of Homes for Sale
326
Last 12 months Home Sales
1,014
Months of Supply
3.90
Median List Price
$525,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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