Fairview Shores, FL Homes

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  /32

  $775,000

  $25K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  675 Overspin Dr, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV

  Jennifer Wemert WEMERT GROUP REALTY LLC

  675 Overspin Dr, Winter Park, FL 32789
• 

  

  /2

  $345,000

  Sold Nov 21, 2025

  5515 Moat Dr, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $225/SF
  • 3 Days On Market

  Current Estimated Value $348,073

  Last Listing Agent Mariann Bradley LAND AND SEA REALTY

  5515 Moat Dr, Orlando, FL 32810
• 

  

  

  /23

  Est $464,731

  Not Listed For Sale

  1769 Indiana Ave Unit D, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 2008

  1769 Indiana Ave Unit D, Winter Park, FL 32789

  Last Sold Summary

  • 11% Above List Price
  • $260/SF
  • 20 Days On Market

  • Last Sold Price $420,000
  • Jun 12, 2023

  Last Listing Agent Eduardo Dieter SPACE GROUP REALTY LLC
• 

  

  

  /21

  $409,900

  New Construction $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  2604 Annandale Ave, Orlando, FL 32810

  Back on the market! buyer's financing fell through. One or more photo(s) has been virtually staged.NO HOA! Welcome to 2604 Annandale Avenue, a stunning brand-new construction featuring 4 bedrooms, 2.5 bathrooms, and a two-car garage. The gourmet kitchen is a chef’s dream, complete with quartz countertops, modern cabinetry, and all brand-new stainless steel appliances included, ready for your

  Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

  2604 Annandale Ave, Orlando, FL 32810
• 

  

  /2

  $630,000

  Sold Aug 11, 2025

  1792 Killarney Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 1 Day On Market

  Current Estimated Value $662,597

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  1792 Killarney Dr, Winter Park, FL 32789
• 

  

  /16

  Est $334,782

  Not Listed For Sale

  2038 Jewell Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 809 Sq Ft
  • Built 1956

  2038 Jewell Ave, Winter Park, FL 32789

  Last Sold Summary

  • 1% Above List Price
  • $408/SF
  • 4 Days On Market

  • Last Sold Price $330,000
  • Jul 05, 2023

  Last Listing Agent Alexandra Pillat RE/MAX
• 

  

  /16

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft

  5421 Alloway St, Orlando, FL 32810

  Welcome to this charming concrete block home in one of Orlando’s most central and established neighborhoods. The interior is defined by beautiful original terrazzo flooring that provides a cool, authentic mid-century vibe throughout the open-concept layout. The heart of the home features a kitchen updated with sleek butcher block countertops, a classic subway tile backsplash, and modern black

  Mark Johnson HAREONE REALTY GROUP

  5421 Alloway St, Orlando, FL 32810
• 

  /2

  $400,000

  Sold Oct 13, 2025

  1416 Beatrice Dr, Orlando, FL 32810

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1963

  Last Sold Summary

  • 22% Below List Price
  • $250/SF
  • 93 Days On Market

  Current Estimated Value $399,814

  Last Listing Agent Katty Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

  1416 Beatrice Dr, Orlando, FL 32810
• 

  /2

  Est $436,092

  Not Listed For Sale

  1501 Michigan Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 853 Sq Ft
  • Built 1936

  1501 Michigan Ave, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $528/SF
  • 5 Days On Market

  • Last Sold Price $450,000
  • Sep 17, 2024

  Last Listing Agent Brad Corbitt CREEGAN GROUP
• 

  

  /26

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
• 

  /2

  $357,000

  Sold Jan 26, 2026

  1870 Highness Ct, Orlando, FL 32810

  • 4 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $182/SF
  • 93 Days On Market

  Current Estimated Value $357,672

  Last Listing Agent Julian Jackson LOKATION

  1870 Highness Ct, Orlando, FL 32810
• 

  

  /39

  Est $322,434

  Not Listed For Sale

  5504 Davisson Ave, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1960

  5504 Davisson Ave, Orlando, FL 32810

  Last Sold Summary

  • 14% Below List Price
  • $346/SF
  • 5 Days On Market

  • Last Sold Price $375,000
  • Nov 13, 2023

  Last Listing Agent Sandra Velasquez THE SIMON SIMAAN GROUP
• 

  

  /46

  $289,000

  Pending

  • 2 Beds
  • 1 Bath
  • 934 Sq Ft

  4370 Shorecrest Dr, Orlando, FL 32804

  Under contract-accepting backup offers. Welcome to 4370 Shorecrest Dr, a charming, move-in ready 2 bedroom home on an oversized 0.31-acre lot in one of Orlando’s most convenient locations, just north of College Park and next to Winter Park. This block construction home offers a rare combination that is getting harder and harder to find: major big-ticket upgrades already completed, a huge backyard

  Chris Creegan CREEGAN GROUP

  4370 Shorecrest Dr, Orlando, FL 32804
• 

  /2

  $185,000

  Sold Mar 20, 2026

  829 Timor Ave, Orlando, FL 32804

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft
  • Built 1945

  Last Sold Summary

  • $241/SF

  Current Estimated Value $202,674

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  829 Timor Ave, Orlando, FL 32804
• 

  

  /36

  Est $423,422

  Not Listed For Sale

  2114 Karolina Ave, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1952

  2114 Karolina Ave, Winter Park, FL 32789

  Last Sold Summary

  • 6% Above List Price
  • $332/SF
  • 7 Days On Market

  • Last Sold Price $399,000
  • Jun 16, 2023

  Last Listing Agent Nicholas Buffomante RE/MAX
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  /63

  $1,229,900

  New Construction $26K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  1010 Venetian Ave, Orlando, FL 32804

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. NEW CONSTRUCTION IN COLLEGE PARK!! PRICE IMPROVEMENT!! Welcome to the vibrant "North Quarter" of College Park! This beautifully crafted home, showcasing a stunning mid-century modern brick elevation, is designed to impress and is move-in ready. Perfectly situated near Winter Park and all the amenities College

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1010 Venetian Ave, Orlando, FL 32804
• 

  /2

  $399,900

  Sold Mar 25, 2026

  1104 Timor Ave, Orlando, FL 32804

  • 3 Beds
  • 2.5 Baths
  • 1,652 Sq Ft
  • Built 1987

  Last Sold Summary

  • $242/SF
  • 7 Days On Market

  Current Estimated Value $397,100

  Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

  1104 Timor Ave, Orlando, FL 32804
• 

  

  /40

  Est $307,146

  Not Listed For Sale

  1089 Princewood Dr, Orlando, FL 32810

  • 3 Beds
  • 1.5 Baths
  • 966 Sq Ft
  • Built 1971

  1089 Princewood Dr, Orlando, FL 32810

  Last Sold Summary

  • 7% Below List Price
  • $342/SF
  • 8 Days On Market

  • Last Sold Price $330,000
  • Jun 07, 2024

  Last Listing Agent Nicole Wilbur CHARLES RUTENBERG REALTY ORLANDO
• 

  

  /22

  $424,999

  $32K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,208 Sq Ft

  740 Naples Dr, Orlando, FL 32804

  This home features 1,204 sq ft of living space, with an additional 240 sq ft of covered screened patio a 200 sq ft of storage space with a whole home generator Just 10 minutes to downtown OrlandoStunning 3-Bedroom Home with Luxury UpgradesModern Amenities and Spacious Living in a Beautiful 1,200 Sq. Ft. ResidenceProperty Overview Step inside to discover a beautifully upgraded

  Steven Koleno BEYCOME OF FLORIDA LLC

  740 Naples Dr, Orlando, FL 32804
• 

  /2

  $325,000

  Sold Mar 02, 2026

  4472 Fairview Ave, Orlando, FL 32804

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 1944

  Last Sold Summary

  • $262/SF
  • 3 Days On Market

  Current Estimated Value $319,839

  Last Listing Agent Jan Walker PREMIER SOTHEBY'S INTL. REALTY

  4472 Fairview Ave, Orlando, FL 32804
• 

  /2

  Est $306,759

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 1.5 Baths
  • 1,052 Sq Ft
  • Built 1970

  Unlisted Address

  Last Sold Summary

  • 1% Below List Price
  • $295/SF
  • 36 Days On Market

  • Last Sold Price $310,000
  • Apr 18, 2025

  Last Listing Agent Mark Brown HOME PRO REALTY CORP.
• 

  

  /9

  $349,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  811 Overspin Dr, Winter Park, FL 32789

  Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those

  Rickey Singh RICK SINGH REAL ESTATE

  811 Overspin Dr, Winter Park, FL 32789
• 

  /2

  $280,000

  Sold Jun 27, 2025

  2446 Lotafun Ave, Winter Park, FL 32789

  • Land
  • 7,405 Sq Ft
  • $1,647,059 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 123 Days On Market

  Current Estimated Value $274,333

  Last Listing Agent David Francetic COLDWELL BANKER REALTY

  2446 Lotafun Ave, Winter Park, FL 32789
• 

  

  /18

  Est $344,645

  Not Listed For Sale

  5616 Shasta Dr, Orlando, FL 32810

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1977

  5616 Shasta Dr, Orlando, FL 32810

  Last Sold Summary

  • 4% Below List Price
  • $237/SF
  • 70 Days On Market

  • Last Sold Price $359,900
  • Jun 04, 2024

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC
• 

  

  /23

  $364,900

  $50K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  2211 Beatrice Dr, Orlando, FL 32810

  Under contract-accepting backup offers. Back on the Market - Buyer's financing fell through - NEW PRICE!!!! SELLER IS MOTIVATED - CHEAPEST HOME WITH A HUGE LOT AND A POOL - Welcome to your dream home at 2211 Beatrice Dr., Orlando, Florida! This charming four-bedroom, two-bathroom residence has been tastefully updated, featuring modern granite countertops and upgraded bathrooms that reflect

  Ancizar Alzate EXP REALTY LLC

  2211 Beatrice Dr, Orlando, FL 32810
• 

  /2

  $435,000

  Sold Apr 06, 2026

  5548 Kingswood Dr, Orlando, FL 32810

  • 4 Beds
  • 3 Baths
  • 2,256 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $193/SF
  • 42 Days On Market

  Current Estimated Value $446,041

  Last Listing Agent Lilivette Vasquez BROKER HUB REALTY GROUP LLC

  5548 Kingswood Dr, Orlando, FL 32810
• 

  

  /4

  Est $454,221

  Not Listed For Sale

  2040 Jewell Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 1,200 Sq Ft
  • Built 1940

  2040 Jewell Ave, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $392/SF
  • 46 Days On Market

  • Last Sold Price $470,000
  • Jan 18, 2024

  Last Listing Agent Jasmine Vazquez LPT REALTY, LLC
• 

  

  /30

  $1,249,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,936 Sq Ft

  Winter Park, FL 32789

  Pre-Construction. To be built. NEW CONSTRUCTION! Introducing an exquisite new construction home in Winter Park Grove, Winter Park's newest community! This residence is carefully curated by SGC Development, a highly respected local builder known for their dedication to quality and craftsmanship. This residence combines luxury living with the utmost convenience, located within walking distance to

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  Winter Park, FL 32789
• 

  /2

  $290,000

  Sold Apr 28, 2026

  5312 Goddard Ave, Orlando, FL 32810

  • 3 Beds
  • 3 Baths
  • 1,537 Sq Ft
  • Built 1960

  Last Sold Summary

  • 11% Below List Price
  • $189/SF
  • 54 Days On Market

  Current Estimated Value $309,448

  Last Listing Agent Angela Garcera LPT REALTY, LLC

  5312 Goddard Ave, Orlando, FL 32810
• 

  

  /38

  Est $543,072

  Not Listed For Sale

  1006 Venetian Ave, Orlando, FL 32804

  • 4 Beds
  • 3 Baths
  • 1,539 Sq Ft
  • Built 1946

  1006 Venetian Ave, Orlando, FL 32804

  Last Sold Summary

  • 7% Below List Price
  • $379/SF
  • 114 Days On Market

  • Last Sold Price $584,000
  • Jun 25, 2024

  Last Listing Agent Mayra Berrio FLORIDA REALTY INVESTMENTS
• 

  

  /26

  $229,000

  • 2 Beds
  • 1 Bath
  • 971 Sq Ft

  5212 Aloha St, Orlando, FL 32810

  No HOA and situated on an oversized lot, this beautifully renovated 2 bedroom home offers both comfort and flexibility. The interior has been thoughtfully updated with brand new kitchen cabinets, butcher block countertops and durable waterproof vinyl flooring throughout, creating a clean and modern feel. A versatile bonus room provides the option to easily convert into a 3rd bedroom, home office

  Christina Dalton LPT REALTY, LLC

  5212 Aloha St, Orlando, FL 32810
• 

  /2

  $369,000

  Sold Aug 08, 2025

  1120 Courtland St, Orlando, FL 32804

  • 3 Beds
  • 2 Baths
  • 1,139 Sq Ft
  • Built 1957

  Last Sold Summary

  • 2% Below List Price
  • $324/SF
  • 57 Days On Market

  Current Estimated Value $360,325

  Last Listing Agent Andrea Parra FANNIE HILLMAN & ASSOCIATES

  1120 Courtland St, Orlando, FL 32804
• 

  

  /33

  Est $290,265

  Not Listed For Sale

  1602 Mosher Dr, Orlando, FL 32810

  • 3 Beds
  • 1.5 Baths
  • 1,084 Sq Ft
  • Built 1960

  1602 Mosher Dr, Orlando, FL 32810

  Last Sold Summary

  • 2% Above List Price
  • $263/SF
  • 7 Days On Market

  • Last Sold Price $285,000
  • May 15, 2023

  Last Listing Agent Mark Ramey EXP REALTY LLC
• 

  

  /24

  $420,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  5305 2nd St, Orlando, FL 32810

  One or more photo(s) has been virtually staged. Welcome to this stunning brand-new construction home in the heart of Orlando! Located at 5305 2nd Street, this modern two-story residence offers approximately 2,704 total square feet with a thoughtfully designed open-concept layout perfect for both everyday living and entertaining. This beautiful home features 4 spacious bedrooms, 2.5 bathrooms, and

  Marcela Fischer PRISTINE INTERNATIONAL REALTY LLC

  5305 2nd St, Orlando, FL 32810
• 

  /2

  $336,600

  Sold Dec 17, 2025

  1131 Carlson Dr, Orlando, FL 32804

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $242/SF
  • 97 Days On Market

  Current Estimated Value $338,728

  Last Listing Agent Liam Lugo KELLER WILLIAMS WINTER PARK

  1131 Carlson Dr, Orlando, FL 32804
• 

  

  /32

  Est $371,492

  Not Listed For Sale

  1114 Alfred Dr, Orlando, FL 32810

  • 3 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 1970

  1114 Alfred Dr, Orlando, FL 32810

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 2 Days On Market

  • Last Sold Price $385,000
  • Sep 15, 2023

  Last Listing Agent Tim Boon CREEGAN GROUP
• 

  

  /31

  $675,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,604 Sq Ft

  1618 Indiana Ave, Winter Park, FL 32789

  Beautiful income-producing duplex located in the highly desirable Winter Park area! This well-maintained property features two units, each offering 2 bedrooms, 1 bathroom, and a dedicated utility room for added convenience. Both sides provide functional layouts with comfortable living spaces, making it ideal for tenants or owner-occupants looking to offset their mortgage. Situated on Indiana Ave,

  Johnathan Lam NATIONAL REAL ESTATE

  1618 Indiana Ave, Winter Park, FL 32789
• 

  /2

  $560,000

  Sold May 08, 2026

  218 Orange Terrace Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Below List Price
  • $346/SF
  • 30 Days On Market

  Current Estimated Value $613,911

  Last Listing Agent Arden Magee ANNE ROGERS REALTY GROUP INC

  218 Orange Terrace Dr, Winter Park, FL 32789
• 

  

  /32

  Est $357,556

  Not Listed For Sale

  5320 Sumerset St, Orlando, FL 32810

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft
  • Built 1959

  5320 Sumerset St, Orlando, FL 32810

  Last Sold Summary

  • 5% Above List Price
  • $205/SF
  • 13 Days On Market

  • Last Sold Price $342,000
  • Dec 12, 2023

  Last Listing Agent Devonna Craner CRANER AND COMPANY REAL ESTATE GROUP LLC
• 

  

  /30

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  1415 Carlson Dr, Orlando, FL 32804

  Welcome to this charming home located in the desirable Carlson Park neighborhood. Filled with light, this home features the charm of original hardwood floors and unique architecture combined with the convenience and beauty of a fully renovated kitchen and two full bathrooms. Stainless steel appliances, granite countertops and elegant cabinetry lend a modern vibe. Three bedrooms and two bathrooms

  Steven Koleno BEYCOME OF FLORIDA LLC

  1415 Carlson Dr, Orlando, FL 32804

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