3,657

Williamsburg Homes

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  • /25

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft

    11624 Peach Grove Ln, Orlando, FL 32821

    Wait Until You See This One! This stunning 2-bedroom, 2-bath home offers comfort, convenience, and peace of mind—all wrapped in a setting near golf course and a low-maintenance lifestyle. With a NEW roof (2023), a whole-house generator, and newer stainless steel appliances (2024–2025), this home is truly move-in ready! Step inside to a bright and open layout, featuring a formal dining room for

    Agent Photo

    Tony Baroni

    KELLER WILLIAMS SUBURBAN TAMPA

    (321) 273-8418

    11624 Peach Grove Ln, Orlando, FL 32821
  • /2

    $2,485 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • House for Rent

    5314 Williamsport Dr, Orlando, FL 32821

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    5314 Williamsport Dr, Orlando, FL 32821
  • /2

    $331,000 Sold Jul 25, 2025

    10849 William Tell Dr, Orlando, FL 32821

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft
    • Built 1980

    Last Sold Summary

    • 13% Below List Price
    • $309/SF
    • 35 Days On Market

    Current Estimated Value $332,305

    Last Listing Agent Cindy Brads COLDWELL BANKER REALTY

    10849 William Tell Dr, Orlando, FL 32821
    • /2

      Est $407,487 Not Listed For Sale

      5595 Deer Creek Dr, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,251 Sq Ft
      • Built 1987
      5595 Deer Creek Dr, Orlando, FL 32821

      Last Sold Summary

      • 1% Below List Price
      • $328/SF
      • 87 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Gale Fritzler WILLIAMSBURG REALTY, INC.

  • /35

    $575,000

    • 5 Beds
    • 2.5 Baths
    • 2,889 Sq Ft

    5362 Shingle Creek Dr, Orlando, FL 32821

    Welcome to this beautifully maintained 5-bedroom, 2.5-bath single-family home in the highly desirable Shingle Creek area of Southwest Orlando. Designed for comfort, efficiency, and everyday functionality, this home offers a spacious layout ideal for families or anyone seeking a balance of suburban tranquility and city convenience. The well-appointed kitchen features granite countertops and

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    (321) 529-0445

    5362 Shingle Creek Dr, Orlando, FL 32821
  • /14

    $1,925 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • House for Rent

    10159 Crown Ct, Orlando, FL 32821

    Step inside this beautiful home and be wowed by the open floor concept and large windows throughout, filling every room with natural light! The spacious kitchen comes fully equipped with all appliances and plenty of cabinet and counter space — perfect for cooking, entertaining, or hosting friends and family. Plus, it includes a washer and dryer for your convenience! Enjoy even more with a two-car

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    10159 Crown Ct, Orlando, FL 32821
  • /2

    $580,000 Sold May 30, 2025

    5450 Watervista Dr, Orlando, FL 32821

    • 4 Beds
    • 2.5 Baths
    • 2,607 Sq Ft
    • Built 2000

    Last Sold Summary

    • 15% Below List Price
    • $222/SF
    • 361 Days On Market

    Current Estimated Value $593,978

    Last Listing Agent Amy Chastain CHASTAIN REAL ESTATE COMPANY LLC

    5450 Watervista Dr, Orlando, FL 32821
    • /2

      Est $401,662 Not Listed For Sale

      10536 Montpelier Cir, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1979
      10536 Montpelier Cir, Orlando, FL 32821

      Last Sold Summary

      • 3% Below List Price
      • $269/SF
      • 83 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Bill Miller RE/MAX CENTRAL REALTY

  • /32

    $448,000

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft

    5389 Watervista Dr, Orlando, FL 32821

    WATERFRONT VILLA!! NEW PRICE! HURRY! Welcome to this stunning single-story 3BD/2BA 1751 sq. ft. Villa with Water Views in the Gated community of Waterview Townhomes. The owner has lovingly maintained the single-family home as a second home. The community does not allow short- or long-term rentals, so the owner was the only one living in the house. Nestled in the community, this home sits directly

    Agent Photo

    Kitty Mark

    COLDWELL BANKER REALTY

    (321) 467-7030

    5389 Watervista Dr, Orlando, FL 32821
  • /16

    $2,245 per month

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • House for Rent

    4822 Gifford Blvd, Orlando, FL 32821

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    4822 Gifford Blvd, Orlando, FL 32821
  • /2

    $350,000 Sold Sep 29, 2025

    10113 Allenby Ct, Orlando, FL 32821

    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 1979

    Last Sold Summary

    • $225/SF
    • 8 Days On Market

    Current Estimated Value $350,545

    Last Listing Agent Matt McKee COMPASS FLORIDA LLC

    10113 Allenby Ct, Orlando, FL 32821
    • /37

      Est $344,337 Not Listed For Sale

      10137 Allenby Ct, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,438 Sq Ft
      • Built 1979
      10137 Allenby Ct, Orlando, FL 32821

      Last Sold Summary

      • 2% Below List Price
      • $243/SF
      • 4 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Razin McFarland ENGEL & VOLKERS TAMPA DOWNTOWN

  • /67

    $498,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,864 Sq Ft

    5526 Deepdale Dr, Orlando, FL 32821

    One or more photo(s) has been virtually staged. STUNNING WATERFRONT POOL HOME IN HIGHLY SOUGHT-AFTER DEER CREEK VILLAGE This beautifully maintained 3-bedroom, 2-bath, over 2100 sq. ft. waterfront retreat is perfectly positioned on a serene conservation homesite offering views and glimmering sunsets over a peaceful pond. Enjoy the best of Florida living with the screen-enclosed pool, take in all

    Helen Thompson RE/MAX SELECT GROUP

    5526 Deepdale Dr, Orlando, FL 32821
  • /10

    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • House for Rent

    4905 Goucher Ln, Orlando, FL 32821

    Beautifully updated 3-bedroom, 2-bath single-family home situated on a desirable corner lot in a convenient Orlando location. This residence features a fully renovated interior with modern finishes throughout and a complete suite of brand-new appliances. Enjoy a bright, functional layout ideal for comfortable living and entertaining, along with a covered lanai perfect for relaxing or outdoor

    Otto Solis VALSTAR REALTY LLC

    4905 Goucher Ln, Orlando, FL 32821
  • /2

    $399,900 Sold Sep 15, 2025

    10118 Allenby Ct, Orlando, FL 32821

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 1979

    Last Sold Summary

    • 18% Below List Price
    • $237/SF
    • 221 Days On Market

    Current Estimated Value $391,994

    Last Listing Agent Reshack Dit KELLER WILLIAMS CLASSIC

    10118 Allenby Ct, Orlando, FL 32821
    • /25

      Est $405,565 Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2 Baths
      • 1,228 Sq Ft
      • Built 1988
      Unlisted Address

      Last Sold Summary

      • 7% Above List Price
      • $307/SF
      • 16 Days On Market

      Last Sold Price $377,500

      Last Listing Agent Lorisa Motko CHARLES RUTENBERG REALTY ORLANDO

  • /33

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    4930 Gifford Blvd, Orlando, FL 32821

    Welcome to Greenbriar Village in the heart of Williamsburg! This beautifully updated 3-bedroom, 2-bathroom home is tucked away in one ofOrlando’s most desirable communities—just minutes from SeaWorld, International Drive, shopping, dining, and major highways. Step inside todiscover a bright, open layout featuring both a formal family room and a spacious rear GREAT ROOM, offering

    Nicole Dege REDFIN CORPORATION

    4930 Gifford Blvd, Orlando, FL 32821
  • /28

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    10319 Matchlock Dr, Orlando, FL 32821

    Charming 2-Bedroom Home for RENT in Sought-After Williamsburg / Montpelier Village !!. Welcome to this Beautiful and well-maintained 2 BR / 2 BA single-family rental in the historic and highly desirable Williamsburg neighborhood (Montpelier Village). Offering 1,268 sq ft of thoughtfully designed living space, this home blends comfort, convenience, and classic neighborhood charm. Step inside to

    Brigida Lopez LA ROSA REALTY ORLANDO LLC

    10319 Matchlock Dr, Orlando, FL 32821
  • /2

    $405,000 Sold Jul 28, 2025

    5729 Norman H Cutson Dr, Orlando, FL 32821

    • 3 Beds
    • 2 Baths
    • 1,321 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $307/SF
    • 27 Days On Market

    Current Estimated Value $404,746

    Last Listing Agent Deborah Arroyo THE EXPERTS TEAM REALTY INC

    5729 Norman H Cutson Dr, Orlando, FL 32821
    • /13

      Est $456,020 Not Listed For Sale

      11272 Papyrus Ln, Orlando, FL 32821

      • 3 Beds
      • 2.5 Baths
      • 2,009 Sq Ft
      • Built 1992
      11272 Papyrus Ln, Orlando, FL 32821

      Last Sold Summary

      • 2% Above List Price
      • $222/SF
      • 0 Days On Market

      Last Sold Price $446,000

      Last Listing Agent George Stringer COLDWELL BANKER REALTY

  • /14

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    10616 Leafy Way, Orlando, FL 32821

    Opportunity knocks at 10616 Leafy Way, a charming home in a prime Orlando neighborhood brimming with potential. This residence offers a flexible layout and well-maintained spaces, perfect for investors looking for strong rental income or buyers seeking a solid home with room to grow. Featuring a bright and open floor plan, the home flows seamlessly from living to dining to kitchen, making it

    Dee Rosario KELLER WILLIAMS ADVANTAGE III

    10616 Leafy Way, Orlando, FL 32821
  • /48

    $2,490 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Property for Rent

    10123 Fairtree Ln, Orlando, FL 32821

    A well-located 3-bed, 2-bath home in the heart of Orlando, 10123 Fairtree Lane offers quick access to major attractions, shopping, dining, and key roadways. The interior provides comfortable living spaces with an easy flow for everyday life or hosting guests. A screened porch extends the living area outdoors, leading to a standout backyard with no rear neighbors for added privacy. The yard

    Diego Parra MY REALTY GROUP, LLC.

    10123 Fairtree Ln, Orlando, FL 32821
  • /2

    $440,000 Sold Jan 21, 2026

    5333 Watervista Dr, Orlando, FL 32821

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $270/SF
    • 107 Days On Market

    Current Estimated Value $455,366

    Last Listing Agent Rafael Heredia SALVAMERICA, LLC

    5333 Watervista Dr, Orlando, FL 32821
    • /29

      Est $391,360 Not Listed For Sale

      10330 Licorice Way, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1981
      10330 Licorice Way, Orlando, FL 32821

      Last Sold Summary

      • 1% Below List Price
      • $235/SF
      • 18 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  • /14

    $419,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    10848 Wilderness Ct, Orlando, FL 32821

    Location, Location, Location, HOA optional. Thinking about AirB&B, this property is within 5 mins walk to grocery shopping, 5 mins drive to SeaWorld, Discovery Cove, and Aquatica Orlando. The property features 3 bedrooms, 2 bathrooms with a spacious Large living room, Kitchen includes new stainless steel appliances, natural gas available for NEW Cooking Range, NEW Dryer, and Tankless Water heater.

    Jason Chen SMART 1 REALTY LLC

    10848 Wilderness Ct, Orlando, FL 32821
  • /19

    $2,400 per month

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • House for Rent

    10108 Bluff Ct, Orlando, FL 32821

    Located near top Orlando attractions like SeaWorld, International Drive, and Universal Studios. Easy access to major highways such as 528 and I-4, located in Lime Tree Village of Williamsburg. This 2 bedroom 2 bath home has a one car garage. LVP flooring throughout.

    Owen Willis BEAR TEAM REAL ESTATE

    10108 Bluff Ct, Orlando, FL 32821
  • /2

    $320,000 Sold Apr 14, 2025

    10631 Deergrass Ln, Orlando, FL 32821

    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $224/SF
    • 6 Days On Market

    Current Estimated Value $335,211

    Last Listing Agent Qinghe Meng AAA GLOBAL VENTURES PA

    10631 Deergrass Ln, Orlando, FL 32821
    • /43

      Est $407,234 Not Listed For Sale

      5753 Norman H Cutson Dr, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,695 Sq Ft
      • Built 1994
      5753 Norman H Cutson Dr, Orlando, FL 32821

      Last Sold Summary

      • 1% Above List Price
      • $239/SF
      • 22 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

  • /30

    $393,000

    • 2 Beds
    • 2 Baths
    • 1,866 Sq Ft

    10823 William And Mary Ct, Orlando, FL 32821

    Well-maintained 2-bedroom, 2-bath home with a single-car garage, ideally located in Orlando. The property features a brand-new tile roof and fresh exterior paint, with all exterior repairs recently completed—providing peace of mind for the next owner. The great room offers flexible space suitable for multiple uses, and there is an additional room at the rear of the home through sliding glass

    Amy Chastain CHASTAIN REAL ESTATE COMPANY LLC

    10823 William And Mary Ct, Orlando, FL 32821
  • /12

    $1,995 per month

    • 2 Beds
    • 2 Baths
    • 1,268 Sq Ft
    • House for Rent

    5335 Magna Carta St, Orlando, FL 32821

    Williamsburg 2 bedroom 2 bath corner lot home. New kitchen cabinets, granite countertops and appliances. All tile floors throughoutCarport. Laundry room with washer/dryer. Spacious open living dining areas with sliding glass doors to the rear patio. Master bedroom has 2 sinks and vanities plus walk in closet. Neutral colors throughout. located off the Beachline near Sea World, Universal and

    Candee Brooks HOLIDAY HOMES REALTY, INC.

    5335 Magna Carta St, Orlando, FL 32821
  • /2

    $298,000 Sold Feb 19, 2026

    11405 Stamfield Dr, Orlando, FL 32821

    • 2 Beds
    • 2 Baths
    • 1,746 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $171/SF
    • 29 Days On Market

    Current Estimated Value $331,450

    Last Listing Agent Bill Mauer RE/MAX INNOVATION

    11405 Stamfield Dr, Orlando, FL 32821
    • /49

      Est $423,677 Not Listed For Sale

      11756 Peachstone Ln, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1990
      11756 Peachstone Ln, Orlando, FL 32821

      Last Sold Summary

      • 1% Above List Price
      • $262/SF
      • 2 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Simone Wickham KELLER WILLIAMS LEGACY REALTY

  • /46

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    5673 Parkview Lake Dr, Orlando, FL 32821

    Welcome to 5673 Parkview Lake Dr, Orlando, FL — a beautifully upgraded 3-bedroom, 2-bath home with serene pond views and a versatile flex room ideal for a home office, gym, or guest suite. This move-in-ready home features luxury vinyl plank flooring throughout, a bright and inviting layout, and a spacious great room perfect for relaxing or entertaining. The updated kitchen offers plenty of

    Astrid Rivas COLDWELL BANKER REALTY

    5673 Parkview Lake Dr, Orlando, FL 32821
  • /15

    $2,400 per month

    • 4 Beds
    • 3 Baths
    • 1,832 Sq Ft
    • House for Rent

    10174 Mason Dixon Cir, Orlando, FL 32821

    One or more photo(s) has been virtually staged. This beautiful home offers a spacious layout with an open floor plan filled with natural light and designed for comfort. The primary suite features a large walk-in closet, dual vanities, a remodeled bathroom, and a peaceful view facing the backyard retreat. The second bedroom is generously sized with ample closet space, and the third bedroom

    Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

    10174 Mason Dixon Cir, Orlando, FL 32821
  • /2

    $380,000 Sold Dec 29, 2025

    10305 Licorice Way, Orlando, FL 32821

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 12 Days On Market

    Current Estimated Value $379,659

    Last Listing Agent Darryl Hunt FLORIDA REALTY INVESTMENTS

    10305 Licorice Way, Orlando, FL 32821
    • /14

      Est $314,922 Not Listed For Sale

      10528 Montpelier Cir, Orlando, FL 32821

      • 2 Beds
      • 2 Baths
      • 1,268 Sq Ft
      • Built 1979
      10528 Montpelier Cir, Orlando, FL 32821

      Last Sold Summary

      • $248/SF
      • 72 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Lisa Camacho Szeto KELLER WILLIAMS CLASSIC

  • /29

    $450,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,288 Sq Ft

    11321 Scenic View Ln, Orlando, FL 32821

    Ask about the Assumable 2.75 loan! Welcome to this charming 3-bedroom, 2-bath home located in the heart of Williamsburg, perfectly positioned on an oversized lot backing to serene conservation land. Priced to sell, this well-maintained property offers both comfort and peace of mind with recent upgrades including remodeled bathrooms (2026), a new roof (2025), and a new AC system (2024). Tile

    Alexis McKenzie REAL BROKER, LLC

    11321 Scenic View Ln, Orlando, FL 32821
  • /42

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • House for Rent

    5784 Donnelly Cir, Orlando, FL 32821

    Spacious 3-bedroom, 2-bath home for rent in sought-after Deer Run community in Williamsburg, Orlando. This 2,044 sq. ft. residence offers a functional layout featuring a flex room with double doors—ideal for office or den—plus a welcoming sitting area at the entry adjacent to the dining room. The home is filled with natural light, creating an open and comfortable atmosphere. The oversized primary

    Astrid Rivas COLDWELL BANKER REALTY

    5784 Donnelly Cir, Orlando, FL 32821
  • /2

    $345,000 Sold Jun 19, 2025

    Unlisted Address

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1987

    Last Sold Summary

    • 8% Below List Price
    • $274/SF
    • 40 Days On Market

    Current Estimated Value $359,050

    Last Listing Agent Mark Morgan MARK MORGAN REALTY LLC

    Unlisted Address
    • /41

      Est $484,391 Not Listed For Sale

      5513 Donnelly Cir, Orlando, FL 32821

      • 3 Beds
      • 2 Baths
      • 2,027 Sq Ft
      • Built 1995
      5513 Donnelly Cir, Orlando, FL 32821

      Last Sold Summary

      • $239/SF
      • 24 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Christine Kim SOGO REAL ESTATE SERVICES LLC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Williamsburg, FL

Housing Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$389,000
Median Townhouse Sale Price
$475,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
26
Last 12 months Home Sales
97
Months of Supply
3.20
Median List Price
$399,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-2%
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