5933 CAYMUS LOOP, Windermere, FL 34786
OFF MARKET

5933 CAYMUS LOOP
Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 2,766 sqft (on 0.26 acres)

$1,165,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $8,099/mo*
Refinance Your Home

$1,165,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $8,099/mo*
Refinance Your Home
4 Beds
4.5 Baths
2,766 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$1.17M
Since last month
Increased$5K (+0.4%)
Since last year
Increased$170K (+17.3%)
Since last sale
Increased$153K (+15.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +126% in the last 10 years
MonthEstimated value
2026
August 2026$1.15M
July 2026$1.15M
June 2026$1.15M
May 2026$1.13M
April 2026$1.13M
March 2026$1.13M
February 2026$1.09M
January 2026$1.03M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5837 CAYMUS LOOP, Windermere, FL
0.12
Single-Family Home
$1,265,000
06/29/26
4
3
2,937
6084 CAYMUS LOOP, Windermere, FL
0.25
Single-Family Home
$975,000
09/02/25
5
4
3,455
6001 CAYMUS LOOP, Windermere, FL
0.08
Single-Family Home
$1,550,000
06/11/26
5
5
3,520
11019 KENTMERE COURT, Windermere, FL
0.40
Single-Family Home
$1,375,000
12/17/25
4
4
3,813
5926 BLAKEFORD DRIVE, Windermere, FL
0.26
Single-Family Home
$2,000,000
06/24/26
4
4
3,906
6036 GREATWATER DR, Windermere, FL
0.24
Single-Family Home
$1,875,000
07/24/26
4
4.5
4,013
6023 BLAKEFORD DR, Windermere, FL
0.27
Single-Family Home
$1,400,000
04/08/26
5
3
3,013
6761 VALHALLA WAY, Windermere, FL
0.15
Single-Family Home
$2,250,000
10/06/25
4
4.5
4,929
11014 HAWKSHEAD COURT, Windermere, FL
0.45
Single-Family Home
$1,675,000
11/12/25
4
4
4,240

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5956 Caymus Loop, Windermere, FL 34786
0.07
$1,077,200
3
3
-
Off Market
5910 CAYMUS LOOP, Windermere, FL 34786
0.06
$1,367,700
4
4
3,476
Off Market
6001 CAYMUS LOOP, Windermere, FL 34786
0.08
$1,550,000
5
5
3,520
Recently Sold
5825 CAYMUS LOOP, Windermere, FL 34786
0.11
$1,473,100
5
3.5
3,494
Off Market
5837 CAYMUS LOOP, Windermere, FL 34786
0.12
$1,265,000
4
3
2,937
Recently Sold
6006 CAYMUS LOOP, Windermere, FL 34786
0.12
$1,384,900
5
4
3,530
Off Market
6037 CAYMUS LOOP, Windermere, FL 34786
0.14
$992,000
3
2.5
2,614
Off Market
6760 VALHALLA WAY, Windermere, FL 34786
0.11
$3,487,700
5
6.5
6,055
Off Market
6761 VALHALLA WAY, Windermere, FL 34786
0.15
$2,246,200
4
4.5
4,929
Off Market
6054 CAYMUS LOOP, Windermere, FL 34786
0.20
$1,068,800
5
3.5
2,976
Off Market
5939 BLAKEFORD DRIVE, Windermere, FL 34786
0.22
$1,533,800
5
5
3,922
Off Market

Local Information

  • Map ViewExplore the area around 5933 CAYMUS LOOP.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
0.26 acres
Living Area
2,766 sqft
Price/Sqft
$421
Parking
2 Car Garage
HOA
$240/Monthly

About this House

Priced to sell**** This newly renovated masterpiece boasts 4 bedrooms, 4.5 bathrooms, and is perfectly positioned overlooking the breathtaking Hole 14 of the renowned Golden Bear golf course. Step into a world of elegance as you enter the meticulously designed interiors featuring high-end finishes, stunning floors, and an abundance of natural light. The spacious and modern kitchen is a culinary dream, equipped with stainless steel appliances, quartz countertops, and white cabinetry. The roof was completely replaced in 2021. Indulge in a backyard that opens directly onto the manicured greens of Hole 14. Keene's Point is synonymous with exclusivity, offering residents access to top-notch amenities and a tight-knit community atmosphere. With its prime location on the Golden Bear golf course, this property presents a rare opportunity to experience the epitome of luxury living. Don't miss your chance to own a piece of paradise – schedule a showing today and make this dream home yours!
5933 CAYMUS LOOP, Windermere, FL 34786 is a 4 bedroom, 5 bathroom, 2,766 sqft single-family home built in 2001. It last sold for $1,000,000 on Jun 21, 2024 (7% below the $1,080,000 asking price). It is currently off market. The Trulia Estimate is $1,165,500, with a rent estimate of $4,957/month.

Home Details for 5933 CAYMUS LOOP

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Primary Bedroom, Bedroom 1, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2766 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Sewer Connected, Water ConnectedAppliances: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Luxury Vinyl
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Luxury Vinyl
View
Has a ViewView: Golf Course

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Balcony, Irrigation SystemFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 40x25No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 84

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Wood FrameNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 292328407401320

Price & Status

Price
List Price: $1,080,000
Status Change & Dates
Off Market Date: Mon May 13 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: KEENES POINTE

Building

Building Area
Building Area: 3969 Square Feet
Community rooms
Fitness Center

Community

Community Features: Community Boat Ramp, Clubhouse, Fitness Center, Gated Community - GuardNot Senior Community

HOA

HOA Name: Chris Cleveland/Leland ManagementHOA Phone: 407-909-9099Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $240/Monthly

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6177484Showing Advance Notice: 24Showing Considerations: No SignShowing Requirements: 24 Hour Notice, Appointment OnlyUniversal Property Id: US-12095-N-292328407401320-R-N

Additional Information

HOA Amenities: Golf Course,Playground,Pool,Tennis Court(s)
Last check for updates: about 5 hours ago
Listed by Bruno Magri, (407) 421-8056
YELLOW ROCK REALTY CORP, (407) 421-8056
Bought with: Rebecca Redman Hamaoui, (407) 803-8800, REAL BROKER, LLC, (855) 450-0442
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6177484
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price and Tax history

DateEventPrice
Jun 21, 2024
Source: Stellar MLS #O6177484
Sold
$1,000,000
May 4, 2022
Source: N/A
Sold
$910,000
Feb 4, 2019
Source: N/A
Sold
$450,000
Aug 24, 2015
Source: Stellar MLS #O5368844
Sold
$475,000
Jan 29, 2015
Source: N/A
Sold
$300,100

Market trends in Windermere

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
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  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
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  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
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  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
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  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
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  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
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  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
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  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
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  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
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  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
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  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

45 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Pool

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Homes for sale near 5933 CAYMUS LOOP

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Off Market Homes Near 5933 CAYMUS LOOP

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Frequently asked questions about 5933 CAYMUS LOOP

  • What is 5933 CAYMUS LOOP estimated to be worth?
    Trulia's estimated value for 5933 CAYMUS LOOP in Windermere, FL is $1,165,500.
  • What is the price history for 5933 CAYMUS LOOP?
    5933 CAYMUS LOOP in Windermere, FL last sold for $1,000,000 in June 2024.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $814K. That is up $92.5K from the prior month.
  • Does 5933 CAYMUS LOOP have air conditioning?
    Yes, 5933 CAYMUS LOOP in Windermere, FL has air conditioning.
  • Does 5933 CAYMUS LOOP have a pool?
    Yes, 5933 CAYMUS LOOP in Windermere, FL has a pool.