5837 CAYMUS LOOP, Windermere, FL 34786
SOLD
JUN 29, 2026

5837 CAYMUS LOOP
Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,937 sqft (on 0.26 acres)

$1,265,000

Last Sold: Jun 29, 2026
6% below list $1.35M
$431/sqft
Est. Refi. Payment $8,750/mo*
Refinance Your Home

$1,265,000

Last Sold: Jun 29, 2026
6% below list $1.35M
$431/sqft
Est. Refi. Payment $8,750/mo*
Refinance Your Home
4 Beds
3 Baths
2,937 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$1.26M
Since last month
Increased$700 (+0.1%)
Since last year
Increased$439K (+53%)
Since last sale
Increased$700 (+0.1%)
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 +163% in the last 10 years
MonthEstimated value
2026
August 2026$1.27M
July 2026$1.27M
June 2026$1.27M
May 2026$1.28M
April 2026$1.29M
March 2026$1.29M
February 2026$1.29M
January 2026$828K
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
6023 BLAKEFORD DR, Windermere, FL
0.25
Single-Family Home
$1,400,000
04/08/26
5
3
3,013
6001 CAYMUS LOOP, Windermere, FL
0.12
Single-Family Home
$1,550,000
06/11/26
5
5
3,520
11019 KENTMERE COURT, Windermere, FL
0.29
Single-Family Home
$1,375,000
12/17/25
4
4
3,813
6084 CAYMUS LOOP, Windermere, FL
0.29
Single-Family Home
$975,000
09/02/25
5
4
3,455
5926 BLAKEFORD DRIVE, Windermere, FL
0.18
Single-Family Home
$2,000,000
06/24/26
4
4
3,906
11213 CAMDEN PARK DRIVE, Windermere, FL
0.60
Single-Family Home
$1,480,000
08/18/25
4
3
2,902
11014 HAWKSHEAD COURT, Windermere, FL
0.34
Single-Family Home
$1,675,000
11/12/25
4
4
4,240
11721 CAMDEN PARK DRIVE, Windermere, FL
0.83
Single-Family Home
$1,230,000
12/03/25
4
3
3,014

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
5825 CAYMUS LOOP, Windermere, FL 34786
0.03
$1,473,100
5
3.5
3,494
Off Market
5910 CAYMUS LOOP, Windermere, FL 34786
0.08
$1,367,700
4
4
3,476
Off Market
5956 Caymus Loop, Windermere, FL 34786
0.07
$1,077,200
3
3
-
Off Market
5933 CAYMUS LOOP, Windermere, FL 34786
0.12
$1,165,500
4
4.5
2,766
Off Market
6006 CAYMUS LOOP, Windermere, FL 34786
0.11
$1,384,900
5
4
3,530
Off Market
6001 CAYMUS LOOP, Windermere, FL 34786
0.12
$1,550,000
5
5
3,520
Recently Sold
5939 BLAKEFORD DRIVE, Windermere, FL 34786
0.16
$1,533,800
5
5
3,922
Off Market
6037 CAYMUS LOOP, Windermere, FL 34786
0.18
$992,000
3
2.5
2,614
Off Market
5926 BLAKEFORD DRIVE, Windermere, FL 34786
0.18
$2,000,000
4
4
3,906
Recently Sold
6760 VALHALLA WAY, Windermere, FL 34786
0.23
$3,487,700
5
6.5
6,055
Off Market
5938 BLAKEFORD DRIVE, Windermere, FL 34786
0.20
$2,020,700
5
4.5
4,210
Off Market

Local Information

  • Map ViewExplore the area around 5837 CAYMUS LOOP.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2004
Lot Size
0.26 acres
Living Area
2,937 sqft
Price/Sqft
$431/sqft
Parking
2 Car Garage
HOA
$298/Monthly

About this House

Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.
5837 CAYMUS LOOP, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 2,937 sqft single-family home built in 2004. It last sold for $1,265,000 on Jun 29, 2026 (6% below the $1,349,000 asking price). It is currently off market. The Trulia Estimate is $1,265,000, with a rent estimate of $4,423/month.

Home Details for 5837 CAYMUS LOOP

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bathroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2937 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Sprinkler Well, Water ConnectedAppliances: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Refrigerator, WasherDishwasherDisposalDryerLaundry: 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
Window: BlindsDoor: Sliding DoorsFlooring: Carpet, Luxury Vinyl, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Luxury Vinyl, Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation System, Lighting, SidewalkFoundation: Block, SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Waterfront: Lake, WaterfrontRoad Frontage: Private RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 38

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 292328407401120

Price & Status

Price
List Price: $1,349,000Price Per Sqft: $431/sqft
Status Change & Dates
Off Market Date: Tue Mar 17 2026

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: KEENES POINTE
School Information
Elementary School: Windermere ElemJr High / Middle School: Bridgewater MiddleHigh School: Windermere High School

Building

Building Area
Building Area: 3942 Square Feet

Community

Community Features: Community Boat Ramp, Dock, Fishing, Lake, Private Boat Ramp, Waterfront, Community Mailbox, Gated Community - Guard, Golf Carts OK, PlaygroundNot Senior Community
Other
Playground

HOA

HOA Fee Includes: 24-Hour Guard, Manager, Private Road, SecurityHOA Name: Suzanna McLeodHOA Phone: 407-909-9099Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $298/Monthly

Lot Information

Lot Area: 0.26 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6380732Showing AttendedShowing Requirements: Listing Agent Must Accompany, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-292328407401120-R-N

Additional Information

Community Boat RampDockFishingLakePrivate Boat RampWaterfrontCommunity MailboxGated Community - GuardGolf Carts OKPlayground
Last check for updates: about 4 hours ago
Listed by Jay Stewart, (407) 913-2677
SOUTHERN REALTY GROUP LLC, (407) 217-6480
Bought with: Kim Gordon, (407) 988-7923, REAL BROKER, LLC, (855) 450-0442
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6380732
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 29, 2026
Source: Stellar MLS #O6380732
Sold
$1,265,000
Mar 20, 2026
Source: Stellar MLS #O6380732
Pending
$1,349,000
Feb 7, 2026
Source: Stellar MLS #O6380732
PriceChange
$1,349,000
Price increased by 69%
Jun 16, 2023
Source: Stellar MLS #O6112013
Pending
$799,900
Jun 2, 2023
Source: Stellar MLS #O6112013
PriceChange
$799,900
Price decreased by 7%

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
    Flag
  • 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
    Flag
  • 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."
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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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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

47 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

69 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

83 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 5837 CAYMUS LOOP

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Off Market Homes Near 5837 CAYMUS LOOP

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Frequently asked questions about 5837 CAYMUS LOOP

  • What is 5837 CAYMUS LOOP estimated to be worth?
    Trulia's estimated value for 5837 CAYMUS LOOP in Windermere, FL is $1,265,000.
  • What is the price history for 5837 CAYMUS LOOP?
    5837 CAYMUS LOOP in Windermere, FL last sold for $1,265,000 in June 2026.
  • 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 5837 CAYMUS LOOP have air conditioning?
    Yes, 5837 CAYMUS LOOP in Windermere, FL has air conditioning.
  • Does 5837 CAYMUS LOOP have laundry facilities?
    Yes, 5837 CAYMUS LOOP in Windermere, FL has in-unit laundry.