12866 Penshurst Ln, Windermere, FL 34786
Property image
Property image
OFF MARKET

$522,000

Trulia Estimate
as of Nov 8, 2026
  • 4 Beds
  • 2 Baths
  • 2,151 sqft

12866 Penshurst Ln, Windermere, FL 34786

Home Highlights

Single-Family Home
2,151 sqft
$243/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 12866 Penshurst Ln.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Two-car garageSpacious split-bedroom floor plan
Newly Reduced 12866 Penshurst Lane
ESTIMATED TOTAL MONTHLY LEASING PRICE: $2,599.95
Base Rent: $2495.00
Filter Delivery: $5.00
Renters Insurance: $10.95
$1M Identify Protection, Credit Building, Resident Rewards, Move-In Concierge: $34.00
High-speed Internet up to 1 Gig: $55.00

*The estimated total monthly leasing price does not include utilities or optional/conditional fees, such as pet, utility service, and security deposit waiver fees. Our Resident Benefits Package includes required Renters Insurance, Utility Service Set-Up, Identity Theft Protection, Resident Rewards, HVAC air filter delivery (where applicable), and Credit Building, all at the additional monthly cost shown above.

PROPERTY DESCRIPTION
Welcome to this beautiful 4-bedroom, 2-bath home in the highly desirable Lakes of Windermere community! Offering over 2,150 square feet of thoughtfully designed living space, this home features a spacious split-bedroom floor plan that provides both comfort and privacy. Step inside to discover an inviting layout with a combination of tile and carpet flooring, a bright kitchen that opens to the family room, and generous living spaces perfect for entertaining or relaxing with family. The well-equipped kitchen includes a refrigerator, range, microwave, dishwasher, and disposal, making meal preparation a breeze. The primary suite offers a peaceful retreat with ample space, while the additional bedrooms provide flexibility for family, guests, or a home office. Central air conditioning and heating ensure year-round comfort. Outside, enjoy the convenience of a two-car garage and professionally maintained lawn service included, allowing you more time to enjoy the fantastic community amenities. Residents of Lakes of Windermere have access to a community swimming pool, scenic walking paths, playgrounds, and beautifully maintained common areas. Schedule a tour today, this home will not last long!

DEPOSIT TERMS & CONDITIONS:
A refundable security deposit will be due within 48 hours of approval.

LEASE COMMENCEMENT REQUIREMENTS:
Once approved, the lease commencement date must be within 14 days. If the property is unavailable for move-in, the lease commencement date must be set within 14 days of the expected availability date.

BEWARE OF SCAMS:
HomeRiver Group does not advertise properties on Craigslist, LetGo, or other classified ad websites. If you suspect one of our properties has been fraudulently listed on these platforms, please notify HomeRiver Group immediately. All payments related to leasing with HomeRiver Group are made exclusively through our website. We never accept wire transfers or payments via Zelle, PayPal, or Cash App. All leasing information contained herein is deemed accurate but not guaranteed. Please note that changes may have occurred since the photographs were taken. Square footage is estimated.

Please note this home may be governed by an HOA and could require additional applications.

*All info /data contained herein is deemed to be accurate but it is not warranted, photos are similar.*
$75.00 application/adult, a $150.00 administrative fee due at move-in. Tenants pay utilities and yard care. Pets Accepted (3 pets max). $300.00 non-refundable pet fee per pet, $25.00 pet rent. Breed restrictions apply. A pet screening fee is required.
12866 Penshurst Ln, Windermere, FL 34786 is a 4 bedroom, 2 bathroom, 2,151 sqft single-family home. It last sold for $259,900 on Mar 21, 2005 (10,317% above the $2,495 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $2,595 per month. That rental listing was removed on September 9, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $522,000, with a rent estimate of $3,000/month.
Contact this Building
Property Website

Home Details for 12866 Penshurst Ln

Interior Features

Heating & Cooling
Heating: Central, Forced AirAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Garage, On Site

Community

Other
Playground

Additional Information

PlaygroundPool

Comparable Sales for 12866 Penshurst Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12860 PENSHURST LANE, Windermere, FL
0.01
Single-Family Home
$508,000
01/30/26
4
2.5
2,460 sqft
12824 Cragside Ln, Windermere, FL
0.24
Single-Family Home
$271,900
12/16/25
4
3
2,229 sqft
12761 HOLDENBURY LANE, Windermere, FL
0.16
Single-Family Home
$525,000
06/08/26
4
2
2,380 sqft
12907 Freeman St, Windermere, FL
0.03
Single-Family Home
$580,000
07/28/26
4
2.5
2,460 sqft
12948 Freeman St, Windermere, FL
0.09
Single-Family Home
$615,000
02/06/26
4
3
2,709 sqft
7033 BRAMLEA LANE, Windermere, FL
0.13
Single-Family Home
$620,000
10/07/26
3
2.5
2,229 sqft
12880 HOLDENBURY LANE, Windermere, FL
0.13
Single-Family Home
$705,000
11/24/25
4
3
3,103 sqft
6673 DUNCASTER STREET, Windermere, FL
0.40
Single-Family Home
$460,000
08/31/26
3
2
2,151 sqft
12925 HOLDENBURY LANE, Windermere, FL
0.21
Single-Family Home
$600,000
12/15/25
4
2.5
2,981 sqft
12830 CRAGSIDE LANE, Windermere, FL
0.24
Single-Family Home
$630,000
09/18/26
4
2.5
2,683 sqft

Nearby homes

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Price and Tax history

DateEventPrice
Sep 9, 2026
Source: Zillow Rentals
ListingRemoved
$2,495
Jul 31, 2026
Source: Zillow Rentals
PriceChange
$2,495
Price decreased by 4%
Jul 12, 2026
Source: Zillow Rentals
Listed For Rent
$2,595
Oct 18, 2024
Source: Zillow Rentals
ListingRemoved
$2,495
Jul 17, 2024
Source: Zillow Rentals
ListingRemoved

Around this home

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
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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
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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LGBTQ Local Legal Protections

Frequently asked questions about 12866 Penshurst Ln

  • What is 12866 Penshurst Ln estimated to be worth?
    Trulia's estimated value for 12866 Penshurst Ln in Windermere, FL is $522,000.
  • What is the price history for 12866 Penshurst Ln?
    12866 Penshurst Ln in Windermere, FL last sold for $259,900 in March 2005.
  • 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 $860K. That is up $4.17K from the prior month.
  • Does 12866 Penshurst Ln have air conditioning?
    Yes, 12866 Penshurst Ln in Windermere, FL has air conditioning.
  • Does 12866 Penshurst Ln have a pool?
    Yes, 12866 Penshurst Ln in Windermere, FL has a pool.

Homes for rent near 12866 Penshurst Ln

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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