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Longwood Run Homes for Sale

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  • /33

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,447 Sq Ft

    4540 Ascot Cir N, Sarasota, FL 34235

    Discover your Zen space nestled amongst nature’s finest preserve views, embracing peace and tranquility. 4540 Ascot Circle N ( 2BD/2BA + 1 car Garage) defines a cozy, low-maintenance home with an exceedingly spectacular location convenient to the shopping mecca of University Parkway corridor, 5 miles from downtown Sarasota with its cultural hub of theaters, restaurants, and beaches, and 5 miles

    Agent Photo

    Lynn Brock

    BROCK REALTY INC.

    (941) 202-5729

    4540 Ascot Cir N, Sarasota, FL 34235
  • /54

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,776 Sq Ft

    4518 Ascot Cir S, Sarasota, FL 34235

    Park-like water and nature views set the tone for this spacious two-story townhouse in Longwood Villas, ideally located just minutes from everything that makes the University Park area so desirable—all enjoyed within a hassle-free, maintenance-free lifestyle, with the association handling exterior upkeep, landscaping, and roof care. This well-designed floor plan offers rare flexibility with two

    Agent Photo

    Joe Murphy

    COLDWELL BANKER REALTY

    (941) 294-4767

    4518 Ascot Cir S, Sarasota, FL 34235
  • /23

    $298,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4481 Ascot Cir N, Sarasota, FL 34235

    Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ),

    Agent Photo

    Diane Goodwin

    EXP REALTY LLC

    (941) 239-6337

    4481 Ascot Cir N, Sarasota, FL 34235
  • /46

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,147 Sq Ft

    4870 Tivoli Ct, Sarasota, FL 34235

    NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded

    Garin Hoover HOOVER REALTY LLC

    4870 Tivoli Ct, Sarasota, FL 34235
  • /60

    $470,000

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    4494 Del Sol Blvd S, Sarasota, FL 34243

    PRICE IMPROVEMENT! Location, Location, Location! I know that saying is real estate cliche, but in this instance, it's absolutely true! This beautiful 3 bedroom, 2 1/2 bath, 2 car garage home with heated pool is nestled against a preserve and located in the popular and highly sought after Longwood Run subdivision. You're just minutes away from world famous beaches, first class shopping at UTC,

    Cherie De Hay SETTLES REAL ESTATE LLC

    4494 Del Sol Blvd S, Sarasota, FL 34243
  • /38

    $454,900 Open Sat 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    4511 Del Sol Blvd S, Sarasota, FL 34243

    Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop.

    Louis Wery PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4511 Del Sol Blvd S, Sarasota, FL 34243
  • /24

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft

    4547 Del Sol Blvd S, Sarasota, FL 34243

    Beautifully maintained single-family home offering 3 bedrooms and 2.5 bathrooms, featuring a resurfaced private pool and attached storage shed. Originally built by U.S. Home and owned by only one homeowner, this residence reflects true pride of ownership. Enjoy a peaceful, private setting with tranquil wooded views in the backyard. Recent updates include a brand-new tile roof (November 2025),

    Kellie Reith MEDALLION REALTY LLC

    4547 Del Sol Blvd S, Sarasota, FL 34243
  • /23

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,930 Sq Ft

    4316 Callista Ln, Sarasota, FL 34243

    Experience modern living in this beautifully remodeled two-bedroom plus den home, perfectly situated in a prime location now available! The versatile den offers the perfect solution for a home office, guest room, or movie room. Nestled on a peaceful dead-end street for ultimate privacy and tranquility. Discover the ease of maintenance-free living allowing you to enjoy a relaxed lifestyle without

    Samantha Jennen PREFERRED SHORE LLC

    4316 Callista Ln, Sarasota, FL 34243
  • /55

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    4750 Tivoli Ave, Sarasota, FL 34235

    Tucked away in the quiet back section of the well maintained community of Tivoli Village in Longwood Run, this beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and serene Florida living. From the moment you arrive, you’ll be captivated by the fresh, light exterior paint, lush tropical landscaping, and a stately oak tree that sets the tone for the tranquil

    Heather Gehan COLDWELL BANKER REALTY

    4750 Tivoli Ave, Sarasota, FL 34235
  • /18

    Price To Be Determined New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,463 Sq Ft

    PEARSON A Plan at Oasis at Longwood Run, Sarasota, FL 34243

    Welcome to the Pearson Townhome, built by D.R. Horton. Townhome living is low maintenance living. The townhome features 3 bedrooms, 2.5 bathrooms, and a 1-car garage, all in a spacious 1,463 sq. ft. area. As you enter the home, you will find a foyer as well as a powder room. Beyond that is the open-concept kitchen and living area, which includes countertop seating and ample space for a dining

    D.R. Horton Builder
    4101 Gold Dust Ln Unit 39729939, Sarasota, FL 34243
  • /29

    $180,000

    • 2 Beds
    • 2 Baths
    • 954 Sq Ft

    5450 Longwood Run Blvd Unit 202, Sarasota, FL 34243

    Locatin, location, location! Come see this spacious condo located in the heart of Sarasota. You are just 2.5 miles from University Town Center, I-75, shopping and dining. Sarasota Bradenton International Airport, downtown Sarasota, and beautiful Sarasota Bay are within 15 minutes. Longwood Park is only 0.4 miles away and here where you can enjoy dog-friendly areas, tennis and pickleball courts,

    Delia Valente CENTURY 21 BEGGINS ENTERPRISES

    5450 Longwood Run Blvd Unit 202, Sarasota, FL 34243
  • /19

    $374,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    Vale Plan at Oasis at Longwood Run, Sarasota, FL 34243

    This two-story, all concrete block constructed end unit townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai, along with a one-car garage and two car driveway. The second floor includes a spacious Bedroom 1 that includes Bathroom 1, two additional bedrooms, a full bathroom, and a laundry area. This home

    D.R. Horton Builder
    4101 Gold Dust Ln Unit 36203004, Sarasota, FL 34243
  • /40

    $179,985

    • 2 Beds
    • 2 Baths
    • 954 Sq Ft

    5450 Longwood Run Blvd Unit 103, Sarasota, FL 34243

    MOTIVATED SELLER! Find comfort, convenience, and peaceful living in this beautifully updated and rarely available first-floor residence in the meticulously maintained Longwood Run community. Set against a lush, private, park-like backdrop, this two-bedroom, two-bath condominium is truly move-in ready and includes all furniture as shown in photos. Assigned parking and ample guest spaces are

    Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5450 Longwood Run Blvd Unit 103, Sarasota, FL 34243
  • /46

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft

    5974 San Michelle Dr, Sarasota, FL 34243

    Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage.A screened front entry welcomes

    Vince Fuda MEDWAY REALTY

    5974 San Michelle Dr, Sarasota, FL 34243
  • /27

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    4461 Ascot Cir N, Sarasota, FL 34235

    This Free Standing Villa is located in a quiet neighborhood located close to the beaches and the airport, let's not forget the UTC mall, Mote Marine, the Ringling Museum and tons of theatre and plenty of restaurants. This Villa has 3 bedrooms with 2 bathrooms. The kitchen has granite counter tops with plenty of cabinet space. The living area has vaulted ceilings and you will notice ceiling fans

    David Short COLDWELL BANKER REALTY

    4461 Ascot Cir N, Sarasota, FL 34235
  • /18

    Price To Be Determined New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    PEARSON B Plan at Oasis at Longwood Run, Sarasota, FL 34243

    Welcome to the Pearson Townhome, built by D.R. Horton. Townhome living is low maintenance living. The townhome features 3 bedrooms, 2.5 bathrooms, and a 1-car garage, all in a spacious 1,463 sq. ft. area. As you enter the home, you will find a foyer as well as a powder room. Beyond that is the open-concept kitchen and living area, which includes countertop seating and ample space for a dining

    D.R. Horton Builder
    4101 Gold Dust Ln Unit 39729954, Sarasota, FL 34243
  • /17

    $349,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    Glen Plan at Oasis at Longwood Run, Sarasota, FL 34243

    This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai, along with a one-car garage and two-car driveway. The second floor includes a spacious Bedroom 1, which includes Bathroom 1, two additional bedrooms, a full bathroom, and a laundry area. This home comes

    D.R. Horton Builder
    4101 Gold Dust Ln Unit 36203003, Sarasota, FL 34243

Why Live in Longwood Run

Longwood Run is a master-planned community near University Town Center, featuring various homes from the last 40 years in a natural Southwest Florida setting. "Longwood Run is known for its mature trees, preserves and lakes. There's [about] 579 ...

Frequently Asked Questions

Is Longwood Run a good place to live?
Longwood Run is a good place to live. Longwood Run is considered car-dependent and somewhat bikeable with some transit options. Longwood Run has 1 park for recreational activities. It has a median age of 55. The average household income is $116,611 which is above the national average. College graduates make up 39.6% of residents. A majority of residents in Longwood Run are home owners, with 17.6% of residents renting and 82.4% of residents owning their home. A local real estate agent serving Longwood Run can help you decide if this neighborhood is the right one for you. Learn more on our Longwood Run neighborhood guide.
Is Longwood Run, FL a safe neighborhood?
Longwood Run, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Longwood Run?
The median home price in Longwood Run is $429,999. If you put a 20% down payment of $86,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,170 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Longwood Run. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Longwood Run is $117K.
What are the best public schools in Longwood Run?
The best public schools that serve Longwood Run are:
What are the best private schools in Longwood Run?
The best private schools that serve Longwood Run are:
What are the most popular zip codes in Longwood Run, Sarasota, FL?
The most popular zip codes in Longwood Run, Sarasota, FL include 34243, 34235, 34201, 34236 and 34234.
What are the most popular neighborhoods near Longwood Run, Sarasota, FL?
The most popular neighborhoods near Longwood Run, Sarasota, FL are The Meadows, University Park, Palm Aire Country Club, University Place and Desoto Acres.
Are home prices dropping in Longwood Run?
Yes, home prices in Longwood Run are down 8% in the last 12 months.

Home Trends in Longwood Run, FL

Housing Trends

Median Sale Price
$410,000
Median Single Family Sale Price
$454,900
Median Townhouse Sale Price
$358,500
Median 2 Bedroom Sale Price
$179,992
Average Price Per Sq Ft
$233
Number of Homes for Sale
17
Last 12 months Home Sales
45
Months of Supply
4.50
Median List Price
$429,999
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-16%
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