Homes for sale under $400k in Kensington Park, FL

9 homes

Sort:

Price (high to low)

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Tucked inside a quiet cul-de-sac within the desirable Woodmans Chart, this beautifully updated villa offers a lifestyle wrapped in nature, comfort, and convenience. Recently refreshed with 2025 exterior paint, the home greets you with crisp curb appeal. A private side courtyard welcomes you inside and also leads to the oversized two-car garage, offering room for cars, a golf cart, bicycles, and even a workshop area Step through the front door and you’re greeted by soaring vaulted ceilings and clerestory windows that pours in natural light. The layout is warm and welcoming, with generously sized living and dining spaces that feel both open and comfortable. An interior atrium with a

$399,000

3 beds2 baths1,551 sq ft

4367 Woodmans Chart #163, Sarasota, FL 34235

Interior atrium • Mature landscaping • 2 garage spots

3D WALKTHROUGH

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
One or more photo(s) has been virtually staged. Hammock Place — one of Sarasota’s hidden gems for newer, affordable living with a focus on sustainability and community charm. This 3-bedroom, 2-bathroom home is just 3 years new, offering a bright and airy open plan layout with high ceilings, ideal for modern living. The kitchen is equipped with brand new GE appliances, granite countertops, and ample prep space—perfect for cooking and entertaining. Enjoy peaceful preserve views, hurricane-impact windows, a 2-car garage, and generous storage throughout. Located in a deed-restricted community of approximately 40 single-family homes, Hammock Place is known for its gated entry,

$395,000

3 beds2 baths1,522 sq ft

1782 White Orchid Ct, Sarasota, FL 34235

Gated entry • 4,000 sq ft lot • 2 garage spots

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Don't miss your chance to call Heather Lakes home! Motivated sellers offer this light and bright home, which boasts a spacious living area with an open floor plan, hardwood floors, and a large skylight. Move in ready, from the generous owner's suite, to the amazing lanai, to the oversized wooded lot with mature landscaping offering privacy and opportunity. Enjoy the beauty and convenience of Bahama shutters throughout the house, smart thermostat, and a Ring doorbell. Conveniently located just blocks from Gocio Elementary School, with easy access to University Town Center, downtown Sarasota, and award-winning beaches. All appliances are included, and the owner is willing to negotiate furnit

$375,000

2 beds2 baths1,538 sq ft

3668 Pond View Ln, Sarasota, FL 34235

Updated appliances • Large wooded lot • Open living space

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Seller concessions up to $10,000 towards closing cost with acceptable contract! Beautifully updated home on a 1/4 acre of Florida paradise. This 3 bedroom , 2 bathroom offers updated flooring, kitchen, bathrooms, fixtures, and more with a backyard that feels like Selby gardens. Inside you'll find a spacious living room with high ceilings, an eating area off the spacious kitchen with shaker cabinets, quartz countertops, marble backsplash, LG stainless steel appliance package, disposal, and built-in wine fridge and sliders to go out back. The bedrooms have low-profile fans with remote lights for the perfect comfort setting, built-in closets, and blinds. The primary suite has additional slider

$374,777

3 beds2 baths1,156 sq ft

3226 Patton St, Sarasota, FL 34235

Eating area • Updated bathrooms • Shaker cabinets

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Discover the potential in this 3-bedroom, 2-bath home with a attached mother-in-law suite located in the Kensington Park neighborhood of Sarasota. This spacious property offers a great layout and ready customize to your taste. Upgrades include a metal roof, and PVC plumbing throughout the home. The mother-in-law suite provides flexible options for extended family, guests, or rental income. With a little TLC, this home could shine once again and become a true gem. Conveniently located near shopping, dining, beautiful Gulf beaches, and downtown Sarasota, this property is perfect for investors or buyers looking to create their dream home.

$320,000

3 beds2 baths1,823 sq ft

2150 Schwalbe Way, Sarasota, FL 34235

Metal roof • Near dining • Mother-in-law suite

Property at 3915 Schwalbe Dr #128, Sarasota, FL 34235, 2 beds, 2 baths

$229,500

2 beds2 baths1,195 sq ft

3915 Schwalbe Dr #128, Sarasota, FL 34235

Property at 1833 Vera Pl, Sarasota, FL 34235, 2 beds, 2 baths

$219,000

2 beds2 baths1,055 sq ft

1833 Vera Pl, Sarasota, FL 34235

Property at 1815 Roxane Way #65, Sarasota, FL 34235, 1 bed, 1 bath

$187,900

1 bed1 bath806 sq ft

1815 Roxane Way #65, Sarasota, FL 34235

Property at 3900 Roxane Blvd Unit 10A, Sarasota, FL 34235, 1 bed, 1 bath

$185,999

1 bed1 bath831 sq ft

3900 Roxane Blvd Unit 10A, Sarasota, FL 34235

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW 5 HRS AGO

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Welcome to this charming home with it's own BEAUTIFUL PRIVATE POOL, in the heart of Sarasota. Featuring 3 bedrooms, 2 bathrooms and 2 car garage, the spacious layout is filled with natural light. Enjoy outdoor living with a gorgeous pool with a fenced backyard for privacy is a true oasis to entertain your family and friends. Located conveniently near local amenities, shopping, and dining, this property is a wonderful family home in a quiet family neighborhood.

$399,900

3 beds2 baths1,587 sq ft

3114 Lockwood Lake Cir, Sarasota, FL 34234

Private pool • Fenced backyard • Outdoor living

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Glen Oaks Manor with New Roof 2025, courtyard pool home two-bedroom, two-bath villa that is ready for a fresh look. This villa has a large private courtyard totally enclosing the 14-by-28-foot pool for complete privacy with new marcite in 2023. The entry foyer sets the stage for this unique floor plan with an ample size kitchen with pass through window for entertaining. The living room, dining room and office/den focus on the glassed in and sun-drenched atrium. This private garden atrium is full service with electric and water ready for a gardener’s touch. Off the kitchen is a universal family room that flows from the living room for an unobstructed view of the pool courtyard. Primary

$398,500

2 beds2 baths1,630 sq ft

3692 Glen Oaks Manor Dr, Sarasota, FL 34232

Built-in staircase • Courtyard pool home • Garden atrium

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
One or more photo(s) has been virtually staged. NEW ROOF INSTALLED BY DEC. 1. A Beautifully Maintained Home with 2 Bedrooms, Den, Lanai and Hot Tub! Welcome to this immaculate 2 bedroom plus den, 2 bathroom, 2 car garage home nestled in the quiet, gated community of Village at Beekman—a hidden gem with low HOA fees and wonderful amenities. Step inside to an open and airy floor plan that seamlessly blends everyday comfort with entertaining ease. The spacious living areas flow into a large, covered lanai featuring a private hot tub—perfect for relaxing evenings or weekend gatherings. Wood fencing across the back adds an extra layer of privacy. Impact Windows ensuring safety and e

$390,000

2 beds2 baths1,657 sq ft

4330 Beekman Pl #103, Sarasota, FL 34235

Gated community • Tennis • Covered lanai

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Welcome to Glen Oaks Manor. .. A boutique enclave of large Courtyard Villas carefully situated inside it's own park designed as a Canopy Tree neighborhood complete with paths, gazebos, park benches, lakes, a beautiful variety of trees and plants, and it is a dog friendly community. Mr. & Mrs. Clean live here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS. .. on the other side of your villa is an atrium with water and electric great for an orchid garden, fountain, kitty corral, aviary. .. it is a great spac

$379,000

2 beds2 baths1,630 sq ft

3919 Glen Oaks Manor Dr, Sarasota, FL 34232

Screened courtyard • Pebble tech patio • New hvac

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Welcome to Woodmans Chart, a serene enclave within the highly desirable Meadows community—where maintenance-free living meets natural Florida beauty. This private 3-bedroom, 2-bath villa is perfectly positioned to overlook a lush tropical backyard, creating a peaceful retreat you’ll love coming home to. A charming private side courtyard provides an additional outdoor living space and leads directly to the oversized garage—another rare feature that sets this home apart. Step inside to an inviting floor plan designed for relaxation and entertaining. A spacious living area flows seamlessly into the dining and sitting spaces, while an interior atrium provides an additional tra

$359,900

3 beds2 baths1,551 sq ft

4364 Woodmans Chart #142, Sarasota, FL 34235

$783 HOA • 2 garage spots • Community pool

ABOUT THIS HOME
Homes for sale under $400k in Kensington Park, FL
Endless Potential in a Prime Location – Motivated Seller! Single family home without any restrictions ! The property is a single-family home featuring 2 bedrooms and 2 bathrooms, 1,142 square feet. Originally built in 1950, the home underwent a complete rebuild in 2004. The residence showcases an open floor plan, offering flexibility for various uses, including potential residential or business. Notably, the property includes a private mother-in-law suite and two separate entrances, enhancing its suitability for multi-generational living or live-work arrangements. There is potential for rezoning to Office Professional Institutional (OPI), presenting opportunities for inves

$359,900

2 beds2 baths1,272 sq ft

4010 N Lockwood Ridge Rd, Sarasota, FL 34234

Complete rebuild • Not in a flood zone • Stormwater systems

Property at 1550 N Pompano Ave, Sarasota, FL 34237, 2 beds, 2 baths

$359,000

2 beds2 baths951 sq ft

1550 N Pompano Ave, Sarasota, FL 34237

Property at 1551 N Conrad Ave, Sarasota, FL 34237, 3 beds, 2 baths

$349,900

3 beds2 baths1,095 sq ft

1551 N Conrad Ave, Sarasota, FL 34237

Property at 4620 Hidden View Pl #10, Sarasota, FL 34235, 2 beds, 2.5 baths

$330,000

2 beds2.5 baths1,315 sq ft

4620 Hidden View Pl #10, Sarasota, FL 34235

Property at 3200 Tobero Ln, Sarasota, FL 34235, 1 bed, 1 bath

$325,000

1 bed1 bath576 sq ft

3200 Tobero Ln, Sarasota, FL 34235

Property at 2061 Casita Dr, Sarasota, FL 34234, 3 beds, 2 baths

$325,000

3 beds2 baths1,478 sq ft

2061 Casita Dr, Sarasota, FL 34234

Property at 4303 Chestnut Ave, Sarasota, FL 34234, 3 beds, 2 baths

$325,000

3 beds2 baths1,300 sq ft

4303 Chestnut Ave, Sarasota, FL 34234

Property at 2221 Meadowlake Ct Unit A3, Sarasota, FL 34235, 2 beds, 2 baths

$325,000

2 beds2 baths1,230 sq ft

2221 Meadowlake Ct Unit A3, Sarasota, FL 34235

Property at 2383 Lakeside Mews Unit D3, Sarasota, FL 34235, 2 beds, 2 baths

$324,999

2 beds2 baths1,382 sq ft

2383 Lakeside Mews Unit D3, Sarasota, FL 34235

Property at 3627 Longmeadow #39, Sarasota, FL 34235, 2 beds, 2 baths

$299,000

2 beds2 baths1,130 sq ft

3627 Longmeadow #39, Sarasota, FL 34235

Property at 3447 Tallywood Ln #7143, Sarasota, FL 34237, 3 beds, 2 baths

$298,000

3 beds2 baths1,668 sq ft

3447 Tallywood Ln #7143, Sarasota, FL 34237

Property at 3443 Tallywood Cir #7061, Sarasota, FL 34237, 3 beds, 2 baths

$279,900

3 beds2 baths1,451 sq ft

3443 Tallywood Cir #7061, Sarasota, FL 34237

Property at 1554 Tallywood Dr #7127, Sarasota, FL 34237, 3 beds, 2 baths

$275,000

3 beds2 baths1,668 sq ft

1554 Tallywood Dr #7127, Sarasota, FL 34237

Property at 3629 Longmeadow #38, Sarasota, FL 34235, 2 beds, 2 baths

$259,000

2 beds2 baths1,023 sq ft

3629 Longmeadow #38, Sarasota, FL 34235

Property at 3947 Panola Ln #180, Sarasota, FL 34232, 2 beds, 2 baths

$249,900

2 beds2 baths1,372 sq ft

3947 Panola Ln #180, Sarasota, FL 34232

Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes for sale under $400k in Kensington Park

There are currently 9 homes for sale under $400k in Kensington Park. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Kensington Park stay on the market for 128 days. Popular neighborhoods include Glen Oaks. This map is refreshed with the newest listings in Kensington Park every 15 minutes.

In the past month, 7 homes have been sold in Kensington Park. In addition to houses in Kensington Park, there were also 2 condos, 0 townhouses, and 0 multi-family units for sale in Kensington Park last month. Find your dream home in Kensington Park using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Kensington Park are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Kensington Park. Our Kensington Park real estate stats and trends will give you more information about home buying and selling trends in Kensington Park. If you're looking to sell your home in the Kensington Park area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kensington Park with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Kensington Park, FL

More to explore in Kensington Park, FL

Featured
Price

How to buy a house in Kensington Park, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Homes for sale under $400k in Kensington Park, FL

Homes for sale under $400k in Kensington Park

More real estate resources for Kensington Park, FL

Neighborhoods

Zip Codes

Nearby Cities

More to explore in Kensington Park, FL

How to buy a house in Kensington Park, FL

Popular Markets in Florida