Sarasota's Premier Homes

4401 LITTLE JOHN TRAIL

SARASOTA, FL 34232

MLS#: A4695906

$529,000

Status: Active
Listing number: A4695906
Listing provided by: OSIPOV GROUP REAL ESTATE
Listing agent phone: None
Last update: a day ago
New on site 2 days ago
Browse Properties
SHERWOOD FOREST - Residential

Property

Beds

3

Full Baths

2

1/2 Baths

1

Year Built

1986

Sq.Footage

1,894

Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities.

Features & Amenities

Interior

  • Other Interior Features

    Vaulted Ceiling(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central, Electric

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Frame

  • Other Exterior Features

    Balcony, Lighting

  • Parking

    Attached

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.38

  • Lot Size(square feet)

    16627.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $529,000

  • Tax Amount

    $4,285

  • Sq. Footage

    1, 894

  • Price/SqFt

    $279

HOA

  • Association

    Yes

  • Association Fee

    $600

  • Association Fee Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $50

School District

  • Elementary School

    Fruitville Elementary

  • Middle School

    McIntosh Middle

  • High School

    Sarasota High

Property Features

  • New Construction

    NO

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    59

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Fruitville Elementary

Middle School

McIntosh Middle

High School

Sarasota High

Listing Courtesy of Bogdan Osipov , OSIPOV GROUP REAL ESTATE

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Emil Garinga

Executive Assistant

Emil Garinga

Call Emil today to schedule a private showing.


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities.

4401 LITTLE JOHN TRAIL

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by The Graf Group of Coldwell Banker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Related Properties

Nestled within the sought-after Village Walk community of Palmer Ranch, this meticulously maintained 3-bedroom, 3-bathroom home offers 2,008 square feet of turnkey living wrapped in classic, warm style. Completely furnished and move-in ready, this residence is the ultimate Sarasota lifestyle package. Step inside to discover an open-concept living and dining area featuring custom built-ins and a wall of sliding glass doors that flood the space with natural light. The bright kitchen boasts ample countertops, generous cabinetry, and a breakfast counter perfect for morning routines. Beyond those sliders, an extended caged paver lanai beckons for year-round outdoor enjoyment. The expansive primary suite includes a private patio, spa-inspired ensuite bath, and multiple closets. A versatile den provides ideal home office space, while the two-car garage offers extra storage. What truly sets this property apart is its extraordinary surroundings. Village Walk's Town Center delivers resort-caliber amenities — six lighted Har-Tru tennis courts, a state-of-the-art fitness center, heated lap pool, tropical lagoon-style pool, and a bustling clubhouse hosting over 30 social activities. Residents also enjoy an on-site café, boutique, and post office. Beyond the gates, world-famous Siesta Key Beach sits just a short drive away. The Legacy Trail offers miles of scenic biking into Venice, while Publix at The Shoppes at Palmer Ranch handles daily essentials. Shopping, dining, and entertainment are minutes away via the Clark Road I-75 corridor. This is Sarasota living at its finest.
#A4691250

SARASOTA

8080 CARDENA LANE

3 Beds

3 Baths

2,008 Sq.Ft.

$595,500

MLS#: A4691250

Welcome to this beautifully located residence in the highly desirable Prestancia community of Palmer Ranch. Offering over 2,600 square feet of living space, this three-bedroom, two-and-a-half-bath villa combines generous proportions with exceptional potential. Designed on a single level, the home features a spacious and functional layout with expansive living areas and seamless flow to the outdoor space—perfect for enjoying Florida’s indoor-outdoor lifestyle. This property presents a great opportunity to update and personalize each room to your taste. Great space in the kitchen with a true dining area and lot of cabinets. The living and dining rooms with high ceilings provide a true bar area, a fireplace and offer unique views of the wildlife scenery. Ample space in the owner’s suite with a spacious bathroom with dual vanities, shower and bath, and a large walk in closet. The third bedroom is currently used as an extra family room. The office is an extension of the living room and is open towards the lanai. All rooms have plantation shutters adding charm to the property. A laundry and powder room complete the floorplan. Outdoors, the expansive lanai offers a tranquil retreat with generous dining and lounging areas—perfect for morning coffee, al fresco dinners, or simply enjoying the calm of the day. Set back from the golf course, oriented to the west, the home enjoys beautiful, serene, private views of the Audubon sanctuary, where nature surrounds you in a gentle, soothing embrace. Enjoy true maintenance-free living, in a 24-hour guard-gated community, with the HOA covering landscaping, maintenance of the grounds, and exterior repairs—including the roof (replaced in 2014)—as well as an alarm system for added peace of mind. The outside of the villa has been freshly painted. Whether you’re searching for a full-time residence or seasonal retreat, this well-kept home offers comfort, convenience, and outstanding value in one of Sarasota’s most sought-after neighborhoods. Living in TPC Prestancia, within the heart of Palmer Ranch, offers an exceptional blend of prestige and convenience. Optional membership to the TPC Prestancia golf and social club provides access to world class golf, expanding social amenities, tennis, new pickleball courts, and upcoming enhancements that continue to elevate the community experience. Just minutes away, residents enjoy the renowned Siesta Key beaches, excellent dining options, abundant shopping, and a growing new retail district nearby placing everything you desire within easy reach. Schedule your private showing today!
#A4694288

SARASOTA

7726 CALLE FACIL

3 Beds

2 Baths

2,610 Sq.Ft.

$615,000

MLS#: A4694288

Located in Pelican Cove, this ground floor 3-bedroom/3 bathroom is an end-unit condo with complete privacy all around.  The living areas enjoy natural light and are surrounded by lush, mature foliage. The master suite includes a sitting area, walk-in closet and private courtyard area and privacy. Two additional split bedrooms with baths, and a laundry room with additional storage, complete this condo.  Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the botanical gardens. This community is a boaters dream with more than 85 boat harbor slips and each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and 3 clubhouses. Pelican University offers classes and clubs for all including woodworking, photography, pottery, to name a few.  This convenient location is close to Siesta Key beach, fabulous shopping and restaurants.
#A4692564

SARASOTA

1623 PELICAN COVE ROAD 122

3 Beds

3 Baths

1,843 Sq.Ft.

$495,000

MLS#: A4692564

Price reduced
Tucked within the charming Villa d’Este enclave of TPC Prestancia, this beautifully updated villa welcomes you with a relaxed coastal feel and an easy sense of home from the moment you step inside. Natural light fills the space, enhanced by soaring ceilings and an open layout that allows each room to flow comfortably into the next. The kitchen sits at the heart of it all, where quartz countertops are paired with a soft aqua subway tile backsplash—adding just the right touch of color and personality while keeping a clean, coastal look. The primary suite is set apart for privacy, creating a quiet retreat, while the guest bedrooms are located on the opposite side of the home—ideal for hosting family or friends. Each bedroom is generously sized and bright, offering comfortable, airy spaces throughout. Step outside to a cozy lanai, perfect for a quiet morning coffee, then continue to the additional outdoor seating area just beyond—an inviting spot to relax, gather, or enjoy Sarasota’s year-round sunshine. Practical updates add to the home’s appeal, including a new roof, fascia, skylights and gutters completed within the past year. The property is sold furnished for your convenience. Whether you’re here full-time or seasonally, the ease of living stands out. The community takes care of the exterior of the villa and of the landscaping, so you can simply enjoy your time without the upkeep. TPC Prestancia community provides 24/7 gated security and is recognized as an Audubon Certified Sanctuary, with 565 acres of mature trees, wildlife, and walking paths. Fine dining, shopping is only minutes away! Located only 4 miles from world-renowned Siesta Key Beach, this home offers you piece of mind in the most upscaled golf community in Palmer Ranch, Sarasota. TPC Prestancia social, sports (tennis, brand new pickleball courts, gym in construction) and golf memberships are available and optional. This is a rare opportunity to own a turnkey villa, move in condition that combines space, thoughtful updates in one of the best locations in Sarasota. Schedule your private showing today (Floorplan and 3D tour available)!
#A4690192

SARASOTA

4601 LAS BRISAS LANE

3 Beds

2 Baths

2,428 Sq.Ft.

$625,000

MLS#: A4690192

This stunningly remodeled 3 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan with a high-capacity AC system, water heater, and tile flooring throughout. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. Enjoy incredible sunsets and star gazing in the evenings from your living room. This bright and peaceful second-floor unit is located within the 75-acre, botanic garden-like setting of Pelican Cove. The historic Wilbanks clubhouse is only steps away, where the main heated resort-style pool awaits. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf! Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants near by. Siesta Key and downtown Sarasota are in very close proximity. You will love this phenomenal unit in this one-of-the-kind, gated, maintenance-free living community of Pelican Cove.
#A4688441

SARASOTA

1511 PELICAN POINT DRIVE 279

3 Beds

2 Baths

1,474 Sq.Ft.

$525,000

MLS#: A4688441

Your Pelican Cove drive begins when the front gate lifts and the beauty of Pelican Cove unfolds. The main living area overlooks the harbor, providing the sought-after Florida indoor/outdoor lifestyle. This 3 bedroom/2 bath condo has an updated A/C unit, hot water tank, electric panel.  A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
#A4685633

SARASOTA

1633 BOATHOUSE CIRCLE 232

3 Beds

2 Baths

1,320 Sq.Ft.

$475,000

MLS#: A4685633

New on site 1 day ago
TAKE A STROLL back in time to "OLD FLORIDA" and land in an incredible location WEST of N. Trail in RINGLING PARK! What a fabulous, and WELL PRESERVED home complete with a large fenced back yard, private driveway and carport. You will fall in love with the beautiful, Terrazzo Floors accented by 1950's interior architectural features such as arched vestibules and Plaster Cove Ceilings. This is a 2 bedroom bungalow with a front and rear porch, ample size living room, fabulous Florida room and a large laundry room. Updates include a new kitchen and updated bathroom, almost new HVAC, updated 150 amp electric panel, all 20 windows have been updated with tilt in, single pane windows, Terrazzo floors updated and new LPV flooring in the Florida room. This Fantastic home is a great opportunity! $465,000
#A4695931

SARASOTA

1020 23RD STREET

2 Beds

1 Baths

856 Sq.Ft.

$465,000

MLS#: A4695931

New on site 1 day ago
COASTAL RESORT LIVING JUST MINUTES FROM SIESTA KEY BEACH! Enjoy the best of Siesta Key living in this beautifully updated and move-in-ready condominium at Harbor Towers, one of the island's most sought-after waterfront communities. Located just a short distance from the world-renowned Siesta Key Beach, this large one-bedroom, one-bath residence offers beautiful bay and intracoastal water views, exceptional amenities, and outstanding ownership value. Recent improvements provide peace of mind, including a new air conditioning system (2026), new hot water heater (2026), fresh interior paint, a new window, and a new screened lanai door. The spacious floor plan features an oversized bedroom with room for multiple sleeping arrangements, generous closet space, a full-size kitchen with refrigerator and dishwasher, keypad entry, and abundant natural light. Harbor Towers offers an impressive collection of resort-style amenities, including a heated pool and spa, fitness center, marina, fishing pier, boat slips available for lease, tennis courts, clubhouse, walking paths, grilling areas, and secured gated access. A deeded covered parking space is conveniently located near the building entrance. Ideal as a primary residence, vacation getaway, or investment opportunity. Historical rental activity reflects gross rental income of approximately $34,000 annually; future rental income may vary. All special assessments have been paid, HOA fees are paid through 2026, and there are no other outstanding fees, providing added peace of mind for the next owner. Ideally situated near Siesta Key Village, residents enjoy convenient access to restaurants, shopping, entertainment, and beach access, with trolley and transportation options nearby. Experience the convenience, amenities, and coastal lifestyle that make Harbor Towers one of Siesta Key's most desirable waterfront communities. With elevator access, a practical layout, convenient amenities, and low-maintenance living, this residence offers comfort and ease of ownership.
#OM724368

SARASOTA

5855 MIDNIGHT PASS ROAD 514

1 Beds

1 Baths

751 Sq.Ft.

$478,000

MLS#: OM724368

New on site 2 days ago
Under Construction. Looking for a move in ready, natural light filled Luxury Villa? How about a Palm Tree lined pond view from your lanai? Welcome to The Bishop a Luxury Villa in the gated community of Gracewater, where timeless design meets serene views. From the moment you walk through the door, sunlight streams through the abundance of windows throughout the entry, the dining room and living room, filling the space with warmth and brightness. The open-concept layout flows seamlessly from the welcoming front porch to the inviting dining and family areas, and out to the breezy lanai where a peaceful pond view invites you to gather, relax, and reconnect.
#TB8516261

SARASOTA

2849 MARRAKESH LANE

2 Beds

2 Baths

1,542 Sq.Ft.

$449,990

MLS#: TB8516261

New on site 3 days ago
Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)
#N6144604

SARASOTA

2714 DATURA STREET

3 Beds

2 Baths

1,364 Sq.Ft.

$619,500

MLS#: N6144604

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by The Graf Group of Coldwell Banker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by The Graf Group of Coldwell Banker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service