Mid Town Sarasota Homes with Trees/Woods View

Mid Town Sarasota Homes with Trees/Woods View

Welcome to Midtown Sarasota, a captivating neighborhood nestled in the heart of Sarasota, Florida. Known for its vibrant community spirit and lush, tree-lined streets, Midtown offers a unique blend of urban convenience and natural beauty. This charming area is not just a place to live; it’s a lifestyle that embraces the tranquility of nature while being just moments away from the bustling life of downtown Sarasota.

One of the standout features of Midtown Sarasota is its stunning homes that boast picturesque views of trees and wooded landscapes. Imagine waking up to the gentle rustle of leaves and the soft chirping of birds, all from the comfort of your own home. Many properties in this area are designed to harmonize with their natural surroundings, offering spacious backyards and patios that invite you to unwind in your own private oasis. Whether you’re sipping your morning coffee or hosting a weekend barbecue, the serene views create the perfect backdrop for relaxation and entertainment.

Midtown Sarasota is also conveniently located near a variety of amenities, including shopping centers, restaurants, and recreational parks. With easy access to the Gulf Coast's beautiful beaches, residents can enjoy a perfect blend of leisure and adventure. The community is known for its friendly atmosphere, making it an ideal place for families, retirees, and everyone in between.

If you’re searching for a home that combines the beauty of nature with the convenience of urban living, look no further than Midtown Sarasota. Discover your dream home today and experience the best of Florida living!

Newest Mid Town Sarasota Homes with Trees/Woods View

3208 Ramblewood Drive N, Sarasota
$185,000
3 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Welcome to 3208 Ramblewood Drive in Ramblewood Acres, an inviting gated community in the heart of Sarasota. This beautifully updated 3-bedroom, 2½-bath condominium offers exceptional comfort and convenience, complete with a private carport, an adjacent laundry room, and plenty of storage throughout. Enjoy three charming porches—two upstairs and one downstairs—including one overlooking the peaceful creek with a peek-a-boo view of the tennis courts. Inside, the home features tasteful updates throughout. New flooring throughout the first floor, updated bathrooms, and fresh paint and molding, creating a bright and welcoming atmosphere. Have peace of mind with a NEW ROOF (2025), NEWER HVAC (2023), NEWER WATER HEATER (2023), NEW DISHWASHER (2024), NEW DRYER (2024) and much more. Step outside and take advantage of the community’s impressive amenities: three swimming pools (with one just a short walk away), tennis courts, a fitness center, billiard room, playground, and a community center. The multi-acre property also affords for those morning or afternoon peaceful walks. Perfectly located near Sarasota’s top dining, shopping, and cultural attractions—and just a few miles from the world-famous white sands of Siesta Key Beach—this residence combines privacy, comfort, and an exceptional lifestyle in one of the area’s most desirable locations. Be sure to tell all family and friends, “I live where you vacation.”

3208 Ramblewood Drive N, Sarasota
1209 Tallywood Drive Unit 7005, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Tallywood SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to your beautifully renovated villa in Tallywood, a sought-after 55+ community! Move right in and enjoy the fresh, updated feel throughout this approximately 1,100-square-foot home. The brand-new kitchen features new appliances, including a microwave, and countertops creating a welcoming space for everyday meals and entertaining. Both bathrooms have been completely renovated with a clean, modern design, including new vanities while new carpeting in both bedrooms adds warmth and comfort. A brand-new washer and dryer add to the home's move-in-ready appeal. The enclosed lanai offers additional space to relax and unwind, while a covered carport and storage provide everyday convenience. Enjoy the Tallywood lifestyle with community amenities including a sparkling swimming pool, clubhouse, fitness center, and shuffleboard court. Ideally located just minutes from downtown Sarasota, the shopping and dining destinations at UTC, and the beautiful Gulf Coast beaches, this villa offers the perfect blend of comfort, convenience, and Florida living. Whether you're looking for a year-round residence or a seasonal retreat, this beautifully updated villa is ready to welcome you home!

1209 Tallywood Drive Unit 7005, Sarasota
936 La Costa Circle Unit 10, Sarasota
$217,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Step inside this luxuriously updated, move-in-ready condo in Park View, one of Sarasota’s best-kept secrets! Tucked away in a gated community just minutes from vibrant downtown Sarasota and the beautiful Gulf Coast beaches, Park View offers a peaceful retreat in an unbeatable location. This hidden gem is centered around a beautifully maintained park, creating a serene setting with lush green space right outside your door. Residents enjoy two community pools, a clubhouse, and a fitness center, while monthly fees conveniently include water, sewer, trash, and cable. From the moment you enter this stunning residence, you'll feel a sense of warmth, comfort, and sophistication. Thoughtfully redesigned with earthy modern finishes, stylish architectural details and luxurious upgrades, this exceptional home seamlessly blends timeless style with contemporary comfort, creating a space that feels as inviting as it is impressive. Enjoy added peace of mind with updated hurricane-impact windows. Best of all, this spectacular condo is being offered fully furnished, making your transition effortless. Simply bring your suitcase and start enjoying the Sarasota lifestyle! Whether you're searching for a full-time residence, a seasonal escape, or your own slice of Florida paradise, this extraordinary condo checks every box. A rare opportunity to own a retreat in one of Sarasota's most charming hidden communities. Come experience it for yourself—you won't want to leave!

936 La Costa Circle Unit 10, Sarasota
727 N Jefferson Avenue Unit 727, Sarasota
$234,900
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
Priced to Sell. Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!

727 N Jefferson Avenue Unit 727, Sarasota
642 N Jefferson Avenue Unit 13, Sarasota
$199,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, Sarasota
2520 E Milmar Drive, Sarasota
$529,000
4 Beds ⋅ 4 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
*** INVESTORS *** MULTIGENERATIONAL BUYERS *** 5 Minutes to Downtown. This 4-bedroom, 4 bath is on one level on a large, flat lot. A special feature is that 3 of the bedrooms have en suite bathrooms and are located in a separate corner of the house for privacy. The floorplan lends itself to extended families or investors due to the entire back of the house being separated by French doors which can be used as mother-in-law quarters or any flexible living arrangement. Or, rent out a room(s) for income. The back area has a private living room, bedroom, full bathroom, closet, and 2 exterior entrances to the yard. This is no common new-build house. There is tons of character in the Mediterranean style of arched doorways, heavy lathe texture walls, and original Saltillo tile floors. The open floor plan centers around a spacious living and dining area, perfect for entertaining. Or, sit at the granite kitchen countertop. Kitchen has original wood cabinetry. Stainless appliances. Mature shade trees and tropical landscaping surround the private patio and flat, fully fenced, private backyard that is large enough for a pool, badminton, sports court, or large dog run. Located on a quiet, peaceful street just 3 blocks from the famous Legacy Trail and Payne Park. Enjoy an active lifestyle of biking, walking, tennis, skateboarding, running on paths, or picnicking. Easy access to restaurants, shopping, recreation, and our stunning Gulf Coast beaches. If all that is not enough, the house has A BRAND-NEW ROOF, NEW SKYLIGHTS (September 2026), NEW WATER HEATER, AND NEW AIR CONDITIONING MOTOR. Another big plus: NO HOMEOWNER’S ASSOCIATION! NO HOA DUES AND RESTRICTIONS! House is clean and move-in ready. Endless possibilities. Your creativity is the limit inside and out. Schedule your private showing today!

2520 E Milmar Drive, Sarasota
3160 Aspinwall Street, Sarasota
$450,000
5 Beds ⋅ 4 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Welcome to 3160 Aspinwall St, Sarasota, FL 34237, a spacious two-story residence offering 5 bedrooms, 4 full bathrooms, 2,240 sq. ft. of living space, an attached car garage, and a double corner lot totaling approximately 0.34 acres. The floor plan offers flexibility that can be hard to find, especially for larger households or buyers who simply appreciate extra room. The primary bedroom is located on the first floor, while four additional bedrooms are positioned upstairs, creating natural separation between living areas and allowing space for family, guests, a home office, or other everyday needs. The property sits on an approximately 14,739 sq. ft. lot and offers both indoor and outdoor space. With no HOA, buyers have added flexibility while still enjoying a convenient Sarasota location. Public water and sewer are already in place, and the attached garage adds practical storage and parking. Location is another strong part of the property. From here, you are within convenient reach of Downtown Sarasota, shopping, schools, medical services, restaurants, major roads, Marina Jack, and the route toward Siesta Key and the Gulf Coast. What makes this home especially interesting is not just the number of bedrooms or the lot size, but the combination of both. For a buyer looking for a property that can adapt over time, whether for a growing household, multigenerational living, guests, or simply more breathing room, 3160 Aspinwall St offers a substantial Sarasota footprint with plenty of possibilities.

3160 Aspinwall Street, Sarasota
2488 Davis Boulevard, Sarasota
$435,000
3 Beds ⋅ 2 Baths ⋅ Ringling Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to Ringling Park, where mid-century modern character, a spacious corner lot, and a location just minutes from Downtown Sarasota come together in a home filled with personality. A large banyan tree creates a memorable first impression, while a brick-paver courtyard entrance welcomes you into this 3-bedroom, 1 full and 1 half bath home. Inside, signature mid-century details include dark terrazzo flooring, transom windows, and an abundance of natural light. At the front of the home, the living room is centered around a distinctive fireplace, while the kitchen features white cabinetry, dark countertops, a subway tile backsplash, and generous storage. Beyond the kitchen, the spacious dining area offers a vaulted, beamed ceiling and French doors opening directly to the backyard, creating an easy connection between indoor and outdoor living. The fully updated main bathroom features large-format tile and a glass-enclosed walk-in shower. The primary bedroom offers a walk-in closet with built-in organization, direct backyard access, and a conveniently located half bath within the primary bedroom area. An interior laundry closet adds everyday functionality. Outside, the fenced backyard is surrounded by established tropical landscaping with brick-paver patios, deck areas, and plenty of room to relax, garden, or entertain. A substantial detached, air-conditioned flex space with LVP flooring and a mini-split was previously used as an art studio and offers versatility for storage, hobbies, creative pursuits, or a setup tailored to your needs. Weekly short-term rentals are permitted, adding another possibility for investors. With Downtown Sarasota, Payne Park, restaurants, shopping, arts, entertainment, and the city's vibrant Gulf Coast lifestyle all within easy reach, this Ringling Park home offers a distinctive blend of mid-century character, flexible spaces, and an exceptional Sarasota location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2488 Davis Boulevard, Sarasota
630 N Jefferson Avenue Unit 19, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Just a few minutes from downtown. Move in ready ground-floor, 2-bedroom, 2-bathroom condo is just minutes from downtown Sarasota. Located in a private, wooded, and deed-restricted community, the condo features a sleek interior with granite countertops, a breakfast bar, tile and laminate wood floors, vaulted ceilings, and ceiling fans. The rear lanai offers a view of a wooded area with a partial lake view. Tenant occupied paying $1,845/ month.

630 N Jefferson Avenue Unit 19, Sarasota
2031 4th Street, Sarasota
$479,900
3 Beds ⋅ 2 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34237 Zip Code
Welcome to this charming 3-bedrooms, 2-bathrooms single-family home located in the heart of downtown Sarasota. House with 2 beds/1bath front of house. Rear side of house 1 unit with 1Bed/1bath apartment/mother-in-law. ZONING DOWNTOWN NEIGHBORHOOD This spacious home features a newly renovated kitchen, new flooring and a large backyard perfect for entertaining. Walking distance to nearby downtown restaurants, shopping, entertainment, wholefoods, Marina Jacks, the Van Wezel Performing Arts Center, Selby Library, Ringling Bridge and a short hop over to St. Armand’s Circle, Lido and Longboat Key. Don’t miss out on this amazing opportunity to own a piece of paradise in Beautiful Sarasota Downtown!! Call now to schedule your private showing!!

2031 4th Street, Sarasota
972 La Costa Circle Unit 3, Sarasota
$159,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
As the weather begins to cool down in Sarasota now, enjoy the fall and holiday season in this move-in-ready, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. You may own or rent here--your choice! This special, furnished 1 BD/1 BA unit features a kitchen with granite countertops, stainless steel appliances (NEW RANGE '23; NEW DISHWASHER69 ’22), accented by solid wood cabinetry. Beautiful 18” diagonally laid ceramic tile floors throughout. Indoor laundry with stacked washer/dryer. NEW A/C SYSTEM ’24. ALL DUCTWORK CLEANED, ’24. Enjoy indoor-outdoor living with a screened lanai (NEW 2024) and brick paver patio just off the living area and facing the incredible parklike setting that Park View is noted for. Outside on the beautiful grounds, the condo is just steps away from two inviting community pools (one being heated), a fitness center, and a community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus a dining table, chairs, tv sitting area. It also has a spacious, covered outdoor patio where you can entertain or relax. Park View’s central location allows quick access to many top Sarasota attractions: Lido Beach and St. Armands Circle; our #1 Siesta Key Beach; downtown theatres, restaurants, and shoppes; The Sarasota Outdoor Market, the Sarasota Opera, the Bazaar at Apricot and Lime, Ed Smith Stadium with Orioles spring training games, concerts, and events; the Ringling, The Bay Park with trails, more concerts and events, etc., etc. and beautiful sunsets!!! Park View is just a short drive to the airport, US 41, and I-75 to take you to interesting places north, south, and beyond!! Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime Sarasota location. You must see it today!

972 La Costa Circle Unit 3, Sarasota
610 N East Avenue, Sarasota
$679,777
2 Beds ⋅ 4 Baths ⋅ Shenandoah Park SubDv. ⋅ 34237 Zip Code
Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. 3 units are currently occupied/leased while 1 Studio unit is currently vacant. Gross rents of 3 occupied units total $4,050. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner! Please note 620 N East Ave is owned by same owner and is possible to be purchased along with Quadplex opening up your options on what would become 1/3 of an acre if combined.

610 N East Avenue, Sarasota
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